### Federal Register / Vol. 56, No. 160 / Monday, August 19, 1991 / Notices

ENVIRONMENTAL PROTECTION AGENCY, [OPTS-41035; FRL 3937-41 Twenty-Eighth Report of the Interagency Testing Committee to the Administrator; Receipt of Report and Request for Comments Regarding Priority Listof Chemicals

AGENCY: Environmental Protection Agency (EPA). ACTION: Notice.

SUMMARY: The Interagency Testing Committee (ITC), established under section 4(e) ofthe Toxic Substances Control Act (TSCA), transmitted its Twenty-Eighth Report to the Administrator ofEPA on May 31, 1991. As noted in this Report, which is included with this notice, the Committee revised the Priority Testing List by designating 6 chemicals and recommending 3 chemicals and 11 chemical groups. The six designated chemicals are: acetone, n-butanol, dimethyl terephthalate, di-(2-ethylhexyl) adipate, isobutyl alcohol, and thiophenol. There are no recommended with intent-to-designate chemicals. The three recommended chemicals are: allyl alcohol, 2,4-dichlorophenol, andmdinitro-benzene. The 11 recommended chemical groups are: aldehyde hydrates, alkoxysilanes, alkynes, cyanoacrylates, hydrazines, isothiocyanates, methyl ethylene glycol ethers, nitroalcohols, oxiranes, propylene glycol ethers and esters, and phosphoniums.

The ITChas not removed any chemicals from the Priority Listas a result ofEPA actions.

EPA invites interested persons to submit written comments on the Report. EPA is notholding a Focus Meeting for these chemicals and will proceed immediately to rulemaking. EPAis taking this action because the designated chemicals have a statutory deadline and require a response by EPA within 1year. DATES: Written comments should be submitted by September 18, 1991. ADDRESSES: Send written submissions to: TSCA Public Docket Office (TS-793), Office ofToxic Substances, Environmental Protection Agency, Rm. NE- G004, 401 M St., SW., Washington, DC 20460. All submissions should bear the document control number (OPTS41035).

The public record supporting this action, including comments, is available for public inspection in Rm. NE-G004 at the address noted above from 8 a.m. to

noon and 1 p.m.to 4 p.m., Monday through Friday, except legal holidays. FOR FURTHER INFORMATION CONTACT: David Kling, Acting Director, Environmental Assistance Division (TS799), Office ofToxic Substances, Environmental Protection Agency, 401 M St., SW., Rm. E-543B, Washington, DC 20460, (202) 554-1404, TDD (202) 554- 0551. SUPPLEMENTARY INFORMATION: EPA has received the TSCA Interagency Testing Committee's Report to the Administrator.
I.Background

TSCA (Pub.L. 94-469, 90 Stat.2003 et seq; 15U.S.C. 2601 etseq.) authorizes the Administrator ofEPA to promulgate regulations under section 4(a) requiring testing ofchemicals and groups in order to develop data relevant to determining the risks that such chemicals and groups may present to health or the environment. Section 4(e) ofTSCA established the Interagency Testing Committee to recommend chemicals and groups to the Administrator ofEPA for priority testing consideration. Section 4(e) directs the ITCto revise the TSCA section 4(e) Priority Testing List at least every 6 months. The ITC's most recent revisions to this List are included in the Committee's Twenty-Eighth Report. The Report was received by the Administrator on May 31, 1991, and is included in this Notice. The Report adds 9 chemicals and 11 groups ofchemicals to the TSCA section 4(e) Priority Testing List.
II. Written and Oral Comments and Public Meetings

EPAinvites interested persons to submit detailed comments on the ITC's

new recommendations. The Agency is interested in receiving information concerning additional or ongoing health and safety studies on the subject chemicals as well as information relating to the human and environmental exposure to these chemicals.

A notice will be published at a later date in the Federal Register adding most ofthe substances recommended in the ITC's Twenty-Seventh and TwentyEighth Report to the TSCA section 8(d) Health and Safety Data Reporting Rule (40CFR part 716), which requires the reporting ofunpublished health and safety studies on the listed chemicals. The delay inpublishing this notice is necessary because ofthe requirement to complete the economic analysis on a large number ofchemicals. That notice will also add most ofthe chemicals to the TSCA section 8(a) Preliminary Assessment Information Rule (40CFR part 712). The section 8(a) rule requires the reporting ofproduction volume, 

### exposure, and release information on, the listed chemicals.
III. Status ofList

TheITC's Twenty-Eighth Report notes the addition ofchemicals and chemical groups to the Priority TestingList. The current List contains 6 designated chemicals, 3recommended chemicals, and 11 recommended chemical groups.

Authority: 15 U.S.C. 2603.
Dated: July 24,1991.
CharlesM. Auer, Director, ExistingChemical Assessment Division,OfficeofToxicSubstance.



### TableofContents Summary Committee membership Chapter I Introduction

1.1 Background 1.2 Committee's previous reports 1.3 Committee's activities during this reporting period 1.3.a. Chemical and chemical group selections 1.3.b. Comprehensive information processing 1.3.c. Information dissemination 1.3.d. Referrals 1.3.e. Deferrals 1.3.f. Removals 1.4 The TSCA section 4(e) Priority Testing List Chapter 2Recommendations ofthe Committee

2.1 Chemicals recommended for Priority Consideration by the EPA Administrator

2.2 Designated chemicals

2.2a IRIS chemicals

Acetone n-Butanol Isobutanol 

### Di-92-ethylhexyl) adipate Thiophenol Dimethyl terephathalate 2.3 Recommended with intent-to-designate chenmicals None 2.4 Recommended chemicals

2.4a IRIS chemicals

m-Dinitrobenzene Allyl alcohol 2-4,Dichlorophenol 2.4b Alkynes 2.4c Nitroalcohols 2.4d Phosphonium compounds 2.4ehydrazines 2.4f Oxiranes 2.4g Alkoxysilanes 2.4h Aldehyde hydrates 2.4i Propylene glycol ethers and esters 2.4j Methyl ethylene glycol ethers 2.4k Isothiocyanates 2.41 Cyanoacrylates 

### 41212

### Federal Register / Vol. 56, No. 160 / Monday, August 19, 1991 / Notices

Twenty-Eighth Report of the Interagency Testing Committee to the Administrator, Environmental Protection Agency

Summary.The U.S. Congress created the Interagency Testing Committee (ITC) under the Toxic Substances Control Act (TSCA) to recommend TSCA regulable chemicals and chemical groups to the Administrator of the U.S. Environmental Protection Agency (EPA) for Priority Testing consideration and to facilitate coordination ofchemical testing sponsored orrequired by U.S. Government organizations represented

on the Committee. Congress directed the Committee to: (1)Organize their recommendations as the Priority Testing List, (2) revise the Priority Testing List at least every 8 months and (3) transmit these revisions to the EPA Administrator for publication in the Federal Register

As a result ofits deliberations during this reporting period (9/28/90 to 5/15/ 91), the Committee is revising the TSCA section 4(e) Priority Testing List by designating 6 chemicals and recommending 3 chemicals and 11 chemical groups. The Committee's computerized, substructure-based 

### chemical selection processes were used to identify the chemicals in groups that
are likely to satisfy multiple data needs ofMember Agencies and others. During thisreporting period, the Committee (1) considered available information on over40 chemicals and over30 chemical groups, (2) discussed information on Committee activities at the American Society forTesting and Material's First Symposium on Environmental Toxicology and Risk Assessment, (3) submitted comments to EPA'sproposed multi-substance rules for neurotoxicity and developmental/reproductive toxicity, (4) met with the Synthetic Organic Chemical Manufactures Association and the Chemical Manufactures Association to discuss completed, ongoing and planned testing of chemical groups recommended in the 26th Report, (5)solicited voluntary use exposure and release information that is unlikely tobe submitted in response to the TSCA Section 8(a) rule that is promulgated for any chemical or chemical grouprecommended fortesting by the ITC, (6)solicited voluntary physical and chemical property information forany chemicals in chemical groups recommended for testing since the Committee's 24th Report, (7) published unambiguous tables (requestedby Congress) of the 123 chemicals and 38 chemical groups
on or removed from the Priority Testing List, (8) referred a chemical to the EPA. FDA orNTP forhealth effects testing and (9) deferred over800 chemicals from testing consideration.

Chemicals or chemical groups (entries) on the Priority Testing List are designated, recommended with intentto-designate orrecommended by the Committee. Designations were created by the U.S. Congress when they drafted TSCA. Recommendations with intent-todesignate were established by the Committee in their 17th Report (50 FR 47603; November 19, 1985). Recommendations were established by the Committee In their 11thReport (47 FR 54626; December 3, 1982). Revisions to the Priority Testing List are presented, together with the types oftesting recommended, in Table 1. The footnote letters following Table 1 acknowledge the Committee's efforts to comprehensively examine ongoing testing-related activities and available information previously submitted under TSCA.

TABLE 1.-REVISIONS TO THE SECTION 4(E) PRIORITY TESTING LIST

Group CAS No. Chemical Action Date Recommended Tests

67-64-1 Acetone'-'

71-36-3 n-Butanol2

78-83-1 Isobutanoll

103-23-1 1Di-(2-ethylhexyl)adipates

108-98-5 Thiopheno*

120-61-6 Dimethyl terephthaate

99-65-0 1m-Dinitro-benzene Designated

Designated

Designated

Designated

Designated

Designated

Recommended Chemical fate: None. Health effects: Reproductive effects. Ecological effects: None.
Chemical fate: None. Health effects: Reproductive effects. Ecological effects: None. Chemical fate: None. Health effects: Oral and Inhalation pharmacokinetics, reproductive effects, developmental toxicity, and oncogenicty. Ecological effects: None.
Chemical fate: Physical and chemical properties, river die-away and sediment biodegradation. Health effects: Reproductive effects, developmental toxicity and neurotoxicity. Ecological effects: Aquatic Invertebrate and

fish chronic toxicity. Chemical fate: Aerobic biodegradation, photolysis screening, and volatilization. Health effects: Pharmacokinetics, reproductive effects, developmental toxicity, neurotoxicity, mutagenicity and oncogenicity. Ecological effects: Algal toxicity, aquatic invertebrate and fish acute and chronic toxicity.
Chemical fate: River die-away biodegradation. Health effects: Reproductive effects, developmental toxicity and neurotoxicity. Ecological effects: Algal toxicity, aquatic invertebrate and fish acute and chronic toxicity. Chemical fate: None. Health effects: Subchronic toxicity, reproductive effects, developmental toxicity and neurotoxicty. 

### 41213

### Federal Register / Vol. 56, No. 160 

## / Monday, August 19, 1991 / Notices

TABLE 1.-REVISIONS TO THE SECTION 4(E) PRIORITY TESTING LST-Continued

Group CAS No. Chemical Action Date Recommened Tests

Nitralcohols

PbosphornLuis,

Hydmxines

Oxiranes

Alkoxyslanes

Aldehyde hydrates

Propylene glycol

esters ethers and

Methyl ethylene glycol ethers

Isothtocyanates

Cyanoacrylates 107-18-6 Allyl alcohol2

120-13-21 2,4-Dichlorophenol'.2 Recommended

Recommended

Recommended

Recommended

Recommended

Recommended

Recommended

Recommended

Recommended

Recommended

Recommended

Recommended

Recommended

'Superfund Amendments and Reauthorization Act (SARA) section 110. 'Emergency Planning and Community Right-to-Know Act (EPCRA) section 313.
aClean.Air Act Amendments, section 301. ' Toxic Substances.Control Act (TSCA) sectorn 8(a) Preliminary Assessment Information Rule (PAIR). 0TSCA section 8(d) Health and Safety Data Reporting Rule. Ecological effects: None.
5/91 Chemical fate: None. Health effects: Subchronlc toxicity,pharia

cokinatics, reproductive effects, develop. mental toxicity and neurotoxcity. Ecologlcal effects: Algal toxicity, acute and

chronic aquatic Invertebrate andfish toxicIty. 5/91 Chemical fate: None. Health effects: Neurotoxicity and Immuno.

toxicity. Ecological effects: None.
6191 Chemical fate: Physical and chemical prop. erties and biodegradation rate screenlnh Health effects: None. Ecological effects: None. 5/91 Chemical-fate: Physical and chemical properties and biodegradation rate screening Health effects: None. Ecological effects: Non&.
5/91 ,Chemical fate: Physical and chemical prop-

. erties and bWodegradation ate screening. Health effects: None. Ecological effects: None. 5/91 Chemical fate-. None. Health effects: None. Ecological effects: Algal toicilty, aquatic in

vertebrate.and fish acute and chronic toxIcity, 5/91 Chemical fate: None. Health effects: None. Ecological effects: Algal toxicity, aquatic Invertebrate acute and chronic toxicity and fish chronic toxicity. 5/91 Chemical fate: None. Health effects: None. Ecological effects: Algal toxicity, aquatic Invertebrate and fish acute and chronic toxicity.
5/91 Chemical fate: None. Health effects: None. Ecological effects: Algal toxicity, aquatic invertebrate and fish acute and chronic tox- icy.

5/91 Chemical fate: None.

Health effects: Developmental toxicity and

reproductive effects. Ecological effects: None. 5/91 Chemical fate: None. Health effects: Developmental toxicity ard

reproductive effects. Ecological effects: None. 5/91 Chemical fate: Persistence. Health effects: None. Ecological effects: None. 5/91 Chemical fate: Physical and chemical properties. Health effects: None. Ecological effects: None.



### Listedbelow are the individual. chemicals for the chemical groups in Table 1.Chemical nos. 1through 19 are alkynes, chemical nos; 20 through 23 are nitroalcohols, chemical nos. 24 through 28 are phosphoniums, chemical nos. 29 through 63 are hydrazines, chemical nos. 64 through 111 are oxiranes, chenical

nos. 112 through 148 are alkoxysilanes, chemical nos. 149 through 186 are propylene glycol ethers and esters, chemical nos. 187 through 196 are methyl ethylene glycol ethers, chemical nos.-197 and 198 are isothiocyanates, • chemical nos. 199 through 209 are 1 ; cyanoacrylates, and chemicals nos.210 and 211 are aldehyde hydrates. 

### 41214

### Federal Register / Vol. 56, No. 160 / Monday, August 19, 1991 / Notices 41215

No. Chemical Name CAS No. Notes

1. 1-Propyne 74-99-7
2. 1-Pentyn-3-ol, 3-methyl- 77-75-8
3. 4-Octyne-3.6-diol, 3,6-dimethyl- 78-66-0 4. 1 -Butyne 107-00-6
5. 2-Propyn-1-ol 107-19-7 6. 1-Hexyn-3-ol, 3,5-dimethyl- 107-54-0
7. 2-Butyne-1,4-diol 110-65-6
8. 3-Butyn-2-ol, 2-methyl- 115-19-5 9. 5-Oecyne-4,7-diol, 2.4.7,9-tetramethyl- 126-86-3
10. 3-Hexyne-2,5-diol.2,5-dlmethyl- 142-30-3 11. 1-Buten-3-yne 689-97-4
12. PeroxIde, (1,1,4,4-tetrarnethyl-2btyne- 1,4-diyl)bis (1,1-dimethylethyl) 1068-27-5 13. Ethanol, 2,2'-2-butyne-1,4- diylbls(oxy)Ibls- 1606-85-5 14. 3-Hexyne-2,5-diol 3031-66-1 15. Ethanol, 2-(2-propynyloxy)- 3973-18-0 16. 1Octyn-3l, etyl- 5877-42-9 17. 7-Tetradecyna-6,9-dlol, 5,10-diethyl- 25430-52-8 18. 1-Propanesulfonic acid, 3,3'-[2-butye- 1,4-diylbis(oxy)]bis 2-hydroxy- 40456-31-3 19. 2-Propyne-1-sulfonlc acid, sodium salt 55947-46-1 20. 1-Propanol, 2-methyl-2-nitro- 76-39-1 21. 1,3-Propanediol, 2-methyl-2-nttro- 77-49-6 22. 1.3-Propanedlol, 2-hydroxymethyl-2-nitro- 126-11-4. 23. 1.3-Propanediol. 2-ethyl-2-rtro- 597-09-1 24. Phosphordum, tetralds(hydroxymethy)-, chloride 124-64-1 25. Phosphontum, blphenyl(phenylmethy4)-,chlorlde 1100-88-5 26. Phosphonlum, ethyltriphenyl-, iodide 4736-60-1 27. Phosphontum, ethyturiphenyl-, acetate 35835-94-0 28. Phosphonlum, tetraMs(hydroxymethyl)-,sulfate(2:1) (salt) 55566-30-8 29. Hydrazine, 1,1-dilmethyl- 57-14-7 b,g 30. Hydrazine, phenyl monohydrochloride 59-88-1 31. Hydrazine, methyl- 60-34-4 b,g 32. Benzenesultonic acid, hydrazide 80-17-1 33. Benzenesulfonic acid, 4,4'-oxybis-.dihydrazide 80-51-3 34. Tetrazole-5-thione 1,2-dihydro-l-phenyl-5-f 86-93-1 35. 3-Pyrazolidnone, 1-phenyl- 92-43-3 36. Hydrazine, phenyl- 100-63-0 37. 1-tetrazene-1-carboxirndic acid, 4-(Aminomethyl)-, 2-nltrosohydrazide 109-27-3 38. 1.2-Hydrazinedlcarboxamide 110-21-4 39. Hydrazine, I,2-diphenyl- 122-6-7 a,b,d,g 40. 1,2-Hydrazinedicadbothioamide 142-48-1 41. Hydrazlne 302-01-2 ab,g 42. Carbonic dihydrazide 497-18-7 43. Hydrazinecarboxamide, monohydrochlodde 563-41-7 e 44. Hydrazinecadromidamide, monohydrochloride 1937-19-5 45. Carbonothiolc dihydrazilde 2231-57-4 48. Carbonic acid, compd. with hydrainecarboximldamide (1:1) 2582-30-1 47. 1,3-Benzenedicarboxyllc acid. dihydrazide 2760-96-7 48. Hydrazine, (2,4.6-trichlorophenyl)- 5329-12-4 49. Hydrazine dihydrochloride 5341-61-7 50. Hydrazinecarboxylic acid, methyl ester 6294-89-9 51. Hydrazinecarbothioamide N-methyl- 6610-29-3 52. Hydrazine, monoacetate 7335-65-1 53. Hydrazine, (1,1-dimethylethyl)-, monohydrochloride 7400-27-3 54. Hydrazlne monohydrate 7803-57-8 55. Hydrazine sulfate (1:1) 10034-93-2 b 56. Benzenesulfonlc acid, 4-methyl-, 2- (aminocarbonyl)hydrazlde 10396-10-8 57. Hydrazine sulfate (2:1) 13464-80-7 58. Hydrazinecarbodithloic acid, compd. with hydrazlne (1:1) 20469-71-0 59. Benzenepropanolc acid, 3,5-bWs(1,1- dimethylethyl)-4-hydroxy-, hydrazide 32687-77-7 60. Benzenepropanoic acid. 3.5-bls(1,1- dlmethylethyl)-4-4ydroxy-, 2-3-3,5- bis(1,1-dimethylethyi)-4-hydroxyphenyl- 1-oxo 3268778- 61. 1,2,4-Tdazin-5(2H)-one, 4-amlno6-(1,1- dimethylethyl)3,4-dhydro-3-thloxo- 33509-43-2 62. Hydrazlne, (2-chloro-4,6- dimethylphenyl)-, hydrochlodde 63134-30-5 63. 1,2-Hydrazinedisulfonic acid, 1-(4-nlrophenyl)-. dipotassium salt 63467-74-3 64. Oxirane 75-21- a,b,c,d 65. Oxlrane, methyl- 75-56-9 b,c,d 66. 2.4-Methano-2H-indeno[ ,2-b:5,6-b']bIsoxlrene, octahydro- 81-21-0 c 67. O)drane, phenyl- 96-09-3 b,c 68. Oxirane, 2,2'-[1,3.henylenebis(oxymethylene)]bis- 101-90-6 c,d 69. 7-Oxablcyclo 4.1.0 heptane, 3-henyl- 106-86-5 70. 7-Oxabicyclo 4.1.0 heptane, 3-oxiranyl- 106-87-6 c 71. Oxirane, ethyl- 106-88-7 bc,d 72. Oxirane, (chloromethyl)- 106-89- b,c,d 73. 2-Propenolc acid, 2-methyl-,oxkranymethyl ester 106-91-2 c,d 74. Oxirane. (2-propenyloxy)methyl]- 106-92-3 c,d 75. Oxirane, (phenoxymethyl)- 122-60-1 c,d 76. Spiro[6,10-(epoxymethano)-10H-cyclopenta[a]phenanthrene 163-77-9 77. 7-Oxabicyclo[4.1.0]heptane 286-20-4 c 78. Oxlrane, trifluoro(trffluoromethyl). 428-59-1 d,f 79. Oxiranemethanol 55642-5 c,d 80. Oxirane, 2,2'-[(1-methylethylidene)bis(4,1-phenyleneoxy- methylene)]bis- 1675-54-3 d 81. 3-Oxatricyclo(4.1.1.02,4]octane, 2,7,7- trimethyl- 1686-14-2 82. Oxirane. [(2-methylphenoxy)methyl]- 2210-79-9 d

### Federal Register / Vol. 56. No. 160 / Monday, August 19, 1991 / Notices

No.

83. 84. 85. 86. 87. 88. 89. 90. 91. 92. 93. 94. 95. 96. 97. 98. 99. 100. 101. 102. 103. 104. 105. 106. 107. 108. 109. 110. 111. 112. 113. 114. 115. 116. 117. 118. 119. 120. 121. 122. 123. 124. 125. 126. 127. 128. 129. 130. 131. 132. 133. 134. 135. 136. 137. 138 139 140 141 142 143 144 145 146 147 148 149 150 151 152 153 154 155 156 157 158 159 160 161 162 163 164 A191A

Notes Chemical Name

Oxrane. 2,2'-[oxybis(methylene)]bis7-Oxabcycio[4:1.0]heptane-3-carboxylic acid, 7-oxabicyclo[4.1.0] hept-3- ylmethyl ester Oxirane, 2,2'-[1,4- butanediyibis(oxymethylene)IbisOxirane. (butoxymethyl)- 1,3,5-Triazne-2,4,6(1H,3H,5H)-trione, 1,3,5-tuis(oxiranylmethy)- Oxirane, [(2-ethylhexyl)oxy methyl]- Oxirane, [(dodecyloxy)methyl]- Silane, trimethoxy[3- (oxiranylmethoxy)propy]- Oxirane, [4-(1,1-dimethylethyl)phenoxy methyl]- Hexanedioic acid, bis(7-oxabicyclo[4.1.0]hept-3-ylmethyl) ester Spiro 1,3-dioxane-5,3'-C7-oxabicyclo[4.1.0]heptanel, 2-(7-oxabicycio[4.1.0]hept-3-yi)- Silane, trimethoxy[2-(7- oxabicyclo[4.1.0]hept-3-yl)ethy]- Oxiranemethanamine, N-4- (oxiranymethoxy)phenyl]-N(oxlra-nylmethyl)- 1,2-Cycohexanedicarboxylic acid, bls(oxlranytmethyl) ester Oxirane, 2,2',2"-[1-propanyl-3ylidenetis(4,1-phenyleneoxy-methylene)]trisOxirano, tetradecylOxirane, 2,2',2",2"'-[1,2-ethanediylidenetetrakis(4,1-phenyleneoxymethylene)]tetrakisOxirane, [( .1-dimethylethoxy)methyl]- Cyclohexane, 1,4-his[(2,3-epoxypropoxy)methyl]- 2,4-imidazolidinedione, 5-ethyl-5-methyl-1,3-bis(oxiranymethyl)- Oxirane, 2,2'-[(2,2-dimethyl-l,3-propanediyl)bis(oxymethylene)]bisOxirane, [(methylphenoxy)methyl]- Neodecanoic acid, oxiranyimethyl ester Oxirane, 2,2'-[methylenebis(2,1-phenyeneoxymethylene)]bisOxiraneoctanoic acid, 3-octyl-, ammonium sell 7-Oxabicycio[4.t.0]heptane-3-carboxyic acid, 2-ethylhexyl ester Oxirane, 2,2'-[[[2-(oxlranylmethoxy)phenyl]methylene] bis(4,I-pheoyleneoxymethylene)]bisOxiranoctanoic acid, 3-octyl-, 1-methyl- 1,2-ethanediy ester Oxirane, 2,2-dlmethyl-3-(3-methyl-2,4- pentadienyl)- Siiane, ethenyltriethoxySiliclc acid (H4S04), tetrethyl ester Siticic acid (H4S104), tetrakls(2- ethylbutyl) ester Silicic acid (H4S04), tetramethyl ester Silicic acid (H45104), tetrapropyl ester Silane, triethoxyphenyl1-Propanamine, 3-(triethoxysilyl)- Propanenitrile, 3-(triethoxysilyl)- 2.5,7,10-Tetraoxa-6-siiaundecane, 6- ethenyl-6-(2-methoxyethoxy)- 2-Oxa-7,10-dlaza-3-silatridecarn-13-oic acid, 3,3-dimethoxy-, methyl ester Silane, trimethoxymethyl- " 1,2-Ethanediamine, N-3- (trimethoxysity)propylSiane, triethoxymethyl2-Propenoic acid, 2-methyl-, 3- (tdmethoxysilyl)propyl ester Silane, (3-chloropropyl)trimethoxySilane, ethenyltrimethoxySilane, trlethoxyoctylSilane, trimethoxypheyl1-Propanamlne. 3-(diethoxymethysilyl)- Sitanetriol, ethenyl-, triacetate Slanetdol, methyl-, triacetate 1-Propanethiol, 3-(trimethoxysiiyl)- Silicic acid (H4S04), tetrakis(1- methylpropyl) ester Silane, dimethoxydiphenylAcetic acid. dianhydiide with silicic acid (H49i04) bis(1,1-dimethylethyl)ester 1-Propanamine, 3-(tmethoxysilyi)- * Silanetriol, ethyl-, triacetate

Carbanic acid, [3- (triethoxysilyl)propyl]-, ethyl ester Silane, trimethoxy(2-methylpropyl)- Silicic acid (H4SiO4), tetra-2-methyl-1- pentyl ester Urea. [3-(thlethoxysilyl)propyl]- 1,3,5-Trazine-2,4,6(iH,3H,5H)-trione, 1,3,5-trs[3-(trimethoxysiyl)propyl]- Silane. dlmethylbis(octadecyloxy)- 1.2-Ethanediamine, N-[(4-ethenylphenyl)methyl-N'-3-(trime thoxyslyl)propyl]-, monohydrochloride 1,2-Ethanediamine, N-(2-amlnoethyl)-N'- [3-(trimethoxysilyl)propyl]- 3,16-Dioxa-8,9,10,11 -tetrathia-4,15- dislaoctadecane, 4,4,15,15-tetraethoxy1,2-Ethanediamne,N-(phnylmethy)-N'-[3-(trimethoxysilyl)propyl]-, monohydrochloride 1,2-Propanediol 9-Octadecenoic acid (2)-, 1-methyl-i,2- ethanediy ester * 2-Propanol, 1-methoxy-

. 2-Propanol, 1-methoxy-, acetate

2-Propanol, 1,1'-oxybis-

. 2-Propanof, 1,t-[(1- methylethyidene)bis(4,1-phenylene- oxy)]bis2-Propanol, 1-(2-butoxyethoxy)- 2-Propenol. t-phenoxy-

. 2-Propenoic acid, 2-methyl-, 2- hydroxypropyl ester

Octadecanoicacid, monoester with 1,2- propanediol 9-Octadecenoic acid (Z)-, monoester with 1,2-propanediol 2-Propanol, 1-propoxy-

. 1.2,4-Butanetriol

1-Propanot, 2-phenoxy3.2-Propanol, 1-butoxy1,2-Propanediot, dibenzoate A-lJ~J~k 91 6.

.. 1

. . . •

. . .. --- - v.JI

CAS No.

2238-07-5 2386-87-0 2425-79-8 2426-08-6 2451-62-9 2461-15-6 2461-I8-9 2530-83-8 3101-60-8 3130-19 3388-03-2 3388-04-3 5026-74-4 5493-45-8 6130-72-9 7320-37-8 7328-97-4 7665-72-7 14228-73-0 15336-82-0 17557-23-2 26447-14-3 26761-45-5 54208-63-8 61792-39-0 62256-00-2 67786-03-2 67860-05-3 69103-20-4 78-08- 78-10-4 78-13-7 681-84-5 682-01-9 780-69-8 919-30-2 919-31-3 1067-53-4 1067-6" 1185-55-3 1760-24-3 2031-67-6 2530-85-0 2530-87-2 2768-02-7 2943-75-1 2996-92-1 3179-764 4130-08-9 4253-34-3 4420-74-0 5089-76-9 6843-66-9 '13170-23-8 13822-5-5 17689-77-4 17945-05-0 18395-30-7 18765-32-7 23779-32-0 26115-70"8 29043-70-7 33401-49-9 35141-30-1 40372-72-3 42965-91-3 57-65-6 105-62-4 107-88-2 108-65-6 110-98-5 116-37-0 124-16-3 770-35-4 923-26-2 1323-39-3 1330-80-9 1569-01-3 3068-00-6 4169-04-4 5131-66-8 19224-26-1

### Federal Register / VoL 56, No. 160 / Monday, August 19, 1991 

## / Notices

Chemical Name

2-Propanol. 1-(2-mathoxy-l- methylethoxy)- 2-Propanol. 1-(2-methypropoxy)- Propanot. (1-methyl-l,2- ethanedyl)bis(oxy)IbisPropanol, oxybisPropu i. f2-(2- metxyethyethoyjmethytethoxy3- 2-Propenole acid. monoester with 1,2- propanediol Propanol, oxybis-. dibenzoate Oodecanoic acid, monoester with 1,2- propanediol 2-Propenoic acid, 2-methyl-, enonoester with 1,2-propanediot 1-Propaol. methoxy1.2-Propanediol. mono isop'opyl ether 2-Propanol, 1-(2-butoxy-1-methylethoxy)- Nonanoic acid, t-methyl-1.2-ethenedlyl ester 2-Propanoic acid. (I -methyl-i2- ethanedy1)b$s[oxy (methyl-2,1- ethanediyl)Jester 2-ProanoL 1-etxhyButanedoic acid. (tetrapropenyl)-. monoester with 1,2-propanediol 2-Propanol, 1-(1-methxyethoxy), acetate 2-Pro no. 1-(1 1-dlmethylethoxy)- taooctadacanoic acid. monoester with 1.2-propanedlol 1-Propanol, 2-(1-methylethoxy)-. acetate Propanol, 1 (or 2)-2- methoxymethylethoxy, acetate Propanal. 1 (or 2) ethoxy acetate 2,.5A1 1.14-Perntoxapentsdene Ethanol, 2-lethoxy-. cerbamate 2-Propenoc acid.2-methoxyethyl ester Carbamic acid. bls(hydroxymethyl)-. 2- methoxyethyl ester 2,5,8,11-Tetraoxetridecanti 3-ol Propanenitrile, 3-2-mehoxyethoxy)- 1-Polpmme. 3-(2qrethoxyathoxy)- 1N-Naphth[2.3-f]iWsoiole-1.3.5,10(2,4ettone, 4,11.dimin-2-[3-(2-methoxyethoxy)propyl]- Propanamide. N.[2-t(2-chloro-4,6-inrophenyl)azo]-5-(ethylamino)-4-(2-thoxyetMxy)pttenyl]- Acetamide, N-2-[(2-choro-4.6dnroprenyl)azo]-5-(ethylaino)-4-(2methoxyethoxy)pheny]- 1-Propens. 34othiocyanato2-Propenoic acid. 2-cyano-. methyl ester 2-Propenoic acid, 2-cyano-, isobutyl ester 2-Propenoic acid. 2-cyano-3.3-diphenyl-, 2-ethylhexyl ester 2-Propenoic acid, 2-cyano-, bty ester 2-Propenoic acid, 2-cyano-. ethyl ester 2-Propenoic acid, 2-cyano-. 2-propenyl ester 2-Propeo acid, 2-cyano-. I- methylethyl ester 2-Propnoic add.2-cyaro. ethyoxy et ester 2-Propenoic acid, 2-cyano-, 2.2.2- trllluomethyl ester 2-Propenoic acid, 2-cyano-. 2- methyoxye"y ester Ethanaminium. 2-[[2-cyano-3-[4-(diethylamino)phenyl]--oxo-2- propenylloxy]-N.NN-tmethyt- chloride 1.1-Ethanedol, 2,2,2-trchloroGtyoxal rireric dihydrate

Notes:

a Superfund Amendments and Reauthorization Act [SARA) section 110.

b.Emergency Planning and Community Right-to-4now Act (EPCRA) section 313.

c.ToxicSubstances Control Act (TSCA) section 8(a) Preliminary Assessment Information Rule (PAIR).

d. TSCA section 8(d) Health and Safety Data Reporting Rule.

e. TSCA section 8(a) Comprehensive Assessment Information Rule.

f. TSCA section 8(a) chemical specific rule. g. Clean Air Act Amendments, section 301.
TSCA Interagency Testing Committee Statutory Member Agencies andTheir Representatives
Council on Environmental Quality

None Department ofCommerce

Raimundo Prat Environmental Protection Agency

Letitia Tahan, member Vincent Nabhotx, alternate National Cancer Institute Susan Sieber,member Thomas P.Cameron, alternate National Institute forEnvironmental Health Sciences

James K.Selkirk. alternate National Institute forOccupational Safety and Health

Robert W.Mason, Chairperson RodgerL.Tatken, alternate National Science Foundation

William LPengally. member Jarvis LMoyers. alternate Occupational Safety and Health Administration

Loretta Schuman, member Stephen Mallinger, alternate
Liaison Agencies andTheir Representatives Agency for Toxic Substances and Disease Registry

Deborah Barsotti Consumer Product Safety Commission

Lakshima C.Mishra Department of Agriculture Richard M. Perry. Jr. Department ofDefense

RandallS. Wentsel (See Note belowl Department ofthe Interior

Clifford P.Rice BarnettA. Rattner Department ofTransportation

James O'Steen George Cushmac Food and Drug Administration

Charles J.Kokoski Raju Kammula National Library ofMedicine

Vera Hudson
National Toxicology Program

Miriam Davis Victor A. Fung, ViceChairperson U.S. International Trade Commission

James Raftery Edward Matsulk

CommitteeStaff

John D. Walker. Ph.D., Executive Director Norma S.L. Williams Executive.Assistant CAS No. Notes

20324-32-7 23436-19-3 24800-44-0 25265-71-8 25498-49-1 c.d 25584-83-2 c 27138-31-4 27194-74-7 27813-02-1 28677-93-2 29387-84- 29911-28-2 41395-83-9 42978-66-5 52125-53-8 52305-09-8 54839-25-7 57018-52-7 68171-38-0 73238-55-8 88917-22-0 98516-30-4

143-24-8 1616-88-2 3121-61-7 10143-22-3 23783-42-8 35633-50-2 54303-31-0 65059-45-2 67846-62-2 68957-67-5 57-06-7 103-72-0 137-05-3 1069-55-2 6197-30-4 6606-65-1 7085-85-0 7324-02-9 .10588-17-1 21982-43-4 23023-91-8 27816-23-6 64992-16-1

302-17-0 4405-13-4 

### 41217

### Federal Register / Vol. 56, No. 160 / Monday, August 19, 1991 / Notices

SupportStaff

Alan Carpien, office ofthe General Counsel, EPA

Notes: Appointed on February 7,1991. The Committee acknowledges and is grateful forthe assistance and support given by the staffofSyracuse Research Corp. (technical support contractor) and personnel ofthe EPA Office ofToxic Substances. Chapter 1--Introduction

1.1Background.The U.S. Congress created the Interagency Testing Committee (ITC)in 1976 to screen, select and recommend chemicals and chemical groups forpriority health effects, chemical fate, and ecological effects testing consideration. Congress provided the ITC with statutory authority for screening, selecting and recommending chemicals and a list offactors that must be considered during chemical screening. Congress directed the Committee (which consists of8 statutory and 10 liaison Members from U.S. Government organizations) to consider these statutory factors, including quantities manufactured orreleased, numbers ofindividuals exposed, duration of exposure, extent ofhuman exposure, structural relationships to known toxic substances, toxicity data, reliability oftest data topredict hazard and availability of testing facilities when screening chemicals or chemical groups for consideration. Congress also directed the Committee to give priority attention to those chemicals or chemical groups knownto cause or suspected of causing cancer, gene mutations or birth defects. The Committee selects and recommends chemicals or chemical groups thatmay: (1)Present an unreasonable risk ofinjury to health or the environment, (2) reasonably be anticipated to enter the environment in substantial quantities or(3) involve significant or substantial human exposure.

Congress also created the ITC to facilitate coordination ofchemical testing sponsored orrequired by U.S. Government organizations and to enhance information exchange to promote cost-effective use ofU.S. Government chemical testing resources by recommending testing ofchemicals

or chemical groups that are likely to satisfy multiple data needs ofMember Agencies and others. The Committee's statutory responsibilities are described in section 4(e) ofthe Toxic Substances Control Act (TSCA; Pub. L. 94-469, 90 Stat. 2003 et seq., 15 U.S.C. 2601 et seq.).

The Committee prepares a list (the Priority Testing List) ofchemicals or chemical groups recommended for 

### testing (by the chemical's manufacturers), transmits the Priority Testing List to the Administrator of the U.S. Environmental Protection Agency (EPA) and determines the order in which the EPA Administrator shall implement the testing recommendations under TSCA section 4(a) by designating those chemicals, from among its recommendations, to which the Administrator should respond within 12 months. Congress directed the Committee to revise the Priority Testing List at least every 6months and required the EPA Administrator to publish the Committee's Reports in the Federal Register.

1.2 Committee's previousreports. Twenty-seven previous Reports to the EPA Administrator havebeen issued by the Committee and published in the Federal Register. In these 27 Reports, the Committee has recommended testing for 114 chemicals and 27 chemical groups. Chemical groups consist ofone or more chemicals, isomers, congeners, mixtures, and so on that have a common substructure, use, testing information deficiency, exposure scenario, etc., and for which there is one common testing recommendation, e.g., aldehydes recommended for ecological effects testing in the 27thReport. Chemicals can be members ofchemical groups, but each is counted as a single chemical if their testing recommendations are different, e.g., the 5 chloroalkyl phosphates recommended in the 23rd Report.

1.3 Committee'sactivitiesduringthis reporting period. Between September 28, 1990 and May 15, 1991 the Committee processed chemicals thatwere likely to satisfy multiple data needs ofMember Agencies and others, evaluated chemicals by using the Committee's computerized, substructure-based, chemical selection processes and examined lists of ongoing activities related to reducing testinginformation deficiencies forcommercial chemicals.

1.3.a Chemicalandchemical group selections.The Committee designated 6 chemicals and recommended 3 chemicals and 1I chemical groups for testing (Table1). Six IRIS chemicals
were designated, because there were sufficient concerns and uncertainties (related to substantial production volumes and potential exposures and releases) to request that the EPA Administrator implement the testing recommendations within 12 months of the date ofthe 28th Report. Three IRIS chemicals Were recommended, because the Committee wants to review the TSCA section 8(a) and 8(d) information and any use exposure and release information as well as anyphysical chemical property information that is voluntarily submitted, before deciding whether to designate these chemicals for testing. Data submitted or developed in response to designations and recommendations ofIRIS chemicals are likely to satisfy some ofmultiple data needs ofnumerous U.S. Government organizations represented on the Committee. Three groups (alkynes, nitroalcohols and phosphoniums) were recommended for minimum physical and chemical property testing and biodegradation rate screening tests because ofconcerns and uncertainties related toproduction and use, potential exposures and releases from production, processing and use, and the potential for persistence in the environment. Data submitted or developed in response to recommendations ofchemical groups for minimum physical chemical property testing or biodegradation rate screening tests are likely to satisfy some of multiple data needs ofthe EPA, the Department ofTransportation (DOT), the Department ofInterior (DOI) and State and local governments involved with assessing the impact ofchemical releases to the environment. Three groups (hydrazines, oxiranes and alkoxysilanes) were recommended for ecological effects tests because of

concerns and uncertainties related to production and use, potential exposures and releases from production, processing and use, and forpotential to

cause adverse ecological effects. Aldehyde hydrates were recommended for ecological effects testing to complete the Committee's recommendation process for aldehydes and their hydrates. Data submitted or developed in response to recommendations of minimum ecological effects testing are likely to satisfy some ofmultiple data needs of the EPA, DOT, DO! and State and local governments involved with assessing the impact ofchemical releases to the environment. Propylene glycol ethers and esters and methyl ethylene glycol ethers were recommended because Congress directed the Committee togive priority attention to chemical groups suspected ofcausing birth defects. Data submitted

ordeveloped inresponse to these recommendations are likely to satisfy

some ofmultiple data needs ofthe Consumer Product Safety Commission (CPSC). the National Institute for Occupational Safety and Health (NIOSH), the Occupational Safety and Health Administration (OSHA) and others. Isothiocyanates were recommended forpersistence testing to complete the Committee's recommendation process for 

### 41218

### Federal Register / Vol. 56, No. 160 

## / Monday, August 19, 1991 

# / Notices

isocyanates andisothiocyanates. Cyanoacrylates were recommended for physical and chemical property testing because they are chemicals with commercially important bonding applications and there are insufficient publicly-available data to reasonably determine orpredict physical and chemical properties. Data submitted or developed in response to these recommendations are likely to satisfy
some ofmultiple dataneeds ofEPA. DOT, the National Cancer Institute, the National Toxicology Program and others. These recommendations are consistent with the Committee's comprehensive approach ofusing their computerized processes to: (1)identify chemicals in substructure-based groups inneed ofscreening tests. (2) review recently requested production and exposure data andnon-public health andsafety studies, (3)meet with interested groups to identify commercially-important chemicals that need to be tested (4) withdraw chemicals or tests to avoid unnecessary orduplicative testing, (5)characterize testinginformation deficiencies identified byMember Agencies. etc.and (6) integrate available information into a consolidated testingprogram likely to
serve multiple users.

There are numerous advantages associated with nominating chemicals to the Committee.These were described in detail inchapter 1.3.a ofthe 27th Report (56FR9534, March 6,1991). Further information aboutnominating chemicals

orchemical groups to the Committee
canbe obtained by calling the Committee's Executive Director at area code 202/ 382-3820 orthe Committee's 

### Executive Assistant at area code 202/ 382-3825.



### 1.3.b Comprehensiveinformation processing. During this reporting period, several ForYour Information (FYI), TSCA section 8[d) and 8(e) documents
were reviewed. These documents are stored on microfiche in the TSCA Public Docket Office, Office ofToxic Substances. Environmental Protection Agency, Room G-.004 NE Mall, 401 M Street,S.W., Washington, D.C. 20460. These microfiched documents are also available from the National Technical Information Service, 5285 Port Royal Road. Springfield, Virginia 22161 (1-80D336-4700), andfrom Chemical Information Systems, Inc., 7215 York Road, Baltimore, Maryland 21212 (1- 800-CIS-USER). The Committee referenced several ofthese documents in Chapter 2 ofthis report and readers
are referred to the above-addresses to obtainfurther information. Interested parties can also obtain, from the EPA address, copies ofpublicly-available reports, letters and published references supporting recommendations of chemicals in thisreport.

The Committee continues to comprehensively search available domestic and international lists of ongoing activities related to reducing testing information deficiencies on chemicals under review. Efforts to conduct these searches identified chemicals listed in otherstatutes, e.g.. chemicals listed in TitleIIIofthe 1990 amendments ofthe Clean AirAct. The Committee has recommended over60 chemicals and chemical groups listed in this statute.These recommendations have resulted in the submission of: 1) substantive TSCA section 8(a) production, exposure and release information. 2)hundreds of non-public TSCA section 8[d) studies and 3)
numerous TSCA section 4(a)and (d) studies that were conducted as a result ofthe EPA's implementation ofthe Committee's testingrecommendations. The Committee continues to review information on chemicals listed in this and other relevant statutes. Efforts to conduct searches also identified chemicals forwhich TSCA informationgathering activities are ongoing (see Table Ifootnotes). The Committee makes theresults ofthese searches publicly available by referencing TSCA submissions inReports to the EPA Administrator or making tables and references of these submissions available in the public dockets supporting a Report to the EPA Administrator.

During thisreporting period, the Committee considered available information on over 40 chemicals and

over 30 chemical groups. The Committee designated 6 chemicals and recommended 3chemicals and 11 chemical groups to the section 4(e) Priority TestingList.Review of the remaining chemicals and chemical groups is ongoing.

1.3.c Informationdissemination.To emphasize the Committee's efforts to promote public understanding ofthe ITC's functions and purposes, the Committee is listing some ofthe Committee-related activities that occurred during thisreporting period. OnApril 14, 1991, the Executive Director pre~ented a keynote speech at the American Societyfor Testing and Materiars First Symposium on Environmental Toxicology and Risk Assessment. On May 3,1991. the Executive Director submitted comments to EPA's proposed multi-substance rules forneurotoxicity and developmental/ reproductive toxicity. Comments supported the development ofthese rules, listed chemicals and chemical groups (contained in these rules) that

were previously recommended and designated by the ITC,identified additional information thatEPA could considerduring promulgation offinal rules and offered to share requested or voluntarily submitted information received in response to chemicals of

common concern.

To facilitate coordination ofchemical testing and to promote conservation of chemical testing resources, Committee Members (from Agencies likely to use data resultingfrom ITC's chemical group recommendations) and the Executive Director met with the Synthetic Organic Chemical Manufactures Association and the Chemical Manufactures Association to discuss completed, ongoing and planned testing ofchemical groups recommended in the26th Report.

To promote a comprehensive evaluation ofrecent exposure information, the Committee issoliciting voluntary use exposure and release information that is unlikely to be submitted in response to the TSCA Section 8(a)rule that is promulgated for any chemical orchemical group recommended for testing.In this 28th Report, the Committee is soliciting voluntary useexposure and release information forimidazolium quaternary ammonium compounds and ethoxylated quaternary ammonium compounds (22nd Report), chloroalkyl phosphates (23rd Report). brominated flame retardants (25th Report), isocyanates. brominated flame retardants and alkyl phosphates (26th Report), aldehydes. sulfones and substantially produced chemicals in need ofsubchronic tests (27th Report) as well as the 3chemicals and 11 chemical groups recommended fortesting and listed inTable 1ofthis Report.



### Topromote a comprehensive evaluation ofrecent physical and chemical property information, the Committee is soliciting voluntary submission ofthisinformation forany chemicals inchemical groups recommended fortesting since the Committee's 24th Report. The Committee is soliciting voluntary submissions, because under 40 CFR 716.50, TSCA Section 8(d) studies of physical and chemical properties must be submitted only ifthey are performed for thepurpose of determining the environmental or biologicalfate ofa substance, and only ifthey investigated' water solubility. adsorption/desorption

on particulate surfaces, vapor pressure, octanol/water partition coefficient, density, dissociation constant, etc.The 41219

### Federal Register / Vol. 56, No. 160 / Monday, August 19, 1991 / Notices

Committee recognizes that before chemicals are manufactured, many physical and chemical properties are measured (including those mentioned above, but also including flash point, melting point, boiling point, etc.), but not for the purpose ofdetermining the environmental orbiological fate ofa substance. Member Agencies often need these physical and chemical properties that would not be developed as part of

an environmental orbiological fate assessment.

The Committee hopes that a voluntary approach foruse exposure data and physical chemical property information will prove more efficient than pursuing notice-and-comment rulemaking under a TSCA section 8(a) Comprehensive Assessment Information Rule.

In response to requests (made during the Executive Director's June 20, 1990 Congressional testimony) to clarify the number ofchemicals and chemical groups recommended for testing by the ITC, the Committee is publishing two tables in this 28th Report listing 123 chemicals and 38 chemical groups that have been recommended for testing since 1977.

1.3.d Referrals. Rationales fornot recommending health effects testing of chloral are provided in the ITC's 27th Report. Chloral and chloral hydrate

were sequentially reviewed. An identical rationale supports not recommending chloral hydrate for health effects testing, i.e., Committee review ofTSCA section 8(d) studies to avoid duplicative and unnecessary testing and review ofTSCA section 8(a) submitted information as well as any
use exposure and release and physical chemical property information that is voluntarily submitted, before deciding whether to designate the chemical for testing.In the interim, the Committee is referring chloral hydrate to the EPA, the FDA and the NTP for health effects testing consideration.

1.3.e Deferrals.To promote public understanding ofthe total number of chemicals thatthe Committee processes, the Committee is listing over 800 chemicals in 6chemical groups that are being deferred from further consideration at this time because the chemicals were not reported to the EPA

or the U.S. International Trade Commission as being recently produced. In addition the Committee is also deferring methyl isothiocyanate (CAS. No. 556-61-6), because ofuncertainties related to testing under TSCA and phosgene (CAS No. 75-44-5), because of

concerns related to the inability to properly design inhalation toxicity studies. Deferred and other chemicals

are recycled through the Committee's computerized processes to identify chemicals whose production volumes have substantially changed. On the following list of deferrals, chemicals

nos. I through 243 are alkynes, chemicals nos. 244-269 are phosphonium compounds, chemicals nos. 270-410 are oxiranes, chemicals nos. 411 through 678

are alkoxysilanes, chemicals nos. 679 through 716 are isothiocyanates, and chemicals nos. 717 through 830 are hydrazines.

No. Chemical Name CAS No.

19-Norpregna-i,3,5(10)-trien-20-yne-3,17-diol, 17.alpha ).

................................................................................................................ Ethyne

.............................................................................................................................................................................................................. Cyclohexanol, 1-ethynyl-

........................ ....................................................................................................................................................... 2-Butyne-1,4-diamine, NN ,N;'v-tetraethyl-.

............................................................................................................................................... 2-Penten-4-yn-l -o, 3-methyl.

......................................................................................................................................................................... 1-Hexyn-3-ol

.................. ................................................................................................................................................................................ 1-Propyne, 3-bromo-

...................................................................................................................................................................................... 3-Hexvn-2-ol

.................................................................................................................................................................................................... 2-Octynolc acid, methyl ester

............... 2-Butyne- 1,4-diamine, NN,NJ-tetran 2-Nonynoic acid, methyl ester

.............. 2-Butyne-1,4-diamine, NNV-diethyl

..... Cyclohexanol, I-ethynyl-, carbamate.., Benzenemethanol, .alpha.-ethynyl-.alp 2-Butynedioic acid

................................. 1,3-Butadiyne

......................................... 2-Propynoic acid

.................................... Benzene, 1,1'-(1,2-ethynediyl)bis-.

....... 2-Butyne

................................................. Benzene, ethynyl-

................................. netnvi-..

......................... ........................................................................................................................................

'-Butyneatamioe

................................................................................................................................................................................................... 2-Butynoic acid

...................................................................................................................................................................................................... 1-Propyne. 3-chloro-....

.. ............... 2-Propynal
......................................................................................................................................................................... ................................... 1-Pentvne

.............................................................................................................................................................................................................. 1,5 1-1-

5-Hexadlyne
............................................................................................................................................................................................................... Heptvne

.................................................................................................................................................................................................................... 1 -Octyne. 1-Hexadecvne Carbon monoxide

............... 2-Propynoic acid. 3-phenyl2-Butyne, 1,1,1,4,4,4-hexafl 1-Hexyne

................................. 2-Butynedloic acid, dimethyl ester. 1-Decyne

................................................... 1-Dodecyne

............................................... 1 -Tetradecyne

........................................... 1-Pentadecyne

.......................................... 1-Octyn-3-ol

............................................... 2-Butyne, 1,4-dichloro-

............................. 1,7-Octadiyne

............................................ 7-Octyn-l-ol

............................................... Benzene, 1.1'-(1,3-butadiyne-1,4-diyl)bis 3-Hexyn-l-ol

.............................................. 5-Decyne-4,7-diol

...................................... I-Butyne, 3-chloro-3-methyl-

................... 2-Butyne-1,4-diol, diacetate

.............. 57-63-6 74-86-2 78-27-3 105-18-0 105-29-3 105-31-7 106-96-7 109-50-2 111-12-6 111-53-5 111-80-8 112-22-1 126-52-3 127-6-2 142-45-0 460-12-8 471-25-0 501-5-5 503-17-3 536-74-3 543-21-5 590-93-2 624-65-7 624-7-9 627-19-0 628-16-0 628-71-7 629-05-0 629-74-3 630-08-0 637-44-5 692-50-2 693-02-7 762-42-5 764-93-2 765-03-7 765-10-6 765-13-9 818-72-4 821-10-3 871-84-1 871-91-0 886-66-8 1002-28-4 1070-40-2 1111-97-3 1573-17-7 .....................................

..............

..................... ............................................................................

--- ............. - --- ............. - --- .............

..., ........................................................................

.........................................

............................................................................

............................................................................. 

### 41220

### Federal Register / Vol. 56, No. 160 / Monday, August 19, 1991 / Notices 41221

No. Chemical Name CAS No.

48. 3-Penten-1-yne, 3-methyl-.

............................................. ........................................................................................................................................................... 1574-33-0 49. 1-Pentyne, 3-methylene-

. . ......... ............................... 1574-34-1 50. 2-Butyn-1-ol, 4-(2-hydroxypmo.

....................................... ................ 1507-7 51. 2-Propanol, 1,1'-(2-butynylenedioxy)bis 3-chloro.

.............................................................................................. ................................................................. 1606-83-3 52. 1,9-Decadiyne

................................................................................................................................................. ......................................................................... 1720-38-3 53. 2-Propyn-1-ol, 34odo

............................................................................................................................................................................................................. 17 2 5-82-2 54. 2-Propyn-l-ol, propionate

................................................................................................................................................................................... ...................... 1932-92-9 55. 1-Pentyn-3-ol, 3-methyl-1-phenyl-.

............. ........................................ . ....................................................................................... ...... 1966-65-0 56. 3-Butyn-2-ol

................................................................................................................................................................................................................................. 2028-63-9 57. 2-Butyne, 1,4-dibromo-
.............................................................................................................................................................................................................. 2219-66-1 58. 1-Undecyne

.. . . . . . . . . . ....................................................................................................................................................................... 2243-98-3 59. 1,6-Heptadiyne

.......................................................................................................................................................................................................................... 2396-63-6 60. 1,8-Nonadlyne

. .............................................................................................................................................................................................................................. 2396-65-8 61. 2-Propyn-l-amine

.. ...................................................................................................................................................................................................................... 2450-71-7 62. 10-Undecyn-l-ol

.................................................................................................................................................................................... :.

................. 2774-84-7 63. 1-Buten-3 yrie, 1-methoxy

.......................................................................................................................................................................................................... 2798-73-4 64. 3-Hexen--yne, (E)

-..................................................................................................................................................................................................................... 2807-09-2 65. 3-Butyn-2-amine, 2-methyl.

....................................................................................................................................................................................................... 2978-58-7 66. Benzene, 2 m-tthynyl-3-nitro

....................................................................................................................................................................................................... 3034-94-4

67. Carbam ic acid, (3-chlorophenyl)-, 4-hydroxy-2-butynyl ester

................................................................................................. ............................................. 3459-28-2 68. 1-Nonyne

...................................................................................................................................................................................................................................... 3452-09-3 69. Hydroperoxide, (1,1,4,4-tetram ethyl-2-butyne-1 ,4-diyl)bis-

...................................................................................................................................................... 3491-36-9 70. 2-Propyn-e -am ine, N.N-disthyl.

................................................................................................................................................................................................ 4079-6-9 71. 1,10-Undecadiyne

........................................................................................................................................................................................................................ 4117-15

- 1 72. Cyclohexanol, 1-ethynyl-, acetate

............................................................................................................................................................................................ 5240 -32-4 73. Cyclohexanol, -ethynyl-, prol.noate

.................................................................................................................................................................................. 62.... 5445-76-1 74. 2-Pentyn-1-ol

................................................................................................................................................................................................................................ 6261-22-9 75. 2-Propyn-l-amine, NN -dimethyl

. ............................................................................................................................................................................................. 7223-38-3 76. 2-Nonynoic acid, ethyl ester

...................................................................................................................................................................................................... 10031-92-2 77. Anthracene, 9,10-bis(phenyethynyl)-.

...................................................................................................................................................................................... 10075-8

- 1 78. 3-Pentyn-l-ol

................................................................................................................................................................................................................................ 10229-10-4 79. 2-Undecynoic acid, ethyl ester

................................................................................................................................................................................................ 10519-17-2 80. 2-Octynoic acid, ethyl ester

....................................................................................................................................................................................................... 10519-20-7 8t. 2-Nony , dimethyl acetal

................................................................................................................................................................................................... . 13257-44-8 82. 7-Octyn-l -ol, acetate

.................................................................................................................................. I

......................................................................... :...... 13860-68-9 83. 2-Propenoic acid, 2-methyl-, 2-propynyl ester

........................................................................................................................................................................ 13861-22-8 84. 1-Pentyne, 5-chloro-

............................................................................................................................ .. . .............................. 14267-92- 85. 9,10-Anthracenediol, 9,10-dihydro-9,10-bis(phenylethynyl)-.

.................................................................................................................................................... 14825-85-5 86. 3-Octyn-1l-ol

................................................................................................................................................................................................................................. 14916-80-4 87. 2-Propanol, 1,3-bis(2-propynyloxy)-.

......................................................................................................................................................................................... 16169-22-5 88. 7-D odecyn-1l-ol, acetate

............................................................................................................................................................................................................. 16504-87-3 89. 2H-Pyran,tetrahydro-2-(7-octynyloxy)-.

.................................................................................................................................................................................... 16695-31-1 90. 2H -Pyran, 2-(7-dodecynyloxy)tetrahydro-.

................................................................................................................................................................................. 16695-32-2 91. 3-Decyne, 10-chloro-

................................................................................................................................................................................................................... 18295--64-2 92. 1-Propyne, 3-( -ethoxyethoxy)-.

................................................................................................................................................................................................. 18669-04-0 93. Naphthacene, 5,12-bls(phenylethynyl)-.

.................................................................................................................................................................................... 18826-29-4 94. 2H-Pyran, t trahydro-2-(9-tetradecynyloxy)-

............................................................................................................................................................................. 19754-59-7 95. 5-Hexyn-3-o t

................................................................................................................................................................................................................................ 19780-84-8 96. 1,11-Dodeca ediyne

........................................................................................................................................................................................................................ 20521-44-2 97. 1-Butyne, 3-chloro-

...................................................................................................................................................................................................................... 21020-24-6 98. 2-Pentyne, 1-chloro-

.................................................................................................................................................................................................................... 22592-15-0 99. 1-O ctyn-3-ol, 3-methyl-

................................................................................................................................................................................................................ 23580-51-0 100. 1-O ctyne, 8-chloro.

....................................................................................................................................................................................................................... 24088-97-9 101. 6-Nonen-1-yn-3-ol, 3,7-dimethyl-.

.............................................................................................................................................................................................. 24173-47-5 102. 2H-Pyran-2-one,tetrahydro-6-(2-pentynyl).

............................................................................................................................................................................. 25448-66-2 103. 1-Triddecyne

...................................................................................................................................................................... ............................................................ 26186-02-7 104. 8-Dodecyn-1l-ol, a e tate

............................................................................................................................................................................................................. 26906-26-3 105. 1-Undecyne, 11-chloro-

.............................................................................................................................................................................................................. 29043-93-4 106. 6-Octen-1-yn-3-ol, 3,7-dimethyl-

............................................................................................................................................................................................... 29171-20- 8 107. 6- coen- -yn-3-ol, 3,7-dirnethyl-, ac tate

............................................................................................... ............................................................................. 29171-21- 108. Cyclohtexanamine, I1-ethynyl-

......................................................................................................................................................................................... 30389-18-5 109. 6-Octen-1-yne, 3-(1-ethoxyeth oxy)-3,7-dim eth yl-.

................................................................................................................................................ 31180-77-5 110. 5,12-Naphthacenediol, 5,12-dihydro-5,12 ls(phenylethynyl)..

.............................................................................................................................................. 31559-43-0

ar 1 A U ,, - . - , .wi i j

. ...... ..........------.-- ..... . 112. 113. 114. 115. 116. 117. 118. 119. 120. 121. 122. 123. 124. 125. 126. 127. 128. 129. &m"~ 

## ~~ "I, W' k[I~ I O~"II U l IIdlZWIIWI IUn d1Uj[I

........................................................................... .............................................................................. 3-Butyn-2-ol, 2-methyl-4-(3-nltrophenyl)-.

................................................................................................................................................................................ I1-Butyne, 4,4-dimethoxy..

.................................................................................................. ..................... ................................................................. ................. 11-Tetradecyn-l-o

.................................................................................................................................................................................................................... Cholest-S-en-3-ol (3.beta.)-, 2-propynyl carbonate

............................................................................... I

............................................................................. 5-Dodecyne, -chloro-.

............................................................................................................................... ............................................................................. 7-Octadecyne, 2-methyl

.................................................... . . . . . . . . ............... . ............................................ Cyclohexariol, 1-ethynyl-2-(1-methylpropyl)-, acetate.

. . . . . . . ..... ... CyTioexnol e........................aetae............................................................................

............................... Cyclohexanol, I1-ethynyl-2-(1-m ethyfpropyl)-

. ................ ............................................................................................ ........................ ............................. ..... 9-Tricosyne

..................... ........................................................... ;
............................................................... ........................................... ............................... ...... 4-Octyn-3-ol, 3-methyl-6-methylene-

........................................................................................................................................................................................ 2-Butyn-l-ol, 4-(tetrahydro-3-thienv)oxy

- , S.S-dioxide....................................................................................................................................................... Anthracene, 1-chloro-9,10-bis(phenylethynyl)-.

................ 7-Hexadecyne. 1,1-dimethoxy-.

......................................... 7-Dodecyn-1-ol

............................... 5-Dodecyne, 12-chloro-

....................................... 12-Tetradecen4yn.1-o1, (E)

........................ 2H-Pyran, 2-(9-dodecynyloxy)terahydro-

....... 2H-Pyran, 2-(5-decynyloxy)tetrahydro.................. 32527-15- 33432-52-9 3363945-1 33925-73-4 33985-07-8 35087-20-8 35354-38-2 37172-05-7 37172-89-7 39487-0-6 40454-29-3 40456-28-8 41105-35-5 41862-85-5 41862-94-6 42513-36-0 42521-44-4 50816-21-2 51652-45-0 ................................................................................................................ q .....................................

....................................................................................................................................................

.....................................................................................................................................................

.................................................................................................................... ................................ ;

### 41222 Federal Register / Vol. 56, No. 160 / Monday, August 19, 1991 / Notices

Chemical Name 4122 Feea eitr/Vl 5,N.I0/ ody ugs 9 9 /Nt.e 2H-Pyran,tetrahydro-2-(10-undecynyloxy)-

......... .......... S1-Hexadecen-7-yn-1-ol. acetate. (E)

............................ 11-Hexadecen-7-yn-1-ol, acetate, (2)-

.......................... ! ,5-Decadiyne

. ......... .......... ... .................. .................. 5-Decen-1-yne, (E)-

................... ....................... .......... Benzenamine,, 3-ethynyl-.

........................................... 6,10-Dodecadien--yn-3-o, 3,7,11-trimethyl-.

................. 5-Decyne. 1-chloro-

. .................... 2-/-Pyran,tetrahydro-2-(11-tetradecen-9-ynyloxy)-. (E)- 6-Henelcosyn- 1 -one
........... ......................... 8-Heneicnsvn- 1-ot..............................
Carbarnic acid, butyl-, 3-li Cyctopentanone. 2-(2-pen 5,9-Hexadecediyne, 16-c 5-Nonen-3-yne, 9-bromo5-Dodecen-3-yne, 12-(1- 7-Dodecen-9-vn-1 -oi. lflodo-2-propynyl ester ntyny - 

### - ..................... iloro-...................... h(oAo.

..................................... ethoxyethoxy)-, (E)-..

...............
9-Tetadecyn-l-

................................................ 1-Pentyne, 5-(l-ethoxyethoxy)-

............................. 2-Hexyn-1-ol, 6-(1-ethoxyethoxy)-.

................................ 4-Tridecen-7-yne, 1-(1-ethoxyethoxy)-, (E)-.................. 4-Tridecen-7-yn-l-ol, (E)-.

................................ 7,11-Hexadecadiyn-1-ol, acetate_ ' 6-Octen-4-yn-3-ol. 3,6-dimethyl-

.................................. 1-Butyne, 4-chloro-3-methy-

................ ........... 2H-Pyran, 2-(8-dodecynyloxy)tetrahydi.o-

............... 6-Octen-1-yn-3.ol, 3.7-dimethyl-. propanoate

............. 2H-Pyran, tetrahydro-2-(13-octadecen-3-ynyoxy)-, (2)- 2-Propenoic acid, 2-methyl-, 2-butyne-1.4-diyl ester. 6-Dodecyne-5.8-diol, 2,5,8,11-tetramethyl-............ 5-Decyn-l-o

............................................................... 2-Pentyne. 1-(1-ethoxyethoxy)-.

............. Cyclopentanecarboxylic acid, 2-oxo-1-(2-pentynyl)-, me 2-Nonynoic acid. 3-hexenyl ester, (2)-.

..................... 2H-Pyren, tetrahydro-2-(12-tetradecen-9-ynyloxy)-, (E)- 11-Tetradecen-9-yn-l-o, (E)-

......................................... 14-Nonacosyne

. ............... ................ 2-Octynoic acid, 3-methylbutyt ester

............................ 2-Octynoic acid, 3-hexenyl ester, (2)-

............................. -1,3-Dioxepin, 5,6-didehydro-2-hexyl-4.7-dihydro-

........... Cyciohexane. (ethynyloxy)-A

......... ... ... ............... 3-Butyn-2-ol. 4-(3-aminophenyt)-2-methyl-....

................ 5-Hexadecen-9-yne, 16-chloro-, (E)-.

........................... 2H-Pyran, tetrahydro-2-( 1-tetradecynyloxy)-

............. 2H-Pyran, 2-(11-dodecynyloxy)tetrahydro-

.................... 9-Dodecvn-l-ol
...................-............... ethl.. er.............................
........................ _. ... . . ..... ....................... ................................... thy[.es.r..............

.... .. .. .. ........ ... ................. .................................... ................. :.......... ........

.............................. e..................... ................ ................................................................ -........

7-Pentadecyne, 1-chloro-13-methyl-.

.................................. 3-Tridecyne, 13-chlor

- ................................................ 5-Tridecyne, 13-chloro-.

.................................... 5-Hexadecyne, 16.16-dimethoxy-.

.................................. 3-Decyn-1-ol. 10-choro

................. . ........... 3.5-Pentadecadlyne, 15-chloro- .....-.............. 6-Pentadecyne. 1-chloro-

...................................................... 7-Pentadecyne, 15-chloro-

................. ....... .............. I-Undecyne. 11-bromo-

..... ..................................... 3-Nonyne, 8,8-dimethoxy-.

.................................................. 2H-Pyren, tetrahydro-2-(12-tetradecen-9-ynyloxy)-.

.............. 5-Hexadecyne, 16,16-diethoxy-.

... ............. ... 2H-Pyran, tetrahydro-2-[(3,13-tetradecadyny)oxy]-.

........... 5-Tetradecyne. 14.14-dimethoxy-............

.................... 5-Tetradecyne, 14,14-diethoxy.

. ........................................ 3-Octadecen-13-yn-l-ol; acetate, (E)-.

................................. 12-Tetradecen-9-yn-l-ol, acetate, (E)-.-............................. 1-Octyne, 1-bromo-8-chloro-

.............................................. 1-Undecyne, 1-bromo-11-chloro

- ........................................ 7-Hexadecyne, 16,16-diethoxy-.

........................................... 7-Hexadecyne, 16,16-dimethoxy-.

.......................................... 2H-Pyran, tetrahydro-2-(3-tetradecen.13ynyloxy)-, (E)-

...... 5-Pentadecyne, 15-chloro-

..... ................................. 3-Tetradecyne, 14.14-dimethoxy-.

......... ............. 1-Nonyne, 7-methyl-.

. .............................. 8-Hexadecyne, 1,1-dimethoxy-14-methyl-.

............................ 8-1-exadecyne, 1.1-diethoxy-14-methyl-

............................... 3-Tetradecyne, 14,14-diethoxy-.

................................... 2H-Pyran, tetrahydro-2-(3,13-octadcadiynyloxy)

................ 3;13-Octadecadiyn-1-ol, acetate

........................................... 2/-i-Pyran, 2-[(10-chloro-3-decynyl)oxy]tetrahydro.

............. 3,5-Dodecadiyne, 12-chloro-

.......................................... 3,5-Hexadecadiyne, 16.16-diothoxy-.

........ . .............. 1,11-Hexadecadiyne ....-................................................. 2H-Pyran, 2-(11,13-hexadecadiynytoxy)tetrahydro-.............. 13-Octadecen-3-yn-1-ol, acetate, (2)-

................. CAS No.

..... ...

.................... . ..... .......

........................... . ... . .. . . . ........ . .................... ...... . ....... ..... .........

.............. ... ..... ... ...........

...... . ....... .. ... . ..........

...........................................

. . . . .. ... .. . . . ............ .............. . ........... . ................... . ..........

............ ..... . . . . ....... . .. ..................................... ........

. ...... . ...... . ..

. . ..... . ...... ....

. .. ............. ............. . ....... ....... ........

...

. ......... : .............

. . . .............. . .... ........ .................. ....... 51953-88-9 53042-78-7 53042-80-1 / 53963-03-4 53963-07-8 54060-30-9 54325-12-1 54377-34-3 54664-77-6 54844-69-8 54844-70-1 55406-53-6 57026-62-7 58444-07-8 58763-65-8 58763-67-0 58763-68-1 60037-69-6 61565-19-3 61565-20-6 81565-23-9 61565-4-0 62103-12-2 62851-70-1 63150-17-4 64604-68-8 65416-30-0 67616-77-7 67905-43-5 68227-33-8 68274-97-5 68480-09-1 68480-23-9 68480-29-i 68516-29-0 68516-32-5 68516-35-8 68555-60-2 68698-58-8 68797-69-3 68877-57-6 69088-96-6 70682-66-5 71084-06-5 71084-07-6 71084-08-7 71317-61-8 71317-62-9 71317-3-0 71317-64-1 71317-65-2 71317-68-5 71317-69-6 71317-70-9 7131-7-72-1 71317-76-5 71317-77-6 71393-93-6 71393-94-7 71393-97-0 71393-98-1 71393-99-2 71394-01-9 71487-12-2 71487-13-3 71487-14-4 71487-15-5 71566-58-0 71566-60-C 71566-61-5 7156665-9 71566-66-0 71566-67-1 71598-29-3 71673-25-1 71673-26-2 71673-29-5 71673-30- 71673-31-9-
?'71673-32-0 71673-33-1 71832-74-1 ...... ............... .....

. ..... . .. ............ ...........................

........... . .... . . ... . ................ . .. ...................................

..................... . .. . ......... . ... ......... . ...............................

........................ ........... .................................... .....................................................

..............................................................

..................... .... ;.......................................... ;..................................

.............................................. ;................................. ;................................ :...............................

......................................................................... ;,*A

... ............. ;,.."........

I

.............. I I

.. ........................ . ............ ;.;

.................. ;.................................................... .

### Federal Register / Vol. 56, No.. 160 / Monday, August 19, 1991 / Notices 41223

No. Chemical Name CAS No.

212. 1-Hexen-5-yne, 2-bromo-

............................ ............................................................................................................................................................................... 72121-84-7 213. 1-Dodecyn-3-ol, 3-methyl-, acetate

............................... ........................................................................................................................................................... 72152-85-3 214. Propanoic acid, 2-methyl-, 1-ethynylcyclohexyl ester

......................................................................................................................... ...... I

......................... 72230-92-3 215. 2-Nonynoic acid, 2-propenyl ester

............ ............................ . ..... .............................................. .................................... :.

......................... 72939-63-0 216. Propionitrile, 3-[(1.I-dimethyl-2-propynyl)oxy]-.

..................................................................................................................... .............. ............................. 15496-08-9 217. 2-Butynedioic acid, monopotassium salt.............................. q
........................................................................................................................................ 928-04-1 218. Silane, ethynyltrimethyl-

................................................................................................................ ......................................................................................... 1066-54-2 219. Carbonic acid, decynyl methyl ester

......... ........................................... ................... 1322-34-5 220. 2-Propyn-l- , 3-(trimethylsify)-.

................................................ ............................................................ ................................................................................. 5272-36-6 221. Silane, trimethyl(2-propynyoxy)-

............................................. .................................................................................................................................................. 5582-62-7 222. Silane,triethoxyethynyl

................................ ............................................................................................... ............................................ ; ........................ 5700-28-7 223. Cyclopentanol. 1,1'-(1,3-butadiyne-1,4-diyl)bis-.

.................................................................... ..................................... ........ ............... 7179-09-1 224. 2-Propenoic acid, 2-propynyl ester

........................................ ;
................................................................................................................................................ 10477-47-1 225. Silane, tdmethyl-2-propynyl-.

..................................................................................................................... ..................... .. ....... ...................... . ............13361-64-3 226. Silane, 1,2-ethynedylbis[trmethyl..

......................................................................................................................................................................................... 14630-40-1 227. Cyclopentanol, -ethynyl-.

....................................... w
.................................................................................................. :
............................... ...................... .17356-19-3 228. Silane, 1,2-ethynediylbistchlorodimethyl-.

.......................................................... ............................. :
............................................................................ 18156-91-7 229. Hexyne

..................................................................................... .................................... ........................................................................................................... 26856-30-4 230. 1-Propyne-l-sulfonic acid, sodium sat

.................................................................................................................................................................................... 28672-98-2 231. Benzene, diethynyl-.

............................................................................................................................................................. ..... ..................... ..... ....................... 30700-96-0 232. 1-Prope nesulfonlc acid, 2-hydroxy-3-[(4-hydroxy-2-butynyl)oxy]-,monosodium salt

............................................................. :
.................................. : 35193-14-7

233. Methanesulfonic acid, fluoro-, 2-propynyl ester

................................................................................................................................................................... 41029-46-3 234. Silane, (7-dodecen-9-ynyloxy)trimethyl-, (E)-.

.......................................................................................................................................................................... 58763-69-2 235. 9,10-Antracenediol, 9,10-dihydro-9,10-bis(phenylethynyl)-, di-lithium salt

......................................................................................................................... 67845-99-2 236. 1-Propanesultonic acid, 2-hydroxy-3-[(3-hydroxy-l-propynyl)oxy]-,monosodium salt

........................ .............................................................................. 67874-61-7 237. 1-Propanesulfonic acid, 3,3-[2-butyne-1,4-diyibis(oxy)]bis[2-hydroxy-], disodium salt

..................................................................................................... 67874-62-8 238. Magnesium, bromo[8-[(tetrahydro-2H-pyran-2-yl)oxy]-l-octynyt]

.............................................................................. ;
....................................................... 68516-36-9 239. 1,4-Benzenedimethanol, .alpha.,.alpha.,.alpha.',.alpha.'-tetia-methyl-, compd. with (1,1,4,4-tetramethyl-2-butyne-1,4-diy

............................................ 70833-41-9 240. Benzeneacetic acid, 2-propynyl ester

............................................................................................................................................................................. 72928-39-3 241. 2-Octynoic acid,2-propenyl ester
......................................................................................................................................................................................... 73157-43-4 242. Silane, tris[(1,-imethyt-2-propynyl)oxy] methy-

................................................................................................................................................................ 83817-71-4 24

. 2-Nnynoic acid, 2-methylpr'opyl ester....

............... ............................................................................................................................................................... 84282-44-0 243. Phosphonium ttra s(hydroxymethyl)., chlorde

...................................... ............................................................................................................................. 124-64-1
245. Phosphonium, [3-meto--(2,8,6-trimethyl.1cyclohexenr1-y)-2,4-pentadieny]tripheny-,sulfate (1:1)

.......................................................... 751-83-7 248. Phosphonium, e thyltriphenyl-, chloride.......

............ ............................ . ................................................. ................................................... 896-33-3 247. Phosphonium, [1,4-phenylenebis(methylene)bis(triphery dichloride

............................ :
.................... ;
............................. . . . . ..... 1519-47-7 248. Phosphonium, tdphenyl(3-phenyl-2-propenyl)-, chloride.........

.......................... .................... ..................................................... .................................... 1530-35-4 249. Phosphonium, tibutyl-2-propenyl-, chloride

........................................ ........................................................................... ..................................................... 1530-48-9 250. Phosphonium, methyltriphenyl-, bromide. i............................................................................. .......................................................................................... 1779-49-3 Phosphonium, tetrabuty , chloride

... .................................................. ............................................................................. ............... ........................... 2304-30-5 252. Phosphonium, tetrabutyl-, bromide

............................................................................................................................................ .......................................... 3115-68-2 253. Phosphonium, tetrakls(hydroxymethyl)-, acetate (salt)

......................................................................................... ........................................ ..................... 7580-37-2 254. Phosphonium, 1,2-ethanediylbis[tris(2-cyanoethyl)-, dibromide

.............................................................................................................. 10310-38-0 255. Phosphonium, tributylhexadecyl-, bromide

................................................................................................................................... ;
.......................................... 14937-45-2 256. Phosphonium, triphenyl(phenylmethyl)

................................................................................................................................................................................... 15853-35-7 257. Phosphonium, tetrabutyl-.......................................................................................................................................

.. ... .................... .. ... 15853-37-9 25

. Phosphonium, (2-ethoxy-2-oxoethyl)triphen yl-, chloride

................................................................................................. ..................................................... 17577-28-5 2

. Phosphonium, tetrabutyl, acetate, monoaetate

...... ...................................................................................................................................................... ... 17786-43-5

26

. Phosphonium, tetrakis(hydroxymethyl)-, phosphate (3:1) (salt)

.................................................. ......................... ................................................................. 22031-17-0 261. PhoSphonium, ethyltriphenyl.

................................................ ................................................................................................................................................. 39895-79-9 262. Phosphonium, [3-methyl-5-(2,6,6-tdmethyf-l-cyclohexen-1yl)-2,4.pentadienyl t]ipheny..

............................................................................................... 47739-07-1 263. Phosphonium, tetrakis(hydroxymethyl)-, ethanedioate (2:1) (salt)

.......................................................................................................... ......... :................. 52221-67-7 264. Phosphonium, ethyltrioctyl-, bromide

..... . ....................................................................................................................................................................... 56022-37-8 265. Phosphonium, tetrabutyl-, salt with 1,3-di ethyl 5-sulfo-1,3-benzenedicarboxylate (1:1)

............................................................................................... 59514-43-1 268. Phosphonium, nonyltriphenyl-, bromide

............................................................................................................................. .......................... 60902-45-6 267. Phosphonium, [(2-methylphenyl)methyl]triphenyl-, chloride

.................... ............................................................................................. ............... 63366 8-36-5 268. Phosphonium, triphenyl(phenylmethyl)-, (11-4)-ttrachlorocadmate(2-) (2:1)

....................................................................... .............................................. 68214-25-5 26

. Phosphonium, (,4-nitrophonyl)tdphenyl-, chloride

....... .............................................................................................. ......................................... ;
....................... 72796-90-B 270. Oxiranecarboxylic acid, 3-methyl-3-phenyl, ethyl ester

...................................................................... .......................................................................... 77-83-8 271. 7-Oxabicyclo 4.1.0 heptane, 1-methyl-4-(2-methyloxiranyl)..

.......... ............................................. .............................. I............. I

............... 96-08-2 272. Oxiraneoctanoic acid, 3-octyl-, butyl ester.

............................................................................. .................................... ........................... ..................... 106-83-2 273. Oxiraneoctanoic acid, 3-octyl-, octyl ester

.. . .................... ...... 4
.............................. .................. 106-84-3 274. 2-Propenoic acid, oxiranylmethyl ester......

...... ......... . ......................................... .......................................... ...................... 10.-9

.. ............. 106-90-1 275. Oxiranecarboxylic acid, 3-phenyl., ethyl ester

.......................................................... ....................... ........................................................................... 121-39-1 276. Disiloxane, 1,1.3,3-tetramethyl-1 ,3-bis(3-(oxiranylmethoxy)propyl-..............

....... 128-80-7 .Oxiraneoctanoic acid 3-octyl-, 2-ethyhexyl ester

............ ..... . ...... ................................................ ...... .. ........ ... . ..... 141-38-8 278. 8-Oxabicyclo 3.1.0 hexane................................ 285-67-6.... Oxirne,2,2-imehyl-

................ ......... ...... .. ....

...

........ .............................. ................................................. ........................... ..................... 25-67- 279. Oxirane, 22-dimethyl-

....... ............ . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . ....... . . 556 -30-5 280. Oxirane, tetrafluoro-........................;.. 694-17-7 281. Oxirane, ethenyl.

........... ................................. ...... .................................................................................................................. 930-22-3 282. Oxirane, (methoxymethyl)-

................... *....................................................................................................

. ................................. 930-37-0 284. 5-Oxatricyco 8.2.0.04,6 doe ane, 41 -methyl et yl......................................................................................... 1139-30-6 28

. 7-Oxabicyco 4.1.0 heptane, l-methyl-4-(1-methylethenyl)-.

................................................................................. ................................................................ 1195-92-2 285. 5-Oxatricyclo 8.2.0.04,6 dodecane, 4.9,12,12-tetramethyl-

.................................................................................................................................................. 1209-61-6 286. 2,2-Bioxraene

............................................................... ....................................................................................................... 1464-53-5 287. Oxiranepentanol, .gamma.,3,3-trmethyl

. . . ........................ ............ .. ..................................... .. . .............. ...................................... 154A-98-3 288. Oxiranemethanamine, N-(oxiranylmethyl)-N-phenyle

........ ............. .......................................... ....................................... ................. ............................ 2095-06-9 289. Oxirane, 2,2-[1,2-ethanediylbis(oxymethylene)]bis.

............................................................................................................................................................ 2224-15-9 290. 6-Oxabicyclo 3.1.0 hexane, 2,2-oxybis-.

.............................................................................................................................................. ................................. 2386-90-5 9

. Oxirane, octyl-

............................................ ........................................................................... ............................................. 24 4 4_ 29. Oraoct-.....

.............................................................. ........... 2404-44-8 Oxirane, 2,2-[1,4-phenylenebis(oxymethylene) ]bis-

............................................................................................................................................ 2425-01-6 293. Oxirane. decyl.

............................................................................. *

............... I

................................................................................. ;
....................................... 2855-19-a325. 326. 327. 328. 329. 330. 331. 332. 333. 334. 335. 336. 337. 338. 339. 340. 341. 342. 343. 344. 345. 346. 347. 348. 349. 350. 351. 352. 353. 354. 355. 356. 357. 358. 359. 360. 361. 362. 363. 364. 365. 366. 367. 368. 369. 370. 371. 372. 373. 374. 375. Oxirane, (hexadecyloxy)methyl-.

.......................................... Oxirane. (octadecyloxy)methyl

. ........................................... Oxiranecarboxylic acid, 3-(4-methoxyphenyl)-, ethyl ester

................................................................................................................................................. Silane, ethoxydimethylf3-(oxiranylm ethoxy)pro ylJ

.................................................................................................................................................. 15965-99-8 16245-97-9 16546-01-3 17963-04-1 Oxirane, tridcyl-................................................................................ ;.......................................................
........ ....................... .............. I.............................. 18633-25--5 Oxirane, (2,4-dibromophenoxy)methyl

................................................................................................................................................................................... 20217-01-0 Cedrane, a,15-epoxy-

.......................................................................................................................................................... .. ............................................. .... - 220M7-48-3 Oxirane, enladecyt-

................ ........... .............................................................................................................. 2....................................................................... 22092-38-2 Oxirane, [(2,6-dibromo-4-methylphenoxy)methy].

. ................................................................................................................................................................ 22421-59-6 2,5-Methano-2H-indeno[l,2-b]orenol, octahydro-

............................................................................................................................................................... 26616-34-2 4a.7-Methano-4aH-naphth 1,8a-b oxirene, octahydro-4,4,8,8-tetra-methyl-,laR-(la.alpha.,4a.alpha.,7.alpha.,8aS °)

............................................... 26619-69-2 3-Oxatdcyclo 5.1.0.02,4 octane, 5,8,8-trimethyl-.

................................................................................ ............... .................... 27867-36-3 Oxiranemethanamine, N,N-(methylenedi-4,1-phenylene)bis N-(oxiranyimethyl)-

.............................................................................................. ... 28768-32-3 Oxirane, 2,2-dimethylo3-(3-methyfne.4-pentenyQ

. ............................................................................................................................................................. 29414-55-9 Cedrane, 8,9-epoxide-

.............................................................................................................................................................................................................. 29597-36-2 Oxirane, 2decyl-3-(5-methylhexy)-, cis-.

................................................................................................................................................................................. 29804-22-6 2,4-imidazolidinedione, 5,5-dlmethyl-3-[2-(oxiranylmethoxy)propyll- 1-(oxiranylmethyl)-.

................... ............ ......... ...................... 32568-89-1 Oxirane, (1,2-dibromopropoxy)methyl -.............................................................................................................................................. .................................... 35243-89-1 3-Cyclohexene-1-carboxaldehyde, 4-[2-(3,3-dimethyloxiranyl)ethyl]-.

.............................................................................................................................. 37677-09-1 3-Cyclohexene-1-carboxaldehyde, 3-[2-(3,3-dimethyloxiranyl)ethyl]-.

................................... 3...7............4................................................................... 37677-10-4 2,4-lmidazolidinedione, 3,3'-[2-(oxranylmethoxy)-1,3-propanediy]-bis5,5-dimethyl.-1-(oxranylmethyl).

.... . ............................................. .... 38304-52-8 IH,4H-3a,8a-Epoxy-4,7-methanoazulene, hexahydro-1,4,10,10-tetra-methyl-, (1.alpha.,3a.beta.,4.alpha.,7.alpha.,8a.beta.)

................... .. 38337-32-5 Oxirane, (2,2,3,3,4,4,5,5,6,807,7,7-tddecafluorohepty).

............................................................. ................................................................................... 38565-52-5 Oxirane, (tetradecytoxy)methyl
-.............................................................................................................................................................................................. 38954-75-5 Oxirane, 2,2-[mefftenebis(phenyeneoxymethylene)]bis

................................................................................................................................................ 39817-09-9 Oxiranemethanamine, N-(2-methylpheny)-N-(oxranylmethyl)

...................................................... .......... . . . .................................... . ..... 40027-50-7 Oxirane, (5-methoxy-1,5-dimethylhexyl).

............................................................................................................................................................................... 40454-19-1 Spiro 1,4-meth noazulene-9,2'-oxirane , decahydro-4,8,8-trimethyl-

................................................................................................................................... 41530-82-9 Oxiranepropanol, .alpha.-ethenyl-.alpha.,3,3-trimethyl-, acetate

.................................................................................................................................... 41610-76-8 Oxirane, 2,2'-[oxybis[(methyl-2,1-ethanediyl)oxymethylene] Ibis-.

............................. *

...................... . . ............. 41638-13-6 Spiro 1,4-methanonapthalene-2(1H),2"-oxlrane, 3,4,4a,5,8,8a-hexa-hydro-3',6-dimethyl-

................................................................................ ...... 41723-98-2 2-Propenoic acid, 2-methyl-, (2-methyloxlranymethyl ester

........................ ......................................................................................................................... 41768-20-1 Spiro 1,4-methanonaphthalene-2(1H),2-oxirane , 3,4,4a,5,8,8a-hexahydro-3',7-dimethyl

.................................................................... . .... 41816-03-9 Oxiranecar iy c acid, 3-(4-methoxyphenyl)-, methyl ester
............................................. ...................................... . ............ ............... 42245-42-1 Oxirane, 2.3-bis(chloromethyi)-, trans-

........................................................................................ ........................................ ..................................... .. 45467-40-1 Oxirane. 2,3-bls(chloromethyl)-, cis

............................................................................................................................. c e

......................................................... 50703-46-3 4a.7-Ethano-4aH-naphth 1,8a-b oxirene, octahydro-4,4,7-trmethy-

.............................................................................................................................. .. 51115-88-9 Oxiranecarboxylic acid, 3-(4-methylphenyl)-, ethyl ester

..................................................................................................................................................... 52788-71-3 Phenol, 2-methoxy-4-(oxiranylnethyl)-.

................................................................................................................................................................................. 53940-49-1 Oxirane, (9-octadecenyoxy)methyl -. (2).

............................................................................. ........................................................................................... 60501-41-9 Oxirane, 4-(-methyl phenyl phenoxy methyl

........................................................................................... ...................................................... 61578-04-9 Oxiranemethanaminium, N,/Vdimethyl-N°[2-[(2-methyl-l-oxo-2-propenyl)oxy]ethylJ-, chloride

.......................... . . . . ... 62351-05-7 3.Heptanone, 4-methyl-6-o ranyt

................. *

........................................................................... ............................... .... .. ....................................... . . . .............. 63324-22-1 1,3-Benzenedimethanamine, NN, /-tetrakis(oxiranylmethyl).

......................................................................................................................................... 63738-22-7 Oxiranecarboxylic acid, 3-(4,8-d methy-7-noneny)-3-methyl.

.......................................................................................................................................... 65416-34-4 Oxiranecarboxyic acid, 3-mefftyl-3-octy.

......................................................................................................................................................... ....... 65416-35-5 Oxiranecarboxlic acid, 3-methyl-3-(4-methyl-3-pentenyl).

........................................................................................................................................ 65416-36-6 1,3-Cyclohexanedlmethanamlne. NN," -ttrakis(oxiranytmethyl-).

.................................................................................. ............. ..... ...... 65992 6-7 Oxiraneethanol, 3.etP

.................................................................................................... ............. . ............................................................................ 676 3-02-9 IH,4H-3a,8a-Epoxy-4,7-rmethanoazutene, hexahydro-1,4,10 t0-tetramethyl.

..................................................... .............................. . . 67710-71-8 Oxirane, heptadecyl-.

........................ ......................................... . . ............................................................................................................... 67860-04-2 ( .............................. 

### 41224 Federal Register / Vol. 56, No. 160 / Monday, August 19; 1991 / Notices

No. Chemical Name CAS No.

294. 3-Oxatricyclo 3.2.1.02,4 octane, 6-ethenyl

............... ....................... 2886-87-6 295. Silane, diethoxymethyl[3-(oxiranylmethoxy)propyl]-.

...................................... . ..... 6

............... 2897-60-1 296. Oxiranemethanaminium, NN,N-trimethyl-, chloride

............................................................................................................................................................... 3033-77-0 297. Oxirane, 2,2-((1-methylethylidene)bis((2,6.dibromo.4,1-phnylene)-oxymethylene))bis

. ...............................- 3072-84-2 298. Oxirane, (22,2-trichloroethy-

........................................................................................................................................................................................ ........ 3083-25-8 299. Oxirane, (bromomethyl)-.

....................................................................................................................................................................................................... 3132-64-7 300. Benzenemethanol, 5-[1-methyl-l-[4-(oxiranylmethoxy)phenylethyl]-2-(oxiranytmethoxy)-.

....................................................................................... 3188--83-8 301. Oxirane, dodecyl

........................................................................................ ................................................... ................................................................... 3234-28-4 303. Oxirane, 1(octloymethyl].....

....................................................... ............. ... 356- 30. Oxirane, ddec ai c cd.3me th

yl
. ............................................................................................................ : ................................................ 3266-23-7 305. Oxirane,"[(ocyloxy)methyl-.....................

.. ... .... ..................................................................... 3385-66-8 304. O'xiranedodecanoic acid, 3-octyl-, cis-

.............................................................................................................................................................. ................ ...... 3420-36-8 305. Oxirane, [(docycloxy)methyll

..................................................................................................................................................................... .........................-... 3497-06-1 306. 2-Propanol, 1,3-bis(oxiranylmethoxy)-.

................................................................................................................................................................................. 3568-29-4 307. Oxirane, (ethoxymethyl).

............................................................................................................................................................................. . ........................... 4016-11-9 308. Oxirane. (1-methylethoxy)methyl

............................................................................................................................................................................................. 4016-14-2 309. 1-Oxaspiro 2.5 oct-5-ene, 2,2,6-trimethyl-.

............................................................................................................................................................................ 4584-23-0 310. Oxirane, tetramethyl-.

................................................................................................................................................................................................................. 5076-20-0 311. Oxirane, (4-nitrophenoxy)methyl 5.

........................................................................................................................................................................... . 5255-75-4 312. 1 H-isoindole-1,3(2H)-dione,2-(oxiranylmethyl)

.................................................................. 5455-98-1 313. Oxirane, ((hexyloxy)methyl).

................................................................................................................................................................................................... 5926-90-9 314. Propane, 1,2-epoxy-3-(p-nonylphenoxy).
.............................................................................................................................................................................. 6178-32-1 315. Spiro bicyclo 3.1.1 heptane-2,2.oxirane , 6,6-dimethyl-.

..................................................................................................................................................... 6931-54--0 316. 1,2-Benzenedicarboxylic acid,bis(oxiranylmethyl) ester ........................................................................ ..................................................................... 7195-45-1 317. Oxirane, hexadecyl-
............................................................................................................................................................................................................ 7390- 1-0 318. Trisiloxane, 1,1,1,3,5,5,5-heptamethyl-3-[3-(oxiranylmethoxy)-propyl-

......................................................................................................................... 7422-52-8 319. Oxirane, 2,2' [1,2,3.propanetdytris(oxymethylene)]triso.

.......................................................................................................................................... 13236-02-7 320. Oxirane. 2,2".(oxiranylmethoxy)-1,3-phenylene bis(methylene)bis

............................................................ .................................................................... 13561-08-5 321. 2H-2a,7-Methanoazuleno 5,6-b oxirene, octahydro-3.6,6,7a-tetra-methyl-, laS-(la.alpha.,2a.beta.,3.alpha.,Sa.alpha.,7.b

......................................... 13567-39-0 322. 13-Oxabicyclo 10.1.0 trideca-4,8-dione, 1,5,9-trimethyl.

............................................................................................................................ ... . . 13786-79-3 323. 13-Oxabicyclo 10.1.0 trideca-4,8-diene, 2,6,10-trimethyl-.

.......................................................................... ............................................... . ... 14840-89-2 324. 2,4-midazolidinedione, 5,5-dimethyl-l,3-bis(oxiranylmethyl).

......................................................................................................................................... 15336-81-9

### Federal Register / Vol. 56, No. 160 / Monday, August 19, 1991 / Notices 41225

NO. Chemical Name CAS No.

376. Oxiranecaiboxylc acid, 3-methyl-3-[2-(2,6,6-trtmethyl-2-cyclo-hexen-1-yl)ethenyl]-, methyl ester

. ..................................................... 67905-40-2 377. 2-4,7a-Ethanonaphth 1,2-b oxtrene, octahydro-3a.4,7b-trmethyl-.

............................................................................................................... . 67919-67-9 378. 4a,7-Methano-4aH-naphth t,8a-boxirene, octahydro-4,4,8,8-totamethyl-

....................................................................................................... ...- 67999-56-8 379. Oxrane, (1,3-dimethylbutoxy)methyl

.. . . .................................................................................................................................... ....................... 68134-06-5 380. Oxrane, (6-methylheptyl)oxy metty
-. .. . .................................................................................................... ... . .......... 68134-07-6 381. Pyrddum, 2-a ino-I-(oxiranylmethyl)-, chloridde

................................................................................................................................................................. 68258-96-8 382. Tanium, trils[0-(3-hexyloxfranyl)-9-decenoato-O1](2-properolto)-,(r4).

................................................................................................................. 68443-39-0 383. Thanium, tiis(3-octylot anoato-O.alpha.)(2-propanoato).,(T-4)-.

................................................ 68443-40-3 384. 2,4-midazoldinedione, -ethyl-5-(2-methylbuty)-1,3-bis(oxiranyl-methyl)-

...................................... ..... ............................................................ 68444-05-3 385. Oxlrane, 2,2,2-[pmpyld etr 4,1-pheryfoneoxymethytene)]tls

.............................................................................................................................. 68517-02-2 386. Titanium, [hydroxyacetato(2-)-O1,02[(isooctadecanoato-O)]l 1-[3-(2-pentenyl)odranyt]-9-undeconoato-O1

....................................... 68739-04-8 387. Titanium, tris[8-[2-(2,5-oct n xiranyl]octenoato-O1](2-propanoato)-, (T4)

........................................................................................ 68784-66-1 388. Titanium, tris[11-(2-2-pentenyt)oxlmnyl]-9-undecenoato-O1](2-propanolato)-, (T-4)-

...................... .......... 68797-79-5 389. 3H-Naphth 1,8a-b oxiren-7-ol, octahydro-4,4,7-trimethy-

............................................................................................................................................... 68845-01-2 390. Oxknecatoxylic acid,2-phenyleth ester

................................. :
......................................................................................................................... 6........ 68892-14-8 391. Oxiranecarboxylic acid, 3-(2-hydroxyphenyl)-, ethyl ester

...................................................................................................................................... ......... 68922-02-1 392. Cyclopropa 5,6 naphth 1,8a-b oxirene, decahydro-1,7,7,7b-tetra-methyl-, 1R-(1.alpha,3abeta.,4aR,6a-apha,7a.alpha

.............. ...................... 68926-75-0 393. Oxrane, 2,2,2-[1,2,6-hexaneiylts(oxymethylene)]tris-

..................................................................................................................................................... 68959-23-9 394. 2-Furanan*ium, tetrahydro-NN-dimethy-N-(oxanylmethy)-,ciloride

........................................................................................................................... 68959-27-3 395. Titanium, trs[3-(2-octenyl)oxiraneoctanoato-O.alpha.J(2-propanolato)-, (-4)-

.......................................................................................................... 69089-43-6 396. Titanium, (hydroxe o-1,O2)(isooctadecanoato-O)(3-octyf-oxiraneoctanoato-O.alpha.)-

....................... ... 69103-13-5 397. Titanium, (hydr&oxyacetato-1,O2)(isoctadecanoato- )[3-(2.5-octa-dtenyl)otxraneoctanoato-O.apha]-

.......................................... ..... .. 69103-14-6 398. Titanium, [14-(3-ethytW xrany)-9,12-tetradecadienoato- 1](hydroxy-acetato-O1,02)(is ctadecanoato-O)-

. .. .................. .. 69103-15-7 399. Tetrasiloxane, 1,1,1,3,5,7,7,7-octamethyl-3,5-bis[3-(oxiranyl-methoxy)propyl]-.

................................................................................................ 69155-42-6 400. 2-Propenoc acid, 2-methyl-, telomer with tert-dodecanethiol, methyl2-methyl-2-propenoate and oxtranylmethyl 2-methyl-2 : ......................... 70161-56-7 401. Oxhrane, 2,2- (1-methylethylidene)bis 4,1-phernyleneoxy 1-(butoxy-methyl)-2,1-ethanediy oxymethyene bis-

................. 71033-08-4 402. Anthra(2,3-b]ox rene-3,8-dione, la,2,2a,8a,9,9a-hexahydro-la-meth

-......................................................................................................... ................ 71173-51-8 403. Anthra[2,3-b]o ene-3,8-done, la,2,9,9a-tetrahydro-la-methyl

..................................................................................... . ................................... 71173-53-0 404. 7-Oxabicyco 4.1.0 heptane-3-nethanol, .alpha.,.alpha.,6-trimethy.

........................................................................................................ .............. 71242-09-8 405. Slane, (3-chloopropy~mefhoxy[3-(oximrrany m oxy)propyl]-.

.......................................... ..................................................... ..................... ... ............. 71808-64-5 406. Oxanecarboxyc acid, 3-bicyclo 2.2.1 hept-5-en-2-yl-3-methyl-,methyl ester

............................................................................................................ 72175-33-8 407. Oxlrane, 2-methyl-3-trdecy-

............................................................................................................................................................................. .................... 72302-10-4 408. Oxdrane, 2,2'-(l.methylethyidene)bis]41-phenyeneoxy-3,1-propanediyfoxy-4,1-phenyfene(1-methyetylidene)-41- 72319-24-5 phanyleneoxymethylene] Ibis-. 409. Oxrane, (2,4-dbro o-S-etyphenoxy)methyI-.

..................................................................................................................... ............ ; ....................... 72727-69-6 410. O rane, (2,4-dibromo--methytphenoxy)methyl-.

......................................................................................................................................................... 75150-13-9 411. Sitane triethoxyethy-

........................................................................................................................................................................................... ...... 78-07-9 412. Silane, diethoxydirrethy*

...... ................................................................................................................................................................................ . .......-- 78-62-6 413. f acid (14S&04), tetrkis(2-ethyfhi xyl) ester

.................................................................................................................. ............. . 115-82-2 414. Silicic acid(116&207), hexakis(2-ethyl l) ester

.................................................................................................................... ................................... 126-51-2 415. Silane, did tho methy al3,3,3- opropyl)

................................................................................................................................................................ 358-67-8 416. Silan
, brmethoxy(3,3,3 -rifuoroopyl)-

.................................................................................................................................. ........................ 429-60-7 417. PhosPhon x 3 acid, [2-(tlrle o oxysP t).ethyl -, diethyl ester

.................................................................................................................................................. 757-44-6 418. Shane, d a t2xym iethylo y ] t s

....................... ................................................................................................................................................................... 775-46-4 419. Silanei, chorodimethoxymthy

.................................................................................................................................................................. .........................-

. . 994-07-0 420. Slane, chod.

.................................................................................................................... . ......................................- 998-30-1

421. Slane, trimethyl(4-ntrophenoxy)-

................................................................................................................................................... ......................... . 1014-66-0 422. Silane, trimethoxypropyl-

................ .................................................................... ................ .................................................................. ................ .... 1067-25-0 423. Silicc acid (14o 4), tey o -2-openyl st ..............................................................-................................................................................................. 1067-43-2 424. Bu ne 4-(tethoxysi-

...... .................. eae

.................................................................................................................................... 1067-47-6 425. SO", buytrmt xy-
......................................................................................................................... :

..................................................... 1067-57-8

426. Silane, dimetho dimeethy-

......................................................... .............................................................................. . . 1112-39-6 427. Slicic acid (140&04), tatraphenyl ester

......... :
........................................................................................................ . .......................................... 1174-72-7 428. Sllane, ethoxyU4*hens &.....

............................................................................................................................................................................................. 1516-80-9 429. Slane, trimethylphenoxy

.. .......................................................................................................................................................... ............ .... 1529-17-5 430. !Silane, ethxdb ehypea f...,.'.

.... .. .......... ............................................................... .................... ... .......... ......................................... 1825-58-7 430. Silane, ethoxytdmethy ....-.... ...................................................................................................... ...... ............. 1825-- 431 Sian..................

. . . . . . . ...... -..... .. ..... 1825-61-2 432. Silane, ethoxytrmethyt.

........ . ............................................................................................................................ .......... :..
. .............. 1825-02-4 433. SiSane, tromeathyopocxy...-

................................................................................................................................................................................. .... 1825-63-4 434. Silane, chlomethoxyd ethyl

................................................................................................................ ... 1825-68-9 435. Silane, trmet [(1-me aheny1)oxy ty-....

......................................................................................................................................... ......... 1833-53-0 436. Slang, E(3.bet )-cho stens -3 loxyltrt methyl

- .................................................................................................................................... .. ...... 1 285-45-9 437. Slic , acid (4o04), tetra s(1-methyethy ester.................................................................................

................................................... .1..................... 192-4-9 438. Silan , (ethoxymeth

.... (2-..h..... yl)t..........

... .................................................................................................................................... ........ 2031-62-1 439. Silic acid (4o 4) tatrakis(2y, methoxyethyl) ester...................................................................

........................................................................................ 2157-45-1 440. Slan e, (choro ethyl)dietho xymethyl

..... ......................................................................................................... .................................................. ......... 2212-10-4 441. Silanamlna 131.1-riethoxys )-

............ ................................................................................................................................................. ..... .. 2325-41-9 442. Propane ile, 3 ,t

.. . ............................................................................... . .................... .... ..... .... 25206-7 443. S-Propane, 4in ny4imethy3-(tri .thoxysy............................................................................................

.............................................. .. 2530-86-1 444. Silane, triethoxypoenynethy. )...

............................................................................................... ........................................................... ...... 2549-99-7 445. Silane, tiethx -rop y - ...............-. ................................................................................................................................................................. 2550-02-9 448. Silane,triethoxy-2-propenyl-

............................................. .................................................... .................................................................................... 2550-04-1 447. Sane, trimethoxy-2-propenyl

. . .... .......................................................................................................................................................................... 25513- 9- 448. Slane, diethoxydipheny-

.. .............. ............................................................................................................................................................... . 2553-19-7 449. Slane,

. .. ethox ety

- . . ..... ]...

......................................................................................................................... . ....... 2761-24-2 450. Slang dietxymethylC3-(oxiranylmtoxy)propyll-......................-............

................. .... 2897-60-1 451. Slane, dimethoxymethylpheny

- ...... ........................................................ ;............................................
. ................................. .... 3027-21-2 452. Benzenaniine, N-[3-(trmethoxysilyl)propyl] .-...................................................................................................................................................................... 3068-76-0 453. Silane, hex~trimethoxy-

. .... ........ ............................. ............................................................................................................................. .......... 3069-19-oD 454. S-Propanamine. N-nethyt-3-(.methoxy l)-

................................................................................................................................................................. 3069-25-8

455. 2-Butenediic acid (Z)-, bis3-(tmethoxysly)propyl] ester

..................................................................................................................................... 3090-21-9 456. 2-Butenedioic acid ()-. bis[3-(trlmethoxyslyl)propyl] ester

...................................................................................................................... ................ 3371-62-8

### 41226 Federal, Register 

## / Vol. 56, No. 160 

## I Monday, August i9; 1991 

## / Notices

No. Chemical Name CAS No.

457. 2,8,9-Tdoxa-5-aza-l-silabicyclo 3.3.3]undecane, 1-ethox .y- ............................................................................................................................................... 3463-21-6

459. Siliclcacid (H4SiO4), tetrakis(phenylmethyl) ester

............................................................................................................................................................... 4424-00-4 460. Silicic acid ( 3H4Si207), hexa-sec-butyl ester

............................................................................................................................................................................ 4444-59-1 462. Siicic acid (o8i3010), octaethyl ester

.......................................................................... !

...................................................................................................... 4521-94-2 462. Silane, chlorotriethoxy

...... ........................................................................................................................................................................................................ 4667-99-6 463. Silicic acid (H4SiO4), tetrabutyl ester

................................................................................................. ;
..................................................................................... 4766-57-8 464. Sificic acid (H12S50 16), dodecaethyl ester

.................................................................................................................... ...................................................... 4935-68-6 465. Silane, diethoxydiethyl.

.............................................................................................................................................................................................................. 5021-93-2 466. Silane, (3-chloropropyl)t ethoxy.

............................................................................................................................................................................................... 5089-70-3 467. Silane, ethyltdmethoxy

- ................................................ ..................... ......... ....... ........ ........................ 5314-55-6 469. Silane, ethenyldethoxymethyl-..............................................................................535078344 469. S lane, ethenyldiethoxym ethyl-

. ................................................................................................................................................................................................. 550744-8 470. Silane methyltripropoxy.

.................. ........................................................................... ..................................................... 5581-66-8 472. Silae,

triethxyathynyl.........

......... ......... ......... ....................................... 570026- 471. Silane, timethyl(2-propynyloxy)

........................................................................................... ................................................. 5 82-62-7 472. Slane, triethoxyethynyl-........

. . . . .. . ..................................................................... 5700-2-7 473. 1,4-Butanediamine, 2(t met h y )methyl

........ ............................................ ;
.............................................................................................................. 6037-49-6 474. 1-Propanam ine, N-m ethyl-3-(tr ethoxysilyl)

................................................................................................................... :

....................................................... 6044-5D-4 475. Silane, (eth enyloxy)t r tmethyl-.

.......................... ; ....................................................................................................................................................................... 6213-94-1 476. Silicic acid (H4SiO4), tetrapen e ester

...................................................................................................................................................................................... 6382-12-3 477. Silane, (1-cyclohexen- -yloxy)tdmethyli.

............................................................................................................................. .................................................. 6 51-36-1 478. Silicic acid (H4SiO4), tetrAkis(2-aminoethyl) ester

.................................................................................................................................................................. 7057-73-0 479. Ethanol, 2,2'-[[3-(triethoxysifyl)propylim inobis

................................................................................................................................................... *

............... 7538-44-5 480. Ethanethiol, 2-(trimethoxysilyl)-.

............................................................................................................................................................ ;
..................................... 7538-45-6 481. Silane, tris(2-chloroethoxy)-

....................................................................................................................................................................................................... 10138-79-1 482. Sificic acid, methyl ester

......... ;.......................................................................................................................................................... ........................................ 12002-26-5 483. Acetic acid, dianhydddewith silicic acid (H4SiO4) diethyl ester

....................................................................................................... .................................. 13 70-16-8

484. Acetic acid, trianhydride with silicic acid (H4SiO4) tert-butyl ester

......... 1............................................................................................................................ 13170-22-4 485. 1-Propanamine, 3-(tdethoxysilyl)-N-[3-(trethoxysilyl)propyl]-.

.............................................................................................................................................. 13497-18-2 486. Silane, (chloromethyl)ethoxydim ethyl-.

..................................................................................................................................................................................... 13508-53-7 487. Silane, trim ethyl[(1-phenylethenyl)oxy]-

.................................................................................................................................................................................. 13735-81-4 488. 1-Propanethiol, 3-(triethoxysilyl)-.

................................................................................................................................................. ....................................... .. 14814--09-6 489. Silane, ethoxydim ethyl-.

.............................................................................................................................................................................................................. 14857-34-2 490. Silane, tris[(1,1-dimethylethyl)dioxy]ethenyl-...........................

. . ....................................................................................................................... ......... 15188-09-7 491. Silane, (chloromethyl)tiethoxy-.

....... ................................................................................................................................ I

...................................................... 15267-95-5 492. Silane, (3-isocyanatopropyl)tdm ethoxy-.

................................................................................................................................................................................... 15396-00-6 493. Silicic acid (H4SiO4), tetracyclohexyl ester

............................................................................................................................................................................. 15717-29.-0 494. Silicic acid (H4SiO4), tetrakis(2 ethylphenyl) ester

............................................................................................................................................................. 16714-40-2

495. Silcic acid (H4SiO4), tetrakis(3-methylphenyl) ester

.................................................................................................................................... 16714-54-8 496. Silane, ethenyldimethoxymethyl-.

..................................................................................... 7...................................................................................................... 16753-62-1 497. Silane, dimethoxym ethyl-

............................................................................................................................................................................................................ 16881-77-9 498. Silane, ethoxydimethyl(phenylm ethyl)-.

..................................................................................................................................................................................... 17151-27-8 499. Silicic acid (H4SiO4), tetrakis(2-hydroxyethyl) ester

...................................................................................................... ...................................................... 17622-94-5 500. Silane, methoxytripropyl-.

....... . :
................................................................................................................................................................................................... 17841-46-2 501.. Silane, (4-bromophenoxy)trim ethyl-................................................................................................................................................................

................. ....... 17878-44-3 502. 2,5,7,10-Tetraoxa-6-silaundecane, 6-(2-methoxyethoxy)--phenyl-.

............................................................................... 17903-05-8 503. Acetic acid, dianhydridde with silicic acid (H4Si04) dipropyl ester

............................................................................................................... ........................ 17906-69-3 504. Silane, tris(pentyloxy)-...........................................................................~ 17907-97-0 505. Propanenitrile, 2-(triethoxysilyl)-

....................................................................... 17932-62-6 506. Silane, ethenylethoxydiphenyl-.

................................................................................... 17933-85-6 507. Silane, ethoxydimethyl[3-(oxiranylmethoxy)propyl]-.............................................................................................................................................................. 17963-04-1

509. 2,5,7,10-Tetraoxa-6-silaundecane, 6-(2-methoxyethoxy)-6-methyl-.

...................................................................................................................................... 17980-64-2 510. Silane, ethenyltds(1-methylethoxy)-.

......................................................................................................................................................................................... 18023-33-1 511. Silane, triethoxy(1,4,5,6,7,7-hexachlorobicyclo[2.2.1]hept-5-en-2-yl)-.

....................................... ........................................................................................ 18052- 3-0 512. Silane, chlorotds(1-methylpropoxy)-.

........................................ .................................................................................................................................................. 18105-63-0 513. Silane, bls(2-chloroethoxy)dim ethyl-.

......................................................................................................................................................................................... 18141-42-9 514. Silane, tdmethyl(2-propenyloxy)-.

.............................................................................................................................................................................................. 18146--00-4 515. Silane, bls(2-chloroethoxy)m ethyl-.

.......................................................................................................................................................................................... 18147-17-6 516. Silicic acid (H4SiO4), di-tert-butyl diethyl ester

....................................................................................................................................................................... 18151-6-5 517. Silane, diethoxy-.

.................................................................................................................................................................................................................... .... 18165-68-9 518. Silicic acid (H4SiO4), tdis(1-methylpropyl) ester"

...................................................................................................................................................................... 18166-4 "- 519. Silane, (3-chloropropyl)dimethoxymethyl

............................................................................................................................................................................... 18171-19-2 520. Ethanethiol, 2-(trethoxysilyl)..

................................................................................................................................................................................................... 18236-15-2 521. Silane, (2-chloroethyl)t ethoxy-.

...................................... Sa................................................................ 4

........................................................................................ 18279-67-9 522. Silane. diethoxymethyl-2-propenyl-.

................................................................................................................................................ !

......................................... 18388-46-9 523. Silane, dichlorobis(1,1-dimethylethoxy)-.

.................................................................................................................................................................................. 18395-80-7 524. Silane, blcyclo[2.2.1 ]hept-5-en-2-yltriethoxy

............................................................................................................................................................................ 18401-43-9 525., 2,7-Dioxa-3,6-disilaoctane, 3,3,6.6-tetram ethoxy-.

............................................................................................................................................................... 18406-41-2 526. Silikic acid (H4SiO4), tetrakis(2-ethoxyethyl) ester

............................................... ,....................................................... i

..................................... 4.................. 18407-94 527. Benzenamine, NN-dimethyl-4-(tdethoxysilyl)

.......................... ............ .................................................................. ................................................................ 18418-79-6 528. Silane, dodecyltriethoxy-

........................................................................................................................................................................................................... 18536-91-9 529. Phosphine, diphenyl[2-(tdethoxysilyl)ethylJ..

.......................................................................................................................................................................... 18586-39-5 530. Silane, ethenyltdphenoxy-.

................................................................................................................................................ ....................................................... 1866646 5-4 531. Silane, trimethyl(octadecyloxy)-.

................................................................................................................................................................................................. 18748-98-6 532. Silicic acid (H4SiO4), tetrakis(2-butoxyethyl) ester

................................................................................................................................................................. 18765-38-3 533. Silicic acid (H14Si6019), tetradecaethyl ester

......................................................................................................................................................................... 18768-59-7 534. M enthol, tetraesterwith silicic acid (H4SjO4)

..................................................... ; ........................................... ....................................................................... 18888-09-0 535. Silane, trimethyl(l-propenyloxy)-.

...................................................................................... ............................................... ....................................................... 19879-97-1 536. Silane, (1-butenyloxy)trimethyl-, (2). .......................................................................................................................................- '."-.-'....................................... 19980-22-4 537. Silane, (1-butenyloxy)trimethyl-, (E)-.

.............................................................................................................................. ...................................................... 19980-23-5 538. Silane, (1-cyclopenten-1-yloxy)trim ethyl-.

.............................................................................................................................................. ................................ 19980-43-9

### Federal Register / Vol. 56, No. 160 / Monday, August 19, 1991 / Notices 4127

No. Chemical Name CAS No.

539. Silane, d4-chloromethylt[3-[i 2-tetrafluoro-l-(trfluoromethy-)-ethoxy.p..pyl. ......................................................................................................... 20006-68-2 540. 1-Aza-2-silacyclopentane, 2.2.dethoxy-I -trmethylsily)-

.... ....................... .............. .............. ............ .............................................................................. 21297-72-3 541. Slane, (4-chlorophey)triethoxy-.

.................................................................... I

.......................................... ....................................................................... ....... 21700-74-3
542. Butanoic acid, 4-(triethoxystyl)-. trimethylsiyt ester........................................................................................................................................................... 23416-06-D 543. Silane, (1,1.dimethyl-2-propenyl)oxy]dimethyl-
.............................................................................. ...

....................................................... . .......................... 23483-22-9 544. Urea. [2-[3-(ttimethoxysily)propylamino]ethyl]- ............... . ....... ................................... ...................................................................................... 23779-33-1 545. Silane, [4-(chloromethyl)phenyttrimethoxy

................................................................................................................................................................. 24413-04-5 546. Silicic acid (1-14904),ttrakis[2-(2-methoxyetoxy)ethyi ester

....................................................................................................................................... 24685-89-0 547. Silane, triethoxy(3 socyanatopropy
- ....................................................................................................................................................................................... 24801-88-5 548. Silane, [{10-bromodecyl)oxyltrimethyl.

........................................................................................................................................................................... 26306-02-5 549. 2-Propen-l-amin e. NllO-iromodeolyoxYtrlmehyl-.

...................................... ........ *..

. . . . . . . 26868-19-9 550. Silicic acid (-14S 4).

tetrakis(methypheny ester
................................................................................................................................................................. 26952-29-4 551. il-Octadecan miu M NNdimethyt-N-[3-(trimethoxysityr)propyl-;chlode

.. ...... . ..................................................................................... 27668-52-6

552. Ethariamine, 2-(2,8,9-tro;xa-5-aza-1-sabicyclo[3.3.3]undec-1 .ytxy)-N N-bis[[2-(289-tiox3-6-aza-l-c3iabicycl] 33.3.3

. ........................ ... 29167-5-5 553. Benenesullonyl azide, [2-(trimethoxysilyl)ethyl]-
....................................................... .............................................................................................. 29385-30-6
554. 1H-Pyrrle-2,5-done. 1-[3-(trethoxysily)propyl]-.
......................................................... ..... 1.............................................................................................. 29602-11-7

555. 2-Propen-1-amine, N[3-(timethoxyslyl)propyl]

.................................................................................................................................................................. 31024-46-1 556. Morpholne, 4-[3-(timethoxysilyl)propyl]-.
......................................................................................................................................................................... 31024-54-1 557. 1-Butanamtine, N-[3-(tfmethoxysilyl)propyl]-.

......................................................... ..... ...

...... ..................... ......................................................................... 31024-515-3

558. 1-PropanaminiumNN-dimethy-N -[2-[(2-methy--o xo-2-pr peny oxy]ethyt]-3-(tmeth xysyl)-W chloride

............................... .................... 31681-13-7 559. 1,2-EthanediamineN-[(ethenypheny)methyl]-N-[3-(trimethoxysiyl)-prpyl]-,monohydrochotde

................................................................. 34937-00-3
560. 1-Propanamina,NN-dimethy trimethoxysWl , acetate ...................................... ..................................................................................................... 35141-35-6 561 1-Propanaminum, N,N,N-trimethyl-3-(trimethoxysilyl)-, chloride

.......................................................................................................................................... . 35141-36-7
562. Silicic acid,2-ethoxyethy ester ................................................................................................................................................................................... 37338-04-8
563. Silicic acid (H4Si04),tetraethyl ester, polymer with 1.2-ethanediol
................... .. ................................................................................................................ 38742-72-2 564. 1-Propanarnine, NN-dithyI-3-(trmethoxysIyO)

................................................ ....

............ .................................................................................................... 41051-80-3

565. 1-Tetradecanamlnium, NN-dlmethyl-N-[3-(trimethoxysily)propyl-,chtloride .......... 4.8.......................................................................................................... 41591-87-1 566. Silane, [2-[2-(chkxomethyf)phenylletr.Altrimethoxy-
............ ............................ ................. I............................................................................................ !42661-95-0 567. Silane, trimethoxy(2-phor ethyl)

........................................................................................................................................................................................... 49539-88-0 568. Silane,trimethoxy-7-o enyl )-

...................................................................................................................................................................................................... 52217-57-9 569. Benzena n, 4-[3-(ttrmethoxyslyl)propoxy].
....................................................................................................................................................................... 55648-29

570. 2-Propanol, 1.1-[[3-(iethoxysMl)propylimino]bis[3-chloro-
................................. 8.............................................................................................................. 56709-05-8
571. Silane,dichloro(2-methoxyethyl)methyl-.
................................................................................................................................................................................. 58066-88-9 572. IH-Imidazole, 4,5-d ro--[-3-(triethoxysly)propyl]-

.................................................................................................................................................. ....... 58068-97- 573. Carbaminidothiolc acid, 3-(trmethoxysilyl)propyl ester, monohydrochloride

.... ............................................................................................................... 58505-58-1 574. Silane, (7-dodecen-9-ynyfoxy)trilmethyl-, (E)
.......................................................................................................................................................................... 58763-9-2 575. Silane, (3-methoxy-l-methylene-2-propenyl)oxyltrimethyl- ............................................................................................................................................... 59414-23-2
576. Silane,dodecyldiethoxymethyl-
............................................................................................................................................................................................... 60317-40-0 577. Benruildle. 4-niro-N-[3-(tleftoxysiMy)pr1 ],
............ ......................................................................................................................................................... 60871-86-S 578. -Octanesufonamide,A-ethyl,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-heptadecafluoro--[3-(Wm thoxysiypropyl-

. .............................................................. 61680-12-8

579. Silicic acid (H4SiO4), tetrakis(1.1-dimethylpentyl) ester ......................................................................................................................................................... 63449-47-8 580. Silanamine, 1-methoxy-

..... ...

................................................................................................................ •.................................................................................... 64051-31-6

581. 1,2-EthanedlamIne, [3-(tmethoxyslyl)propyl]-, monohydro-chloride

.............................................................................................................................. 64339-13-5 582- Silanol bis(1,1-dimethylethoxy)ethenyl-, acetate ................................................................................................................................................................ 64426-39-7 583. Silanediol, (1,1-dimethytethoxy)ethenyl-, diacetate
.............................................................................................................................................................. 64426-40-0 584. Ethanethiol, 2,2'-thiobis-,polymer with ethenylethoxydimethyl-silane, .alpha.hydro-.omega.-hydroxypoly[oxy(methyl-1.2-ethanediyl],5-socyart- 66564-49-6 ato-1-(isocyanatomethyt)-1,3,3-trimethylcyclohexane, .Wpha.-alpha'-.alpha".-1,2,3-propeneids[.ofega.-hydroxypolyloxy(meth-1, 2-etharedify)]] &2-propen-1-ol. 585. Ethanethiol 2,2-oxybLs-,polymer with ethenlethoxydimethytsiane,.alpha.-hydro-.omega..hydroxypOty[oxy(methyl-1,2-ethanedy)],54socyal- 66564-50-9 ato-1-(Lsocyanatomettl)-1,3,3-trimethylcyclohexae,.alpha.-alpha'-.alpha".-1,2,-propenetri (.omega.-hydroxypoyoxy(meth-1,2 ethanedly!)]] &2-propen-l-oL 586. 2-Propen-l-ol, polymer with ethoxydimethytsilane, .alpha.-hydro-.omega.-hydrxypoly[toxy(methy-1,2-ethnediy9l)], 5 socyanat-1-(iscyanato- 66564-54-3 methyl)-1.33-trimethytcycohexane,.apha.-aipha'-.alpha"1 ,2,3.propenetriy [ft .omega.-hydrowpoyloxy(meth-1,2-thaedfAl]] & 2-propen587. 2-Propen-l-ol, polymer with dimethoxymethylsilane, lpha.-hydro-.omega.-hydrox ypolyto xy(methyi-1,2-ethanediy),54so cyanato--(socyana- 66564-55-4 tomethyl)-13,3-trimethylcyclohexane,. pha.-alpha '-.alpha".-,Z 3-propenet yltris [.onmg hydroypo lywy(metti-,2-ethanediyi)]] & 2- propen-1-ol. 588. 2-Propen-l-ol. polymor with 1,1'-(diisocyanatomethylene)bis[benzene], ethoxydimethys ane,.alpha.-hydro-.omega.-hydroxypolyoxy(meth-l.2- 66564-56-5 ethanediyl)]]. 589 Ethanethiol, 2,2'-thlobis-.polymer with ethenyldiethoxynethytsilane,.apha.-ydr-.omega-hydroxypoly(oxy(methy-12-ethaned I)5-4socya- 66554-57-6 ato-l-(isocyanatometyl)-l,3,3-timethylcyclohexane, .aphi.-alpha'..epha".-123-propenetriyttds.omegs.hydrxypoyoxy(meth-1,2-ethargdiy)] &.-propen-1-ol. 590. Ethanethiol, 2,2'-oxybls-.polymer with 1.1'-(diisocyanatomethylene)bls[benzene], eth nylethoxy h ylsiane,.alpha.-hydro-.omega.- 66564-58-7 hydroxypolyloxy(methy-1.2-ethanedil]. alpha.-alpha'-.aphaW.-1,2,3-propenetiytris[.omega&-hydroxypolyioxy(meth-1 ,2-ethandA ] & 2- propen-1 -ol. 591. Ethanethiol. 2,Z-thiobls-,polymer with 1,1'-(diisocyanatomethylene)bls[benzene], etheny ethoxydimethylsilane,.apha.-hydo-.omega.- 66564-59-8 hydro~cypoly[oxy(methy-1.2-ethanediyi)],.alpha.-aWpha'-alpha".1 2 ;-propenetitti[.o eg hydrxpoyy (meth-1,2-et e )]] & 2- propen-l-ol. 592. Ethanethiol, 2,2'-oxybia-. polymer with ethenytdiethoxymethytsilane, ha.-hydro-.omega.-hydroxypoly[oxy(methy-1,2-ethanedlyl)1,5- 4 socyan- 66564-60-1 ato.1.(socyanatomethyl). 1,3.Lridmthylcyclohexane,.alpha..alpha'..alpha-..,,3-propenetriyttis [.omega.-hydroxypolyoxy(meth-1,2- ethanediyt)]] &2-propen-1-oL. 593. Ethanethiol. 2,2'-[1,2-ethanediybis(oxy)]bis-, polymer with ethenyldlethoxymethylslane, .alpha.-hydro-.omega4ydroxypolyoxy(methy-1,2- 66564-61-2 ethanedlyl)].5-socyanato- -( cyanatomethy)-1,3,3-bimethyfcyclohex Ae' - -pha3-parphapereetrh1 2,3

O penet dy bis.omega.- hydroxypolyloxy(meth-1.,2-ethanedyl)]] &2-propen-l-oL" 594. 2-Propen-l-ol, polymer • with 1,1'-(diisocyanatomethylene)bis-[benzenel, dimethoxymethysilane,.alpha.-hydr0-.omega.- 66564-65-6 hdroxypoty[oxy(mothyl-1.2-eft nediy .,pha.-alpha'-.alpha".- 3-popnebiyttns[.omega.-hydroxypot xY(meth-1,2-ethan..ryf) .4 595. EthanethioL 2,2'-oxybis-. polymer with ethenylethoxydimethylslane, .alpha.-hydro-.omegiL-hydroxypolyoxy(methyl,2-ethaedy)], 1,1-meth- 66564-66-7 ytentebis [4-4socyaptocyclohexane ],apha.-alpha'-.alpha". 1,2.3-PropeneftWs.onega.-hydoxypo o(meh- 1,2-ehreli) ]] & 2- propenl-.oL 596. Ethanethlol 2,2'-oxybis-. polymer with ethenyldiethoxymethylsilane, .alpha.-hydro-.omega.-hydroxypoly[oxy(methyl-1,2-thanlrl)], 1,1*-meth- 66564-67-8 yeneb-s[4.isocaratocyclohexane],aepha.apha,..8pha-.2,3.propnttris[.omeg-h oxpoto (mth-1,2- an )] & 2- proper-i-oL.

### '41228 Federal Register j Vol. 56, No. 160 '/ Monday, August '19, 1991'/"Notices

No. Chemical Name CAS No.

597. Ethanethiol. 2,2'-[1,2-ethanediylbis(oxy)]bis-, polymer with ethenylethoxydimethylsilane, .alpha.-hydro-.omega.-hydroxypoly[oxy(methyl-1,2- 66564-68-9 ethanediyl)], 1,1'-methylenebis[4-isocyanatocyclohexane], .alpha.-alpha.'-.aipha".-1,2,3-propenetriytds[.omega.-hydro)xypolyloxy(meth-1.2- ethanediyl)]] & 2-propen-l-ol. 598. Ethanethlol, 2,2'-[1,2-ethanediylbis(oxy)]bis-, polymer with ethenyldiethoxymethylsilane, .alpha.-hydro.omega.-hydroxypoly[oxy(methyl-1,2- 66564-69-0 ethanediyl)], 1,1'-methylenebis[4-isocyanatocyclohexaneJ, .alpha.-alpha'-.alpha".-1,2,3-propenetriytris[.omega.-hydroxypolyloxy(meth-.2- ethanediyl)]] &2-propen-1-ol. 599. Ethanethiol, 2,2'-thobis-, polymer with ethenylethoxydimethylsilane, .alpha.-hydro-.omega.-hydroxyoly[oxy(methyl-1,2-ethanediyl)], 1,1'- 66564-70-3 methylenebis[4-isocyanatocyclohexane], .alpha.-aipha'-.alpha".-1,2,3-propenetdyltris[.omega.-hydroxypolyloxy(meth-1,2-ethanediyl)]] & 2- propen-l-ol. 600. Ethanethiol, 2,2'-thlobis-. polymer with ethenyldlethoxymethylsilane, .alpha.-hydro-.omega.-hydroxypoly(oxy(methyl-1,2-ethanediyl)], 1,1'- 66564-71-4 methylenebis[4-isocyanatocyclohexane], .alpha.-alpha'-.4pha".-1.2,3-propenetriyltds.omega.-hydroxypolyloxy(meth-1,2-ethanediyl)]] & 2- propen-l-ol. 601. Ethanethiol, 2,2'-oxybis-, polymer with 1,1'-(diisocyanatomethylene)bis[benzene], ethenyldiethoxymethylsilane, .alpha.-hydro-.omega.- 66564-72-5 hydroxypoly[oxy(methyl-! ,2-ethanediyl)],.alpha.-alpha'-.alpha".-1,2,3-propenetryltis[.omega.-hydroxypolyoxy(meth-1,2-ethanediyl)]]. 602. Ethanethiol, 2,2'-thiobis-, polymer with 1,1'-(diisocyanatomethylene)bis[benzene], ethenyldiethocymethylslane,

.. alpha.-hydro-.omega.- 66564-75-8 hydroxypoly[oxy(methyl-1,2-ethanedyl)], .alpha.-alpha'-.alpha".-1,2,3-propenetdyltris[.omega.-hydroxypolyloxy(meth-1,2-ethanediyl)]]. 603. 2-Propen-l-ol, polymer with ethoxydimothylsilane, .alpha.-hydro-.omega.-hydroxypolyoxy(methyl-1,2-ethanediyl)], 1,1'-methylenebis [4-iso- 66564-79-2 cyanatocyclohexane], .alpha.-alpha'-.alpha".-1,2,3-propeneyltris[.omega.-hydroxypoyloxy(meth-1,2-ethanediyl)]]. 604. 2-Propen-l-ol, polymer with dimethoxymethylsilane, .alpha.-hydro-.omega.-hydroxypoly[oxy(methyl-1.2-ethanediyl)], 1,1'-methylenebis [4- 66564-0-5 isocyanatocyclohexane], .alpha.-alpha'-.alpha".-1,2,3-propenetdyltris[.omega.-hydroxypolyloxy(meth- 1,2-ethanediyl)]]. 605. Ethanethiol, 2,2'-oxybis-, polymer with 1,3-diisocyanatomethylbenzone, ethenylethoxydimethylsilane, .alpha.-hydro-.omega.- 66564-81-6 hydroxypolytoxy(methyl-1,2-ethanediyl)], .alpha.-aloha'-.alpha".-1 ,2,3-propenetriyltds[.omega.-hydroxypotyioxy(meth-1,2-ethanediyl)]] & 2- propen-1-ol. 606. 2-Propen-l-ol, polymer with 1,i3diisocyanatomethylbenzene,ethoxydimethylsilane, .alpha.-hydro-.omega.-hydroxypoly[oxy(methyl-1,2-ethanew 66564-85-0 dyl)], .alpha.-alpha'-.alpha".-1,2,3-propenetriyltris[.omega.-hydroxypolyoxy(meth-,2-ethanediyl)J]]. 607. 2-Propen-t-ol, polymer with 1.3-diisocyanatomethylbenzene, dimethoxymethylsilane, .alpha.-hydro-.omega.-hydroxypoly[oxy(methyl-1,2-ethan- 66564-86-1 ediyl)], .alpha.-alpha'-.alpha".-1,2,3-propenetriyttris[.omega.-hydroxypolyloxy(meth- 1,2-ethanediyl)]]. 608. Ethanethiol, 2,2'-thiobis-, polymer with 1,3-diisocyanatomethyl-benzene, ethenylethoxydimethylsilane, .alpha.-hydro-.omega.- 66564-7-2 hydroxypoly[oxy(methyl-1,2-ethanediyl)], .alpha.-aloha'-.alpha".-1,2,3-propenetriyitris[.omega.-hydroxypolyloxy(meth-l2-ethanediyl)]I & 2- propen-l-ol. 609. Ethanethiol, 2,2'-[1,2-ethanediylbis(oxy)]bis-, polymer with 1,3-diisocyanatomethylbenzene, ethenyldiethoxymethylsilane, .alpha.-hydro- 66564-8-3 .omega.-hydroxypoly[oxy(methyl- 1,2-ethanediyl)], .alpha.-alpha'-.alpha".- ,2,3-propenetdyltris[.omega.-hydroxypolyloxy(meth-1,2-ethanediyl)]] &2-propen-l-ol. 610. Ethanethiol, 2,2'-oxybis- polymer with 1,3-diisocyanatomethylbenzene, ethenyldiethoxymethylsilane, .alpha.-hydro-.omega.- 66564-89-4 hydroxypoly[oxy(methyl-1,2-ethanediyl)], .alpha.-alpha'-.alpha".-1,2,3-propenetriytris[.omega.-hydroxypolyfoxy(meth-,2-ethanediyl)]] & 2- propen-l-ol. I 611. Ethanethiol, 2,2'-thiobis-, polymer with 1,3-diisocyanatomethylbenzene, ethenyldiethoxymethylsilane, .alpha.-hydro-.omega.-hydroxypoly(oxy- 66591-91-1 1,4-butanedly). 612. Ethanethiol, 2,2'-[ ,2-ethanediylbis(oxy)]bis-, polymer with ethenyl-ethoxydimethylsilane, .alpha.-hydro-.omega.-hydroxypoly[oxy(methyl-1,2- 66634-82-0 ethanedyl)], 5-isocyanato-1-(isocyanatomethyl)-1,3,3-tdmethylcyclohexane, .alpha.-alpha'-.alpha".-l,2,3-propenetdyltrisl.omega.- hydroxypolyloxy(meth-1 ,2-ethanediyl)]] &2-propen-l-ol. Silane, [2-(3-cyclohexen-1-yl)ethylltrimethoxy-.

.................................................................................................................................................................... 1-Propanamine, N-(phenylmethylene)-3-(tdmethoxysilyl)-.

...................................................................................................................................................... 1-Propanamine, NN-dimethyl-3-(tdmethoxysilyl)-, hydrochloride

................................................................ .................................................................. .beta.-Alanine, N-[3-(triethoxysilyl)propyl

. .................................................................... e
...................................................................................................... Dodecanamide, N-[2-[[3-(trimethoxysilyl)propyl amino]ethyl]-,monohydrochloride

............................................................................... ............... Octadecanamide, N-[2-[[3-(tdmethoxysily)propyl]amino]ethyl]-,monohydrochloride

.................................................................................................... 1-Propanamine, N-(1-phenylethylidene)-3-(triethoxysilyl)-.

.............................. ........................................................................ ............................................ Silane, diethoxymethyloctadecyl-.

........................................................................................................................ Ethanaminium, NNN-trimethyl-2-oxo-2-[(3-(trethoxysilyl)propyl]amino]-, iodide

......................................... Silane, diethenyldiethoxy-.

........................................................................................................................................................................................................ Silane, tetrakis(cyclononyloxy)-

.................................................................................................................... .................................. 1,2-Ethanediamine, N-[(ethenylphenyl)methyl]-N'-[3-(tdmethoxysilyl)propyl]-.

.............................................................................................................. Silane, [2-[3(or 4)-(chloromethyl)phenyllethyl]trimethoxy-...................................................................................

. ..................................................... 2-Oxa-7,10-diaza-3-silaundecan-11-ol, 7,10-bis(hydroxymethyl)-3,3-dimethoxy-.

............................................................................................................... Silicic acid (H4SiO4), ethyl trihexadecyl ester

................................................................................................................... !

.................................................... 1-Heptanesulfonamide, N-ethyl-1,1,2,2,3,3,4,4,5,5,6,6,7,7,7-pentadecafluoro-N-[3-(trimethoxysilyl)propyl]-.

................................................................ Silanamine, 1-(l,1-dimethylethoxy)-1,1-dimethyl-N-(1-methylethyl)-

................................................................................................................................... Benzenesulfonyl azide, 4-[2-(trimethoxysilyl)ethyl]-.

............................................................................................................................................................. Carbamic acid, [3-(triethoxysllyl)propyl]-, 5-methyl-2-(1-methyl-ethyl)cyclohexy ester

........................................................................................... SlnA timathvlr9e 1-t~trndn .dianulnwn,- IF" YL

...... Urea, N,N"-(methylphenylene)bis[N'-3- ethoxysil)propy]-

................................................................................ ... ............. 1Ur2-Ethanedlam ne,N,N'-bis[3-(t nrnethoxyslly )propyl]-.................................................................................................................................

........... Si2Eane(4-undecy.- 1-cyclopenene- 1,2-diylbis(0xY) ]....[t..m...yl-.................................................................................................................................... Silane, [(4-undecyl- -cyclopentene-1 ,2-diyi)bis(oxy)]bisltrimethy-.........................................................................

............ 1-Decanaminium, N-decy-N.methy-N-[3-(trimethoxysilyl)propyl]-,chloride

............. . ............................................................. Urea, N-(1phenylethyl)-N'-[3-(triethoxYsilyl)propyl]-.

.......................................................................................................... ........................................... 1-ProPanamine, N-(phenylmethylene)-3-(trethoxysilyl)-.

..................................................................................................................... ................ ............. Silane, (2-bromo-2-methyl-1-m ethylenepropoxy)trimethyl-.

........................................................... ................................................ .............................. S lane, itethenylethoxy

- ..........................................................................................................................................................................................
. Silane,diethoxymethoxy(2-methylpropyl)-
........................................................................................................................................................................... Silane, ethoxydimethoxy(2-methylpropyl)-.

................................................................................................................................................. q............................. Silicic acid (H4S:O4), tris(1-methylpropyl) 4-methyl-2,4,6,6-tetrakis(1-methylpropoxy)cyclotrisiloxan-2-yl ester

.............................. I

....................... 1-Propanamine, 3-(triethoxysilyl)-, compd. with methyloxiranepolymer with oxirane ether with 1,2,3-propanetriol (3:1)

tris(hydrogenbutanedioate). Silane, diethoxymethyl(2-phenylpropyl)-.

................................................................. ...................................................................................... Silane dimethovrm ethvlctad rA

. .. I

... . . IH-Imidazole, 1-[3-(trimethoxysilyl)propyl]-....;

....... ........................................................... Benzenesufonyt azide, 3-[([2-[[3-(trimethoxysilyl)propyl]amino-ethyl]amino]carbonyl]- 9H-Carbazole, 9-[2-(trimethoxysilyl)ethyl]-.

.............................................................................. Be'nzenemethanamine. 3(or 4)-[2-(trimethoxysilyl)ethyli]-.

....................................................... 1-Propanesulfonic ack, 2-hydroxy-3-[3-(trihydroxysilyl)propoxy]-.

......................................... 1-Naphthalenesulfonainide, 5-(dimethylamino)-N-[3-(triethoxysilyl)-propyl] -......................... 67592-36-3 67674-55-9 67674-56-0 67674-57-1 67674-58-2 67674-59-3 67674-60-6 67859-75-0 67874-63-9 67892-60-8 67939-80-4 68092-72- 68128-25-6 68140-42-1 68171-54-0 68239-75-8 68310-81- 68479-60-7 68479-61- 68516-30-3 68845-12-5 68845-16-9 68892-10-4 68959-20-6 68959-21-7 69227-26-5 69278-36-0 70693-56-0 70776-21-5 70776-22-6: 70776-64- 70850-96-3

70851-46-6 70851-50-2 70851-51-3 70851-53-5 70851-54-6 70865-19-9 70869-38-4 70880-05-6 .......................................................................................... ............................ ................................................................

......................................... ;............................ q- ... ;

.......................................................... I

.................................

............................................................................................

........................................ .............. ....................................

.............................................................................................

### Federal 'Register / Vol. 56, No. 160 / Monday, August 19, 1991'/ Noticeg 41229

No. Chemical Name CAS No.

653. Octadecanoic acid, trianhydride with silicic acid (H4SiO4) monopropyl ester
.................................................................................................................... 70880-06-7 654. 1-Propanesulfonic acid, 3-(trihydroxysilyl)-.

.............................................................................................................................................................................. 70942-24-4 655. l-Propanesulfonic acid, 3-(trihydroxysily)-, monosodium salt
............................................................................................................................................... 70942-25-5 656. 1 -Propanesulfonic acid, 3-(trIhydroxysilyl)-. monopotassium salt
........................................................................................................................................ 70942-26-6 657. Silicic acid (H4SO4), 1,3-dimethyl-1,3-disiloxanediylidenedodecaks(1.methylpropy) ester

....................................70969-50-5 658. Silicic acid (H4SiO4). tris(1-methylpropyl) 2,4,4,6,6-pentakis(1-methylpropoxy)cycotrisioxan-2.yl ester
................................................................... 70969-51-6 659. Silicic acid (H4SiO4), tis(1-methylpropy) 2-methy -4,4,6,6-tetraks(1-methytpropoxy)cycotrisiloxan-2-yl ester

............................................................ 70969-53-8 660. 1-Propanesulfonic acid, 3-(tihydroxysityl)-, potassium sodium salt
..................................................................................................................................... 71463-77-9 .661. 1-Propanesulfonic acid, 2-hydroxy-3-3-(trihydroxysilyl)propoxy]-,sodium salt

................................................................................................................... 71487-07-5 662. 1-Propanesuffonic acid, 3-[3-(dihydroxymethoxysilyl)propoxy]-2-hydroxy-, sodium salt

.................................................................................................... 71487-19-9 663. Benzenamine, 3-[3-(trimethoxysilyt)propoxy]-.

...................................................................................................................................................................... 71550-66-8 664. Silane,trimethoxy[3-[2-(1-propenyl)phenoxylpropyl]-.

.......................................................................................................................................................... 71550-67-9 665. 2,4-1midazolidinedione, 5,5-dimethyl-3-[3-(t~imethoxysilyl)propyl].

...................................................................................................................................... 71550-68-0 666. Silane. (3-chloropropyl)dimethoxy[3-(oxiranylmethoxy)propyl]-.

........................................................................................ : .................................................. 71808-64-5 667. Silane, methoxydimethyloctadecyl-.

................................................................................. . ........................................................................... 71808-65-6 668. Imidodicarbonic acid, 2-[carboxy[3-(Lmethoxysilyl)propyllamino]-ethyl]-, trisodium salt

.............................................................................................. 71808-67-8 669. Silane, [3-(2,4-cyclopentadien-1-yl)propyljtimethoxy-

............................................................................................................................. 71808-68-9 670. Imidazole, C2-(triethoxysily)ethyl]

............................................................................. 72264-U4-7 671. Phenol,3-[1-methyl-2-(triethoxysilyl)ethoxy]-.

......................................................................................................................................................................... 72391-25-4 672. 2,5-Pyrrolidinedione, 1-[3-[3-(trimethoxysilyl)propoxy]phenyl]-.

........................................................................73003-82-4 673. Nonanamide, N-(16 16-bis(2-methoxyethoxy)-17,20-dioxa-3,6,9,12-tetraaza-16-silaheneicos-1-yil-. monohydrochloride

............................................ 73545-23-0 674. 1,2-Ethanediamine. N-[C[2-(trimethoxysilyl)ethyll]phenylmethyl]-

....................................................................................................................................... 74113-77-2 675. Silicic acid, 1- ethylethyl 11-methytpropyt ester
.......... : ............................................................................................................................................ ............... 77699-50--4 676. Silane,tris[(1,1-dimethyl-2-propynyl)oxy]methyl.

.................................................................................................................................................................. 83817-71-4 677. 2,9,11,13-Tetaazanonadecanethioic acid, 19-isocyanato-11-(6-isocyanatohexyl)-10,12-dioxo-, S-[3-(trimethoxysilyl)propyl

...................................... 85702-90-5 678. 2,5,7,10-Tetraoxa--silaundecane, 6-ethenyf-6-(2-methoxy-l-methylethoxy)-4,8-dimethyl-

............................................................................................... 96195-81-2 679. Benzene, 1-fluoro-3-isothiocyanato.

......................................................................................................................................................................................... 404-72-8 680. Propane, 1-isothiocyanato-3-(methylthio)-.

............................................................................................................................................................................... 505-79-3 681. Ethane, isothiocyanato-

............................................................................................................................................................................................................. 542-85--8 682. Naphthalene, 1-isothiocyanato-

................. ; ............................................................................................................................................................................... 551-06-4 683. Propane, 2-sothiocyanato-2-methyl-.

........................................................................................................................................................................................ 590-42-1 684. Butane, 1-isothiocyanato-

.......................................................................................................................................................................................................... 592-82-5 685. Benzene, (isothiocyanatomethyl)-.

............................................................................................................................................................................................ 622-78-6 686. Cyciohexane, isothiocyanato-

.................................................................................................................................................................................................... 1122-82-3 687. Benzene, 1-fluoro-4-sothiocyanato-

...... ................................................................................................................................................................................... 1544-68-9 688. Phenol, 4-isothiocyanato-

.......................................................................................................................................................................................................... 2131-60-4 689. Benzene, 1 sothlocyanato-4-nitro -

............................................................................................................................................................................................. 2131-61-5 690. Benzene, (2-isothiocyanatoethyl)-.

. ................ ...........................................................2257-09-2 691. Benzonitrile, 4-1sothiocyanato-

................................ ................................................................................................................................................................... 2719-32- (391. Bcenie, 1-isothiocyarnato-...........

.... ...... .................................. . ................... 27-326 692. Octadecane, 1isothiocyanato-..........................................................................................................

.......... I.............. 2877-26-1 693. Acetamide,N-(34sothocyanatophenyl)-.

............................................................................................................................................. .................................. 3137-83-5 694. Spiro isobenzofuran-1(3h),9'- 9Hxanthen -3-one, 3',6'-dihydroxy-5-isothiocyanato

........................................................................................................ 3326-32-7 695. Benzene, 1-isothiocyanto-3-nitro-

........ ........................................................................................................................................................................... 3529-82-6 696. Benzene, 1,4-diisothiocyana to
.................................................................................................................................................................................................. 4044-65-9 697. Heptane, 4- is othiocyanato

. ............................................................................................................................................................. ................ 4426-83-9

698. Phosphor(isothlocyanatidic) acid, diphenylt ester
.................................................................................................................................................................... 5401-14-9 699. Acridine,9 -s i y ao-isothiocy............................................................................................................................................................................. 7620-46-4 700. Benzenamine, 4-[2-(4-isothlocyanatophenyl)ethenyl]-..; I.................................................................................

................................................. ................... 17816-11-4 701. Fluoan,3',6'-bis(dimethamino).5.isothiocyant o ... ...................................................... ................... 20454- 703. B enzene
..... o..............a............

. . . . . . . . . . . . . . . . . . . . . .................................... 3 89820

4 65 4-7 702. Decane, l-4sothiocyanto-

........................................................................................................................................................................ .................................. 24540-94-1 703. Benzene, 1-fluoro-2-isothiocyanato-.

......................................................................................................................................................................................... 38985-64-7 704. 1.3-Benzenedicarboxylic acid. 5-isothiocyanato-,dimethyl ester
...................................................... ;................................................................................... 72076-50-7 705. 4,7-Methano-1H-indene, octahydro-5-lsothlocyanato-,(3a.alpha.,4.alpha.,5.alpha.,7.alpha.,7a.alpha.)..

..................................................... 72403-62-4 706. 4,7-Methano-lH-indene, 3a,4,5'6,7,7a-hexahydro-6-isothicyanato-,(3aalpha.,4.apha,66apha.'7.alpha.'7a~alpha.)

.................... ........... 72403-63-5 707. Silane, Isothiocyanatotrimethyl.

............................................................................................................................................................................... ................ 2290-65-5 708. Silane, tetraisothiocyanato

....................................................................................................................................................................................................... 6544-02-1 709. Silane, diisothiocyanatodimethyl-.

................................................................................................................................................................... .......................... 13125-51-4 710. Benzenesuffonlc acid, 4-isothiocyanato-, sodium salt
............................................................................................................................................................ 17614-69-6 711. Spiro[isobenzofuran-1(3H),9'-[9H]xanthen]3-one, 3',6'-dihydroxy-5(or 6)-isothlocyanato

............................................................................................ 27072-45-3 712. 1,5-Naphthalenedisulfonic acid,3-isothiocyanato., disodium salt
.......................................................................................................................................... 35888-63-2 713. Xanthylium, 9-(2-carboxy-5(or 6)-isothiocyanatophenyl]-3,6-bis(di-ethylamino)-, chloride

................................................................................................ 36877-69-7 714. Benzenesulfonic acid, 5-(acetylamino)-2-[2-(4-isothiocyanato-2-sulfophenyl)ethenyl]., disodium salt

............................................................................ 51023-76-8 715. Sptro[isobenzofuran1(3H),9'-[gH]xanthen].3-one, 3'.6'-dihydroxy-5-sothiocyanato-, hydrochloride

.......................................................... 63469-13-8 716. Spiro(isobenzofuran-1(3H),9'-[9H]xanthen].3-one, 3',6'-bis(diethyamino)-5(or 6)-isothiocyanato

............................... * 69856-09-3 717. Hydrazinecarboxamide

............................................................................................................................................................................................................... 57-56-7 718. Diazenecarbothioic acid, phenyl-., 2-phenylhydrazde

.................................................................................................................................................... 60-10-6 719. Hydrazinecarboximidamide

......................................................................................................................................................... ..................... .................. 79-17-4 720. Hydrazinecarbothioamide

................................ ................................ ............... 79-19-6 721. Hydrazlne, (4-nitrophenyl)-.

.................................................................................................................................. ....................... 100-16-3 722. Hydrazinecarboxamide, 2-phenyl-.

............................................................................................................................................................................................ 103-03-7 723. Ethanol. 2-hydrazino

.................................................................................................................................................................................................................. 109-84-2 724. Benzenesulfonic acid. 2,5-dichloro-4-hydrazino-

........................................ ; ............................................................. ........................ ........................... 11 -89-8 725. Hydrazine, (2,4-dinitrophenyl)-.

.................................. .............................................. ........... 119-26-6 726. Hydrazine, (2,5-dichlorophenyl)-.

.................................................................................................... 305-15-7 727. Hydrazine, 1,2-dimethyl-, dihydrochloride

..................... .. ................................................ ........ 306-37-8 728. Ethanedioic acid,bis(cyclohexylidenehydrazide)

....................................................................... ......... ; ..................................................................... 370-81-0 729. Hydrazinecarbothloamide, 2-(1,2-dihydro-2-oxo-3H-indol-3-yidene)-.

....................................................................................................... ................. 487-16-1 730. Hydrazine. 1,1-diphenyl-, monohydrochloride

.................................................................. 530-47-2 731. Benzoic acid,hydrazide

.............................................................................................................................................................................................................. 613-94-5 732. Hydrazine, 1,2-bls(2-methylpheny)-.

........ ....................................................................................................... . 617-22-1 733. Hydrazine, 1-methyl--pheny f, sulfate (2:1)
....................................................................................... : ..................................................................................... 618-26-8 734. Hydrazine, 1-methyl-l-phenyl-.

.................................................................................................................................................................................................. 618-40-6

### 41230 Federal Register 

## I Vol. 56, No. 160 / Monday, August' 19, 1991/-Notices

No. Chemical Name CAS No.

735.. Benzoic acid, 3-nitro-, hydrazide

.................................................................................................... ........... 618-94-0 736. enzoic acid, 4-hydrazino-

. ........................ ................................................................................................................... 619-67-0 737. Oarbonothiolc dihydrazide, 2.2'-diphenyl-.

............................................................................................ ... .. .......................... 622-03-7 738. Hy razne, (4-bromophenyl)-, monohydrochloride

........................................................ ................................................................................................. 622-88-8 739. tHy ina, ethyl-

..................................................................................... ............................................................................................................................... 624-80-6 740. Hydrazln carboxaldehyde

................................................................................................................................................................................................... . 624-84-0 741. t2 4ydrazinedicarboxaldehyde

...................................................................................................................... ...................................................... .... 628-36-4 742. Benzoic acid, 4-nitro-., hydrazide

............................ . .... ....................................................................................................... .......................... ................ 636-97-5 743. Hydrazine, 4-nitrophenyl), monohydrochloride

....................................................................................................... . .. .. . ... 636-99-7 744.. Hydrazina, (4-methylphenyl)., m onohydrochloride

................................................................................................................................. ......................... 637-60-5 745. ydradnBcarbothioamide, 2-phenyl-

.................................................................................................................................................................................. 645-48-7 746. Hyd ai
, 1,2-bis(2-chlorophenyl)-.

............................................................................................................................................. .................................... 782-74-1 747. ydraz ne. 1,2-bis(2-methoxyphenyl)

....................................................................................................................................................................................... 787-77-9 /48. Benzoic acid, 2-benzoylhydrazide

............................................................................................................................................................................................. 787-8 -8 749. Hy ainecarboxylic acid, 1,1-dimethy lethyl ester

................................................................................................................................................................... 870-46-2 750. Decanedoic acid, dihydrazide

................................................................................................................................................................................................. 925-83-7 751. Benzolc acid, 2-hydroxy, hydrazide

........................................................................................................................................................................................ 936-02-7 152. Benzolc acid, 2-hydroxy-3,5-dinitro-, hydrazide

....................................................................................................................................................................... 955-07-7 753. Hydrazinecarbo midamide, sulfate (2:1)

.............................................................................................................................................................................. 996-19-0 754. Eth ianed oic acid, dihydrazide

................................................................................................................................ . . . .......... 996-98-5 755. 2Pyridlnecarboximidic acid, hydrazide

................................................................................................................. . . . -. ......... ... 1005-02-3 756. 2.Pyridlinecarboximidic acid, 4-phenyl-, hydrazide

.............................................................................................................................................................. 101 -0-3 757 Acetic acid, hydrazide

.................................................................................................................................................................. . .. ........................................ 1068-57-1 758. 2(JH)-Benzothiazolona, 3-methyl-, hydrazone

...................................................................................................................................... ................ ....... 1128-67-2 759. Benzolc acid, 2-benzoyl-1.2-dim ethylhydrazide

............................................................................................................................................. .................... 1226-43-3 760. Benzeneaulfonic acid, 4-methyl-, hydrazide......................................................................................................................-.......... ... . . .1576-35-8 761. Hydmaz e, 1,1-diphanyl-2-(2,4,6-tdnitrophenyt)-.

................................................................................................................................................................... 1707-75-1 762. Hydrazinecarbothioamide, N,2.d4i henyl-.

.............................................................................................................................................................................. 1,768-59-8 763. Benzoic acid, 2-amino-, hydrazide

................................................................................. *

......................................................................................................... 1904-58-1 764. Hydrazine, 1-naphthalenyl, monohydrochloride

................................................. .. ................. ...................... .... 2243-56-3 765. Benzenesuffonic acid, 4-bromo-, hydrazide

................................................................................................................................................................ ..... 2297-64-6 766. H ydrazinecarbothioamide, 1-formyl-

......................................................................................................................................................................................... 2302-84-3 767. Acetic acid, 2-(4-nitrophenyl)hydrazide

................................................................................................................................................................................. 2719-13-3 768. Acetic acid, 2-acetylhydrazide

.............................................................................................................................................................................. ....... 3148-73-0 769. Benzoic acid, 2-hydroxy-, (2-hydroxyphenyl)m ethylene hydrazide

.................................................................................................................................... 3232-36-8 770. Carbopo ydrazonic dihydrazide, mononltrate

....................................................................................................................................................................... 4000-16-2 771. 1,2-Hydrazinedicarboxylic acid, di lethyl ester

........................................................................................................................................................................ 4114-28-7 772. Hydrazinecarboxylic acid, ethyl ester

...................................................................................................................................................................................... 4114-31-2 773. L.3.Benzenedisuffonic acid, dihydrazide

................................................................... ;
................................................................................................ 4547-70-0 774. 2(1P)-Pyridinone, hydrazone

.................................................................................................................................................................................................. 4930-98-7 775. Hydraznecarbothioamide, 2- 2-(hydroxyimino)o1-methylpropylldene

................................................................................................................................... 5012-80-6 776. Carbonohydrazonic dihydrazide, monohydrochlodde...........................................-

... 5329-29-3 777. .Hydraznecarboxylic acid, phenylmethy ester

........................................................................................................................................ ........................... 5331-43-1 778. 2-Naphthalenecarboxylic acid, 3-hydroxy-, hydrazide

............................................................................................................................................................. 5341-45 -2 779. Hydrazlnecarbothioamide, N-phenyl.

...... .. . ...................................................................................................................................... ..................... 5351-69-9 780. H lrazinecarbothioam ide 2-(1.3-benzodioxol-5-y methylene)-.

........................................................................................................................................... 5351-5-9 781. Hydrazlna, 1-phenyl-l-phenylm ethyl)-, m onohydrochloridde

.............................................................................................................................................. 5705-15-7 782. Hydrazine, cyclohexyl-

........................................................................................................................................................................................................... 6498-34-6 783. Acetic acid,.2-(4-aminophenyl)hydrazide

................................................................................................................................................................................. 6596-74-3 784. ,Hyf azine ethyltethanedioate (1:1)

....................................................................................................................................................................................... 6629-60-3 785. Hydrazinec rboxaldehyde, 2-(4-nitrophenyl)-.

.......................................................................................................................................................................... 6632-39-9 786. Benzenediazonium, 4- (Z6-dichloro-4-nitrophenyl)azo -2,5-di-methoxy-.

.......................................................................................................................... 6709-58-6 787. L-Tyrosine, hydrazide

........................................ - ...................... ........................................ ............................................. ............................................ ......... 7662-51-3 788. .Hydrazinecarboxmidamide, mononitrate

....................................................................................................................................................... .............. . 10308-82-4 789.1 Hydrazlecarbothioam ide, N -ethyl-.

........................................................................................................................................................................................... t3431-34-0 790. Hydrazine, (4-chlorophenyl) , sulfate (2:1)

.............................................................................................................................................. .. .. 14581-21-6 791. Benzenediazonium, 2,5-dichloro-.......

.................................................................................................................................................................. 15470-55-0 792. Hydrazine, (1-methylethyl)-, monohydrochlodde

.. ....................................................................................................................................................... 16726-41-3 793. Benrolc acid, 2-hydroxy-3,5-dinitro-, (5-nitro-2-furanyl)methylenehydrazide

..................................................................................................................... 16915-70-1 794. Hydradne, 13,4-dimethoxyphenyt)-, hydrochlo dde

..... ........................................................................................................................................................ 20329-82-2 795. 1.4-Benzeedicarboxylic acid, monomethyl ester, 2- 4-(methoxycarbonyl)benzoyt hydrazide

........................................................................................ 24090-79-1 796. Ber .oic acid. 4-hydrazino-, monohydrochloride

..... ........................................................................................................................................................ 24589-77-3 797.. Hydrazine. (1.1-dim ethylpropyl). m onohydrochlorid

................................................................................................................... . .... 25544-81-4 79. 2(1 )-Naphthalenone, thiocarbohydrazone

........... .......................................................................................................................................................... 27766-21-8 799. Hexanadioic acid, bLs(2-acetylhydrazide)

................................................................................................................................................................................ 34375-39-8 800. Carboni itc dihydrazide, hydrochloride

............... ......................................................................................................................................................... 38360-74-6 601. Hydrazinecarboxaldehyde, 2-(4-methylphenyl)-

................................................ :
................................................................................................................. 38577-24-1 802. 1-taphthalenesulfonic acid, 6-diazo-5,6-dihydro-5-oxo , 2-methoxyethy ester

............................................................................................................... od 42372-33-8 803. Benzenediazoniun, 5-chloro-2-(4-chlorophenoxy)-..

.... ......... .... 44................................................................................................................................... 46813-44-9 604. Benzoic acid, 2-amino, (2-hydroxy-l-naphthalenyl)methylane hydrazide

............. ............................................................................................................ 50886- 2-9 605. Propaoic acid, 2.2-dimethyl-, 2- (methylamino)thioxomethyl hydrazide.....xide

............. ........................................................................................ 51672-22-1 806. Benzoic acid, 2-hydrazino-, monohydrochlorid e-_.

......... ......................................................................................................................................... 52356-01-1 807. Hydrazine, (2-chloro-4,6-dim ethylphenyl).

......... . .............. ............................................................................................................................... 55034-69-0 808. 2-Naphthalenecarboxylic acid. 2-(2-naphthalenylcarbonyl)hydrazide

.................................................................................... ...................................... 56149-12-3 809. 2-Naphthaanecarboxy acid, 3-methoxy-, 2- (3- thoxy-2-naphthaenyt)carbony hydrozide..................................................................................-. 58698-34-3 810. Q inofine, 3-hydrazino-, dihydrochoride

............ .................................. .............................................................................................. ........... 61621-35-0 811. Hydrazine, (2,4,6-trichorophenyl)-, sulfate....-

. ........ . . . .................................................................................................. 63133-79-9 812. Acetic acid, 2- 4- 2- 2,4-bis(l,1-dimethylpropyl)ph noxy -5-ntrobenzoyl amino phenyl hydrazide .......................-.................................................... 63134-31-6 813. Acetic acid, 2- 4-[L5-amino-2-2,4-bia(t1-dimethypropyt)phenoxybenzoyljamino]phenyl]bydrazide

........... . ............................. 63134-32-7 814. Thiouree, N-[4-(2-form ylhydrazino)phenyl-N'-phenyl

...................................................... .......................... ............................................................ 63148-78-7 815. Dodecanedio c acid, bis 2-(2-hydroxybenzoyl)hydr ide...................................-........................................................................................................... 63245-38-5 816. iHydrazir-ecarboxaldehyde, 2-(4-aminophenyQ-....................................................-...................................... ....-..............-.-.-.....-............................... 63402-2

-

### Federal R'gister'/ Vol. 56, No. 160 / Monday, August 19, 1991 / Notices 41231

No. Chemical Name CAS No.

817. Benzoic acid, (2-ethylhexylidene)hydrazide

............................................................................................................................................................................. 63451-38-7 818. Benzoic acid, (2-methylpropylidene)hydrazide

.................................................................. 63494-84-8 819. 1,4-Benzenedicarboxytic acid. monomethyl ester, 2-(1-oxo-3-phenyt-2-propenyl)hydrazide..................................

... 64033-96-1 820. Benzoic acid, 2-hydroxyo, 2-(1-oxo-3-phenyl-2-propenyl)hydrazide

......................................................................................................... 64078-75-7 821. Methanesuffonamide, N-[2-(4-hydrazinophenyl)ethyl]-, sulfate (2:1)

.................................................................................................. 65665-49-8 822. Hydrazinecarboximidamide, N(or 2)-(2-hydroxyphenyl)methylene]-.

.................................................................................................. 67763-12- 823. Dodecanoic acid, 2-(aminothioxomethyl)-l-(1-oxododecyl)hydrazide

...................................................................................................... 68516-83- 824. Hydrazine, 1,2-bis(2,4,6-trinitrophenyl)-

............................................................................................................................................. .. ..... 68683-32-9 825. Benzoic acid, 4-(1,1-dimethylethyl)-, (2-hydroxy-l-naphthalenyl)-methylene hydrazide

...................................................................... 68758-85-0 826. Hydrazine, 1,1-dimethyl-2-(phenylmethy)-, monohydrochloride

........................................................................................................... 68957-34-6 827. Benzenediazonium, 2,5-dichloro-4-sulfo-, hydroxide, inner salt

.............................................................................................................. .......... 69121-21-7 828. Hydrazine, [4-(phenylsulfonyl)phenyl-..

............................................................................................................................................................. ........ 70714-83-9 829. 1-Naphthalenesulfonic acid, 6-diazo-5,6-dihydro-5-oxo-, 2-(2-methoxyethoxy)ethyl ester

.................................................................. 71550-36-2 830. Diazenecarbothloic acid, [1,1'-biphenyl]-4-yl., 2-1,1-biphenyl]-4-yhydrazde

.................................................................................................................. 73507-47-8

1.3.fRemovals.No chemicals were removed from the Priority Testing List numbers for the original Committee removed from the Priority Testing List since the ITC's 1st Report in October designation orrecommendation are as a result ofrecent (withinthe past 1977 (Table 2). Reasons for removing listed inTable 2. Reports have been year) EPA responses to Committee chemicals from the PriorityTesting List consistently published every 6months recommendations. However, the as well as the reference for the original since October 1977,e.g., the loth Report Committee isproviding a complete list Committee designation or was published in May 1982. of92 chemicals and 18 chemical groups recommendation are contained in the FR that have been recommended and citations listed in Table 2. The Report

TABLE 2.-REMOVALS FROM THE TSCA SECTION 4(E) PRIORITY TESTING LIST

Report Chemical/Group FR Citation Publication Date No.

Alkyl epoxides

.................................................................................................................................................................................. Alkyl phthalates

................................................................................................................................................................................ Chlorinated benzenes (mono and di-health)

..................................................................................................................... Chlorinated benzenes (mono and di-environmental)

.................................................................................................................. Chlorinated paraffins

........................................................................................................................................................................ Choromethane.................................................
Cresols

.................................................................... ..... Hexachloro-1,3-butadiene

................................................................................................................................................................ Nitrobenzene

.................................................................................................................................................................................... Tooenlu

.... e

............................................................................................................................... Xyyne .n

... s

................................................................................................................................ 1,1,1-Trichloroethane

............................................................ Acrylam ide (health)

............................................................... Acrylam ide (environmental)

................................................. fi A nh kh 6

,, ., vo W ,,a 0

....................................................................................................... . ................................................. ............ Chlorinated naphthalenes

............................................................................................................................................................... Dichloromethane

................................................................... Halogenated alkyl epoxides

............................................................................................................................................................. Polychloridnated terphenyls

............................................................................................................................................................... Pyridine

............................................................................................................................................................................................... 1,2-Dichloropropane

........................................................................................................................................................................ Chlorinated benzenes (tritetraand penta-health)

............. Chlorinated benzenes (tri.tetra and:penta-environmental)

4,4'-Methylenedianiline

............................................................................................................................................................................ Ac etonitile

......................................................................................................................................................................................

Aniline and bromo-, chloro-or nitroanilines

................................................................................................................................... Antimony metal

................................................................................................................................................................................. Antimony sulfide

................................................................................................................................................................................ Antimony trioxide

.............................................................................................................................................................................. Cyclohexanone

............................................................................................................................................ ; ..................................... 49 FR 449
46 FR 53775
45 FR 48524
49 FR 1760
47 FR 1017
45 FR 46524
48 FR 31812
47 FR 58029
46 FR 30300

47 FR 56391
47 FR 56392
46 FR 30300
45 FR 48510

48 FR 725

48 FR 57452
46 FR 54491
46 FR 30300

48 FR 57695
46 FR 54482
47 FR 58031

49 FR 899
45 FR 48524
49 FR 1760
48 FR 57562

48 FR 31806 47 FR 58020

49 FR 108
48 FR 717
48 FR 717
48 FR 717
49 FR 136 January 4,1984
October 30,1981 July 18, 1980 January 13,1984 January 8,1982 July 18, 1980 July 11, 1983
December 29,1982
June 5, 1981
December 16,1982
December 16,1982
June 5,1981 July 18, 1980 January 6,1983
December 29,1983
November 2,1981
June 5, 1981
December 30,1983
November 2,1981
December 29.1982 January 6,1984 July 18, 1980 January 13.1984
December 30,1983 July 11, 1983
December 29,1982 January 3,1984 January 6,1983 January 6,1983 January 6,1983 January 3,1984 I

.........................................................................................................

..........................................................................................................

..........................................................................................................

..........................................................................................................

.........................................................................................................

### Federal Register 

## I VoL 56, No. 160 / Monday, August 19, 1991 / Notices

TABLE 2.-REMOVALS FROM THE 

### TSCA SECTION 4(E) PRIORITY TESTING LST-Continued

RFert Chemical/Group FR Citation Publication Date

". nwAuuI1ofu uYUIAup u . . .. ItIiU.

.......................................................................................................................................................... 4 4sophorone

.................................................................................. .... . .................... ............................ . ................... 4 M esltyt oxide

............................................................................................................................................................................. 4 M ethyl ethylketone

....................... .. . . . .................................................................................................. Methyl isobutyl ketone

.................................. Beanzidine-. o-dianisidine and o-tolidine based dyes. nyuroquinon

................................................................................................................................................................................... Quinone

.............................................................................................................................................................................................. Phenylenediamlnes

......................................................................................................................................................................... Alkyltins

................................................................................................................................................................................... Butyl benzyl hthalate

...... ...................................................... ......................................................................... ButI glyc ol butylphthalate

............................................................................. . .................................................................. Fluoroalkenes

............................................................................................................................................................................ 2-Chlorotoluene

.......................................................................................................................................................................... Diethylenetriamine

.................................... :
......................... ..... ... ................... ..................................... ................ .......... Hexachloroethane

............................................................................................................................................................................. 4-Chlorobenzotrfluorde

.......................................................................................................................................................... Chorendic acid

.... ................................................................................................................................................................... Trs(2-chloroethyl) phosphite

........................................................................................................................................................... 1,2,4-Trimethylbenzene

................................................................................................................................................................... Bipheny!

............................................... .............................................................................................................................................. Ethyltduene

....................................................................................................................................................................................... Fo ma emide

........................................................................................................................................................................................ 1,3-DioKolane

..................................................................................................................................................................................... 4-(1,1,3,3-Tetramethylbuty)phenol

................................................................................................................................................ Bs(2-e hexyl)terephthelate

....................................................................................................................................................... Carboturan intermediates

.............................................................................................................................................................. Dibuty inbis(isooctytmaleate)

.................................................................................................................................................... DibU bis(Isoocty1mercaptoacetate)

.............. ................................................................................................................ Dibutyitin bis(laurelmercaptide)

........ Dibuty1ftn ditaurate

............

I V..Uiq i. [i*U I|

.. .... . . . . ............................................................................ Mornobutyltin tris(isooctymercaptoacetate). Monomethyltin tris(isooclylmercaptoacetate)

2 ,- MMIeno fYtha n 5w

.......... ..... ....... ... ......... ................... . . . ........ 2-Pheno ehanol

.................................................... ......... ................... ............. . ......... ........... .......................... ....................... Calcium naphthenate

................................................................................ ...................................................-.................. Cobalt mae hthenale

.....................................................................................................................................................................

MeiRmyieurea

.....................................................................................................................................................................................

,2.3.4.7.7-Hexachloronorbornadiene

.................................................................................................................................. Diethyloneglycol butyl etheracetate

.................... ................................... Ethylene bis(oxyethylene)diacetaete

................................................................................................................................................ Oleylamine

..................................................................................................................................................................................... 1,2- ibromo-4-(1,2-dibrom oethyl)cyclohexane

....................................................................................................................... 2-Ethylhexanoic acid

..................................................................................................................................................................... 3.4-Dichlorobenzotrluoride

............................................................................................................................................................. Bispherol A

.. .... ......... ..... .............................................................................................................................................................. Diisoprepylbiphenyl

......................................................................................................................................................................... Isopro dbiphenyl

.. .................................................. :....................................................................................................................... 9.10-Arthraquinone

........................................................................................................................................................................ Chloroprene

....................................................................................................................................................................................... .................................................................................................................

. . . ....... ................... .............. . ....... ................... ------- 47 FR 58023
48 FR 727
48 FR 30699
47 FR 50025
47 FR 58025
46 FR 55004

49 FR 438
49 FR 456
47 FR 973
47 FR 5456
46 FR 53775
46 FR 54487
46 FR 53704
47 FR 3596
47 FR 18386
47 FR 18175

47 FR 50555
47 FR 44878
47 FR 49466
48 FR 23088
48 FR 23080
48 FR 23088
48 FR 23098
48 FR 51839
48 FR 51971
48 FR 51845
50 FR 29761
48 FR 51361
48 FR '51361
48 FR 51361
48 FR 51361
48 FR 51361
48 FR 51361
48 FR 51361
48 FR 51824
49 FR 21407

49 FR 21411

49 FR 21411

49 FR 21411

49 FR 21371 49 FR 45654

49 FR 45606
49 FR 45651

49 FR 45610

50 FR 19460 50 FR 20678
52 FR 23547,
50 FR 20691

50 FR 18920
50 FR 18920 50 FR 46090.

50 FR 29761. 

### 41232

Lead gN ienaie

.......................................................................................................................................................................... December 29.1982 Jarway 6,1983 July 5, 1983
December 29,1982
December 29,1982
November 5,1981 January 4,1984 January 4,1984 January 8,1982 February 5,1982

October 30,1981 November 2,1981 October 30,1981 January26,1982 April 29, 1982 April 28, 1982
November 8,1982 October 12,1982
November 1,1982 May 23, 1983 May 23, 1983 May 23,1983 May 23, 1983
November 14,1983
November 15,1983
November 14,1983 July 22, 1985
November 8,1983
-November 8,1983
November 8,1983
November 8,1983
November 8,1983
November 8,1983
November 8,1983
November 14,1983 May 21, 1984 May 21, 1984 May 21. 1984 May 21, 1984 May 21, 1984
November 19,1984
November 19.1984
November 19,1984
November 19,1984 May 8, 1985 May 17, 1985
June 23, 1987 May 17, 1985 May 3, 1985 May 3, 1985 November 6,1985 August 26,1985 ............ . .. . .. ...... . .... .......................... ................................................................

......... . ... ........ ... .. ... ............................... I

...

I

..............................

. . . ....... .....

. .............................................

. ... . .... . .............................. ............. . ........

### Federal Register / Vol. 56, No. 160 / Monday, August 19, 1991 / Notices

TABLE 2.-REMOVALS FROM THE 

### TSCA SECTION 4(E) PRIORITY TESTING LIST-Continued

Report Chemical/Group FR Citation Publication Date No.

15 Cumene:

.............................. .... ... .. .. ................................... *.

........................................... ........ .............. ...............I........... 50 FR 46104 November 6,1985 16 2-Marcaptobenzothiazole

..................................................................................................................................................... 50 FR 46121 November 6,1985

15 Octamethylcyclotetrasiloxane

............................................................................................................................................. 50 FR 45123 October 30,1985
15 Pentabromoethylbenzene

........................................................................................................................................... 50 FR 46785 November 13,1985 15 Sodium N-methyl-N-oleoyltaurine

...... ............................................................. .......................... . ..................................... 50 FR 46178 November 6,1985
16 Methylcyclopentane

......................................................................................................................................................... 51 FR 17854 May 15, 1986
.16 Tetrabromobisphenol A

............................ ......................................................................................... 51 FR 17872 May 15. 1986 16 Triethylene glycol monobutylether

. er

.... ................................................................. ; ......................................................... 51 FR 27883 May 15, 1986
16 Triethylene glycol monoethylether

....... .................................................................................................................................. 51 FR 27883 May 15, 1986
16 Tnethylene glycol monomethylether

................................................................... ..... . . . 51 FR 27883 May 15, 1986
17 Diisodecyl phenyl phosphte

......... .................................................................................................. ................................ 54 FR 8112 February 24,1989 18 2.6-Dit-tertbutylphenol.

.................... 52 FR 23862 June 25, 1987
18 Cyclohexane

............................ .... ..................................................................................................................................... 52 FR 19096 May 20, 1987
19 Methylethyl ketoxime

............... ........ ....................................................................................................................................... 53 FR 35838 September 15.1988
19 Tnbutylphosphate

..................... ... .................................................................................................................. : ................ 52 FR 43346 November 12,1987
19 Disperse blue dye 79 (bromoethoxy substituted)

......................................................................... . ............ 54 FR 48102 November 21.1989 20 Disperse blue dye (chloroethoxy substitut.

............................................................................................................................ 54 FR 4102 November 21,1989 20 Disperse blue dye (chloromethoxy substituted)

......................................................................................................................... 54 FR 48102 November 21,1989 20 Disperse blue dye 79:1 (bromomethoxy substituted)

............................................................. ............................. ......... 54 FR 48102 November 21.1989 20 Ethylbenzene ........ .......... . . ..................... 53 FR 46262 November 16,1988
20 Isopropanol.

.............. ................. ..................... 53 FR 8638 March 16,1988
20 Methyl tert-butyl ether.

...... ...................................... 53 FR 10391 March 31. 1988
21 Acid blue 4

.................................. .... 53 FR 18198 May 20,1988
21 Acid blue 45

... .. . .................................................................. ..................................... 53 FR 18196 May 20. 1988
21 Acid form of Acid blue 4

........ ..................................................................... ......................... 53 FR 18196 May 20, 1988 21 AcdformofAcid blue 45.

----............
. .. . . 53 FR 18198 May2,1988

21 Disperse blue 56

........................ . .. ............................................................................................................................... 53 FR 18196 May 20. 1988
21 Disperse red 60

........................ . . .................................................................................. 53 FR 18198 May 20. 1988
22 1,6-Hexamethylenediisocyanate

........................................... . .... . . 54 FR 21240 May 17, 1989
23 Crotonaldehyde

........................ .. ...................................................................................................................... 54*FR 47062 November 9,1989

1.4 The TSCA section4(e) Priority chemical groups. These revisions are section 8(a) and 8(d).reporting TestingList.Section 4(e)[1](B) ofTSCA listed in Table 1. requirements. Tables 2 (Removals from directs the Committee to:

.. * * make The Priority Testing List (Table3) the Priority Testing List)and 3 (the such revisions in the [priority] list as it includes designated, recommended with Priority Testing List) list the 123 determines tobe necessary and * ** intent-to-designate'and recommended chemicals and 38 chemical groups that transmit them to the Administrator chemicals. Individual chemicals in have been recommended or designated together with the Committee's reasons Priority Testing List chemical groups are fortesting since the Committee's 1st for the revisions.> Under this authority, listed in Table I or the paragraph Report in October 1977.Table 3reads as the Committee is revising the Priority following Table 1 ofthis and previous follows: Testing Listby designating 6 chemicals Reports with appropriate notes that and recommending 3 chemicals and 11 minimize ambiguities related to TSCA

TABLE 3.-THE TSCA SECTION 4(E) PRIORITY TESTING LIST

Date Entry Action

May 1988

. ............ ........................ May 1988

.................................... November 1988...........
November 1956.........................
November 1988 November 1988

................... Ethoxylated quaternary ammonium compounds.

........ ............... Imidazolium quaternary ammonium compounds

........................... Recommended
Recommended Tetrakis(2-chloroethylthytenediphosphate................... Recommended with Tds(1,3-dcchloro-2-propytphosphatep....a.......................... Recommended with Tris(1-chloro-2-propyl) phosphate.

......... . . ........... .. Recommended with Tris(2-chloro-l-propyf) phosphate

.... ............................... .......... Recommended with Intent-to-designate intent-to-designate Intent-to-designate Intent-to-designate 

### 41233

### Federal Register / Vol. 56, No. 160 / Monday,"August 19, 1991./ Notices

TABLE 3.-THE 

### TSCA SECTION 4(E) PRIORITY TESTING 

### LIST-Continued

November 1988

.......................... November 1988

.................................................... November 1988

.................................................... November 1988

................................. I...................
November 1988

.................................................... November 1988

.................................................... November 1988

.......................... November 1988

.................................................... May 1990

............... . ............. May 1990

.............................................................. May 1990

.............................................................. November 1990.................................................... pjovemoer November November November November November November November November November November November November May 1991 May 1991 May 1991 May 1991 May 1991 May 1991 May 1991 May 1991 Tdis(2-chloroethyl)-phosphate

.................................................................... Butyraldehyde

........................................................................................... 1,2-Bis(2,4,6-tribromophenoxy)-ethans

.................................................... Decabromodiphenyl ether

............................................. G

.................. :

nrte hrumocy nIo og cne .............................................................. a..........

Octab , ,ro , , i ,

m et,,er........................................................................... Pentabromodiphenyl ether

......................................................................... Brominated flame retardants

................................ Isocvanates

............................................................................................ Brominated flame reuiroanrs

. .................. AiKy pnospnazes
...................................................................................... Vinylcyclohexene

..................................................................................... 1990

..................................................... ..

oaium cyaniae

............................................................................................ 1990

..................................................... Acrylic acid

................................................................................................... 1990

..................................................... Acetophenone

............................................................................................. 1990

..................................................... Phenol

................................................................................................ 1990

..................................................... NN-Dimethylaniline

................................................. 1990

..................................................... Ethylacetate

.................................................................................................. 1990

.................................................. 2,6-Dimethylphenol

.................... .......... ....................... 1990

........................ *

................... ....... Aldehydes
..................................................................................................... 1990

..................................................... 2,4-Dinitrophenol

......................................................................................... 1990

.................................................. 3,4-Dimethylphenol

...................................................................................... 1990

..................................................... N-phenyl-1-naphthylam ine

..................................... .................... 1990

.................................................... Sulfones

............................... .............................................................. 1990

.....................Substantially produced chemicals In need of subchronlc tests............

............................................................... Acetone
............................................................................................

............................................................... n-Butanol
............................................................................................... ......

...................... .................... ................. . Isobutanol
........................................................... : .........................................

............................................................. Di-(2-ethylhexyl)adipate

.............................................................................

............................................................... Dimethyl terephthalate
...............................................................................

......................................................... I Thiophenol

...................................................................................................

............................................................. m-Dinltrobenzene

........................................................................... o ...........

............................................................... Ally alcohol
................................................................. ............................... May 1991

................................. ;

............................ May 1991

.............................................................. May 1991

.............................................................. May 1991

..............................................: ............... May 1991

............................................................. May.1991

.............................................................. May 1991

............................................................... May 1991

................................................ 0

.............. May .1991

......................................................... May 1991

....................................... !

...................... May 1991

............................................................... May 1991

........................................................ 2,4-Dichlorophenol.;

................................................................................. Alkynes

........................................................................................................ Nitroalcohols

.............................................................................................. Phosphoniums

............................................................................................ Hydrazines

................................................................................................. Oxiranes

...................................................................................................... Alkoxysilanes

..............................................................................................

, iuenyoe nyoraies

.............................................................................. eco mmenoao Propylene glycol ethers and esters

........................................................... Recommended
Methyl ethylene glycol ethers

................................................................... Recommended isoiniocyanaies

........................................................................................... 1 ecommenaea uyanoacrylates

................................................................................. . . Recommended

Chapter 2--Recommendations of the Committee

2.1 Chemicalsrecommended for priorityconsideration by theEPA Administrator. As provided by section 4(e)(1)(B) of TSCA. the Committee is revising the Priority Testing List by designating six chemicals and recommending three chemicals and eleven chemical groups (see Table 1). The recommendation ofthese chemicals is made after considering the factors identified in section 4(e)(1)(A) and other relevant information, such as the chemical testing information deficiencies ofMember Agencies.

2.2 Designated chemicals-2.2.a. IRIS chemicals- Introduction. The Committee reviewed a subset of chemicals that are listed on the EPA's Integrated Risk Information System Action

Recommended with Intent-to-designate Recommended Designated Designated Designated Designated Designated Recommended Recommended with intent-to-designte Recommended Recommended Designated Designated Designated Designated Designated Designated Designated Designated Recommended with intent-to-designate Recommended Recommended Recommended Recommended Recommended Designated Designated Designated Designated Designated Designated Recommended Recommended Recommended Recommended Recommended Recommended Recommended Recommended Recommended 

### 4i 34

### Federal Reeister / Vol. 56, No. 160 / Monday, August 19, 1991 / Notices413

(IRIS). IRISis an electronic database, prepared and maintained by EPA.that contains health risk and EPA regulatory information on chemical substances. IRISwas developed for EPA staffin response to a growing demand for consistent risk information on chemical substances for usein decisionmaking and regulatory activities. Although IRIS

was designed for EPA staff,it is also accessible to state and local environmental health agencies, private citizens, libraries and organizations through Dialcom,Inc.'s Electronic Mail telecommunications system. For more information contact IRISUser Support in EPA's Environmental Criteria and Assessment Office, Cincinnati, Ohio (513/569-7254 orFTS 684-7254).

The EPA's Reference Concentration (RfC)/Reference Dose (RID) Workgroup askedthe ITCto designate or recommend inhalation(RfC) ororal(RfD) testing ofIRISchemicals to provide data to develop orimprove RfC orRED values. An RfC orRID value is an estimate ofhow much ofa chemical people can inhale or ingestdaily without experiencing deleterious effects during partor all oftheirlifetime.

The Committee-activated comprehensive networking and Information exchange processes were used to facilitate communication and coordination ofchemical testing. The Committee considered unpublished studies in Member Agency's files and past, present and future Member Agency activities. The Committee discussed studies conducted by NTP and EPA's Health Effects Research Laboratory and Environmental Research Laboratories, studies sponsored by NIOSH, studies used by OSHA and CPSC, studies submitted under TSCA as well as studies in FDA's files. The Committee learned about ongoing international activities, about ATSDR's data research needs, about EPA'sToxics Release Inventory (TRI) information, about Health Hazard Evaluations and Hazard Evaluation and Technical Assistance Reports, walk-through surveys, etc., conducted by NIOSH, uses considered by the FDA, activities under other statutes, and so on.As partofthe Committee's efforts to comprehensively consider testing information deficiencies, the Committee reviewed available information onphysical/ chemical properties and persistence as. well as ecological effects and identified

a number ofchemical fate and aquatic toxicity testinginformation deficiencies. EPA's Neurobehavioral Toxicology Branch also reviewed these chemicals for potential neurotoxicology concerns and the Committee identified neurotoxicity testing deficiencies.

For 36 IRISchemicals, the Committee has completed partial (21) or comprehensive (15) assessments of available health effects, chemical fate and ecological effects information. As a result ofthese assessments, the Committee designated six chemicals and recommended three chemicals for testing (see Table 1). Three chemicals

were recommended, because the Committee wants to review the TSCA section 8(a) and 8(d) information and anyuse exposure and release or physical chemical property information that is voluntarily submitted, before decidingwhether to designate these chemicals fortesting. The Committee has considered, but is not recommending health effects or chemical fate testing at this time for four IRIS chemicals (aldehydes
-chloral, furfural, benzaldehyde and acrolein) that were recommended for ecological effects testingin the 27th Report, because itwants to review the submitted TSCA section 8(d) studies to avoid duplicative and unnecessary testing and to review theTSCA section 8(a) submitted information as well as any use exposure andrelease or physical chemical property information that is voluntarily submitted, before deciding whether to designate these chemicals for testing.The Committee is returning 2 chemicals to theEPA because the Committee's review identified health effects data that appear to be sufficient to reduce the uncertainty associated with risk assessments (cyclohexane, CAS No. 110-82-7 and chloroprene, CAS No. 126-99-8). Both of these chemicals were previously recommended for testingby the ITC; EPA's implementation of the Committee's testingrecommendations and testingby NTPprovided sufficient 'health effects data. None ofthe IRIS chemicals that were designated or recommended for testing in this28th Report were listed in Title III ofthe 1990 amendments ofthe Clean Air Act.The Committee is continuing toreview Information on numerous IRIS chemicals, including 21 that are listed in the Clean AirAct. One ofthese 21 chemicals, phosgene (CAS No. 75-44-5)
was deferred in this Report (see Chapter 1.3.e).



### During the review ofdimethyl terephthalate. the Committee evaluated the testinginformation deficiencies associated with terephthalic acid (CAS No. 100-21-0), because there are several facilities that have capabilities of producing over a billionpounds of dimethyl terephthalate or terephthalic acid per annum. TheCommittee reviewed exposure information, the December 10, 1990Notice ofFinal Rulemaking delisting terephthalic acid from the Toxic Release Inventory (TRI), the documentation supporting that delisting, the available data thatEPA cited in theirrecently proposed developmental toxicity and reproductive effects testing rule, aswell as a considerable volume ofpubliclyavailable information on chemical fate, ecological effects and health effects of terephthalic acid.Based on this review the Committee is not recommending terephthalic acid for chemical fate, ecological effects orhealth effects testing at this time. The Committee shares EPA's concern about the potential ofterephthalic acid to cause adverse reproductive effects and is soliciting voluntary submission of studies related to terephthalic acid's developmental toxicity potential, because there were no publiclyavailable developmental toxicity studies.

Summaryofrecommendedstudies. Recommended studies are summarized in Table 1.
Acetone (CAB No. 67-64-1). Physical andChemicalInformation
The Committee has information on the measured physical chemical properties ofacetone, including melting point (-94.7 °C;Ref. 12, Riddick 1986), boiling point (56.07 'C; Ref. 12, Riddick 1986), log octanol/water partition coefficient (- 

### 0.24;Ref. 6, Hansch andLeo 1985), water solubility (miscible;Ref. 12, Riddick 1986), vaporpressure (231.5 mmHg @25 °C; Ref.2.Boublik et al. 1984), and Henry's Law constant (3.88E-5 atm-m3/ mole @25 'C; Ref. 15, Snider and Dawson 1985). 

### Rationale forRecommendation
A. ExposureInformationProduction/use/disposal/exposure/ release. The Committee reviewed available exposure information including the dataEPA cited in their recently proposed neurotoxicity testing rule (Ref.21, U.S. EPA 1991). In addition, the Committee has reviewed other supporting.information listed below. In 1989,1.145 billion kilograms ofacetone
-wereproduced at 11 facilities in the United States (Ref.22, USITC 1990). There were 13 facilities that manufactured acetone in theU.S. in 1990 ( Ref.16, SRI 1990). Acetone has the

- 

### following uses:-inthe manufacture of methyl methacrylate, methacrylic acid and higher methacrylates 40percent; solvent uses 20percent; Bisphenol-A 13 Federal Register / Vol. 56, No. 160 / Monday, August 19, 1991 / Notices 41235

### 41ediai Register .ol; 56,No. 160 /. onday; August.19,"1901 

# / otices

percent; methyl isobutyl ketone and methyl isobutyl carbinol 10 percent; drug and pharmaceutical applications 6 percent; miscellaneous chemical uses 5 percent; exports 6 percent (Ref. 3, CMR 1990). Solvent and miscellaneous uses of acetone include paint, varnish and lacquer solvent; cellulose acetate, especially as spinning solvent; to clean and dry parts ofprecision equipment; solvent for potassium iodide and permanganate; delusterant for cellulose acetate fibers; specification testing of vulcanized rubber products (Ref.13, Sax and Lewis 1987).

B.Evidence for exposure-Human exposure.The Committee reviewed available human exposure information including the use ofacetone in a variety of commercial and consumer applications that may lead to worker and consumer exposure, which EPA cited in their recently proposed neurotoxicity testing rule (Ref.21, U.S. EPA 1991). OSHA's proposed and final rule Permissible Exposure Limit (PEL) of 750 ppm and STEL of1,000 ppm for acetone was established from the NIOSH recommended limit, which was based on several industrial and human studies indicating irritation and central
nervous system effects resulting from exposure to acetone at concentrations below 1,000 ppm (Ref. 20, U.S. EPA 1989). The National Occupational Exposure Survey (NOES) conducted during 1981-83 by NIOSH reported that 1,510,107 workers (466,647 females) were potentially exposed to acetone. Ofthese workers, 69 percent were potentially exposed during the use oftrade name products containing acetone (Ref. 10, NIOSH 1989). In a pilot study of personal air samples ofpersons living in urban New Jersey, acetone was qualitatively detected in 8 of8 samples indicating possible human exposure in ambient urban air (Ref.23, Wallace et 

### al. 1984).

C. Environmentalexposure.The Committee reviewed available environmental exposure information including the data that EPA cited in their recently proposed neurotoxicity testing rule (Ref.21, U.S. EPA 1991). According to TRI, 191,111,104 lbs ofacetone were released to air, 2,030,623 lbs were released to water, 293,397 lbs were released to land, 14,528,002 lbs were' released to publicly owned treatment works 

### (POTWs) in 1987 (Ref. 18, TRI 1990). Acetone was found in 10 drinking water supplies in 10 different cities in the United States in 1974-1975; ofthese drinking water supplies, it was detected at a concentration of1.0 ppb in one supply (Ref. 19, U.S. EPA 1975). It was found at concentrations ranging from 1-4 ppbin 3 of8 surface water sampling sites in the Lake Michigan basin (Ref.5, Ewing et al. 1977; Ref. 7, Konasewich'et al. 1978).

According to the 1987 update ofthe National Ambient Volatile Organic Compounds Data Base, which includes data from 1970-1980, acetone may be present at low concentrations in ambient air at a daily average concentration of6.93 ppbv and a median concentration of0.93 ppbv (Ref.14, Shah and Heyerdahl 1988). Acetone has been detected at an average concentration of 1147 ppb in 3 testruns in municipal wastewater and 29 ppb inPOTW secondary effluent (Ref.1, Bhattacharya et al. 1990). Acetone has been detected in smoke fromburning wood, automobile exhaust, and particle board (Ref.9, Lipari et al. 1984; Ref. 17, Tichenor and Mason 1988; Ref. 24, Westerhoim etal. 1988).
I.Chemical Fate Information

The need for chemical fate testing of acetone was considered by the Committee and is not recommended at this time.
II. Health Effects Information

EPA's RfC/RfD Workgroup requested that the ITCreview health effects testing for acetone because there is a low confidence in the RfD value and no RfC value. The Committee reviewed recent, publicly-available health effects studies and recommended testing based on insufficient studies that could increase the confidence in the RfD value.

The Committee reviewed available reproductive effects data. A mild toxic effect on spermatogenesis (depressed caudal and epididymal weights, decreased sperm motility, and increased incidence ofmalformed sperm) was
seen in male mice administered 50,000 ppm in drinking water for 13 weeks (Ref. 11, NTP 1990). In a reproductive effects screening test, no maternal toxicity was noted in pregnant female mice administered 3500 mg/kg/day of acetone by gavage on gestation days 6 through 15, but the treated groups showed decreased reproductive index, increased gestation length,reduced birth weights, decreased neonatal survival, and increased neonatal weight (Ref.4, EHRT 1989). Available studies indicate .that acetone is a potential reproductive toxicant, but are insufficient to characterize thereproductive effects of acetone because only one dose was tested and only one generation was studied.

The Committee reviewed available neurotoxicity data including evidence of depressed neurological function resulting from inhalation exposure to humans, rats and mice that EPA cited in theirrecently proposed neurotoxicity

. testing rule (Ref. 21, U.S. EPA 1991). In addition to studies reviewed by EPA, the Committee reviewed a study in which rats administered 5% (w/w) acetone in drinking water for 6 weeks showed decreased nerve conduction. velocity during week 6, but not earlier in the treatment period (Ref. 8, Ladefoged et al. 1989). Available studies indicate that acetone is a potential neurotoxicant, are insufficient to comprehensively characterize the neurotoxic effects because tests were conducted only with males or one test dose, and limited endpoints were examined.

The Committee recommends reproductive effects testing because there are potentially substantial exposures, and because there are insufficient data to reasonably determine or predict these effects of acetone. The Committee is not recommending neurotoxicity testing because this testing recommendation

was implemented when EPA promulgated their recently proposed neurotoxicity testing rule (Ref.21, U.S. EPA 1991).
III. Ecological Effects Information

The need for ecological effects testing ofacetone was considered by the Committee and is not recommended at this time. References

(1)Bhattacharya, S.K., Angara, R.V.R., Bishop Jr., D.F., Dobbs, R.A., and Austern, B.M. "Removal and fate of RCRA and CERCLA toxic organic pollutants inwastewater treatment." Cincinnati, OH: U.S. EPA, Risk Reduction Engineering Laboratory. EPA/600/S2-89/026 (1990).

(2) Boublik, T., Fried, V., and Hala, E. The Vapor Pressure ofPure Substances: Selected Values ofthe Temperature Dependence ofthe VaporPressures of Some Pure Substances in the Normal and Low Pressure Region. Amsterdam, Netherlands:.Elsevier Science Publishers. 17:178-179 (1984).

.

(3)"CMR. "Acetone Chemical Profile." Chemical Marketing Reporter.July 30 (1990).

(4) EHRT (Environmental Health Research and Testing, Inc.). "Screening ofpriority chemicals for reproductive. hazards. Bensethonium chloride (CAS No. 121-54-); 3-ethoxy-l-propanol (CAS No. 111-35-3); acetone (CAS No. 67-64- 1)." Prepared under contract no. 200-84- 2735 for NIOSH, Cincinnati, OH, NTIS PB89-139083 (1987). 

# iiid6

### Federal Register / Vol. 56, No. 160 / Monday, August 19, 1991 / Notices

(5) Ewing, B.B., Chian, E.S.K., Cook, J.C., Evans, C.A., Hopke, P.K., and Perkins, E.G. "Monitoring to 'detect previously unrecognized pollutants in surface waters. Appendix: organic analysis data." EPA-560/6-77-015. (Appendix: EPA-560/6-77-O15A). Washington, DC: U.S. EPA.pp. 77 (1975).

(6) Hansch, C., and Leo, A.J. Medchem Project. Issue 26. Claremont, CA: Pomona College (1985).

(7) Konasewich, D., Traversy, W., and Zar, H. "Status report on organic and heavy metal contaminants in the Lakes Erie, Michigan, Huron and Superior basins." Windsor Ontario, Canada: Great Lake Water Quality Board. pp. 1- 14 (1978).

(8) Ladefoged, 0., Hass, U., and Simonsen, L. "Neurophysiological and behavioural effects of combined exposure to 2.5-hexanedione and acetone or ethanol in rats." Pharmacology andToxicology.65: 372- 375 (1989).

(9)Lipari, F., Dasch, J.M., and Scruggs, W.F. "Aldehyde emissions from woodburning fireplaces." Environmental ScienceandTechnology.18: 326-330 (1984).

(10) NIOSH (National Institute for Occupational Safety and Health). National Occupational Exposure Survey (NOES) (1989)..

(11) NTP (National Toxicology Program). "Toxicity studies ofacetone in F344/N rats and B6C3F1 mice (drinking water studies)." NTP Technical Report TOX 3. Research Triangle Park, NC: US Department of Health and Human Services, Public Health Service, National Institutes of Health (1990).

(12) Riddick, J.A., Bunger, W.B., and Sakano, T.K. "Organic Solvents: Physical Properties and Methods of Purification," TechniquesofChemistry Series.4th edition. New York, NY: Wiley-Interscience. 2: 336-337 (1986).

(13) Sax. N.I., and Lewis, R.J. Hawley's CondensedChemical Dictionary. l1th edition. New York,NY: VanNostrand Reinhold Company. pp.8. 9 (1987). (14) Shah, J.J., and Heyerdahl, E.K. "National ambient volatile organic compounds (VOC) data base update." EPA/600/3-88/010(a). Research Triangle Park,NC: US EPA.pp. 31, 45 (1988).

(15) Snider. J.R., and Dawson, G.A. "Tropospheric Light Alcohols, Carbonyls, and Acetonitrile Concentrations in the Southwestern United States and Henry's Law Data." Journal ofGeophysical Research.#D2: 90: 3797-3805 (1985).

(16) SRI (SRI International). Directory ofChemical. Producers. Menlo Park. CA: SRI International. pp. 434 (1990). (17) Tichenor, B.A.. and Mason, M.A. "Organic emissions from consumer products and building materials to the indoor environment." Journal oftheAir PollutionControl Association. 38: 264- 

### 268 (1988).

(18) TRI (Toxics Release Inventory). Database retrieval 7/13/90. US EPA 

### (1990).

(19) U.S. EPA. "Preliminary assessment ofsuspected carcinogens in drinking water." Report to Congress, December, 1975. Washington, DC: US EPA (1975).

(20) Department ofLabor. "Occupational Safety and Health Administration. Air contaminants, final rule." Federal Register. 54(12): 2446-2448 

### (1989).

(21) U.S. EPA. "Multi substance rule for the testing ofneurotoxicity." Federal Register. 56(42): 9105-9119 (1991).

(22) USITC (US International Trade Commission). "Synthetic Organic Chemicals. U.S. Production and Sales 1989". Washington, DC: US Government Printing Office. Publication No. 2338. pp. 15-5, 15-22 

### (1990).

(23) Wallace, L.A., Pellizzari, E., Hartwell, T., et al. "Personal exposure to volatile organic compounds. I.Direct measurements in breathing-zone air, drinking water, food, and exhaled breath." Environmental Research.35: 293-319 (1984).

(24) Westerholm, R.N., Alsberg, T.E., Frommelin, A.B., et al. "Effect offuel polycyclic aromatic hydrocarbon content on the emissions ofpolycyclic aromatic hydrocarbons and other mutagenic substances from a gasoline fueled automobile." Environmental Science andTechnology. 22: 925-30 

### (1988).

n-Butanol (CAS No. 71-36-3). PhysicalandChemical Information The Committee has information on the measured physical chemical properties ofn-butanol, including melting point [- 89.5 C; Ref. 28, Weast 1985), boiling point (117.2 °C; Ref. 28, Weast 1985), log octanol/water partition coefficient (0.88; Ref.10, Hansch and Leo 1985). water solubility (74,000 mg/L @25 °C; Ref.30, Yalkowsky 1987), vapor pressure (7.054

mm Hg @25 °C; Ref. 7, Daubert and Danner 1985), and Henry's Law constant (5.57E-6 atm-ms/mole @25 °C; Ref. 15, Mackay and Yeun 1983). Rationale forRecommendation A. ExposureInformationProduction/use/disposal/exposure/ release. The Committee reviewed available exposure information including the data EPA cited in their recently proposed neurotoxicity testing rule (Ref.25, U.S. EPA 1991). In addition, the Committee has reviewed other supporting information listed below. In 1989, 7.941 billion kilograms ofn-butanol

were produced at 8 facilities in the United States (Ref.26, USITC 1990). There were 6 facilities that manufactured n-butanol in the U.S. in 1990 (Ref.21, SRI 1990). n-Butanol has the following uses: butyl acrylate and methacrylate 30 percent glycol ethers 25 percent; exports 16 percent; direct solvent use 11 percent; butyl acetate 10 percent; plasticizers 4 percent; amino resins 1percent; butylamines 1 percent; miscellaneous 2 percent (Ref.6, CMR 1990). Solvent and miscellaneous uses of n-butanol include solvent forresins an4 coatings, dyeing assistant, hydraulic fluids, detergent formulations, and dehydrating agent (by azeotropic distillation) (Ref. 19, Sax and Lewis 1987).

B; Evidence forexposure-Human exposure.The Committee reviewed available human exposure information including the use ofn-butanol in a variety ofcommercial and consumer applications that may lead toworker and consumer exposure, which EPA cited in theirrecently proposed neurotoxicity testing rule (Ref. 25, U.S. EPA 1991). OSHA's proposed and final rule PELis a 50-ppm ceiling, with a skin notation because data in beagle dogs suggests that dermal contact withnbutanol may result in a combined dose rather than that obtained by inhalation alone (Ref. 24, U.S. EPA 1989). The NOES conducted during 1981-83 by NIOSH reported that 794,284 workers (115,385 females) were potentially exposed to n-butanol. Ofthese workers 96 percent were potentially exposed during the use oftrade name products containing this compound (Ref.17, NIOSH 1989). In a pilot study ofhuman mother's milk taken from 4 urban areas, n-butanol was qualitatively detected in 3 of 12 samples (Ref.18, Pellizzari et al. 1982). This compound was detected in 1 of 12 homes tested in Canada in November-December, 1986 at a concentration of37 pg/m , however, it

was not detected in air outside the homes (Ref. 5, Chan et al. 1990). nButanol is contained in several foods which may lead to human exposure. For example, n-butanol has been qualitatively detected in cheese, fried bacon, and Kogyoku apples (Ref. 8, Dumont and Adda 1978; Ref. 11, Ho et al. 1983; Ref. 29. Yajima et al. 1984). It has been detected at concentrations ranging from 32-145 ppb in dried beans and at mean concentrations of53 ppb, 89 ppb, and 32 ppb from dried beans, A t.J

.... 

### 41237

### 4W 38 Fedbral 'Registei Vol. 96, No. 160 / Monday, 'August19, 1991 '1Notice§

split peas, and lentils, respectively (Ref. 13, Lovegren et al 1979).

C. Environmental, exposure.The Committee reviewed available environmental exposure information including the data thatEPA cited in their recently proposed neurotoxicity testing rule (Ref. 25, U.S. EPA 1991). According to TRI, 33,623,834 lbs ofn-butanol were released to air,,211,200 lbs were released to water.,485,530 lbs were released to land, 2.612,252 lbs were released to POTWs in 1987 (Ref.22, TRI 1990), In 1988, TRIindicates that 36,145,132 lbs

were released to.air.. 127,610 lbs were released to water,.174,513 lbs were released toland: and 4,503,465 lbs were released to POTWs (Ref. 22, TRI 1990). n-Butanol has been qualitatively detected in drinking water from 5 of15 samples from 5 of7 cities (Ref.14, Lucas et al. 1984) and one sample of drinking water ofpersons living in urban New Jersey in July-December, 1980 

### (Ref.27, Wallace et al. 1984). According to the 1987update ofthe National Ambient Volatile Organic Compounds Data Base, which includes data from 1970-1980, nbutanol:may be present at low concentrations in ambient air at a daily average concentration of0.545 ppbv, ,and a median concentration of0.074 ppbv (Ref.20, Shah and Heyerdahl 1988). n-Butanol was detected in a river highly polluted from leather industries utilizing steam distillation separation and vacuum distillation at concentrations of87 ppb and 318 ppb, respectively (Ref.31. Yasuhara et al. 1981). It has been detected in air at a Swiss water treatment facility (Ref.9, Hangartner 1979); n-Butanol has been found in industrial effluent from inorganic chemical manufacture, a petrochemical industry, and pulp mill effluent (Ref. 2, Bursey and Pellizzari 1982: Ref. 4, Catrlberg et al. 1986; Ref. 12, Keith 1974).
I.Chemical Fate Information

The need for chemical fate testing of n-butanol was considered by the Committee and isnot recommended at this time.
II. Health Effects Information

EPA's RfC/RfD Workgroup requested that the ITCreview health effects testing for n-butanol'because there is a low confidence in the RfD value and no RfC value. The Committee reviewed recent publicly-available health effects studies and recommended testing based on insufficient studies that,could increase the confidence in the RfD value.

The Committee reviewed available reproductive effects data.n-Butanol has been shown toreduce'fertility ofmale rats (2 of17 matings produced litters) exposed by inhalation to 7000 ppm for6 weeks (Ref. 1, Brightwell etal. 1988), and exposure for ahours/day for 7 days to 50 ppm led:to decreased levels of testosterone (Ref.3, Cameron etal. 1985). Similarexposure to 6000 ppm had

no observable effect on fertility (Ref.16, Nelson et al. 1989). Available studies indicate that n-butanol is a potential reproductive system toxicant, but are inadequate to comprehensively characterize the reproductive effects because only males have been tested, and 2-generation studies are lacking,

The Committee reviewed available neurotoxicity data including evidence of depressed neurological function resulting from oral exposure torats and mice that EPA cited in their recently proposed neurotoxicity testing rule (Ref. 25, U.S. EPA 1991), In addition to studies reviewed by EPA, the Committee reviewed other data (summarized below) that support the need to conduct neurotoxicity testing.In a general toxicity study, cage-side observations included treatment-related ataxia and hypoactivity during the last 6 weeks of treatment among rats administered 500 mg/kg/day n-butanol for 13 weeks by gavage (Ref.23, U.S. EPA 1986]. When male rats were exposed by inhalation to 6000ppm, differences were seen among their offspring in a few behavioral (4 out of78) and neurochemical (4 out of64) measures, but no discernable pattern of effects was apparent (Ref. 16, Nelson et al. 1989). Available studies indicate that n-butanol has neurotoxic potential,but

are inadequate to comprehensively characterize the neurotoxic effects because only males were tested or exposure durations were insufficient, and limited endpoints were examined.

The Committee recommends reproductive effects testing because there are potentially substantial exposures, and because there are insufficient data to reasonably determine orpredict these effects ofnbutanol on these systems. The Committee is not recommending neurotoxicity testing because this testing recommendation was implemented when EPA promulgated their recently proposed neurotoxicity testing rule (Ref. 21, U.S. EPA 1991).
III. Ecological Effects Information

The need for ecological effects testing ofn-butanol was considered by the Committee and isnot recommended at this time. References

(1)Brightwell. W.S.. Robertson, S.K., Nelson, B.K., Khan. A.. KriegJr., E.F., and Massari, V. 

### J."Behavioral teratology investigation of 1-butanol administered by inhalation torats," Teratology.37(5): 523 (1988).

(2)Bursey, J.T., and Pellizzari, E.D. "Analysis oflndustrial.Wastewater for Organic Pollutants inConsent Degree Survey." Contract No. 68-03-2867. Athens. CA: US EPA Environmental Research Laboratories. pp.121 (1982).

(3)Cameron A.M.. Zahlsen,.K.,Haug, E.. Nilsen, O.G., and.Eik-Nes, K.B. "Circulating steroids in male rats.following inhalation of n-alcohols." Archives ofToxicolbgy. 8:422- 424 (1985).

(4) Carlberg, GYE.,Drangsholt, H., and Gjos. N. "Identification ofchlbrinated compounds inthe spent chlorination liquor,from differently treatedsulphite pulps with special emphasis on mutagenic compounds." Science ofthe TotalEnvironment.48: 157-67 (1986).

(5)Chan,C.C., Vainer,,L, Martin, J.W., and Williams, D.T.."Determination oforganic contaminants in residential indoor air using

an adsorption thermal desorption.technique." JournaloftheAir WasteManagement Association.40:62-67 (1990).

(6) CMR. "n-Butanol ChemicalProfile." Chemical MarketingReporter. December3 (1990).

(7) Daubert,T.E1,and Danner,R.P. Data Compilation Tables ofProperties ofPure Compounds. New York, NY: American Institute of Chemical Engineers. pp.450 (1985).

(8)Dumont JiP., and Adds. J."Occurrence ofsesquiterpenes in mountain cheese volatiles." Journalof AgriculturalFood Chemistry.26:364-367 (1978).

(9) Hangartner M. "Sampling and analysis ofodorous compounds in water treatment plants." International-journal of Environmental AnalyticalChemistry.6: 161- 169. (1979),

(10) Hansch, C., and-Leo, A.]. Medchem Project.Issue 26. Claremont, CA: Pomona College (1985).

(11) HoC., Lee. K.N., and Jin,Q.Z. "Isolation and identification ofvolatile flavor compounds in fried bacon." Journal of Agricultural FoodChemistry.31: 338-342 (1983).

(12) Keith, L.H. "Chemical characterization ofindustrialwastewaters bygas chromatography-mass spectrometry." Science ofthe TotalEnvironment.3: 87-102 (1974).

(13) Lovegren, N.V., Fisher. G.S.. Legendre, M.G., and Schuller. W.H. "Volatile constituents ofdried legumes." Journal of Agricultural FoodChemistry.227: 851-853 (1979).

(14) Lucas, S.V. CC/MS Analysis of Organics inDrinkingWater Concentrates And Advanced Waste Treatment Concentrates: Vol. 1."Analysis Results for 17 Drinking Water, 16 Advanced Waste Treatment and 3Process Blank Concentrates." EPA-00/1--84"-820A. (NTIS PB85-128221). ColumbusOH: Columbus Laboratories, Health Effects Research Laboratory. pp.45.133 (1984).

(15) Mackay. D.,and Yeun,A.T.K. "Mass Transfer Coefficient Correlations for Volatilization ofOrganic Solutes from Water." Environmental Science and Technology.17:211-217 (1983).

### Federal Register / Vol. 56, No. 160 / Monday, August 19, 1991 / Notices

(16)Nelson, B.K., Brightwell, W.S., Robertson, S.K., Khan, A., KriegJr., E.F., and Massarl, V.J. "Behavioral teratology investigation of 1-butanol in rats." Neurotoxicological andTeratologicol Medicine. 11(3): 313-315 (1989).

(17) NIOSH (National Institute of Occupational Safety and Health). National Occupational Exposure Survey (NOES) (1989).

(18)Pellizzari, E.D., Hartwell, T.D., Harris, B.S.H., Waddell, R.D., Whitaker, D.A., and Erickson, M.D. "Purgeable Organic Compounds inMother's Milk." Bulletin of EnvironmentalContamination and Toxicology.28: 322-228 (1982).

(19) Sax,N.I., and Lewis, R.J. Hawley's Condensed Chemical Dictionary. 11th edition. New York, NY: Van Nostrand Reinhold Company. pp. 182 (1987).

(20) Shah, J.J., and Heyerdahl, E.K. "National ambient volatile organic compounds (VOC) data base update." EPA/ 600/3-88/010(a). Research Triangle Park, NC: US EPA. pp.31, 45 (1988).

(21) SRI (SRI International). Directory of Chemical Producers. Menlo Park, CA: SRI International. pp. 501 (1990).

(22) TRI (Toxics Release Inventory). Database Retrieval 7/13/90. US EPA (1990).

(23) U.S. EPA. "Butanol: Rat oral subchronic toxicity study." (TRI Study #032- 006 by Toxicity Research Laboratories, Ltd, 510 West Hackley Avenue, Muskegon, MI 49444; conducted for Research Triangle institute). Washington, DC: Office ofSolid Waste, US EPA (1986).

(24) U.S. EPA. "Occupational Safety and Health Administration. Aircontaminants, final rule." Federal Register.54(12): 2497-2498 (1989).

(25) U.S. EPA. "Multi substance rule for the testing of neurotoxicity." Federal Register. 56(42): 9105-9119 (1991).

(26) USITC (US International Trade Commission). Synthetic Organic Chemicals. U.S. Production and Sales 1989. Washington, DC: US Government Printing Office. Publication No. 2338. pp. 15-5, 15-22 (1990).

(27) Wallace, L.A., Pellizzari, E., Hartwell, T.. etal. "Personal exposure to volatile organic compounds. I.Direct measurements in breathing-zone air, drinking water, food, and exhaled breath." Environmental Research.35: 293-319 (1984).

(28)Weast, R.C., Astle, M.J., and Beyer, W.H. CRC Handbook of Chemistry and Physics. 66th edition. Boca Raton, FL: CRC Press.pp. C-174 (1985)

(29) Yajima, I., Yanai, T.,Nakamura, M., Sakakibara, H., and Hatashi, K. "Volatile flavor components ofKogyoku apples." AgriculturalandBiologicalChemistry.48: 849-855 (1984).

(30)Yalkowsky. S.H., Valvani, S.C., Kuu, W., and Dannenfelser. R. (eds.). "Database: Arizona Database of Aqueous Solubility. An Extensive Compilation of Aqueous Solubility Data for Organic Compounds"1987).

(31) Yasuhara, A., Shiraishi, H., Tsuji, M., and Okuno, T. "Analysis oforganic substance in highly pollutedriver water by
mass spectrometry." Environmental Science andTechnology.15: 570-573 (1981). Isobutanol (CAS No. 78-83-1). PhysicalandChemicalInformation

The Committee has information on the measured physical chemical properties ofisobutanol, including melting point (- 108 °C; Ref. 15 Riddick 1986), boiling point (107.886 °C; Ref. 15 Riddick 1986), log octanol/water partition coefficient (0.76; Ref. 9, Hansch and Leo 1985), water solubility (85,000 mg/L @25 °C; Ref. 25, Valvani et al. 1981), vapor pressure (10.45 mm Hg @25 °C; Ref. 3, Daubert and Danner 1985), and Henry's Law constant (1.18 X 10E-5 atm-ms/mole @25 °C; Ref. 10, Hine and Mookerjee 1975).
Rationale forRecommendation A. ExposureInformationProduction/use/disposal/exposure! release.The Committee reviewed available exposure information including the data EPA cited in their recently proposed neurotoxicity testing rule (Ref. 23, U.S. EPA 1991). The Committee has reviewed other supporting information listed below. In 1989, 61.443 million kilograms of isobutanol were produced at6 facilities in the United States (Ref.24, USITC 1990). There were 5 facilities that manufactured isobutanol in the U.S. in 1990 (Ref.18, SRI 1990). Isobutanol is used in organic synthesis, as a latent solvent in paints and lacquers, as an intermediate for amino coating resins, as
a substitute for n-butanol, in paint removers, fluorometric determinations, liquid chromatography and fruit flavor concentrates (Ref. 17, Sax and Lewis 1987).

B. Evidence forexposure-Human exposure.The Committee reviewed available human exposure information including the use ofisobutanol in a variety ofcommercial and consumer applications thatmay lead to worker and consumer exposure, which EPA cited in their recently proposed neurotoxicity testing rule (Ref. 23, U.S. EPA 1991). OSHA's revised final rule PEL is a 50 ppm 8-hour TWA (formerly

a PEL of100 ppm 8-hour TWA) for isobutanol which is expected to reduce the risk ofskin irritation associated with exposure to concentrations above the revised PEL (Ref. 22. U.S. EPA 1989). The NOES survey conducted during 1981-83 by NIOSH reported that 192,949 workers (28,581 females) were potentially exposed to isobutanol. Of these workers, 95 percent were potentially exposed during the use oftrade name products containing this compound (Ref. 14, NIOSH 1989). Isobutanol is contained in several foods which may lead to human exposure. For example, isobutanol has been qualitatively detected in cheese, Kogyoku apples, headspace volatiles oftree-ripened peaches, and volatile compounds from fried chicken (Ref. 5, Dumont and Adda 1978; Ref. 19, Takeoka et al. 1988; Ref. 22, Tang et al. 1983; Ref. 26, Yajima et al. 1984). It has been detected at concentrations ranging from 22-300 ppb in driedbeans and at mean concentrations of 72ppb, 140 ppb, and 100 ppb from dried beans, split peas, and lentils, respectively (Ref. 13, Lovegren et al. 1979).

C. Environmentalexposure.The Committee reviewed available environmental exposure information including the data that EPA cited in their recently proposed neurotoxicity testing rule (Ref.23, U.S. EPA 1991). Isobutanol

was found in air with similar composition tourban and suburban air from the southern Black Forest, W. Germany in 1983-1984 (Ref. 11, Juttner 1986) and itwas found in indoor air from 4 of6homes in Northern Italy at concentrations ranging from 1,300-20,000 ppb (Ref. 4, Debortoli et al. 1986). Isobutanol was detected in a river highly polluted from leather industries utilizing steam distillation separation and vacuum distillation at concentrations of 142 ppb and 685 ppb, respectively (Ref.27, Yasuhara et al. 1981). It was detected in leachate from a 1-year old experimental landfill at a concentration of300 ppm (Ref.1, Burrows and Rowe 1975), air at a Swiss water treatment plant (Ref.8, Hangartner 1979) and air inside grain fermentatiori units in a whiskey distillery (Ref.2, Carter and Linsky 1974).
I.Chemical Fate Information

The need for chemical fate testing of isobutanol was considered by the Committee and is not recommended at this time.
I. Health Effects Information

EPA's RfC/RfD Workgroup requested that the ITC review health effects testing for isobutanol because there is a low confidence in the RfD value and no RfC value. The Committee reviewed recent publicly-available health effects studies and recommended testing based on insufficient studies that could increase the confidence in the RfD value.

The Committee reviewed available pharmacokinetic data which are limited to oral studies with small or unreported numbers ofrabbits administered isobutanol by gavage (Ref. 12, Kamil et al. 1953; Ref. 16, Saito 1975). Available studies are insufficient to characterize the pharmacokinetics ofisobutanol because only small numbers ofanimals 

### 41239

### Federal Registet 

## f Vol, 56,. No. 160 / Monday, August 19, 1991 / Notices

were tested, and pharmacokinetic endpoints have not been quantified.

No studies were located in the publicly-available literature regarding reproductive or developmental effects of isobutanol,

No neurotoxicological studies of isobutanol with humans or animals were located by the EPA, as indicated in their recently proposed neurotoxicity testing rule (Ref.23, U.S. EPA 1991). However, the Committee reviewed:a gpneral toxicity study in which cage-side observations included a low incidence ofhypoactivity and ataxia among groups ofrats exposed to 1000 mg/kg/' day for 13 weeks (Ref.21, U.S.EPA 1986)' This study indicates that'isobutanol is a potential'neurotoxicant, but is insufficient to comprehensively characterize its.neurotoxic effects because neurologic endpoints were examined.

The Committee reviewed available oncogenicity data. Oral administration ofisobutanol led to carcinomas and myeloid leukemia in 3/19 rats, and subcutaneous injection led to malignancies in 8/24 rats (carcinomas,
sarcomas, and one mesothelioma) (Ref. 6, Gibel et al. 1974;.Ref*7, Gibel et al. 1975). These studies indicate that isobutanol is a potential carcinogen, but

are inadequate to characterize the oncogenic effects because ofthe low numbers of test animals exposed to only

one dose level for each route of exposure,.and because ofuncertainties

as towhether both sexes were tested.

The Committee recommends pharmacokinetics testing by oral and inhalation routes ofexposure, reproductive effects, developmental toxicity and oncogenicity testing. because there are potentially substantial exposures,.and because there are insufficient data to reasonably determine or predict these effects of isobutanol. The Committee is not recommending neurotoxicity testing because this testing recommendation

was implemented when EPA promulgated,their recently proposed neurotoxicity testing rule (Ref.21, U.S. EPA 1991),


### III. Ecological Effects Information

The need for ecological effects testing ofisobutanol was considered by the Committee and is not recommended at this time. References

(1).Burrows, W.D:, and Rowe. R.S. "Ether soluble constituents oflandfill leachate." Journalofthe WaterPollutionControl Federation. 47: 921-923 (1975). (2) Carter, R.V.,and Linsky, B. "Gaseous emissions from whiskey,fermentation units." AtmosphericEnvironment.8: 57-2 (1974).

(3) Daubert, T.E., and Danner R.P.Data Compilation Tables ofProperties ofPure Compounds. New York, NY: American Institute of-Chemical Engineers. pp. 450 (1985).

(4) Debortoli, M., Knoeppel, H., Pecchio, E., et al. "Concentrations ofselected organic pollutants in indoor andoutdoor air in Northern Italy." EnvironmentInternational. 12:343-350 (1986).

(5) Dumont, J.P., and Adds, J, "Occurrence of sesquiterpenes in mountain cheese volatiles." Journal of

Agricultural Food Chemistry.. 2 :364.-387 (1978). (6) Gibel, W., Lohs, K., Wildner, G.P.. and Schramm, T. "Experimental studies on the carcinogenic effect ofhigher alcohols, as illustrated by 3-methyl-l-butanol; 1-propanol. and 2-methyl-1-propanol." Zeitschrift fur ExperimentelleChirurgie Forsch.7(4): 235- 239 (Ger) (1974).

(7) Gibel, W.,Lohs, K., and Wildner, G.P. "ExperimentalStudy on Carcinogenic activity ofpropanol, 2-methyl-l-Propanol, and 3- methyl-l-butanol." Archives de Geschwulstforsch.45(1)i 19-24 (1975).

(8) Hangartner, M. "Sampling and analysis ofodorous compounds in water treatment plants." Internationallburnal of Environmental'AnalyticaChemistry.8: 181- 169 (1979);

(9) Hansch, C., and Leo,A.J. Medchem Project. Issue 26.Claremont, CA: Pomona College (1985).

(10) Hine, J., and Mookerjee, P.K. "The Intrinsic Hydrophilic Character ofOrganic Compounds. Correlations In terms of' structural'contributions." Journal'of Organic Chemistry.40:292-298 (1975).

(11) Juttner, F. "Analysis oforganic compounds (voc) in the-forest air ofSouthern Black Forest." (Ger) Chemosphere.15:985- 992 (1986).

(12) Kamil,.lA.,.Snith. J.N., and Williams. R.T. "Studies in detoxication. 46. The metabolism ofaliphatic alcohols. The glucuronic acid conjugation ofacyclic aliphatic alcohols." BiochemistryJournal. 53: 129-136 (1953).

.(13) Lovegren. N.V.,Fisher, G.S., Legendre. M.G., and Schuller, W.H. "Volatile constituents ofdried legumes." Journal of AgriculturalFoodChemistry. 227: 851-853 (1979).

(14) NIOSH (National Institute of Occupational;Safety and Health). National Occupational Exposure Survey (NOES) (1989).

(15) Riddick. J.A.. Bunger, W.B., and Sakano..T.K. Organic Solvents: Physical Properties and Methods ofPurification. TechniquesofChemistrySeries.4th edition. New York. NY: Wiley-Interscience. 2:201-203 (1986).

(16),Saito,.M. "Metabolism oflower alcohols." Nichidai Igaku Zasshi. 34:569-585 (1975).

(17) Sax, N.I., and Lewis, R.J.Hawley's CondensedChemicalDictionary. 11th edition. New York, NY: Van Nostrand Reinhold Company. pp.653 (1987). (18) SRI (SRIInternational). Directoryof ChemicalProducers..Menlo Park, CA: SRI International. pp,.715 (1990). (19) Takeoka; G.R.,,Flath, R.A., Guntert. M., and Jennings,.W: "Nectarine volatiles:-

vacuum steam distillation versus headspace sampling." Journalof Agricultural Food Chemistry..36:553-560. (1988);

(20) Tang, J;,Jin.,Q.Z.,,Shen. G.H., Ho,C.T., and Chang, S.S."Isolation and identification ofvolatile compounds fromfried chicken." Journal of

Agricultural FoodChemistry.31: 1287-1292 (1983).

(21),U.S. EPA. "Rat oral subchronic toxicity study." Washington. DC: Office of Solid Waste, US EPA (1986).

(22)Department ofLabor. Occupational Safety and Health Administration. "Air contaminants, final rule." Federal Register. 54(12): 2630-2631 (1989).

(23) U.S. EPA. "Multi, substance rule for the testing ofneurotoxicity." Federal Register. 56(42): 9105-9119 (1991).

(24) USITC (U.S. International Trade Commission). Synthetic Organic Chemicals. U.S. Production and Sales 1989. Washington, DC: US Government Printing Office. Publication No. 2338. pp. 15-5,15-22 (1990).

(25) ValvanL.S.C., YalkowskL, S.H., and Roseman, T.J,."Solubility and:Partitioning. IV. Aqueous Solubility and Octanol-Water Partition Coefficients ofLiquid' Nonelectrolytes." Journalof Pharmaceutical Sciences.70: 502-507 (1981).

(26)Yajima,..,,.Yanai; T.,Nakamura, M.. Sakakibara, H:.,and'Hatashi, K. "Volatile flavor components ofKogyoku apples." Agricultural BiologicalChemistry.48: 849- 855 (1984).

(27)'Yasuhara, A., Shiraishi H.,Tsuji, M.. and Okuno, T. "Analysis oforganic substance in highly polluted river water by

mass spectrometry." Environmental Science andTechnology.15: 570-573 (1981). Di-(2-ethylhexyl) adipate (CAS No. 103- 

### 23-1). Physicaland'Chemical Information
The Committee has limited information or measuredphysical chemical'properties ofdi-(2-ethylhexyl) adipate including, melting point (-67.8 °C; Ref. 16, Weast et al. 1985) and boiling point (417 °C; Ref. 9; Sax and Lewis 1987).
Rationalefor. Recommendation
A. ExposureInformationProduction/use/disposal/exposure/ release. The Committee reviewed available exposure information. In 1989. 48.9 million pounds ofdi-(2-ethylhexyl) adipate were produced at 12 facilities in the United States (Ref. 15,USITC 1990). There were 11 facilities that manufactured dl-(2-ethylhexyl) adipate in the U.S. in 1990 (Ref.13, SRI 1990). Di- (2-ethyl-hexyl):adipate is used as a plasticizer, commonly blended with general purpose plasticizers, such as DOP and DIOP-in.processing polyvinyl 

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### Federal Register / Vol. 56, No. 160 / Monday, August 19, 1991 / Notices

and other polymers, as a solvent, and in aircraft lubes (Ref.9, Sax and Lewis 1987).

B. Evidence forexposure-Human exposure.The Committee reviewed available human exposure information including theuse ofdi-(2-ethylhexyl) adipate in commercial and consumer applications thatmay lead to worker and consumer exposure. The NOES conducted during 1981-83 by NIOSH reported that 8,162 workers (2,618 females) werepotentially exposed to di- (2-ethylhexyl)'adipate. Ofthese workers, 65 percent were potentially exposed during theuse oftrade name products containing this compound (Ref. 7, NIOSH 1989). An OSHA PEL does not exist for di-(2-ethylhexyl) adipate. The migration ofdi-(2-ethylhexyl) adipate fromPVC cling-film plastic rap was. measured when thiscompound was detected at concentrations of41 ppm, 246 ppm. 226ppm, and 362ppm in a sandwich stored at 5'C for 24 hr,cheese stored at 5°C'for5days,cake stored at 5 °Cfor 5days, and in a microwaved dicuit,respectively (Ref.3,Gilbert et aL 1988). Di-(2-ethylhexyl) adipate has been detected in drinking water supplies. For example, itwas detected a New Orleans drinking watersupply at a concentration 0.10 ppb(Ref.6, Keith et al. 1976) and in finished drinking water from a water treatment plant at a concentration of 0.002 ppb (Ref.4,Hites 1979).

C.Environmentalexposure.The 

### Committee reviewed available environmental exposure information. According toTRI, 111,953 lbs of di-(2- ethyihexyl) adipate were released to air, 4,784 lbs were released to water, 500 lbs
were released to land, 35,876 lbswere released to POTWs in 1987 (Ref. 14, TRI 1990). In 1988, TRI indicates that73,117 lbs were released to air, 10,290 lbs were released to water, 1,200lbs were released to land, and 25,569 lbs were released POTWs (Ref.14, TRI 1990). Di- (2-ethylhexyl)adipate has been qualitatively detected in fly ash from coal and refuse combustion (Ref.5, Junk and Ford 1980). Di-(2-ethylhexyl) adipate has been found in Delaware river water in the vicinity of Philadelphia. PA atconcentrations ranging from0.02-0.3 ppb (Ref,4, Hites 1979; Ref.10. Sheldon and Hites 1978; Ref. 1L Sheldon and Hites 1979). This compound has been detected in particulate matter in indoor airfrom an office building at a concentration of2 ng/m3(Ref. 17, Weschler and Sheilds 1986). Di-(2-ethylhexyl) adipate has been detected at concentrations of2,000 ppb in effluent from one chemical plant, 90 ppbin effluent from several industries, and 10 ppb in effluent from a sewage treatment plant receiving the above effluents (Ref.4, Hites 1979).
I. Chemical Fate Information

Available data on biodegradation indicate that this compound has the potential to biodegrade under aerobic conditions (Ref.8, Saeger et al. 1976). These experiments were performed at concentrations exceeding di-(2- ethylhexyl).adipate's estimated water solubility. The rate and importance of the biodegradation ofdi-(2-ethylhexyl) adipate underenvironmental conditions cannot be ascertained. As a result ofits release to aquatic systems and its ikelihood to adsorb to sediment, the Committee recommends di-(2- ethyihexyl) adipate for sediment and river die-away biodegradation studies because there are insufficient data to reasonably determine or predict its persistence in the environment. The Committee also recommends physical and chemical property testing because there are insufficient data to reasonably determine orpredict the physical and chemical properties ofdi-(2-ethylhexyl) adipate.
11. Health Effects Information

EPA's RfC/RfD Workgroup requested that the ITCreview health effects testing for di-(2-ethylhexyl) adipate because there is a low confidence in the Rfl) value and no RfC value. The Committee reviewed recent publicly-available health effects studies andrecommended testing based on insufficient studies that could increase the confidence in the RfD value.

No studies were located in the available literature regarding reproductive effects ofdi-(2-ethylhexyl) adipate. The Committee reviewed developmental toxicity data, which is limited to one study with pregnant rats that were administered the test substance atdoses up to 9.2 g/kg by intraperitoneal injection on gestation days 5, 10, and 15 (Ref.12, Singh et al. 1973). Reduced fetal weight was noted in the 4.5 and 9.0 g/kg groups. This study indicates that di-(2-ethylhexyl) adipate is a potential developmental toxicant, but the data are inadequate to characterize its developmental effects because tests involving natural routes of exposure are lacking.

The Committee reviewed available neurotoxicity data. Rats treated intragastrically with up to 6 g/kg/day for6 months showed impaired motor function (Ref.1, Andreeva 1972). This study indicates that di-(2- ethylhexyljadipate is a potential neurotoxicant, but the data are inadequate to characterize its neurotoxic effects because the number 

### and sex oftestanimals is unknown, and only limited neurologic endpoints were examined.

The Committee recommends reproductive effects,.developmental toxicity, and neurotoxicity testing because there are potentially substantial exposures and there are insufficient data toreasonably determine or predict these effects ofdi-(2;ethylhexyl)adipate.
III. Ecological Effects Information

The Committee has reviewed available ecological effects data. Limited acute toxicity-tests have been conducted with 3species offish (Ref.2, Felder et al. 1986). Available studies are 

### insufficient to characterize the ecological effects ofdi-(2- 

### ethylhexyl)adipate because aquatic invertebrate chronic toxicity tests did not report results ofany reproductive 

### effects testing and there are no fish chronic toxicity studies.

The Committee recommends aquatic invertebrate and fish chronic toxicity testing because there are insufficient data to reasonably determine orpredict 

### ecological effects and there are potentially substantial environmental releases. 

### References

(1)Andreeva, G.A. "Toxicology ofthe plasticizer dioctyl adipate." Gigiena Primeniya Toksikologia Pestitsidov iKlinika Otravlenii. 9:373-377 (1972) (CA 78(9): 53653g).

(2)Felder,J:D.,Adams, W.I., and Saeger, V.W. "Assessment ofthe safety ofdioctyl adipate in freshwater environments." EnvironmentalToxicologyandChemistry.5: 777-784 (1986)..

(3)Gilbert,J..Castle. L., Jickells, S.M., Mercer.A.J., and Sherman, M. "Migration fromplastics into foodstuffs under realistic conditions ofuse." Food Additives Contamination. 5: 513-523 (1988). (4)Hites,R.A. "Sources and Fates of Industrial Organic Chemicals: A Case Study." ProceedingsoftheNational'Conferenceon MunicipalSludgeManagement8th.pp. 107- 19 (1979).

(5)Junk, G.A., and Ford, C.S. "A review of organic emissions from selected combustion processes." Chemosphere.9: 187-228 (1980).

(6)Keith, LH., Garrison. A.W., Allen,F.R.. Carter, M.H,,.Floyd;.T.L, Pope, J.D. and Thruston, A.D. Jr. "Identification oforganic compounds indrinking water from thirteen U.S. Cities." In: Identification and Analysis of Organic Pollutants in Water. Keith, LH.Ed. Ann Arbor,MI: Ann Arbor Press. pp. 329-357 (1970):

(7)NIOSH (National Institute for Occupational Safety and Health). National 

### Occupational Exposure Survey (NOES) (1989).

(8)Saeger, V:W.,Kaley. R.G., Hicks. 0.. Tucker,KS., andMieure. I.P. "Activated Sludge Degradation ofAdipicAcid Esters." 

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### 4Federal Register / Vol. 56, No. 160 / Monday, August 19, 1991 / Notices

AppliedandEnvironmentalMicrobiology. 31: 746-749 (1976).

(9)Sax, N.I., and Lewis, R.J. Hawley's CondensedChemicalDictionary. 11th edition.New York, NY: VanNostrand Reinhold Company. pp.392 (1987).

(10) Sheldon, L.S., and Hites,R.A. "Organic Compounds in the Delaware River." Environmental Science andTechnology. 12: 1188-1194 (1978].

(11) Sheldon, L.S., and Hites,R.A. "Sources and Movement ofOrganic Chemicals in the Delaware River." Environmental Science and Technology.13: 574-579 (1979).

(12) Singh, A.R., Lawrence, W.H., and Autian, J."Embryonic-fetal toxicity and teratogenic effects ofadipic acid esters in rats." Journal of

Pharmacological Science.62: 159-1600 (1973].

(13) SRI (SRI International). Directoryof ChemicalProducers. Menlo Park, CA:SRI International. pp.882-883 (1990). (14) TRI (Toxics Release Inventory). Database Retrieval 7/13/90. US EPA (1990).

(15) USITC (U.S. International Trade Commission). Synthetic Organic Chemicals. U.S. Production and Sales 1989. Washington, DC: US Government Printing Office. Publication No. 2338. pp.. 11-2, 11-5 (1990).

(16) Weast, R.C., Astle,M.J.,and Beyer, W.H. CRCHandbookofChemistryand Physics.66th edition.Boca Raton, FL: CRC Press.pp. C-59 (1985).

(17) Weschler, C.J., and Shields, H.C. "The Accumulation of'Additives' in Office Air." Proceedings ofAirPollution Control Association 79th Meeting. Volume 4. Paper 86/52.2 (1986).
Thiophenol (CAS No. 108--98-5). PhysicalandChemicalInformation

The Committee has information on the measured physical chemical properties ofthiophenol including, melting point (- 14.8 °C; Ref. 14, Weast et al. 1985), boiling point (168.7 °C; Ref. 14, Weast et al. 1985), log octanol/water partition coefficient (2.52; Ref. 5, Hansch and Leo 1985), water solubility (836 mg/L @25 °C; Ref.6, Hine and Mookerjee 1975), vapor pressure (1.93 mm 

### Hg @25 °C; Ref. 3, Chao et al. 1983), and dissociation constant (6.615; Ref. 11, Serjeant and Dempsey 1979).
Rationale forRecommendation A. ExposureInformationProduction/use/disposal/exposure/ release. The Committee reviewed available exposure information. In 1977, between 2 and 20 million pounds of thiophenol were pioduced at 3 facilities in the United States (Ref.13, TSCAPP 1991). There was one facility that manufactured thiophenol inthe U.S. in 1990 (Ref. 12, SRI 1990). Information on current production volumes is CBI, but production is substantial. Thiophenol is used as a chemical intermediate for pesticides, pharmaceuticals, dyestuffs, hydraulic fluids, and other compounds (Ref. 4, Chemcyclopedia 91 1990). B. Evidence forexposure--Human exposure.The Committee reviewed available human exposure information including the use of thiophenol in a variety ofcommercial and consumer applications that may lead to worker and consumer exposure. The NOES conducted during 1981-83 by NIOSH reported that 879 workers (187females)

were potentially exposed to thiophenol. Of these workers, 100percent were potentially exposed during the use of actual products containing this compound (Ref.10, NIOSH 1989). An OSHA PEL does not exist for thiophenol.

C. Environmental exposure. Thiophenol was detected at a concentration of13 Ag/L in effluent extract frompetroleum refining (Ref.2. Bursey and Pellizzari 1982).
I. Chemical Fate Information

An extensive search ofavailable literature identified only a single screening study on the biodegradation of thiophenol under aerobic conditions. It

was found that this compound was not removed from solution when incubated with an activated sludge seed (Ref.8, Lutin et al. 1965). The concentration of thiophenol in this experiment, 500 

### mg/L, is not typical ofwhat would be expected in the environment and this high concentration may have been toxic to microorganisms. Although volatilization ofneutral thiophenol fromwater to the atmosphere can be reasonably predicted from an estimated Henry's Law constant (Ref. 9, Lyman 1982), its dissociation constant, 6.615 (Ref.11, Serjeant and Dempsey 1979), indicates that itwill be significantly ionized under environmental conditions. Therefore, its rate ofvolatilization from water cannot be reasonably predicted. No data could be located on the importance ofdirect photochemical degradation of thiophenol in the environment. The Committee recommends aerobic biodegradation, volatilization and photolysis testing because there are insufficient data to reasonably determine orpredict persistence of thiophenol. 

### II. Health Effects Information

EPA's RfC/RfD Workgroup requested that the ITC review health effects testing for thiophenol because there is a low confidence in the RfD value and no RfC value. The Committee reviewed recent publicly-available health effects studies and recommended testing based on insufficient studies that could increase the confidence in the RfD value.

No studies were located regarding the oral or inhalation pharmacokinetics, reproductive effects, developmental toxicity, neurotoxicity, or oncogenicity ofthiophenol. The Committee reviewed

a Salmonella/microsomeplate test for mutagenicity, this test indicates that thiophenol is a potential mutagen, but inadequate because ofa high cytotoxicity at all test dose levels (Ref. 7, Lavoie et al. 1979).

The Committee recommends pharmacokinetics testing by oral and inhalation routes of exposure, reproductive effects, developmental toxicity, neurotoxicity, mutagenicity, and oncogenicity testing because there

are potentially substantial exposures, and because there are insufficient data to reasonably determine or predict these effects ofthiophenol.
I1. Ecological Effects Information

The Committee reviewed the available ecological effects data, which

are limited to one acute study with 3 species offish (Ref. 1, Applegate et al. 1957). This study is insufficient to characterize acute fish toxicity because ofthe inadequate exposure duration, low number oftest animals, and 

### exposure to onlyone concentration of test material.



### The Committee recommends algal toxicity, aquatic invertebrate and fish acute and chronic toxicity testing because there are potentially substantial exposures, and because there are insufficient data to reasonably determine orpredict these effects of thiaphenol. References

(1)Applegate, V.C., Howell, J.H., and Hall Jr., A.E. "Toxicity of4,346 chemicals to larval lampreys and fishes." Washington. DC:US Fish andWildlife Service. Special Scientific Report

- Fisheries No. 207. (1957).

(2)Bursey,J.T., and Pellizzari, E.D. Analysis ofIndustrial Wastewater for Organic Pollutants in Consent Decree Survey. EPA-68-03-2867. Athens, GA: Environmental Research Laboratory. Office ofResearch and Development. pp. 93, 136 (1982).

(3)

Chao, J., Lin, C.T., and Chung, T.H. "Vapor Pressure ofCoal Chemicals." Journal ofPhysicalandChemicalReferenceData.12: 1033-1063 (1983).

(4)Chemcyclopedia. The Manual of Commercially Available Chemicals. Volume 9.Kuney, J.H., Ed.Washington, DC: American Chemical Society. pp. 113 (1990).

(5)Hansch, C., and Leo, A.J. Medchem Project. Issue 26. Claremont, CA: Pomona College (198)b.

(6)Hine, 

### J., and Mookerjee, P.K. "The intrinsichydrophilic character oforganic compounds. Correlations interms of structural contributions." JournalofOrganic Chemistry.40: 292- 298 (1975).

(7)Lavoie, E.,Tulley. L.Fow, E., and Hoffmann, D."Mutagenicity of aminophenyl and nitrophenyl and nitrophenyl ethers. 

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### Federal Register / Vol. 56, No. 160 / Monday, August 19, 1991 / Notices

sulfides, and disulfides." MutationResearch. 67: 123-131 (1979).

(8)Lutin.P., Cibulka, ).I., and Malaney, G.W. "Oxidation ofSelected Carcinogenic Compounds by Activated Sludge." Purdue University. Engineering Bulletin. 118:131-145 

### (1965).

(9)Lyman, W.I., Reehl. W.F.. and Rosenblatt, D.H (eds).HandbookofChemical Property Estimation Methods. New York, NY: Mcraw-Hill. Chapter 15 (1982).

(10) NIOSH (National Institute for Occupational Safety and Health). National Occupational Exposure Survey (NOES) 

### (1989).

(11) Serjeant. E.P, and Dempsey, B. "Ionization Constants ofOrganic Acids in Aqueous Solution." International Union of Pure andApplied Chemistry Chemical Data Series No. 23.Elmsford, NY: Pergamon Press. pp.165 (1979).

(12) SRI (SRI International). Directoryof Chemical Producers. Menlo Park, CA:SRI International. pp. 1039 (1990). (13) TSCAPP. Computerprint-out of nonconfidential production data from TSCA inventory.Washington DC: OTS, CID,US EPA. Online 3/28/91 (1991).

(14)Weast, R.C., Astle, M.J., and Beyer, W.H. CRCHandbookofChemistryand Physics.66th edition.Boca Raton, FL CRC Press.pp. C-514 (1985).
Dimethyl terephthalate (CAS No. 120- 61-6). PhysicalandChemicalInformation

The Committee has information on measured physical chemical properties ofdimethyl terephthalate including,. melting point (140-142 *C;Ref. 1, Aldrich 1988), boiling point (288 °C; Ref. 15, Windholz 1983), log octanol/water partition coefficient (2.25; Ref. 4, Hansch and Leo 1985), and vapor pressure (0.010

mm Hg @25 °C; Ref. 3, Daubert and Danner 1985).
Rationale forRecommendation 

### A. ExposureInformationProduction/use/disposal/exposure/ release. The Committee reviewed available exposure information. In 1989, 3,822.973 million kilograms ofdimethyl terephthalate were produced at 3 facilities in the United States (Ref.14, USITC 1990), There were 5 facilities that manufactured dimethyl terephthalate in the U.S. in 1990 (Ref. 13, SRI 1990). Dimethyl terephthalate is used in polyester resins for film, fiber, bottle and plastic applications, especially polyethylene terephthalate, in coatings,

as a chemical intermediate, and in the production ofurethanes (Ref. 2, Chemcyclopedia 1990; Ref. 10, Sax and Lewis 1987). Many products containing dimethyl terephthalate are utilized by

consumers. The Committee is concerned with the potential for exposure to dimethyl terephthalate because ofits high production volume, potential for release, and presence in commercial and

consumer products.



### B. Evidence forexposure-Human exposure.The Committee reviewed available human exposure information including theuse ofdimethyl terephthalate in a variety of commercial and consumer applications thatmay lead to worker and.consumer exposure. The NOES conducted during 1981-83 by NIOSH reported that 2,467 workers (204 females) were potentially exposed to dimethyl terephthalate. Of these workers, 100 percent were potentially exposed during the use of actual products containing this compound (Ref. 9, NIOSH 1989). An OSHA PEL does not exist for dimethyl terephthalate.

C.Environmental exposure.Dimethyl terephthalate has been qualitatively detected in forest air 1 m above a 45 year old spruce forest (Ref.5, Helmig et al. 1989). It has been detected at a concentration of0.6 ppb in.Delaware river water near industrialized urban

areas (Ref. 11, Sheldon and Hites 1978). Dimethyl terephthalate has been qualitatively detected in Advanced Waste Treatment concentrates (Ref.8. Lucas 1984).
I. Chemical Fate Information

Studies on the biodegradation of dimethyl terephthalate using either soil samples or microorganisms isolated from soil indicate that this compound has the potential to biodegrade in the environment (Ref.7, Kurane et al. 1977; Ref. 12. Slizen et al. 1985). The rate of dimethyl terephthalate biodegradation in the environment, however, cannot be determined from the available information. The Committee recommends river die-away biodegradation testing because there are insufficient data to reasonably determine or predict persistence of dimethyl terephthalate.
I. Health Effects Information

EPA's RfC/RfD Workgroup requested that the ITCreview health effects testing for dimethyl terephthalate because there is a low confidence in the RfD value and

no RfC value. The Committee reviewed recent publicly-available health effects studies and recommended testing based

on insufficient studiesthat could increase the confidence in the RfD value.

The Committee reviewed available reproductive effects data. A single generation reproduction study with Long-Evans hooded rats in which males

were fedup to 1.0 percent in the diet for 115 days prior to mating,.and females fed for 6 days prior to mating and continuously through weaning ofthe offspring, revealed no adverse effects on libido, pregnancy, gestation, litter size or survival ofoffspring from birth through weaning (Ref. 6, Krasavage et al. 1973). The available study is insufficient to characterize the reproductive effects of dimethylterephthalate because only one dose was tested for a single generation,

Data regarding developmental toxicity and neurotoxicity were not located in the publicly-available literature.

The Committee recommends reproductive effects, developmental toxicity, and neurotoxicity testing because there are potentially substantial exposures, and because there are insufficient data to reasonably determine or predict these effects of dimethyl terephthalate.
III. Ecological Effects Information

No studies were located in the publicly-available literature regrding the ecological effects.of dimethyl terephthalate. The Committee recommends algal'toxicity testing, aquatic invertebrate and fish acute and chronic toxicity testing,because there

are potential substantial environmental releases ofdimethyl terephthalate, and because there areno data to determine

or predict ecological effects. References

(1)Aldrich. Catalog Handbookof Fine Chemicals.1988-1989. Milwaukee. WI: Aldrich Chemical Company. pp.825 (1988).

(2)Chemcyclopedia. TheManualof Commercially AvailableChemicals.Volume 9. Kuney, J.H,,Ed.Washington, DC:American Chemical Society. pp.69 (1990).

(3)Daubert, T.E., and Danner,R.P. Data Compilation Tables ofProperties ofPure Compounds. New York,.NY. American Institute ofChemical Engineers. pp.450 (1985).

(4) Hansch, C.. and Leo,A.J. Medchem Project, Issue 26. Claremont, CA:POmona College (1985).

(5] Helmig, D..Mueller, ].. and Klein, W. "Volatile Organic Substances in a Forest Atmosphere." Chemosphere.19:1399-1412 (1989).

(6)Krasavage, W.J.,Yanno. F.J., and Terhaar, C.]. "Dimethyl terephithalate (DMT): Acute toxicity, subacute feeding and inhalation stUdies in male rats."American Industrial HygieneAssociation Journal. 34(10): 455-462 (1973).

(7)Kurane, R., Suzuki. T.,and Takahara. Y. "Isolation ofmicroorganisms growingon phithalate esters anddegradation ofphthalate esters by Pseudomonas acidovorans 256-1." Agricultural andBiologicalChemistry.41: 2119-2123 (1977):

(8)Lucas, S.V. "CC/MS Analysis of Organics in Drinking Water COncentrations and Advanced WasteTreatment Concentrates: Volume 1,Analysis Results for 17 Drinking Water 16-Advanced Waste Treatment and3Process Blank Concentrates." EPA-600f1-84-020A. NTIS P85-128221. Columbus, OH: Columbus 

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### Federal Register / Vol. 56, No. 160 /Monday, August 19, 1991 / Notices

Labs, Health Effects Research Laboratory. pp. 171 (1984).

(9)NIOSH (National Institute for Occupati~nd1 Safety and Health). National Occupational Exposure Survey (NOES) (1989).

(10) Sax,N.I., and Lewis,R.J. Hawley's CondensedChemicalDictionary.11th edition.New York, NY: Van Nostrand Rpinhold Company. pp.419 (1987).

(11) Sheldon, LS., and Hites, R.A. "Organic Compounds in the Delaware River." EnvironmentalScienceandTechnology. 12: 1188-1194 (1978).

(12) Slizen. Z.M., Samsonova, A.S., and Zimenko,T.G. "Degradation ofDimethyl- terephthalate by Soil Microorganisms." Vestse Akad. Navuk BSSR, SerBiyal Navuk. (Abstract),pp. 50-52 (1985).

(13) SRI (SRI International). Directoryof ChemicalProducers. Menlo Park, CA:SRI International. pp.583 (1990). (14) USITC (U.S. International Trade Commission). Synthetic Organic Chemicals. U.S. Production and Sales 1989. Washington, DC: US Government Printing Office. Publication No. 2338. pp. 3-2, 3-12 (1990).

(15) Windholz, M. The Merck Index. 10th ed. Windholz M,Ed.Rahway, NJ:Mark &Co. pp. 1310 (1983).

2.3 Recommendedwith intent-todesignatechemicals.None.

2.4 Recommendedchemicals.Three IRIS chemicals and 11 chemical groups were recommended for testing.Three IRIS chemicals were recommended because the Committee wanted to review TSCA section 8 (a) and 8(d) submissions and any voluntarily submitted use, exposure or release and physical chemical property information before deciding whether the chemicals should be designated for testing. Three groups (alkynes, nitroalcohols and phosphoniums) were recommended for minimum physical and chemical property testing and biodegradation rate screening tests because of concerns and uncertainties related to production and use, potential exposures and releases from production, processing and use, and the potential for persistence in the environment. Structure-biodegradation relationships (SBRs) are frequently used to predict the relative rate of biodegradation and the possible pathways ofdegradation. For these chemical groups there were insufficient data to develop SBRs and to reasonably predict chemical biodegradability. Three groups (hydrazines, oxiranes and alkoxysilanes) were recommended for ecological effects tests because of
concerns and uncertainties related to production and use, potential;exposures and releases fromproduction, processing and use, and for potential to
cause adverse ecological effects. Structure-activity relationships (SARs)
are frequently used to predict the toxic potential of chemicals to cause adverse 

### effects. For these chemical groups there
were insufficient data to develop SARs and to reasonably predict potential to
cause adverse ecological effects. Aldehyde hydrates were recommended for ecological effects testingto complete the Committee's recommendation process for aldehydes and their hydrates. Propylene glycol ethers and esters and methyl ethylene glycol ethers
were recommended because Congress directed the Committee to give priority attention to chemical groups suspected ofcausing birth defects. Isothiocyanates
were recommended for persistence testing to complete the Committee's recommendation process for isocyanates and structurally-related chemicals. Cyanoacrylates were recommended forphysical and chemical property testing because they are chemicals with commercially important bonding applications and there are insufficient publicly-available data to reasonably determine orpredict physical and chemical properties.

2.4.a. IRIS Chemicals. 

### m-Dinitrobenzene (CAS No. 99-65-0). Physical andChemical Information 

### The Committee has information on the measured physical chemical properties ofm-dinitro-benzene including, melting point (89-90 C; Ref. 22, Windholz 1983), boiling point (300-303 °C; Ref. 22, Windholz 1983), log octanol/water partition coefficient (1.49: Ref.7,Hansch and Leo 1985). and water solubility (533 mg/L @25 °C;Ref. 19, Spanggord et al. 1980).
Rationale forRecommendation A. ExposureInformationProduction/use/disposal/exposure/ 

### release. The Committee reviewed available exposure information. In 1977, I facility listed site limited production of m-dinitrobenzene (Ref.21, TSCAPP 1991). Information on current production volumes is CBI, but production is substantial. It is used as an intermediate form-phenylenediamine, as a possible TNT replacement, and as a cathodic material inbatteries (Ref. 10, Howard et al. 1976).

B.Evidenceforexposure-Human 

### exposure.The Committee reviewed available human exposure information including the use ofm-dinitrobenzene in commercial and consumer applications which may lead to worker and consumer exposure. The NOES conducted during 1981-83 by NIOSH reported that 2,489 workers (1,914 females) were potentially exposed to m-dinitrobenzene. Ofthese workers. 22 percent were potentially exposed during the use,of trade name products containing this compound (Ref. 15, NIOSH 1989). An OSHA PEL does not exist form-dinitrobenzene.

C. Environmentalexposure.The Committee reviewed available environmental exposure information. mDinitrobenzene has been detected at a concentration of27 ng/m3 in ambient air in the vicinity ofindustrial sources in Ceismer, LA (Ref. 16,Pellizzari 1978). It has been detected at a concentration of 62 pg/mL waste in one offour sample extracts from incineration test sites (Ref. 11, James et al. 1984). m-Dinitrobenzene

was found in condensate water effluent generated in the manufacture of TNT at concentrations ranging from 0.20-8.5 mg/L (Ref. 19, Spanggord et al. 1982).

.Chemical Fate Information

The need for chemical fate testing of m-dinitrobenzene was considered by the Committee and is not recommended at this time.
I. Health Effects Information

EPA's RfC/RfD Workgroup requested that the ITCreview health effects testing form-dinitrobenzene because there is a low confidence In the RfD value and no RfC value. The Committee reviewed recent publicly-available health effects studies and recommended testing based

on insufficient studies that could increase the confidence in the RfD value.

Developmental toxicity studies were not located in the available literature. The Committee has reviewed available reproductive effects data. Studies clearly indicate that m-dinitrobenzene is

a potent testicular toxicant in the rat when administered by the oral route (Ref.1, Blackburn 1988; Ref. 3, Cody et al.-1981; Ref.4, Evenson et al. 1989a; Ref. 5. Evenson et al. 1989b; Ref. 6, Foster 1989; Ref. 8, Hess et al. 1988; Ref. 9, Holloway et al. 1990; Ref. 12, Linder et al. 1986; Ref. 13, Linder et al. 1988; Ref: 14, Linder et al. 1990; Ref. 18, Rehnberg et al. 1988). Single gavage doses of 15 mg/kg and higher led to dose-related effects on sertoli cell lactate and pyruvate production, testicular weight, and fertility. No treatment-related effects were noted on female rats administered up to 20 ppm for 16 weeks

orup to 200 ppm for 8 weeks in drinking water (Ref. 3, Cody et al. 1981). Available studies indicate that mdinitrobenzene is a potential reproductive toxicant, but are. insufficient to characterize the reproductive effects ofm-dinitrobenzene because effects on offspring were not. tested.

The Committee revieWed available neurotoxicity data. Standard
. neurotoxicity tests ofm-dinitrobenzene 

### 41! 1'

### Federal Register / Vol. 56, No. 160 / Monday, August 19, 1991 / Notices

were not located. Ataxia and brain stem lesions were found 

### in germ-free male
rats administered single oral doses of25 mg/kg, and the same results occurred in conventional rats,but only after 5 days ofrepeated dosing (Ref.17, Philbert et al. 1987). Available studies indicate that 

### m-dinitrobenzene is a potential neurotoxicant, but are insufficient to characterize the neurotoxic effects 

### because onlymales have been tested, and only limited endpoints were examined.

The Committee reviewed available 

### subchronic toxicity data.Tests with rats administered m-dinitrobenzene in drinking water for 16 weeks found increased splenic weights in the 8 ppm groups, and in the 20 ppm groups, decreased body weight gain was seen in females, testicular effects in males, and hematology alterations in both sexes (Ref.2, Christian et al. 1976; Ref. 3, Cody
etal. 1981). Available studies indicate thatm-dinitrobenzene potentially produces systemic toxic effects, but are insufficient to characterize the 

### subchronic effects ofm-dinitrobenzene because data are available for only one route ofexposure and one species.

The Committee recommends reproductive effects, developmental 

### toxicity, neurotoxicity, and subchronic toxicity testing because there are 

### potentially substantial exposures to m- dinitrobenzene, and because there are insufficient data to reasonably determine or predict these effects.
III.Ecological Effects Information

The.need for ecological effects testing ofm-dinitrobenzene was considered by the Committee and is not recommended at this time. References

(1)Blackburn, D.M.,Gray, A.J., Lloyd. S.C., 

### Sheard, C.M., and Foster,P.M. "A comparison of the effects of the threeisomers of dinitrobenzene on the testis in the rat." Toxicologyand AppliedPharmacology. 92(1): 54-64 (1988).

(2)Christian, R.T., Clard. C.S., Cody,T.E., et al. "The development ofa test for the potability ofwater treated by a direct reuse system." Report No. 8.Cincinnati, OH: Department ofEnvironmental Health, College ofMedicine, University ofCincinnati.

. Contract No. DADA 17-73-C-3013. NTIS ADA 0225 143 (1976).

(3)Cody,T.E., Witherup. S.. Hastings, L, Stemmer. K., and Christian. R.T. "mDinitrobenzene: toxic effect invivo and in vitro." JournalofToxicologyand Environmental Health7(5): 829-847 (1981).. (4)Evenson, D.P., Janca, F.C., Baer. R.K., Jost, L.K.. and Karabinus, D.S. "Effect ofm- dinitrobenzene on prepubertal, pubertal, and adult mouse spermatogenesis." Journal of ToxicologyandEnvironmental Health.18(1): 67-80 (1989a). (5) Evensoh, D.P., lance, F.C., Baer, F.C., and Darabinus, D.S. "Flow cytometric analysis ofeffects ofm-dinitrobenzene on rat spermatogenesis." Journal ofToxicologyand EnvironmentalHealth.28(1): 81-98 (198gb).

(6) Foster,P.M.D. "m-Dinitrobenzene: studies on itstoxicity to the testicular sertoli cell." ArchivesofToxicology.Suppl. 13: 3-17 (1989).

(7) Hansch, C., and Leo, A.l. Medchem Project. Issue 26. Claremont, CA: Pomona College (1985).

(8) Hess, R.A., Linder, R.E., Strader, L.F., and Perreault, S.D. "Acute effects and longterm sequelae ofm-dinitrobenzene on male reproduction in the rat I1.Quantitative and qualitative histopathology ofthe testis." Journal of

Andrology.9(5): 327-342 (1988). (9) Holloway, A.J., Moore, H.D.M., and Foster, P.M.D. "The use ofin vitro fertilization to detect reductions in the fertility ofmale rats exposed tomdinitrobenzene." Fundamentals of

Applied Toxicology. 14(1): 113-122 (1990).

(10)Howard, P.H., Santodonato, J., Saxena, J., Malling. J., and Greninger, D. "Investigations ofSelected Potential Environmental Contaminants: Nitroaromatics" (final report)." EPA-560/2- 76-010. Research Triangle Park, NC: US EPA. pp.81 (1976).

(11) James, R.H., Adams, R.E.; Finkel,J.M., and Miller, H.C. "Evaluation ofAnalytical Methods for the Determination ofPOHC in Combustion Products." Journalofthe ProceedingsoftheAirPollutionControl Association 77thAnnual Meeting.Paper 84- 18.5. pp.1-25 (1984).

(12) Linder,R.E., Hess. R.A., and Strader, L.F. "Testicular toxicity and infertility inmale rats treated with m-dinitrobenzene."journal ofToxicologyandEnvironmental Health. 19(4): 477-489 (1986).

(13) Linder, R.E., Hess, R.A.. Perreault, S.D., Strader, L.F., and Barbee, R.R. "Acute effects and long-term sequelae ofm-dinitrobenzene

on male reproduction in therat I.Sperm quality, quantity and fertilizing ability." Journal of

Andrology.9(5): 317-320 (1988). (14) Linder, R.E., Strader, L.F., Barbee, R.R., Rehnberg, G.L. and Perreault, S.D. "Reproductive toxicity ofa single dose ofmdinitrobenzene in two ages of young adult male rats." Fundamentals of

Applied Toxicology. 14: 284-298 (1990).

(15) NIOSH (National Institute for Occupational Safety and Health). National Occupational Exposure Survey (NOES) (1989).

(16) Pellizzari, E.D. "Quantification of chlorinated hydrocarbons inpreviously collected air samples." EPA-450/3-78-112. Research Triangle Park, NC: US EPA. pp..38 (1978).

(17) Philbert, M.A., Gray, A.J., and Connors, T.A. "Preliminary investigations into the involvement ofthe intestinal microflora in CNS toxicity induced by m-dinitrobenzene in male F-344 rats." ToxicologicalLetters.38: 307-314 (1987).

(18) Rehnberg, G.L, Linder, R.E.. Goldman, J.M., Hein,F.J., McElroy, W.K., and Cooper, R.L. "Changes in testicular and serum hormone concentrations in the male rat following treatment with m-dinitrobenzene." Toxicology and AppliedPharmacology. 95(2): 255-264 (1988).

(19) Spanggord, R.J., Mill, T., Chou,T.W., Mabey, W.R., Smith, J.H., and Lee, S. "Environmental Fate Studies on Certain Munitions Wastewater Constituents." Final Report, Phase I
- Literature Review. SRI Project LSU-7934. Contract DAMD 17-78-C5081. Fort Detrick, MD: US Army Medical Research and Development Command. pp. 34-37 (1980).

(20) Spanggord, R.J., Gibson, B.W., Keck, R.G., and Thomas, D.W. "Effluent Analysis of Wastewater Generated in theManufacture of 2,4,6-Trinitrotoluene. 1..Characterization Study." Environmental Scienceand Technology.16: 229-232 (1982).

(21) TSCAPP. Computer print-out of nonconfidential production data from TSCA inventory. Washington DC: OTS, CID, US EPA. Online 3/28/91 (1991).

(22] Windholz, M. The Merck Index. 10th edition. Windholz M, Ed.Rahway, NJ: Merck &Co.pp. 444 (1983). Allyl alcohol (CAS No. 107-18-6). PhysicalandChemicalInformation

The Committee has information on the measured physical chemical properties ofallyl alcohol including, melting point (-129 *C; Ref.1, Aldrich 1988), boiling point (96-98 °C; Ref. 1, Aldrich 1988), log octanol/water partition coefficient (0.17; Ref. 10, Hansch and Leo 1985), water solubility (miscible @25 °C; Ref. 25, Yalkowsky et al. 1989), vapor pressure (26.1 mm Hg @25 *C; Ref.4, Daubert and Danner 1985), and Henry's Law constant (4.99E-6 atm-m3/mole @25 °C; Ref. 11 Hine and Mookerjee 1975).

Rationale forRecommendation
A. ExposureInformationProduction/use/disposal/exposure/ release. The Committee reviewed available exposure information. In 1977, between 21 and 110 million pounds of allyl alcohol were produced at4 different facilities in the United States (Ref.23, TSCAPP 1991). There were 2 facilities that manufactured allyl alcohol in the U.S. in 1990 (Ref.22, SRI 1990). Information on current production volumes is CBI, but production is substantial. It is used in resins and plasticizers, as an intermediate for pharmaceuticals and other organic synthesis, manufacture ofglycerol, and acrolein, military poison, and herbicide (Ref.20, Sax and Lewis 1987).

B. Evidence forexposure--Human
exposure.The Committee reviewed available human exposure information including the use of allyl alcohol in a variety ofcommercial and consumer applications that may lead to worker and consumer exposure. OSHA's revised final rule PEL of2 ppm 8-bour TWA, 4ppm 15-minute STEL, and skin notation was established based on 

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human dataconsidering the effects of sensory irritation and disturbed vision from exposure to allyl alcohol at concentrations higher than therevised PEL (Ref.24, U.S.EPA 1989). The NOES conducted during 1981-83 by NIOSH reported that 1,019 workers (157 females) were potentially exposed to allyl alcohol. Ofthese workers, 100 percent were potentially exposed during the use ofactual products containing this compound (Ref. 16, NIOSH 1989). Allyl alcohol has been detected in the breaths from 2 (1smoker) of8 male volunteers in a study ofhuman respiratory gas (Ref. 3,Conkle et al. 1975).

C.Environmental exposure.Allyl 

### alcohol is reported to be released as emissions fromgasoline engines (Ref.9, 

### Hampton et al. 1982). 1.Chemical Fate Information

Theneed forchemical fate testing of allyl alcohol was considered by the Committee and is not recommended at this time. IL Health EffectsInformation

EPA's RfC/RfD Workgroup requested that the ITCreview health effects testing forallyl alcohol because there is a low confidence in the RfD value and no RfC value. TheCommittee reviewed recent publicly-available health effects studies and recommended testing based on insufficient studies that could increase the confidence in the RfD value.

The Committee reviewed available pharmacokinetics data, which are limited to metabolic conversion studies with rats administered allyl alcohol by subcutaneous or intravenous injection (Ref.13, Kaye 1973; Ref. 14, Kaye and Young 1972; Ref. 15, Kodama and Wine 

### 1958), and one in vitrostudy with rat liver microsomal and cytosol preparations (Ref.17, Patel etal. 1980a; Ref. 18,Patel et al.1980ob Ref. 19,Patel et al. 1983). Available studies are insufficient tocharacterize the pharmacokinetics ofallyl alcohol because there are insufficient quantitative data on absorption, distribution, and excretion ofallyl alcohol.

No studiesregarding reproductive effects or standard developmental -toxicitywere located in thepubliclyavailable literature. A study in which male ratswere dosedfor 33 weeks with up to 5.1 mg/kg/day by gavage and mated on weeks 1.11, 21, and30 was reviewed (Ref. 12, Jenkinson and Anderson 1990). No effects were noted
on fetaldevelopment. This study is inadequate forcharacterizing developmental toxicity because only males were tested,and standard developmental toxicity tests were not conducted.

No data regarding the neurotoxic potential ofallyl alcohol were located. The Committee has reviewed available subchronic toxicity data. Rats administered 4.8mg/kg/day for 15 weeks in drinking water showed impaired renal function, and females administered 6.9 mg/kg/day developed increased relative liver and kidney. weights (Ref. 2, Carpanini et al. 1978). These data were supportedby a rat oral study (Ref.7, Dunlap et al. 1958). A rat inhalation study with exposures up to 150 ppm for7 hours/day, 5 days/week for90 days showed increased relative weights and lesions in kidneys and lungs (Ref. 6, Dunlap and Hine 1955; Ref. 7, Dunlap et al. 1958). These studies indicate that allyl alcohol is a systemic toxicant, but are insufficient to comprehensively characterize systemic effects because they are limited to tests with one species.

The Committee recommends pharmacokinetic, 2-generation reproductive effects, developmental toxicity, neurotoxicity, and subchronic toxicity testing because there are potentially substantial exposures, and because there are insufficient data to reasonably determine or predict these effects ofallyl alcohol.
III. Ecological Effects Information

The Committee reviewed available ecological effects data. The 12-day LC50 for clam larvae (Mercenaria mercenaria) exposed in seawater was <2.5 mg/L, indicating a high sensitivity to allyl alcohol (Ref.5, Davis and Hidu 1969). Static acute tests identified LC50 values of1.28 mg/L forrainbow trout (Oncorhynchus mykiss) (Ref. 21, Schneider 1979), and 0.32 mg/L for fathead minnows (Pimephales promelas) (Ref. 8, Ewell etal. 1986).

The Committee recommends algal toxicity, aquatic invertebrate acute and chronic, and fish chronic toxicity testing because there are potentially substantial releases, and because there are insufficient data to reasonably determine or predict these effects of allyl alcohol. References

(1)Aldrich. Catalog HandbookofFine Chemicals.1988-1989. Milwaukee, WI: Aldrich Chemical Company. pp. 46 (1988).

(2)Carpanini,F.M.B, Gaunt. l.F, Hardy, J., Gangollil. S.D.. Butterworth, K.R., and Lloyd, A.G. "Short-term toxicity ofallyl alcohol in rats." Toxicology.9.29-45 (1978).

(3)Conkle.J.P., Camp,B.J, andWelch, BE. "Trace CompositionofHuman Respiratory. Gas."Archivesof Environmental Health. 3029O-295 (1975). (4)Daubert,T.E., and Danner. R.P.Data Compilation Tables ofProperties of Pure Compounds. New York, NY: American Institute ofChemical Engineers. pp. 450 (1985)'.

(5)Davis.H.C., andHidu,H. "Effects of pesticides on embryonic dev6lopment of clams and oysters and on survival and growth ofthe larvae.": Fisheries Bulletin.67: 393-404. (1969).

(6)Duilap,M.K.,and Hine,C.H. 'Toxicity ofallyl alcohoL" Federation Proceedings. 114: 335 (1955).

(7)Dunlap,M.K., Kodama, J.K., Wellington, .S., Anderson. H.H., and Hine, C.H."The toxicity ofallyl alcohol.

.Acute and chronic toxicity." AMA Archives ofIndustrial Health. 18:303-311 (1958).

(8)Ewell, W.S.,Gorsuch, J.W, Kringle. R.O., Robillard, K.A., and Speigel, R.C. "Simultaneous evaluation ofthe acute effects ofchemicals on seven aquatic species." EnvironmentalToxicologyandChemistry.5: 831-840 (1986).

(9) Hampton. C.V., Pierson, W.R.,Harvey, T.M.. Updegrove, W.S,and Marano, R.S. "Hydrocarbon Gases Emitted from Vehicles
on the Road. 1.A Qualitative Gas Chromatography/Mass Spectrometry Survey." Environmental Scienceand Technology. 16: 287-298 (1982).

(10)Hansch, C., andLeo, Af. Medchem Project.Issue 26.Claremont, CA: Pomona College (1985).

(11)Hine, I., and Mookerjee, P.K. "The Intrinsic Hydrophilic Character ofOrganic Compounds. Correlations in terms of structural contributions."JournalofOrganic Chemistry.40:292-298 (1975).

(12)Jenkinson, P.C., and Anderson, D. "Malformed fetuses and karyotype abnormalities in the offspring of cyclophosphamide and allyl alcohol-treated male rats."MlutationResearch.229(2): 173- 184 (1990).

(13) Kaye, CM. "Biosynthesis of mercapturic acids from allyl alcohol, allyl esters and acrolein." Biochemistry Journal. 134:1093-1101 (1973).

(14) Kaye, C.M,, and Young, LK. "Synthesis ofmercapturic acids from allyl compounds in the rat." Biochemistry JournaL 127(5): 87 (Abstract) (1972).

(15) Kodama,K., and Hine, C.H. "Pharmacokinetic aspects ofally!alcohol toxicity." Journal of

Pharmacology and ExperimentalTherapy.124:97-107 (1958).

(16)NIOSH (National Institutefor Occupational Safety and Health). National Occupational Exposure.Survey (NOES) (1989).

(17)Patel, J.M., Wood,J.C., and Leibman, K.C. 'The biotransformation ofallyl alcohol and acrolein in rat liver and lung preparations." Drug Metabolism Disposition. 8: 305-308 (1980a).

(18) Patel, J.M., Ortiz, R, and Leibman, K.C. "Selective inactivation ofrat liver microsomal NADPH-cytochrome creductase by acrolein." Federal Processes. 39.865 (1980b).

(19) Patel,J.M., Gordon,W.P',.Nelson, S.D.. and Leibman K.C. "Comparison ofhepatic biotransformation and toxicityofallyl • : alcohol and (1.1-2H2)allyl alcohol In rats." 

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Drug Metabolism Pisposition. 11: 164-166 (1983).



### (20) Sax. N.I., and Lewis, R.J. Howley's CondensedChemical Dictionary. 11th edition. New York, NY: Van Nostrand Reinhold Company. pp.39 (1987).

(21) Schneider, B.A. ToxicologyHandbook. Mammalian and Aquatic Data. Book 1. T--icology Data. Washington, DC: Office of Pesticide Programs, US EPA.EPA 540/9-79- 003A. NTIS PB8O-196876 (1979).

(22) SRI (SRI International). Directoryof ChemicalProducers. Menlo Park, CA: SRI International. pp.452 (1990). (23) TSCAPP. Computer print-out of nonconfidential production data from TSCA inventory. Washington DC: OTS, CID, US EPA. Online 3/28/91 (1991).

(24) U.S. EPA. "Occupational Safety and Health Administration. Aircontaminants, final rule." Federal Register.54(12): 2449 (1989).

(25) Yalkowsky, S.H., Valvani, S.C., Kuu, W., and Dannenfelser, R. ADatabase: Arizona Database ofAqueous Solubility.An Extensive Compilation ofAqueous Solubility Data for Organic Compounds (1987).
2,4-Dichlorophenol (CAS No. 120-83-2). Physical andChemicalInformation The Committee has information on the measured physical chemical properties of2,4-dichlorophenol including, melting point (42-43 °C; Ref. 1, Aldrich 1988), boiling point (209-210 °C; Ref. 1, Aldrich 1988), log octanol/water partition coefficient (2.92; Ref. 7,Hansch and Leo 1985), water solubility (4,500 mg/L @20 °C; Ref. 19, Yalkowsky et al. 1989), vapor pressure (0.067 mm Hg @25 °C; Ref. 3, Bidleman and Renberg 1985), and dissociation constant (7.892: Ref. 14, Serjeant and Dempsey 1979).
Rationale forRecommendation A. ExposureInformationProduction/use/disposal/exposure/ release, The Committee reviewed available exposure information. In 1978, 26.482 million pounds of2.4- dichlorophenol were produced at 3 facilities in the United States (Ref. 18, USITC 1979). There was one facility that manufactured 2,4-dichlorophenol in the U.S. in 1990 (Ref.16, SRI 1990). Information on current production volumes isCBI, but production is substantial. 2,4-Dichlorophenol isused in the manufacture ofthe pesticide 2,4-D and in organic synthesis (Ref.6, Freiter 1979; Ref. 12, Sax and Lewis 1987).

B. Evidence forexposure-Human exposure.The Committee reviewed available human exposure information including the use of2,4-dichlorophenol in a variety ofcommercial and

consumer applications that may lead to worker and consumer exposure. The NOES conducted during 1981-83 by NIOSH reported that 63 workers (23 females) were potentially exposed to 

### 2,4-dichlorophenol. Of these workers, 100 percent were potentially exposed during the use ofactual products containing this compound (Ref. 10, NIOSH 1989). An OSHA PEL does not exist for2,4-dichlorophenol.

C. Environmentalexposure.The 

### Committee reviewed available environmental exposure information. According to TRI, 1,403 lbs of2,4- dichlorophenol were released to air, 107 lbswere released to water,2 lbs were released toland, 6lbs were released to POTWs in 1987 (Ref.17,TRI 1990). In 1988,TRI indicates that 2,321 lbs were released to air,250 lbs were released to water, and 12,000 lbs were released to land (Ref.17, TRI 1990). 2,4- Dichlorophenol has been detected in several drinking water supplies. For example, itwas detected at a mean concentration of 0.18 ppb in56 of108 samples in the National Organic Monitoring Survey (Ref.13, Scow et al. 1982). 2,4-Dichlorophenol has been detected at concentrations ranging from 9-17 ppb indrinking water from 3of6 Canadian cities; however, it wasnot detected in rawwater supplies from which these drinking waters were derived (Ref.15, Sithole et al. 1986). 2,4- Dichlorophenol was detected in6 of10 samples from 2monitoring wells at a creosote waste site at concentrations ranging from 3.2-54.4 ppb(Ref.2, Bedient et al. 1984). In an analysis of ambient urban air during 7 rain episodes, 2,4-dichlorophenol was detected at concentrations ranging from 0.60-2.3 ng/m3 (Ref.9, Leuenberger et al. 1985). 2,4-Dichlorophenol has been detected in several samples taken from industrial effluent; for example, ithas been detected in effluent extract from the organic/plastics, pesticide, organic chemicals, and the pulp and paper industries (Ref.4, Bursey and Pellizzari 1982). 1.Chemical Fate Information

Theneed for chemical fate testing of 2,4-dichlorophenol was considered by the Committee and is not recommended at thistime. II. Health Effects Information

EPA's RfC/RfD WorkgrOup requested thatthe ITCreview health effects testing for 2,4-dichlorophenol because there is a low confidence in the RfD value and no RfC value. The Committee reviewed recent publicly-available health effects studies and recommended testing based
on insufficient studies that could increase the confidence in the RfD value.

No studies were located in the publicly-available literature regarding neurotoxicity. The Committee has reviewed available immunotoxicity data. Female rats exposed to an authorestimated dose of3.0 mg/kg/day of2,4- dichlorophenol in drinking water from weaning age through breeding at 90 days, parturition, and weaning ofpups, showed decreased delayed hypersensitivity response, along with 

### increased serum antibody levels (Ref.5, Exon and Koller 1985). These data suggest the immune system is sensitive to 2,4-dichlorophenol; no effects were
seen on other systems, including reproductive, at this dose level or a higher dose of30 mg/kg/day. Further, a subchronic oral dietary toxicity study with rats found no adverse effects from 90-day exposure to 2500 ppm (Ref. 11, NTP 1989), and a limited oral dietary 

### study with mice found no adverse effects from doses of100 mg/kg/day, while reduced relative liver weights and SGOT levels were noted in the 230 mg/ kg/day group (Ref.8, Kobayashi et al. 1972). This immunotoxicity study indicates that 2,4-dichlorophenol potentially produces immune system effects, but is insufficient to comprehensively charpcterize these effects because limited immunologic endpoints were examined.

The Committee recommends neurotoxicity and immunotoxicity testingbecause there arepotentially substantial exposures, and because there are insufficient data to determine

orpredict the effects of2,4- dichlorophenol on these systems. III. Ecological Effects Information

The need for ecological effects testing of2,4-dichlorophenol was considered by the Committee and is not recommended at thistime. References

(1) Aldrich. Catalog HandbookofFine Chemicals.1988-1989. Milwaukee, WI: Aldrich Chemical Company. pp. 504 (1988).

(2)Bedient, P.B., Rodgers, A.C., Bouvette, T.C., Tomson, M.B., andWang, T.H. "Ground 

### water qualityat a creosote waste site." Ground Water. 22: 318-329 (1984).

(3)Bidleman, T.F., and Renberg, L, "Determination ofVaporPressures for Chloroguaiacols, Chloroveratroles and Nonylphenol by Gas Chromatography." Chemosphere;14:1475-1481 (1985).

(4)Bursey,j.T., and Pellizzari, E.D. "Analysis ofIndustrial Wastewater for Organic Pollutants In Consent Degree Survey." Contract No. 68-03-2867. Athens, GA: US EPA, Environmental Research Laboratories. pp. 97, 130, 132, 136, 145 (1982).

(5)Exon,J.H., and Koller,L.D. "Toxicity of 2-chlorophenol, 2,4-dichlorophenol and 2,4,6- trichlorophenol." Water Chlorination: 

### Chemical and Environmental Impact and Health Effects, Proceedings ofthe 5th Conference. pp. 307-330 (1985). 

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(6)Freiter,E.R. "Chlorophenols" In: KirkOthmerEncyclopediaofChemical Technology.3rd edition. New York, NY: John Wiley and Sons. 5:864-872 (1979).

(7)Hansch, C.. and Leo, A.J. Medchem Project.Issue No28. Claremont, CA:Pomona College (1985).

(8)Kobayashi, S.. Toida, K., Kawamura, H., Change, HL,Fukuda, T., and Kawaguchi, K. "Chronic toxicityof2,4-dichlorophenol in mice.A simple design for the toxicity of residual metabolites ofpesticides." Toho Igakkai ZasshiJournaloftheMedicalSociety ofToho University.19(3-4): 356-32 (1972).

(9)Leuenberger, C., Ligocki, M.P., and Pankow, J.F. 'Trace organic compounds in rain. 4.Identities, concentrations, and scavenging mechanisms for phenols inurban airand rain." Environmental Scienceand Technology.19:1053-1058 (1985).

(10) NIOSH (National Institute for Occupational Safety and Health). National Occupational Exposure Survey (NOES) (1989).

(11) NTP (National Toxicology Program). "Toxicology and carcinogenesis studies of 2,4-dichlorophenol in F344/N rats and B6C3F1 mice." Prepared for theU.S. Department of IHealth and Human Services. Technical Report SeriesTR 353 (1989).

(12) Sax,N.I., and Lewis, R.J.Hawley's CondensedChemicalDictionary. 11th edition. New York, NY: VanNostrand Reinhold Company. pp.380 (1987).

(13) Scow, K., Goyer,M.. Perwak,J., Woodruff, C., and Saterson, K."Exposure And Risk Assessment For Chlorinated Phenols" (Revised). EPA-440/448-007. NTIS PB85-211951. Cambridge, MA: Arthur D. Little Inc. pp. 

### 5-12 (1982).

(14) Serjeant, E.P., and Dempsey, B. Ionization Constants ofOrganic Acids in Aqueous Solution. International Union of Pure and Applied Chemistry Chemical Data Series

-No. 23.Elmsford, NY: Pergamon Press Inc. pp. 181 (1979).

(15) Sithole, B.B., andWilliams, D.T. "Halogenated phenols in water atforty Canadian potable water treatment facilities!'. JournaloftheAssociationofOfficial AnalyticalChemists.69: 807-810 (1986).

(16) SRI (SRIInternational). Directoryof ChemicalProducers. Menlo Park, CA: SRI International. pp. 562(1990). (17)TRI (ToxicsRelease Inventory). Database Retrieval 7/13/90. US EPA (1990).

(18) USITC (U.S. International Trade Commission). Synthetic Organic Chemicals. U.S. Production and Sales 1978. Washington. DC:US Government PrintingOffice. Publication No. 1001. pp.43, 59 (1979).

(19) Yalkowsky, S.H., Valvani, S.C., Kuu, W., and Dannenfelser, R. A Database: Arizona Database ofAqueous Solubility. An Extensive Compilation ofAqueous Solubility Data for Organic Compounds (1989).

b.Alkynes

The Committee recommends alkynes forphysical chemical property and

- biodegradation rate screening tests. The

Committee's recommendation is based

on concerns and uncertainties related to production and use, potential exposures and releases from production, 

### processing and use and potential for persistence.

Annual production volumes of the alkynes exceed 100 million pounds. Occupational exposure estimates, available for 10 alkynes, indicate that almost 60,000.workers are potentially exposed to alkynes at over 3,000 

### facilities involved in theirproduction, formulation, and use (Ref17, NIOSH, 1990). Uncertainties associated with occupational exposures are unclear' 

### since there are no publicly-available. exposure estimates for9 alkynes recommended fortesting. OSHA occupational exposure standards exist for 2 alkynes.Alkynes are used as chemical intermediates, fuels and in specialty formulations, many ofwhich have the potential for occupational exposures or environmental releases. 

### Uncertainties associated with environmental releases are unclear since none ofthe alkynes are on the TRI and there are no publicly-available 

### effluent monitoring data formost alkynes. The Committee recognizes that
one alkyne, 3-btityn-2-ol,2-methyl (CAS#115-19-5 is among the 53 chemicals in the Organization for Economic Cooperation and Development's (OECD) Screening Information Data Sets (SIDS] phase one voluntary testing program. Submission ofreliable data or data development through the OECD SIDS program could change the Committee's testing recommendations for this alkyne. The Committee hopes that manufacturers, processors, and users will respond to the voluntary solicitation foruse, exposure, and release data (described in Chapter 1ofthis Report) and that 

### information submitted voluntarily will clarify uncertainties associated with use, exposures and releases. The Committee recognizes that as a resultof thisrecommendation, the uncertainties related to exposure and release of alkynes may be clarified after the Committee's review of the data obtained from the automatic 8(a) and 8(d) rules alongwith any other voluntary information submitted as a result ofthe request made in Chapter I ofthisreport.



### The Committee recommends alkynes for biodegradation screening rate tests toidentify commercially important alkynes that are likely to persist in the environment. The Committee is aware that one alkyne has been tested for biodegradation. moderate to slow 

### biodegradation was reported. The Committee has not considered health or ecological effects ofalkynes atthis time, because they want tohave an opportunity toreview all of the nonpublichealth and ecological effects data
as well as chemical fate data, submitted under TSCA section 8(d) and to meet with any interested groups before determining which alkynes should be tested. Submitted information is likely to be considered by a number of government agencies including EPA, DOT, DOI, and State and local governments involved with assessing the impact ofchemical releases to the environment' The Committee makes non-CBI information available to the OECD and other international organizations to promote information exchange and to conserve chemical testingresources.

Summaryofrecommendedstudies. Testing recommendations for the 19 alkynes listed in theparagraph 

### following Table I are summarized in Table 1. Physical andChemical Information 

### The Committee has limited information on measured physical and chemical properties for the alkynes 

### listed in the paragraph following Table 1: 10 meltin$points, 14 boiling points, I log octanol/water partition coefficient, 11 water solubilities), 4 vapor pressures, and 2Henry's Law constants (see Ref. 2 

### Aldrich 1988; Ref.3,Boublik etal. 1984; Ref. 7,Daubert and Danner 1989; Ref. 8, Dean 1985; Ref. 10, Grafje 1985; Ref. 11, Hansch and Leo 1985; Ref. 12 Hine and Mookerjee 1975; Ref. 13, Hort 1978; Ref. 15, McAuliffe 1966; Ref. 18, Riddick 1988; Ref. 21, Sheppard and Mageli 1982).
Rationale forRecommendation
A. ExposureInformationProduction/use/disposal/exposure/ 

### release.The Committee believes that the alkynes listed in theparagraph following Table 1are commercially available, andthat many areproduced in substantial quantities. Actual production volumes are CBI.

Alkynes are mainly acetylene derived chemicals 

### (Ref. 10, Grafje 1985;Ref. 13, 

### Hort 1978). Alkynes are used in a number ofapplications including specialty fuels, as chemical intermediates, in the manufacture of Vitamin A, in metal pickling and plating operations, as antifoaming wetting agents, in developer compounds, pesticide wettable powders, electroplating baths, as a volatile wetting agent forpaper coatings, in floor polishes, glass cleaning formulations, coatings, inks,fountain solutions, oilwell acidizing compositions, mild steel treatments to prevent hydrogen embrittlement, in the preparation ofthe miticide Omite and sulfadiazine, in the manufacture ofbutanediol, butenediol, ethers, and ethylene oxide, in the production of the wild oatherbicide 

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carbyne (Barban), in the manufacture of fragrance and flavor chemicals, in peroxide ester catalysts, in the manufacture ofneoprene, and as a polymerization initiator (Ref. 5, Chemcyclopedia 1990; Ref. 10. Grafje 1985, Ref. 13, Hart 1978; Ref.19, Sax and Lewis 1987; Ref. 21, Sheppard and Mageli 1982).

B. Evidence forexposure-Human exposure.The NOES conducted during 1981-83 by NIOSH reported that 119 workers were potentially exposed to propyne; 144 to 3,6-dimethyl-4-octyne3,6-dial; 36,869 to 2-propyn-1-ol; 8,142 to 3,5-dimethyl-l-hexyn-3-ol; 4,170 to 2- butyne-1,4-diol; 441 tw-.-methyl-3-butyn2-al; 4,574 to 2,4,7,9-tebQwnethyl-5- decyne-4,7-diol; 64 to 1-buten-3-yne; 2,089 to 2,2-[2-butyne-1,4- diylbis(oxy)bisethanol; and 1,467 to 3,3- [2-butyne-1,4-diylbis(o- xy)]bis[2- hydroxy-1-propanesulfonic acid] (Ref. 17, NIOSH 1989).

C.Environmentalexposure.2-Butyne

### 1,4-diol has been identified in wastewater extract from the organics and plastics industry at a concentration of 5304 mg/L and 2-methyl-3-butyn-2-ol has been detected inwastewater extract from the electronics industry at a concentration of7648 mg/L (Ref.4, Bursey and Pellizzari 1982). Tetramethyl-decynediol (possibly 2,4,7,9-tetramethyl--decyne-4,7-diol)

was detected 5 times at concentrations from 0.5-22 .g/Lin the effluent of publicly owned treatment works in New Jersey (Ref. 6,Clark et al. 1991). Propyne has been detected in ambient air samples taken in the central business district ofLos Angeles, CA at concentrations ranging from 0-6 ppb (Ref. 16, Neligan 1962). Propyne has been quantitatively detected in 50 urban air samples and 26 source dominated samples (Ref. 20, Shah and Heyerdahl 

### 1988).
I. Chemical Fate Information

In a soil biodegradation study, 2- propyn-l-ol was moderately degraded; half-lives of12.6 and 13.0 days were determined in a slightly basic sandy loam soil and in an acidic soil, respectively, with initial concentrations of980 and 930 mg/kg-soil, respectively (Ref.14, Loehr 1989). In an aerobic aqueous laboratory screening test with sewage inoculum, 2-propyn-l-ol exhibited slowbiodegradation (2 percent BOD theoretical) during a 5-day BOD test (Ref.9, Dare et al. 1975).

Alkynes are recommended for physical and chemical property and biodegradation rate screening tests because they are produced in substantial quantities, there are uncertainties related to environmental releases and subsequent exposures to aquatic organisms, there are data for four alkynes that suggest that effluent concentrations may exceed concentrations that are acutely toxic to fish, and there are insufficient data to reasonably determine orpredict physical and chemical properties and biodegradation rates. II. Health Effects Information

The need for health effects testing

was not considered by the Committee and is not recommended at this time.
III. Ecological Effects Information

There are few toxicity data indicating that fish may be acutely sensitive to

some alkynes [e.g., LC50 = 1.5-50 mg/L for 2-propyn-l-ol and 2-butyne-1,4-diol and 660-3300 mg/L for 2-methyl-3-butyn2-ol and 3-methyl-1-pentyne-3-ol (Ref. 1, AQUIRE 1991)]. The need for ecological effects testing was not considered by the Committee and is not recommended at this time. References

(1] AQUIRE [Aquatic Toxicity Information Retrieval Data Base). Environmental Research Laboratory, Duluth,MN. On-Line. (1991).

(2)Aldrich. Catalog HandbookofFine Chemicals.Milwaukee, WI: AldrichChemical Company (1988).

(3)Boublik, T., Fried, V., and Hala, E."The Vapor Pressure ofPure Substances: Selected Values ofthe Temperature Dependence ofthe Vapor Pressures ofSome Pure Substances in the Normal and Low Temperature Region." Volume 17.Amsterdam, Netherlands: ElsevierSciencePublications(1984).

(4) Bursey, J.T., and Pellizzari, E.D. "Analysis ofIndustrial Wastewater for Organic Pollutants in Consent Decree Survey," EPA-68-03-2867. Athens, GA: Environmental Research Laboratory, Office ofResearch and Development (1982).

(5)Chemcyclopedia. The Manualof Commercially AvailableChemicals.Volume 9.Kuney. J.H.,Ed. Washington, DC: American Chemical Society.p. 148 (1990).

(6) Clark.L.B., Rosen,R.B., Hartmen, T.G.. Alaimo, LH..Louis, J.B.. Hertz, C., Ho. C-T., Rosen, J.D. "Determination ofnonregulated pollutants in threeNew Jersey Publicly owned treatment works (POTWs)." Research Journalofthe WaterPollutionControl Federation. 63:104- 113 (1991). (7) Daubert, T.E., and Danner,R.P. Data Compilation Tables ofProperties ofPure Compounds. New York, NY: American Institute of Chemical Engineers (1989).

(8)Dean, J.A.Lange'sHandbookof Chemistry 13th edition.New York, NY: McGraw-Hill Book Co. (1985).

(9)Dore, M., Brunet, N., and Legube,B. "Participation de Differents Composes Organiques a IaValeur des Criteres Globaux de Pollution." La Tribune du CEBEDEAU. 28: 3-11 (1975).

(10) Grafje, H. "Hexasediols." Chapter 2.4. In: Ullmann's Encyclopeia ofIndustrial Chemistry. 5th Edition. Gerhartz,W., and Yamamoto. Y.S.,Eds. Deerfield Beach. FL: VCH Publishers. Al: 305-320 (1985).

(11) Hansch, C., and Leo, A.J. Medchem Project. Issue 26. Claremont, CA: Pomona College. (1985).

(12) Hine, I., and Mookerjee, P.K. "The Intrinsic Hydrophilic Character ofOrganic Compounds. Correlations inTerms of Structural Contributions."journal ofOrganic Chemistry. 40: 292-298 (1975).

(13) Hort. E.V. "Acetylene-Derived Chemicals" In: Kirk-Othmer Encyclopediaof ChemicalTechnology.3rd edition.New York, NY: John Wiley &Sons. 1: Z44-276 (1978).

(14) Loehr, R.C. "Treatability potential for EPA listed hazardous wastes in soil." EPA/ 600/2-89/011. Ada OK: US EPA. pp. v, vi.29- 48(1989).

(15)McAuliffe, C. "Solubility in Water of Paraffin, Cycloparaffin, Olefin, Acetylene, Cycloolefin, and AromaticHydrocarbons." TheJournal ofPhysicalChemistry.70:1267- 1275 (1966).

(16) Neligan, &E. "Hydrocarbons in the Los Angeles Atmosphere." TheArchives of Environmental Health.5:581-591 (1962). (17) NIOSH (National Institute for Occupational Safety and Health). National Occupational Exposure Survey (NOES) (1989).

(18) Riddick,J.A., Bunger, W.B.. and Sakano,T.K. Organic Solvents: Physical Properties and Methods ofPurification. Techniques ofChemistry. 4th edition. New York, NY: Wiley-Interscience. 2:258-259 (1986).

(19) Sax, N.I., and Lewis, R.J. HoWley's CondensedChemicalDictionary. 11th edition. New York. NY: Van Nostrand Reinhold Company (1987).

(20) Shah.J.J., and Heyerdahl, E.K. "National Ambient Volatile Organic Compounds (VOCa) Database Update."'EPA/ 600/3-88/010(a). Research Triangle Park, NC: US EPA (1988).

(21) Sheppard, C.S., and Mageli, O.L. "Peroxides and Peroxy Compounds. Organic" In: Kirk-OthmerEncyclopediaofChemical Technology.3rd edition. New York, NY: John Wiley &Sons. 17: 27-90 (1982).

c.

Nitroalcohols
The Committee recommends nitroalcohols for physical chemical property and biodegradation rate screening tests. The Committee's recommendation is based on concerns and uncertainties related to production and use, potential exposures and releases from production, processing and use, and potential for persistence.

Annual production volumes ofthe nitroalcohols are CBI, but are large. Occupational exposure estimates, available for one nitroalcohol, indicate that over 20,000 workers are potentially exposed to the chemical at over 700 facilities involved inproduction, formulation, and use (Ref.2, NIOSH. 1989). Uncertainties associated with occupational exposures are unclear since there are no publicly-available I II 

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exposure estimates. No OSHA occupational exposure standards exist for nitroalcohols. Nitroalcohols are used
as chemical intermediates, in automobile tires, photographic products, chemical toilets, embalming fluids, cutting oil emulsions, nonprotein glues, and sizings, all ofwhich have the potential for occupational exposures or environmental releases. Uncertainties associated with environmental releases
are unclear since none of the nitroalcohols are on the TRI and there

are no publicly-available effluent monitoring data. The Committee hopes that manufactures, processors, and users willrespond to the voluntary solicitation foruse, exposure, and release data (described in Chapter 1ofthisReport) and that information submitted voluntarily will clarify uncertainties associated with use exposures and releases. The Committee recognizes that
as a result ofthis recommendation, the uncertainties related to exposure and release of nitroalcohols may be clarified after the Committee's review of the data obtained from the automatic 8(a) and 8(d)rules along with any other voluntary information submitted as a resultof therequest made in Chapter 1 ofthis report.

The Committee is recommending nitroalcohols forphysical/chemical property and biodegradation rate screening tests to identify commercially important nitroalcohols that are likely to persist in the environment. There is no publicly available information on nitroalcohol biodegradation. The Committee has not considered health or ecological effects ofnitroalcohols at this time,because they want to have an opportunity to review all ofthe nonpublic health and ecological effects data
as well as chemical fate data, submitted under TSCA section 8(d) and to meet with any interested groups before determining which nitroalcohols should be tested. Submitted information is likely to be considered by a number of government agencies including EPA, DOT, DOI, and State and local governments involved with assessing the impact ofchemical releases to the environment. The Committee makes non-CBI information available .tothe OECD and other international organizations topromote information exchange and to conserve chemical Lesting resources.

Summaryofrecommendedstudies. Testing recommendations forthe four nitroalcohols listed in the paragraph * following Table 1are summarized in Table 1. Physical andChemicalInformation The Committee onlyhas measured water solubility data fornitroalcohols listed in the paragraph following Table I (Ref. 1,Dewey and Bollmeier 1981). Rationale forRecommendation A. ExposureInformationProduction/use/disposal/exposure/ release. The Committee believes that the nitroalcohols listed in the paragraph following Table I are commercially available, and thatmany are produced in substantial quantities. Actual production volumes are CBI. Nitroalcohols are used as chemical intermediates sources offormaldehyde forcross-linking ofpolymers, to form polyester and polyurethane products, in automobile tires as an adhesion agent, in photographic products as hardening agents and stabilizers, to control odors in chemical toilets, as preservatives, in embalming fluids, as a bactericide and slimicide for aqueous systems, in cutting oil emulsions, industrial water systems, drilling muds, nonprotein glues, and sizings (Ref. 1,Dewey and Bollmeier 1981;Ref.3,Sax and Lewis 1987; Ref. 4, Trotz and Pitts 1981; Ref.5,Windholz 1983).

B. Evidence forexposure.The NOES conducted during 1981-83 by NIOSH reported that 20,044 workers were potentially exposed to 2-hydroxymethyl2-nitro-1,3-propanediol (Ref. 2, NIOSH 1989). I.Chemical Fate Information

Except for the water solubility data, the Committee has no experimental chemical fate information on the nitroalcohols listed in the paragraph following Table 1.Nitroalcohols are recommended forphysical and chemical property and biodegradation rate screening testsbecause they are produced in substantial quantities, there
areuncertainties related to environmental releases, and there are insufficient data to reasonably determine orpredict physical and chemical properties and biodegradation rates. II.Health Effects Information

The need forhealth effects testing
was not considered by the Committee and isnot recommended at this time. III. Ecological Effects Information

The need for ecological effects testing
was not considered by the Committee and isnot recommended at this time. References

(1] Dewey,R.H., and Bollmeier.Jr., A.F. "Nitroalcohols." In: Kirk-Othmer's EncyclopediaofChemicalTechnology.3rd edition. NewYork, NY: John Wiley & Sons. 15:910-916 (1981).

(2)NIOSH (National Institute of Occupational Safety and Health). National Occupational Exposure Survey (NOES) (1989).

(3)Sax,N.I., and Lewis, R.J. Hawley's CondensedChemicalDictionary. lth edition. New York, NY: VanNostrand Reinhold Co. pp.828, 830, 832, 1195 (1987).

(4)Trotz, S.I., and Pitts, I.J. "Industrial Antimicrobial Agents." In: Kirk-Othmer's EncyclopediaofChemicalTechnology.3rd edition. New York, NY: John Wiley & Sons. 

### 13:248 (1981).

(5)Windholz, M. The Merck Index. loth edition. Rahway, NJ: Merck &Co.pp. 946,949, 950, 951, 1393 (1983).

d. Phosphonium compounds

The Committee recommends phosphonium compounds for physical chemical property and biodegradation rate screening tests. The Committee's recommendation is based on concerns and uncertainties related to production and use, potential exposures and releases from production, processing and use, and the potential for persistence.

Annual production volumes ofthe phosphonium compounds are CBI, but

are large. Occupational exposure estimates, available for one phosphonium, indicate that over 4,000 workers are potentially exposed at facilities involved in their production, formulation, and use (Ref. 5, NIOSH, 1989). Uncertainties associated with occupational exposures are unclear since there are no publicly-available exposure estimates for the phosphonium compounds recommended for testing. No OSHA occupational exposure standards exist for thephosphonium compounds. Phosphonium compounds

are used as phase transfer catalysts, catalysts for thermosets, and flame retardants for cotton finishes, many of which have the potential for occupational exposures or environmental releases. Uncertainties associated with environmental releases

are unclear since none ofthe phosphonium compounds are on the TRI and there are no publicly-available effluent monitoring data for most phosphonium com- pounds. The Committee hopes that manufactures, processors, and users will respond to the voluntary solicitation for use, exposure, and release data (described in Chapter 1 ofthis Report) and that information submitted voluntarily will clarify uncertainties associated with use exposures and releases. The Committp' recognizes that as aresult of this recommendation, the uncertainties related to exposure and release of 

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phosphonium compounds may be clarified after the Committee's review of the data obtained from the automatic 8[a) and 8(d) rules along with any other voluntary information submitted as a result of the request made in Chanter 1 of this report.

The Committee is recommending phosphonium compounds for physical chemical property and biodegradation rate screening tests to identify commercially important phosphonium compounds that are likely to persist in the environment. The Committee has not considered health or ecological effects ofphosphonium compounds at this time. because they want to have an opportunity to review all ofthe nonpublic health and ecological effects data

as well as chemical fate data, submitted under TSCA section 8(d) and to meet with any interested groups before determining which phosphonium compounds should be tested. Submitted information is likely to be considered by
a number ofgovernment agencies including EPA,DOT, DOI, and State and local governments involved with assessing the impact ofchemical releases to the environment. The Committee makes non-CBI information available to the OECD and other international organizations topromote information exchange and to conserve chemical testing resources.

Summary of recommendedstudies. Testing recommendations for the five phosphonium compounds listed in the paragraph following Table I are summarized in Table 1. PhysicalandChemical Information The Committee has one measured melting point forthe phosphonium compounds listed in the paragraph following Table 1. (Ref. 1, Aldrich 1988. Rationale forRecommendation A. ExposureInformationProduction/use/disposal/exposure/ release. The Committee believes that the phosphonium compounds listed in the paragraph following Table 1 are commercially available, and thatmany are produced in substantial quantities. Actual production volumes are CBI.

Phosphonium compounds are used in

a number ofapplications including phase transfer catalysts, catalysts for thermosets, and flame retardants for cotton finishes such as military goods, industrial protective clothing, curtains, and children's sleepwear (Ref.1, Aldrich 1988; Ref. 3, Chemcyclopedia 1990; Ref. 4, Drake 1980; Ref. 7, Weil 1980). For two phosphonium compounds no publiclyavailable use information was located (CAS numbers 35835-94-0 and 124-64- 1). B. Evidence forexposure.The NOES conducted during 1981-83 by NIOSH reported that4,388 workers were potentially exposed to benzyltriphenylphosphonium chloride (Ref. 5. NIOSH 1989).
I. Chemical Fate Information

The Committee has almost no experimental chemical fate information

on the phosphonium compounds listed in the paragraph following Table 1. Phosphonium compounds are recommended forphysical and chemical property and biodegradation rate screening tests because they are produced in substantial quantities, there

are uncertainties related to environmental releases, and there are insufficient data to reasonably determine or predict physical and chemical properties and biodegradation rates.
I. Health Effects Information

The Committee is aware that 2 phosphonium compounds have been tested inboth a 13-week prechronic test and a 2-year bioassay (Ref.6, NTP. 1987). These compounds caused hepatocellular necrosis, thyroid and adrenal gland lesions, and neurotoxicity in rats and mice, but no evidence of carcinogenicity ormutagenicity in Salmonella typhimurium, mouse lymphoma L5178Y cells and Chinese hamster ovary cells. The need for health effects testing was not considered by the Committee and is not recommended at this time.
III. Ecological Effects Information

There areno available aquatic toxicity data for the phosphonium compounds listed in Table 1 (Ref. 2, AQUIRE, 1991). The need for ecological effects testing was not considered by the Committee and is not recommended at this time. References

(1)Aldrich. Catalog HandbookofFine Chemicals.Milwaukee, WI: Aldrich Chemical Company. p. 171 (1988).

(2)AQUIRE (AquaticToxicity Information Retrieval Data Base). Environmental Research Laboratory. Duluth,MN. On-Line. (1991).

(3)Chemcyclopedia. TheManual of Commercially AvailableChemicals.Volume 9. Kuney, J.H., ed. Washington, DC: American Chemical Society. p. 252 (1991).

(4)Drake, G.L.Jr. "Flame Retardants for Textiles." In: Kirk-Othmer Encyclopediaof ChemicalTechnology. 3rd edition. New York, NY:John Wiley & Sons. 10:420-444 (1980). (5)NIOSH (National Institute for Occupational Safety and Health). National Occupational Exposure Survey (NOES) (1989). (6) NTP (National Toxicology Program). "Toxicology and carcinogenesis studies of tetrakis-{hydroxymethyl)phosphonium sulfate (THPS) and tetrakis(hydroxymethyjphosphonium chloride (THPC) (gavage studies)." National Toxicology Program, Research Triangle Park, NC 27709, Technical Report Series No. 296. U.S. Department ofHealth and Human Services. Public Health Service, National Institutes ofHealth (1987).

(7)Weil, E.D. "Flame Retardants (Phosphorus Compounds)." In:KIrk-Othmer EncyclopediaofChemicalTechnology.3rd edition. New york, NY: John Wiley & Sons. 10: 39-419 (1980).

e. Hydrazines

The Committee recommends hydrazines for ecological effects testing. The Committee's recommendation is based on concerns and uncertainties related to production, use, persistence. potential exposures and releases from production, processing and use, and the potential for causing ecological effects.

Annual production volumes of hydrazines exceed 10 million pounds. Occupational exposure estimates, available for 14 hydrazines, indicate that over 154,000 workers are potentially exposed to hydrazines at over 11,000 facilities involved in their production. formulation, and use. Uncertainties associated with occupational exposure
are unclear since there are no publiclyavailable exposure estimates for 21 hydrazines recommended for testing. OSHA occupational exposure standards exist for 4 hydrazines. Hydrazines are used as synthetic intermediates, fuels, and as additives orreagents in specialty applications, many ofwhich have the potential for occupational exposures or environmental releases. Uncertainties associated with the uses ofthe individual hydrazines are also unclear since use information is available for only 12 hydrazines. Uncertainties associated with environmental exposure
are unclear since only 4 ofthe hydrazines are on the TRI and there is very little publicly-available effluent monitoring data for.hydrazines. The Committee hopes that manufacturers. processors, and users will respond to the voluntary solicitation for use, exposure, and release data (described in Chapter I ofthis report) and that information submitted voluntarily will clarify uncertainties associated with use, exposures, and releases. The Committee recognizes that as a result of this recommendation, uncertainties related to exposure and release of hydrazines may be clarified after the Committee's review of the data obtained from the automatic 8(a) and 8(d) rules along with any othervoluntary 

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information submitted as a result ofthe request made in Chapter I ofthis report.

The Committee isrecommending hydrazines for ecological effects testing to identify commercially important hydrazines that are likely to cause adverse ecological effects. The Committee is aware that 5hydrazines have been tested for ecological effects; high to moderate toxicity was reported. The need for chemical fate and health effects testing ofhydrazines were not considered by the Committee and is not recommended at this time,because they want to have an opportunity to review all ofthe non-public chemical fate and health effects data as well as the ecological effects data submitted under TSCA section 8(d) and to meet with any interested groups before determining, which hydrazines should be tested. The Committee, however, is aware that'some hydrazines are carcinogenic, mutagenic, teratogenic, and acutely toxic to livers, lungs and other organs ofanimals. The Committee recognizes that hydrazine, methylhydrazine, 1,1-dimethylhydrazine and 1,2-diphenylhydrazine are listed on the 1990 Clean Air Act Amendments; any recommendations ofcomparative oral and inhalation pharmacokinetics, subchronic inhalation testing, etc. to facilitate EPA's Reference Concentration (RfC)Workgroup's ability to establish RfC values will occur after the Committee has reviewed the nonpublic health and safety studies thatwill be submitted under TSCA section 8(d). The Committee also recognizes that there are uncertainties related to the commercial production of methylhydrazine and 1,2- diphenylhydrazine; TSCA 8(a) submissions submitted in response to this Report will be used to evaluate production volumes of these chemicals. In addition, the Committee is aware that

some hydrazines may persist for weeks; however, few data are available. Submitted information is likely tobe considered by a number ofgovernment agencies including EPA, DOT,DOI, and State and local governments involved with assessing the impact ofchemical releases to the environment. The Committee makes non-CBI information available to the OECD and other international organizations to promote information exchange and to conserve chemical testing resources.

Summary ofrecommended studies. Testing recommendations for the hydrazines listed in the paragraph following Table 1 are summarized in Table 1. PhysicalandChemical Information The Committee has limited information on measured physical and 

### chemical properties forthe hydrazines listed in theparagraph following Table. 1: 7boiling points, 6log octanol/water partition coefficients, 17 melting points, 5pKa values, and 4 vapor pressures (Ref. 1,Aldrich 1988; Ref.4, Boublik et al. 1984; Ref. 5,Braun and Zirrolli 1983; Ref. 6,Daubert and Danner 1989; Ref. 12, Hansch and Leo 1985; Ref. 22, Perrin 1965; Ref.23, Raphaelian 1966; Ref. 25, 

### Schiessl 1980; Ref.33, Windholz etal. 1983). 

### Rationale forRecommendation A. ExposureInformationProduction/use/disposal/exposure/ release. The Committee believes that the hydrazines listed in the paragraph following Table I are commercially available, and that many are produced in substantial quantities. Actual production volumes are CBI.

Themajor use ofhydrazine, accounting for approximately 60percent ofits production, is as a synthetic intermediate. Hydrazines are used in water treatment, for theprotection of steel boilers, as rocket fuel, reducing agents, polymer blowing agents, as synthetic intermediates for dyestuffs, pharmaceuticals, antipyrine, and nitron (a stabilizer forexplosives), and as a non-staining high contrast photographic developer (Ref.24, Sax and Lewis 1987; Ref. 25, Schiessl 1980; Ref. 26, Schirmann 

### 1989; Ref. 33, Windholz et al. 1983). For several hydrazines, no publicly- available use information was located (CAS numbers 86-93-1, 109-27-3, 110- 21-4, 142-46-1, 563-41-7, 1937-19-5, 2231-57-4, 2582-30-1, 2760-98-7, 5329- 12-4, 6294-89-9, 6610-29-3, 7335-65-1, 7400-27-3, 10396-10-8, 13464-80-7, 20469-71-0, 32687-78-8, 33509-43-2, 63134-30-5 and 63467-74-3).



### B.Evidenceforexposure-Human exposure.The NOES conducted during 1981-1983 by NIOSH estimates that 59,675 workers were potentially exposed tohydrazine; 38,882 to 1-phenyl-3- pyrazolidinone; 26,304 to 1,2-dihydro-1- phenyl-5H-tetrazole-5-thione; 14,621 to hydrazine monohydrate; 2,815 to hydrazinecarboxamide monohydrochloride; 2,197 to 1,1- dimethylhydrazine; 2,120 to hydrazine dihydrochloride; 1,822 to carbonic dihydrazide; 1,494 to 4,4'-oxybisbenzenesulfonic acid dihydrazide; 1,473 to methylhydrazine; 977 to 1,2- diphenylhydrazine; 910to hydrazine sulfate (1:1); 645 to phenylhydrazine hydrochloride; and 212 to phenylhydrazine 

### (Ref. 19, NIOSH 1990). 

### The concentration ofhydrazine and 1,1- dimethylhydrazine in personal air samples at a propellant production facility was 0.22-1.6 ppm and 0.23-4.61 

### ppm, respectively (Ref.29, Stone 1978). C. Environmental exposure. According to the TRI, 356,172 pounds of hydrazine sulfate (2:1), 30,217 pounds of hydrazine, 4,333 pounds of1,1-. dimethylhydrazine, and 2,928 pounds of methylhydrazine were released to the environment in 1988 (Ref. 30, TRI 1990). Atmospheric emissions of hydrazine have been associated with the following industrial operations: finishing plants, wood products, inorganic pigments. industrial inorganic chemicals, pharmaceutical preparations, cyclic crudes and intermediates, agricultural chemicals, chemical preparations, fabricated metal parts, internal combustion engines, residential lighting fixtures manufacture, electronic components and accessories, semiconductors and related devices, guided missiles and space vehicles, and photographic equipment and supplies (Ref.21, Pacific Environmental Services, Inc. 1987). Similarly, atmospheric emission of 1,1-dimethylhydrazine have been associated with industrial organic chemicals, chemical preparations and petroleum refining (Ref. 21, Pacific Environmental Services, Inc. 1987).
I. ChemicalFate Information

Except for a search ofreadily available information relating to the persistence ofhydrazines in aquatic systems, the need for chemical fate testing of hydrazines was not considered by the Committee and is not recommended at this time. There is considerable uncertainty concerning the persistence ofsimple hydrazines (i.e., hydrazines and methyl substituted hydrazines) in aquatic systems; reported half-lives inwater range from less than 1 day to approximately 14 days (Ref.3, Banerjee et al. 1978; Ref. 5,Braun and Zirrolli 1983; Ref. 16, MacNaughton 1979; Ref. 20, Ou and Street 1987; Ref.27, Slonim and Gisclard 1976]. More highly substituted hydrazines, such as phenylhydrazine, appear to be resistent to degradation in water (Ref.15, Kondo et al. 1988; Ref. 17, Malaney 1960). The

Committee is aware that 1,2- diphenylhydrazine oxidizes rapidly in water to form azobenzene and that there

are no direct sampling methods for environmental samples (Ref. 2, ATSDR 1989). While these factors make it difficult to assess the importance of 1,2- diphenylhydrazine in the environment where continuous sources of 1,2- diphenylhydrazine are present, organisms will be exposed to a steady state concentration ofboth 1,2- diphenylhydrazine and azObenzene. 

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II.Health Effects Information

The Committee recognizes that the NIOSH criteria document for hydrazines identifies hydrazines as carcinogenic, mutagenic, teratogenic, and acutely toxic to the liver, lungs, and other organs ofanimals (Ref.18, NIOSH 1978]. The need for health effects testing of hydrazines was not considered by the Committee and is not recommended at this time.
Ill.Ecological Effects Information

Available acute aquatic toxicity data, for 5hydrazines (hydrazine, 1,1- dimethylhydrazine, methylhydrazine, and hydrazine monohydrate), indicate that each is highly toxic to at least one species offreshwater fish, invertebrates,

oralgae, and moderately toxic to other test species (LC50s range from 0.04 to 34.0 

### mg/L) (Ref.7, Fisher et al. 1978; Ref. 8, Fisher etal. 1980; Ref. 9, Fisher et al. 1980; Ref.11, Greenhouse.1977; Ref. 14, Hunt et al. 1981; Ref.28, Slonim 1977; Ref. 31, Velte 1984). Concentrations of 

### hydrazine, methylhydrazine, or 1,1- dimethylhydrazine in excess of10 mg/L

were teratogenic to embryos ofXenopus laevis (clawed toad) (Ref.10, Greenhouse 1976). Data further indicate that saltwater fish and invertebrates are equally sensitive to certain hydrazines (Ref. 13, Harrah 1977; Ref. 32, Wendler and Norris, 1985).

Hydrazines are recommended for ecological effects tests because they are produced in substantial quantities, there

are uncertainties related to environmental releases and subsequent exposures to aquatic organisms, there

are data indicating some hydrazines are highly toxic to aquatic organisms, and there are insufficient data to reasonably determine or predict ecological effects. References

(1)Aldrich. Catalog Handbookof Fine Chemicals.Milwaukee, WI:Aldrich Chemical Company. pp. 145,301, 608,642, 823,1021, 1158. 1203. 1211. 1328 (1988).

(2)ATSDR (Agency for Toxic Substances and Disease Registry). "Toxicological Profile for 1.2-Diphenylhydrazine." Public Comment Draft. U.S. Public Health Service. (1989).

(3)Baneree, S., Sikka, H.C., and Gray, R. "Environmental degradation of1,1- dimethylhydrazine." Proceedings ofthe Conference on Environmental Chemicals on Hydrazine Fuels. NTIS AD-054-194. Tyndall Air Force Base, FL (1978).

(4)Boublik, T., Fried, V., and Hala, E. "The Vapor Pressure ofPure Substances: Selected Values ofthe Temperature Dependence ofthe Vapor Pressures ofSome PureSubstances in the Normal and Low Temperature Region." Volume 17. Amsterdam, Netherlands: ElsevierSciencePublications. p.62, 944 (1984).

(5)Braun, B.A.,and Zirrolli.J.A. "Environmental Fate ofHydrazine Fuels In Aqueous and Soil Environments." ESL-TR82-45 (NTIS AD-A125- 813/6). Tyndall AFB, FL:Air Force Engineering Service Center (1983).

(6) Daubert, T.E., and Danner, R.P.Data Compilation Tables ofProperties ofPure Compounds. New York, NY: American Institute ofChemical Engineers (1989).

(7) Fisher,J.W., Harrah, C.B., Weaver, L.K.. and Wingo, W.I. "Acute and behavioral effects ofhydrazine on Lipomas macrochirus." U.S. NTIS AD-A057 072. Wright-Patterson Air Force Base. OH: Aerospace Medical Research Lab (1978).

(8) Fisher,I.W., Myers, D.S., and Meyers, M.L. "The effects ofselected hydrazines upon fish and invertebrates." Technical Report Aerospace Medical Research Lab. Government Reports Announcement Index 8014 (1980).

(9) Fisher,J.W., Harrah, C.V., and Berry, W.O. "Hydrazine: Acute toxicity to bluegills and sublethal effects on dorsal light response and aggression." Transactions of the American Fisheries Society. 109(3): 304-309 (1980).

(10) Greenhouse, G. "Evaluation ofthe teratogenic effects ofhydrazine, methyihydrazine, and dimethylhydrazine on embryos ofXenopus laevis, the South African clawed toad." Teratology.13:167-177 (1976).

(11) Greenhouse, G.A. "Toxicity ofnphenyl-alpha-naphthylamine and hydrazine to Xenopus laevis embryos and larvae." Bulletin of EnvironmentalContamination and Toxicology. 18(4): 503-511 (1977).

(12) Hansch, C., and Leo, A.J. Medchem Project. Issue 26. Claremont, CA: Pomona College (1985).

(13) Harrah, C.B. "Biological effects of aqueous hydrazine solutions." Proceedings of the Conference on Environmental Chemicals

on Hydrazine Fuels.Tyndall AFB,FL Civil Environmental Engineering Development Office. AirForce Technical Report CEEDOTR-78-14 (1977).

(14) Hunt,T.P., Fisher,J.W., Livingston, J.M., and Putnam, M.E. "Temperature effects

on hydrazine toxicity to bluegills." Bulletinof EnvironmentalContamination and Toxicology.27(5): 588-595 (1981).

(15) Kondo, M., Nishihara, T., Shimamoto, T., Koshikawa, T., lio,T., Sawamura, R., and Tanaka, K. "Biodegradation test ofchemicals by cultivation method." Eisei agaku. 34(2): 188-195 (1988).

(16) MacNaughton, M.G. "Environmental fate ofhydrazine." Preprints ofthe Annual Science Meeting ofthe Aerospace Medical Association. pp. 31-32 (1979).

(17) Malaney, G.W. "Oxidative abilities of aniline-acclimated activated sludge."journal ofthe WaterPollutionControlFederation. 32: 1300-1311 (1960).

(18) NIOSH (National Institute for Occupational Safety and Health). "Criteria for a recommended standard... occupational exposure to hydrazines." Department of Health, Education, and Welfare (NIOSH) Publ. No. 78-172. (1978)

(19) NIOSH (National Institute Ior Occupational Safety and Health). National Occupational Exposure Survey (NOES) (1990).

(20) Ou, L.T., and Street, I.). "Microbial enhancement ofhydrazine degradation in soil and water." Bulletinof Environmental Contamination and Toxicology.39: 541-548 (1987).

(21) Pacific Environmental Services, Inc. "Toxic AirPollutant/Source Crosswalk

- A Screening Tool for Locating Possible Sources Emitting Toxic AirPollutants." US EPA Technical Report EPA-450/4-87-023A. pp.2- 141.2-145 2-195 to 2-198, 2-201 to2-203 (1987).

(22) Perrin, D.D. Dissociation Constants of Organic Bases inAqueous Solution. London, Butterworths. pp.448 (1965).

(23) Raphaelian, L.A. "Hydrazine and Its Derivatives." In: Kirk-Othmer Encyclopedia ofChemical Technology.2nd edition. New York, NY: John Wiley &Sons. 11: 164-198 (1966).

(24] Sax, N.I.. and Lewis, R.J. Hawley's CondensedChemicalDictionary. 11th edition. New York, NY: Van Nostrand Reinhold Company. pp.40, 612, 864, 903, 905, 907 (1987).

(25) Schiessl. H.W.. "Hydrazine and Its Derivatives." In: Kirk-Othmer Encyclopedia ofChemicalTechnology.3rd edition. New York, NY: John Wiley &Sons. 12:734-771 (1980).

-

(26) Schirmann, J.P. "Hydrazine" In: Ullmann'sEncyclopediaof Industrial Chemistry.5th edition. Gerhartz, W., and Yamamoto. Y.S., eds. Deerfield Beach, FL: VCH Publishers. A13:177-191 (1989).

(27) Slonim, A.R., and Gisclard. J.B. "Hydrazine degradation in aquatic systems." Bulletin of EnvironmentalContaminationand Toxicology. 16(3): 301-309 (1976).

(28) Slonim, A.R. "Acute toxicity of selected hydrazines to the common guppy." WaterResearch.11(10): 889-895 (1977).

(29) Stone, D.A. "The Autoxidation of Hydrazine and Unsymmetrical Dimethylhydrazine." Proceedings ofthe Conference on the Environmental Chemistry ofHydrazine. CEEDO-TR-78-14 (NTSADA054 194). Tyndall AFB, FL: Civil Environmental Engineering Development Office. pp. 161-166 (1977).

(30)TRI (Toxics Release Inventory). Database retrieval. US EPA (1990).

(31) Velte, J.S. "Acute toxicity ofhydrazine hydrate to the fathead minnow (Pimephales promelas)and daphnid (Daphnia pulex)." Bulletin of EnvironmentalContamination and Toxicology. 33(5): 598-604 (1984).

(32) Wendler, B.W., and Norris, D.R. "Effects ofmonomethylhydrazine on selected species ofmarine diatoms." Bulletinof EnvironmentalContamination and Toxicology. 35(1): 98-105 (1985).

(33) Windholz, M.. Budavari, S.,.Blumetti, R.F., and Otterbein, E.S. The Merck Index. 10th edition. Rahway. NJ:Merck &Co., Inc. pp.250, 473, 691, 872,1051, 1214 (1983).

f.Oxiranes

The Committee recommends oxiranes for ecological effects testing. The Committee's recommendation is based

on concerns and uncertainties related to production, use, persistence, potential exposures and releases from production, processing and use, and the potential for causing ecological effects. Oxirane, 

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methyl oxirane and ethyl oxirane were designated for testing by the Committee in their 1st Report (Ref. 11, CEQ 1977); a number ofoxiranes (listed as glycidyl ethers) were either designated by the Committee in their 3rd Report (Ref.63, U.S. EPA 1978) or listed by EPA in their Advanced Notice ofProposed Rule Making for health effects testing (Ref. 65, U.S. EPA 1983). There is also one oxirane (glycidyl ether) that was not listed in the Committee's 3rd Report or by the EPA (GAS No. 6130-72-9, oxirane, 2,2,2-[1-propanyl-3- ylidenetris(4,1-phenyleneoxymethylene)j tetrakis). A brief examination ofTSCA 8(d) ecological effects test submissions received in response to the health effects testing recommendations for these previously-recommended oxiranes suggested that they contained insufficient data to alleviate the ecological effects testing recommendations made in this ITC Report. Since ecological effects testing

was not recommended for these previously-recommended oxiranes, they
are being recommended for ecological effects testing at this time.

Annual production volumes of the oxiranes exceed I billion pounds. Occupational exposure estimates, available for 21 oxiranes, indicate that

over 700,000 workers are potentially exposed to oxiranes at more than 26,000 facilities involved in their production, formulation and use (Ref. 43, NIOSH, 1989). Uncertainties associated with occupational exposure are unclear since there are no publicly-available exposure estimates for27 oxiranes recommended for testing. OSHA occupational exposure standards exist for 8 oxiranes. Oxiranes are used as synthetic intermediates, in epoxy resins, and in a wide range ofspecialty applications, most ofwhich have the potential for occupational exposures or environmental releases. Uncertainties associated with environmental exposure
are unclear since only 5 oxiranes are on the TRI and there are no quantitative publicly-available effluent monitoring data available for oxiranes. The Committee hopes that manufacturers, processors, and users will respond to the voluntary solicitation for use, -exposure/release data (described in Chapter 1 ofthis report) and that information submitted voluntarily will clarify uncertainties associated with use exposures and releases. The Committee recognizes that as a result ofthis recommendation, uncertainties related to exposure and release ofoxiranes may be clarified after the Committee's review ofthe data obtained from the automatic 8(a) and 8(d) rules along with any othervoluntary information submitted as a result of the request made inChapter I ofthis report.

The Committee is recommending oxiranes for ecological effects testing to identify commercially important oxiranes that are likely to cause adverse ecological effects. The Committee is

aware that some oxiranes have been tested for ecological effects; high to low toxicity was reported. The need for chemical fate or health effects testing of oxiranes was not considered by the Committee and is not recommended at this time, because they want to have an opportunity to review all ofthe nonpublic chemical fate and health effects data as well as the ecological effects data submitted under TSCA section 8(d) and to meet with any interested groups before determining which oxiranes should be tested.The Committee, however, is aware that some oxiranes

are carcinogenic, mutagenic, have reproductive, developmental, and neurological effects, and severely damage lungs, liver, and kidneys. Submitted information is likely to be considered by a number ofgovernment agencies including EPA, DOT, DOL and State and local governments involved with assessing the impact ofchemical releases to the environment. The Committee makes non-CBl information available to the OECD and other international organizations to promote information exchange and to conserve chemical testing resources.

Summary ofrecommendedstudies. Testing recommendations forthe 48 oxiranes listed in the paragraph following Table 1are summarized in Table 1. Physical andChemicalInformation The Committee has limited information on measured physical and chemical properties for oxiranes listed in the-paragraph following Table 1: 20 boiling points, 1 Henry's Law constant, 6 log octanol/water partition coefficients, 10 melting points, 16 vapor pressures, and 10 water solubilities (Ref. 2, Aldrich 1988; Ref. 3, Aldrich 1990; Ref. 4, Bogyo et al. 1980; Ref. 5, Boublik et al. 1984; Ref.12, Ciba-Geigy Corporation 1981; Ref. 13, Ciba-Geigy Corporation 1983; Ref. 14, Ciba-Geigy Corporation 1983; Ref. 20, Conway et al. 1983; Ref.22,

- Daubert and Danner 1989; Ref. 23, Dow Chemical Company 1978; Ref. 28, Dow Coming Corporation 1983; Ref. 33, E.I. DuPont de Nemours &Company 1983; Ref. 35, Hansch and Leo 1985; Ref. 36, Hine 1958;.Ref. 38, Lapkin 1965;Ref. 42, NIOSH 1978; Ref. 44, Osborn and Scott' 1980; Ref.45, Parker et al. 1978; Ref. 46, Resnick 1980; Ref. 47; Riesser 1979 Ref. 48, Sax and Lewis 1987; Ref. 49, Schultze 1965; Ref. 58, Sienel et al. 1987; Ref. 68, Windholz et al. 1983).
Rationale forRecommendation
A. ExposureInformationProduction/use/disposal/exposureI release.The Committeebelieves that the oxiranes listed in the paragraph following Table 1 are commercially available, and that many are produced in substantial quantities. In 1989, 2.282 billion kilograms of oxirane were produced at 13 facilities in the United States (Ref. 67, USITC 1990). Actual production volumes ofother oxiranes

are CBl.

Oxiranes are an important group of industrial chemical intermediates. In 1990, oxirane was used in the production ofethylene glycol, 59 percent; nonionic surfactants, 13 percent; ethanolamines, 8 percent; glycol ethers, 6 percent; diethylene glycol, 6 percent; triethylene glycol, 2 percent; and miscellaneous

uses (including polyethylene glycol production, urethane polyols production and exports), 6 percent (Ref.18, CMR 1990]. Other miscellaneous uses of oxirane include fumigant for spices, tobacco, furs, bedding, etc, a food and cosmetic sterilant, and in hospital sterilization (Ref.4, Bogyo et al. 1980; Ref. 10, Cawse et al. 198W, Ref. 37, Howard et al. 1990). In 1990,methyl oxirane was used in the production of urethane polyether polyols, 60 percent (75 percent flexible foams, 15 percent rigid foams, and 10 percent fornon-foam uses); propylene glycol, 20 percent; glycol ethers, 3 percent; miscellaneous

uses (including the production of industrial polyglycols, surfactants and isopropanolamines), 5 percent; and exports, 12 percent (Ref.19, CIR 1990a). Other oxiranes are used as intermediates and reactive diluents for epoxy resins, an intermediate for various polymers, stabilizers for chlorinated solvents, in the production ofglycerol, unmodified epoxy resins, elastomers, toprepare acyl fluorides, fluoroketones, and fluorinated heterocycles, as sources of difluorocarbene for the synthesis of

numerous cyclic and acyclic cnmpounds, and products such asglycidyl ethers, epichlorohydrin-polyamide resins, and alkyl glycerol ether sulfonate salts (Ref. 46, Resnick 1980; Ref. 58, Sienel et al. 1987). For several oxiranes, no publiclyavailable use information was located (CAS numbers 81-21-0, 106-86-5,406- 87-6, 106-92-3, 122-60-1, 163-77-9, 286- 20-4, 1686-14-2, 2386-87-0, 2425-79-8, .2426-08-8, 2451-62-9, 2461-15-6, 2530- 83-8, 3130-19-6 3388-03-2. 3388-04-3, 6130-72-9, 7320-37-8, 15338-82-0, 26447- 

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14-3, 26761-45-5, 61792-39-0, 62256-00-2 and 67860-05-3).

B. Evidenceforexposure-Human exposure.The NOES conducted during 1981-1983 by NIOSH estimates that 238,209 workers were potentially exposed to methyl oxirane; 193,907 to ethyl oxirane; 56,052 to trimethoxy[3- (oxiranylmethoxy)propy silane; 50,130 to oxirane; 45,741 to (butoxymethyl) oxirane; 35,614 to (chioromethyl) oxirane; 23,811 to 2,2-[(1- methylethylidene)bis-(4,1- phenyleneoxymethylene)]bis oxirane; 14.725 to 7-oxabicyclo[4.1.0]heptane-3- carboxylic acid, 7-oxabicyclo[4.1.0]hept3-ylmethyl ester; 11721 to [(2- ethylhexyl)oxy methyl] oxirane; 7,745 to trimethoxy[2-(7-oxabicyclo[4.1.0]hept-3- yl)ethyl] silane; 7,177 to (phenoxymethyl) oxirane; 4492 to [(methylphenoxy)methyl] oxirane; 4,260 to 7-oxabicyclo[4.1.0]heptane, 3- oxiranyl-; 3,167 to oxiranemethanol; 2,874 to 7-oxabicyclo[4.1.oheptane; 2,751 to 2,2-[(2,2-dimethyl-1,3- propanediyl)bis(oxymethylene)]bis oxirane; 1,856 to 2,2-[1,3-phenylenebis- (oxymethylene)]bis oxirane; 1,433 to [(2- methylphenoxy)methyl] oxirane; 458 to phenyl oxirane; 413 to [(2-. propenyloxy~methyl] oxirane; and 154 to [(1,1-dimethylethoxy)methyl] oxirane (Ref.43, NIOSH 1989). Although itsuse
as a sterilant is small, a high percentage ofworker exposure results from the use ofoxirane as a sterilant. OSHA estimates that the number ofworkers exposed to oxirane in various industries

are: 3,676 during production and synthesis, 62,370 directly (25,000 indirectly] in sterilization at health care facilities, 14,000 directly (116,900 indirectly) in sterilization ofmedical products, and 160 during spice sterilization (Ref.64, U.S. EPA 1983). In addition, some exposure survey results

were: hospital sterilization chamber operators

- 2.5 ppm TWA and medical products manufacturers 0.1-2 ppm 8hr TWA 

### (Ref.64, U.S. EPA 1983).

C. Environmental exposure. According to the TRI, 4,702,454 pounds ofoxirane, 4,200,883 pounds ofmethyl oxirane, 2,314pounds ofphenyl oxirane, 95,446 pounds ofethyl oxirane, and 474,052 pounds of (chloromethyl)oxirane
were released to the environment in 1988 (Ref.59, TRI 1990). Release to the environment is primarily associated with the production and use ofoxiranes

as chemical intermediates. Oxirane and methyl oxirane have been qualitatively detected in effluent from a chemical production facility in Brandenburg, KY in February, 1974, (chloromethyl)oxirane

was qualitatively detected in industry effluent in Louisville, KY, and phenyl 

### oxirane was found in effluent from the latex industry in Louisville, KY in March, 1974 and effluent from chemical production facilities in Collierville, TN, Louisville, KY and Memphis, TN in 1974 (Ref. 50, Shakelford and Keith 1976). 7- Oxa-bicyclo[4.1.0]heptane has been identified in 2of17 drinking water concentrates in the United States (Ref. 39, Lucas 1984). I.Chemical Fate Information

Except for a search of readily available information relating to the persistence of oxiranes in aquaticsystems, the need for chemical fate testing ofoxiranes wasnot considered by the Committee and is not recommended at this time.The search for persistence data revealed that for many ofthe lowmolecular weight oxiranes, hydrolysis half-lives range from4.4 days to 28 days, with an average of 14 days (Ref.40,Mabey and Mill 1978). Higher molecular weight oxiranes would be expected to have longer hydrolysis half-lives. II.Health Effects Information

Except for a search of a readily available information on oxiranes, which indicated that they may be carcinogenic, mutagenic, have reproductive, developmental, and neurological effects, and severely damage lungs, liver, and kidneys (Ref. 42,NIOSH 1978; Ref. 66,U.S. EPA, 1985), the need for health effects testingwas not considered by the Committee and is not recommended at this time.



## m. Ecological EffectsInformation

Available ecological effects data for 11 oxiranes indicate that acute aquatic toxicity LCso values range of 3.5 to 349 mg/L.These include: oxirane (Ref.60, Union Carbide Corporation 1983), methyl oxirane (Ref.21, Crews 1974; Ref. 51, Shell Oil Company 1982a; Ref.56, Shell Oil Company 1987), phenyl oxirane (Ref. 34, Geyer et al. 1985), (chloromethyl) oxirane (Ref.1, Alabaster 1969; Ref. 6, Bringmann & Kuhn 1977; Ref.7, Bringmann & Kuhn 1978;Ref.8, Bringmann & Kuhn 1980a; Ref. 9,Bringmann & Kuhn 1980b; Ref. 15, Ciba Geigy Corporation 1984; Ref. 24, Dow Chemical Company 1982; Ref.25, Dow Chemical Company 1987a; Ref.26, Dow Chemical Company 1987b; Ref.27, Dow Chemical Company 1987c; Ref.41, Mayes etal. 1983; Ref.b1,Shell Oil Company 1982a), trifluoro(trifluoromethyl)oxirane (Ref. 29, E.I. Dupont de Nemours & Company, Inc. 1982a; Ref. 30, E.I. Dupont de Nemours & Company, Inc. 1982b; Ref. 31, E.I. Dupont de Nemours & Company, Inc. 1982c; Ref.32, E.L. Dupont de Nemours & Company, Inc. 1982d;], 2,2-1,4- butanediylbis(oxymethylene) bisoxirane (Ref. 16, Ciba Geigy Corporation 1989a), (butoxymethyl) oxirane (Ref. 52, Shell Oil Company 1982c; Ref. 55, Shell Oil Company 1985; Ref. 59, Shell Oil Company 1990), (2-ethylhexyl) oxy methyloxirane (Ref.51, Shell Oil Company 1982a; Ref. 53, Shell Oil Company 1982d), trimethoxy[3- (oxiranylmethoxy)propyl]-silane (Ref. 61, Union Carbide Corporation 1988; Ref. 62, Union Carbide Corporation 1989), (methylphenoxy)methyl-oxirane (Ref.17, Ciba Geigy Corporation 1989b), and neodecanoic acid, oxiranylmethyl ester (Ref. 54, Shell Oil Company 1984).

Oxiranes are recommended for ecological effects tests because they are produced in substantial quantities, there

are uncertainties related to environmental releases and subsequent exposures to aquatic organisms, and there are insufficient data to reasonably determine orpredict ecological effects. References

(1)Alabaster, J.S. "Survival offish in 164 herbicides, insecticides, fungicides, wetting agents and miscellaneous substances." International PestControl.11(2): 29-35 (1969). (2)Aldrich. CatalogHandbookofFine Chemicals. Milwaukee, WI:Aldrich Chemical Company. p. 1362 (1988).

(3)Aldrich. Catalog HandbookofFine Chemicals.Milwaukee, WI:Aldrich Chemical Company. pp. 40, 226,245, 614, 674 (1990).

(4)Bogyo, D.A., Lande, S.S., Meylan, W.M., Howard, P.H., and Santodonato,

### J. "Investigation ofSelected Potential Environmental Contaminants: Epoxides." U.S.EPA-560/11-80-005. pp. 4, 5,70-90 (1980). (5)Boublik, T., Fried,V.,and Hala, E. "The Vapor Pressure ofPure Substances: Selected Values oftheTemperature Dependence ofthe Vapor Pressures ofSome Pure Substances in the Normal and Low Temperature Region." Volume 17. Amsterdam, Netherlands: ElsevierSciencePublications. p. 182 (1984). (6) Bringmann, G., and Kuhn R. "Results of the damaging effect ofwater pollutants on Daphnia magna*...Zeitschrift Wosser AbwasserForsch.10(5): 161-166 (1977).

(7)

Bringmann, G., and Kuhn R."Testing of substances for their toxicity threshold: Model organisms Microcystis (Diplocystis) aeruginosa and Scenedesmus quadricauda." Mitteilingen

- Internationale Vereinigung fuer Theoreitische und Angewandte Limnologie. 21:275-284 (1978).

(8)Bringmann, G.and Kuhn R. "Comparison ofthe toxicity thresholas of water pollutants to bacteria, algae, and protozoa in the cell multiplication Inhibition test." WaterResearch.14(3): 231-241 (1980a).

(9)Bringmann, G.,and Kuhn R. "Determination ofbiological damage from water pollutants to protozoa. Ill. Saprozoic Flagellates." ZeitschriftWasser Abwasser Forsch.13(5): 170-173 (1980b). 

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( (10) Cawse, J.N., Henry, J.P.. Swartzlander, M.W., and Wadia, P.H., "Ethylene Oxide." In: Kirk-OthmerEncyclopediaofChemical Technology.3rd edition. New York, NY: John Wiley and Sons. 9: 432-471 (1980).

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(12) Ciba-Giegy Corporation. [Letter including reports on 4-(diglyciylamino)phenyl glycidyl ether SCE study, nucleus anomaly test, point mutation assay, and mutagenicity evaluation]. TSCA 8e submission 8EHQ1281-0426. Washington, DC: OTS, US EPA (1981).

(13] Ciba-Giegy Corporation. "Material safety data sheet: Araldite RD-2." Hawthorne, NY: Ciba-Geigy Corporation (1983).

(14] Ciba-Giegy Corporation. "Material safety data sheet: Araldite DY 023." Hawthorne, NY: Ciba-Geigy Corporation (1983).

(15) Ciba Geigy Corporation. "Acute toxicity to rainbow trout,carp, catfish and bluegill ofTK 11263." TSCA ad submission 87-8213914, microfiche number OTS020635. Washington, DC: OTS, US EPA (1984). (1) Ciba Geigy Corporation. "Acute toxicity of 1,4-butanediol-diglycidylether to zebra fish." TSCA ad submission 86- 890000277, microfiche number OTS0519046. Washington, DC: OTS, US EPA (1989a).

(17) Ciba Geigy Corporation. "Eight health and safety studies." TSCA ad submission 86- 890000230, microfiche number OTS0516765. Washington, DC: OTS. US EPA (198gb). (18) CMR. "Propylene Oxide Chemical Profile." Chemical Marketing Reporter. January 8 (1990).

(19) CMR. "Ethylene Oxide Chemical Profile." Chemical Marketing Reporter. February 12 (1990a).

(20) Conway, R.A., Waggy, G.T, Spiegel, M.H., and Berglund, R.L. "Environmental Fate and Effects ofEthylene Oxide." EnvironmentalScienceandTechnology. 17: 107-112 (1983).

(21] Crews, R.C. "Effects ofpropylene oxide on selected species offishes." Technical Report AFATL-TR-74-183. Eglin AirForce Base, FL: Environics Office, Air Force Armament Lab (1974].

(22) Daubert, T.E., and Danner, R.P. Data Compilation Tables ofProperties of Pure Compounds. New York, NY: American Institute of Chemical Engineers (1989).

(23] Dow Chemical Company. "Product bulletin: Dow liquid epoxy resins." Midland, MI: Dow Chemical Company (1976).

(24) Dow Chemical Company. "The toxicity ofchemicals to the freshwater green alga, Selenastrumcapricornutum printz."TSCA 8d submission 86-890001154Sm microfiche number OTS0520294. Washington, DC: OTS, US EPA (1962).

(25) Dow Chemical Company. "Study to
assess the influence ofage on the response of fathead minnows in static acute toxicity tests." TSCA ad submission 86;-870002091. microfiche number OTS0517180. Washington, DC: OTS, US EPA (1987a). (26) Dow Chemical Company. "Fish toxicity studies." TSCA ad submission 86- 870002097, microfiche number OTS0517186. Washington, DC: OTS, US EPA (1987b).

(27] Dow Chemical Company. "Precision of daphnid (Daphnia magna Straus, 1820] static acute toxicity tests." TSCA ad submission 86- 870002072, microfiche number OTS0517161. Washington. DC: oTs, US EPA (1987c).

(28] Dow Coming Corporation. "Industrial hygiene survey [information claimed as CBI and gamma-glycidoxypropyltrimethoxysilane (Dow Corning] vapors during production at the [information claimed as CBI." TSCA 8d submission 87- 8220802, microfiche number OTS0215092. Washington, DC: OTS,US EPA (1983)

(29] E.I. Dupontde Nemours &Company, Inc. "96-Hour LCwo to bluegill sunfish." TSCA ad submission 87-8220387, microfiche number OTS0215034. Washington, DC: OTS, US EPA (1982a).

(30)E.I. Dupont de Nemours &Company, Inc. "Acute toxicity ofH-9588-03 to bluegill (Lepomismacrochirus)." TSCA ad submission 87-220389, microfiche number OTS0215034. Washington, DC: oTs, US EPA (1982b). /

(31) E.I. Dupont de Nemours &Company, Inc. "48-Hour LCao toDaphnia magna." TSCA 8d submission 87-8220388, microfiche number OTS0215034. Washington. DC: oTs, US EPA (1982c).

(32)E.I. Dupont de Nemours &Company, Inc. "48-Hour LC. toDaphnia magna." TSCA ad submission 87--8220390, microfiche number OTS0215034. Washington, DC: oS, US EPA (1982d).

(33] E.I. du Pont de Nemours &Company. "Toxicity and physiological activity of glycidyl methacrylate." TSCA ad submission 878211760. Washington. DC: OTs, US EPA (1983).

(34] Geyer, H., Scheunert, L, and Korte, F. "The effects oforganic environmental chemicals on the growth ofthe alga Scenedesmussubspicatus:A Ocontribution to environmental iology." Chemosphere.14(g): 1355-1369 (1985).

(35) Hansch, C., and Leo, A.J. Medchem Project.Issue 26. Claremont, CA:Pomona College. (1985).

(38) Hine, C.H., Kodama, J.K., Wellington, J.S., Dunlap, NIK., and Anderson. H.H. 'The toxicology ofglycidol and some glycidyl ethers." AMA Archives of Industrial Health. 14 250-264 (1958).

(37] Howard, P.H., Jarvis, W.F., Sage, G.W., Basu, D.K., Gray, D.A., Meylan, W.M., and Crosbie, E.K. Handbookof Environmental FateandExposureData forOrganic Chemicals.Large Production and Priority Pollutants. Chelsea, ML Lewis Publishers. 1: 335-341 (1989].

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(39) Lucas, S.V. "GC/MS Analysis of Organics in Drinking Water Concentrations and Advanced Waste Treatment Concentrates: Volume 1. Analysis Results for 17 Drinking Water, 16Advanced Waste Treatment and 3 Process Blank Concentrates." U.S.EPA-600/1-84-020A. (NTIS PB85-128221). Columbus. O: Columbus Labs, Health Effects Research Laboratory. p. 145 (1984). (40) Mabey, W., and Mill, T."Critical review ofhydrolysis oforganic compounds in water under environmental conditions." JournalofPhysicalandChemicalReference Data.7(2]: 383-415 (1978].

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(42 NIOSH (National Institute for Occupational Safety and Health). "Criteria for arecommended standard *** occupational exposure toglycidyl ethers." Washington, DC: DEHW, NIOSH (1978).

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(48) Sax. N.I., andLewis, R.J. Hawley's CondensedChemical Dictionary.1th edition. NewYork, NY: Van Nostrand Reinhold Company. pp. 186, 338, 569,898, 1006 (1987].

(49) Schultze, H.C. "Ethylene Oxide." In: Kirk-Othmer Encyclopediaof Chemical Technology.2nd Edition.New York, NY: John Wiley &Sons. 8 523-558 (1965).

(50) Shakelford, W.M., and Keith, LI. "Frequency oforganic compounds identified in water." US EPA-800/4-70-062. pp,117,129, 208, 214(1976).

(51) Shell Oil Company. "Determination of acute toxicity to fish ofshell chemicals." 1. TSCAad submission 87--8210129, microfiche number OTS0206200. Washington, DC: OTS, US EPA (1982a).

(52] Shell Oil Company. "N-butylglycidyl ether Acute toxicity to Salinogairdneyi, Daphnia magna,and Selenastrum capricornutum."TSCA ad submission87- 8210062, microfiche number OTS0206194. Washington. DC: 01S,USEPA (1982c).

(53) ShellOil Company. "The acute toxicity of2-ethyl hexyl glycidyl ether to rainbow trout (Salmogairdnerijand (Daphnia magno)."TSCA ad submission 87-8210063. microfiche number OTS0206194. Washington, DC: ors, US EPA (1982d. (54) Shell Oil Company, "Cardura E10: Acute toxicity to Salmogairdneri, Daphnia magna,andSelenastrumcapricornutum." TSCA ad submission 87-8214197, microfiche number OTS02064-8s. Washington, DC: OTS US EPA (1984). 

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(55) ShellOil Company. "Toxicity tests with Daphniamagna: Acute toxicity ofeight test materials to anewly-introduced strain of Daphniamagnain reconstituted fresh water." TSCA 8d submission 87-8214957, microfiche number OTS0206734. Washington, DC. orS, US EPA (1985).

(56)Shell Oil Company. "Propylene oxide: Acute toxicity and n-octanol/water partition coefficient." TSCA 8d submission 86- 870001657, microfiche numberOTS0515735. Washginton, DC: OTS, US EPA (1987).

(57)Shell Oil Company. "Letter from Shell Oil Company to US EPA regarding the submission ofmultiple 8d studies (30 studies enclosed)." TSCA 8dsubmission 86- 900000447, microfiche numberOTS0526023. Washington. DC: OTS, US EPA (1990).

(58) Sienel, G., Rieth, R.,and Rowbottom, K.T. "Epoxides" In: Ullmann'sEncyclopedia ofIndustrialChemistry.5thEdition. " Gerhartz, W., and Yamamoto. Y.S., eds. Deerfield Beach, FL VCH Publishers. Ag: 531-545(1987).

(59) TRI (ToxicsRelease Inventory). Database retrieval 4/11/90 (1990).

(60)Union Carbide Corporation. "Environmental fate and effects ofethylene oxide." TSCA 8d submission 87-8212058, microfiche number 0T50206060.Washington. DC: OTS, US EPA (1983). (61)Union Carbide Corporation. "Additional ecological fate and effects data." TSCA 8d submission 8-880000352, microfiche numberOTS0516502. Washington. DC: OTS. US EPA (1988). (62) Union Carbide Corporation. "Ecological fate and effects testing ofUCC products and wastewaters during 198&" TSCA 8d submission 86-890001415S, microfiche numberOTS0521031. Washington, DC: oTs, USEPA (1980). (63)U.S. EPA. "Third Report ofthe TSCA Interagency Testing Committee to the Administrator, Environmental Protection Agency." FederalRegister. 43:50630-50635 (1978).

(64) U.S.EPA. "Occupational Exposure to Ethylene Oxide." Federal Register. 48: 17284- 17319 (1983).

(65) U.S. EPA. "Toxic Substances; Glycidol and its derivatives; response to the Interagency Testing Committee." Federal Register. 48:57562-57571. (1983).

(66) U.S. EPA. "Health assessment document for ethylene oxide, final report." U.S.Environmental Protection Agency, Report No. EPA/600/8-84/009F. NTIS No. PB8.-102597. (1985].

(67) USITC (US International Trade Commission). Synthetic Organic Chemicals. U.S.Production and Sales 1989.Washington, DC:US Government Printing Office. Publication No.2338. pp. 15-8 15-31 (1990).

(68) Wlndholz,M.,Budavari. S, Blumetti, R.F.,and Otterbein. E.S.The Merck Index. 10th edition. Rahwey, NJ:Merck & Co., Inc. pp.550, 645,1131 (1963).

g. Alkoxysilanes

The Committee recommends alkoxysilanes for ecological effects testing. The Committee's recommendation is based on concerns and uncertainties relathd to production, use,persistence, potential exposures and releases fromproduction, processing and use, and the potential for causing ecological effects.

Annual production volumes of the alkoxysilanes exceed 10 million pounds. Occupational exposure estimates, available for 14 alkoxysilanes, indicate that 500,000 workers are potentially exposed to alkoxysilanes at almost 30,000 facilities involved in their production, formulation, and use (Ref.5. NIOSH, 1989). Uncertainties associated withoccupational exposure are unclear since there are no publicly-available exposure estimates for 25 alkoxysilanes recommended fortesting. OSHA occupational exposure standards exist for only one ofthe alkoxysilanes. Alkoxysilanes are used as synthetic reagents, in polymers, and in many specialty applications, many ofwhich have the potential for occupational exposures or environmental releases. Uncertainties associated with the uses ofthe individual alkoxysilanes are also unclear since use information is available for only 13 alkoxysilanes. Uncertainties associated with environmental exposure are unclear since none of the alkoxysilanes are on the TRI and there are no publiclyavailable effluent monitoring data.

The Committee hopes that manufacturers, processors, and users will respond to the voluntary solicitation for use, exposure, and release data (described in Chapter 1of thisreport) and that information submitted voluntarily will clarify uncertainties associated with use, exposures, and releases. The Committee recognizes that

as a result ofthis recommendation, uncertainties related to exposure and release ofalkoxysilanes may be clarified after the Committee's review of the data obtained from the automatic 8(a) and 8(d) rules along with any other voluntary information submitted as a result ofthe request made in Chapter 1 ofthisreport.

The Committee is recommending alkoxysilanes for ecological effects to identify commercially important alkoxysilanes that are likely to cause adverse ecological effects. The Committee is aware that one alkoxysilane has been tested for ecological effects; moderate toxicity was reported. The need for chemical fate and health effects testing ofalkoxysilanes

was not considered by the Committee and is not recommended at this time, because they want to have an opportunity to review all ofthe nonpublic chemical fate and health effects data as well as well as the ecological effects data submitted under TSCA section 8(d) and to meet with any interested groups before determining which alkoxysilanes should be tested. Submitted information is likely to be considered by a number ofgovernment agencies including EPA, DOT, DOI, and State and local governments involved with assessing the impact ofchemical releases to the environment The Committee makes non-CBI information available to the OECD and other international organizations to promote information exchange and to conserve chemical testing resources.

Summaryofrecommendedstudies. Testing recommendations forthe 37 alkoxysilanes listed in the paragraph following Table 1 are summarized in Table 1. Two alkoxysilanes that also have an oxirane substructure are listed' in the paragraph following Table 1. They

are only listed with the oxiranes (numbers90 and 94) to avoid duplicate listing. One alkoxysilane (number 120) also has a methyl ethylene glycol substructure; it is also only listed with the alkoxysilanes to avoid duplicate listing. PhysicalandChemicalInformation

The Committee has limited information on measured physical/ chemical properties forthe alkoxysilanes listed in the paragraph following Table 1:9 boiling points,4 melting points, and 2 vapor pressures (Ref.1. Arkles 1982;Ref. 3, Boublik et al. 1984; Ref. 6, Ohe 1976). Some alkoxysilanes, particularly the lower molecular weight compounds (i.e., tetraethoxysilane (CAS No.78-10-4) and tetramethoxysilane (CAS No. 681- 84-5)) are expected to be susceptible to chemical hydrolysis whereas more highly branched alkoxysilanes are not (Ref.1, Arkles 1982). Furthermore, the order ofreactivity is expected to be: R3SiOR < R2Si(OR)2 < RSi(OR)3 < Si(OR)4 (Ref.2, Baant and Chvalovsk 1965).
Rationale forRecommendation
A. ExposureInformationProduction/use/disposal/exposure/ release. The Committee believes that the alkoxysilanes listed in the paragraph following Table I are commercially available, and that many are produced in substantial quantities. Actual production volumes are CBI.

Alkoxysilanes are used in binders In foundry-mold sands for thin-shell castings, in binders for refractories, as resins, in coatings, in the preparation of specialty glasses for fiber optics and solar materials as well as lowheat glasses, in the preparation of abrasionresistant coatings for plastics and dielectric coatings for high temperature 

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### Federal Register / Vol. 56, No. 160 / Monday, August 19, 1991 

## / Notices

electronic components, in the production ofwater repellents for protective and consolidating coatings for masonry and other applications, as cross linking agents, in coatings for liquid chromatography, and in thermal exchange applications such as solar panels (Ref.1, Arkles 1982). For several alkoxysilanes, no publicly-available use information was located (CAS numbers 78-08-0, 919-30-2, 919-31-3, 1067-53-4, 1067-66-9, 1760-24-3, 2530-83-8, 2530- 85-0, 2530-87-2, 2768-02-7, 3179-76-8, 3388-04-3,4130-08-9,4420-74-0,5089- 76-9, 6843-66-9, 3170-23-5, 13822-56-5, 17945-05-0, 18395-30-7. 18765-32-7, 23779-32-0, 26115-70-8, 29043-70-7, 33401- 49-9, 35141-30-1, 40372-72-3 and 42965-91-3).

B.Evidenceforexposure-Human exposure.The NOES conducted during 1981-1983 by NIOSH estimates that 5,270 workers were potentially exposed to ethenyltriethoxysilane; 1,298 to tetraethoxysilane; 19,175 to bis(1,1- dimethylethoxy)silyleneacetate (CAS No. 13170-23-5); 6,506 to phenyltriethoxysilane; 25,344 to 3- (triethoxysilyl)-l-propanamine (CAS No. 919-30-2): 3,358 to 6-ethenyl-6-(2- methoxyethoxy)-2,5,7,10-tetraoxa-6- silaundecane; 30,328 to methyltrimethoxysilane; 29,372 to N-(3- (trimethoxysilyl)propyl)-1,2- ethanediamine (CASNo. 1760-24-3); 3,474 to methyltriethoxysilane; 27,494 to methacryloxypropyltrimethoxysilane (CAS No. 2530-85-0); 7,744 to 3,4- epoxycyclohexylethyltrimethoxysilane (CAS No. 3388-04-3); 59,282 to methyltriacetoxysilane; 81 to 3- (trimethoxysilyl)-l-propanethiol (CAS No. 4420-74-0); and 8,172 to ethyltriacetoxysilane (Ref.5, NIOSH 1989).

C. Environmental exposure. Information was not readily available.
I. Chemical Fate Information

The need for chemical fate testing of alkoxysilanes was not considered by the Committee and is not recommended at this time.
II.Health Effects Information

The need for health effects testing of alkoxysilanes was not considered by the Committee and is not recommended at this time.
il. Ecological Effects Information

Available aquatic toxicity data for

one alkoxysilane (ethenylsilanetriol triacetate) 

### (Ref.4, Dow Coming Corp., 1986) indicate that it is moderately toxic to some aquatic organisms (LCs0. = 23 to <100 mg/L).

Alkoxysilanes are recommended for ecological effects tests because they are 

### produced in substantial quantities, there

are uncertainties related to environmental releases and subsequent exposures to aquatic organisms, and there are insufficient data to reasonably determine orpredict ecological effects. References

(1)Arkles, B."Silicon Compounds Ethers and Esters)." In: Kirk-Othmer Encyclopedia ofChemicalTechnology.3rd edition. New York, NY: John Wiley &Sons. 20:912-921 (198Z).



### (2) Baant, V., andChvalovsk, V.(eds.) Organosilicon Compounds. 1.Chemistry of Organosilicon Compounds. Prague: Publishing House ofthe Czechoslovak Academy ofSciences. pp. 40-75 (1965).

(3)Boublik, T,Fried,V,and Hala, E."The Vapor Pressure ofPure Substances: Selected Values oftheTemperature Dependence ofthe Vapor Pressures ofSome Pure Substances in the Normal and Low Temperature Region." Volume 17.Amsterdam, Netherlands: ElsevierSciencePublications. 

### pp. 691 (1984). (4)Dow Corning Corporation. "Acute static toxicity of Dow Corning Z-46075 silane to daphnia,bluegill, rainbow trout and two species ofalgae." TSCA FYI submission, FYI-OTS-0286-0469, microfiche number OTS0000469-0. Washington, DC: OTS, US EPA (1986).

(5)NIOSH (National Institute for Occupational Safety and Health). National Occupational Exposure Survey (NOES) (1990).

(6) Ohe,S. Computer Aided Dataigook of Vapor Pressure. Tokyo,Japan: Data Book Publishing Co.pp. 1291 (1976).



### h.Aldehyde hydrates

Summaryofrecommendedstudies. 

### Testing recommendations for the two aldehyde hydrates listed in the paragraph following Table 1are summarized in Table 1.
Rationale forRecommendation
In the 27th Report, the aldehydes were 

### recommended for ecological effects testing.The Committee recognizes that certain aldehydes (i.e., ethanedial and trichloroacetaldehyde) react with water 

### to form hydrates that these aldehydes

are commercially important and that they should be tested for aquatic 

### toxicity. For thisreason, and for those enumerated in the recommendation of aldehydes in the 27th Report, the Committee is recommending aldehyde hydrates for ecological effects testing. 

### I.Chemical FateInformation

The need for chemical fate testing of aldehyde hydrates was not considered by the Committee and is not recommended at this time. II. HealthEffects Information

The need forhealth effects testing of aldehyde hydrates wasnot considered by the Committee and is not recommended at this time.
III. Ecological Effects information

The Committee recommends ecological effects testing because there

are insufficient data to reasonably determine orpredict ecological effects.

1.

Propylene Glycol Ethers and Esters.
The Committee isrecommending propylene glycol ethers and esters for developmental and reproductive toxicity testing, because these chemicals are being manufactured and used to replace the ethylene glycol ethers and esters that do cause adverse reproductive and developmental effects. The Committee's recommendation is based on concerns and uncertainties related to production, use, persistence, potential exposures and releases from production, processing and use, and the potential for causing adverse health effects.

The Committee recognizes thatglycol ethers are listed on the 1990 Clean Air ActAmendments: any inhalation testing recommendations to facilitate EPA's Reference Concentration (RfC) Workgroup's ability to establish RfC values will occur after the Committee has reviewed the non-public health and safety studies that will be submitted 

### under TSCA section 8(d). The Committee also recognizes that the potential ability ofpropylene glycol ethers and esters to adversely affect reproductive systems may not be limited to mammals; any recommendations for fish partial or complete life cycle tests also will occur after the Committee has 

### reviewed the non-public health and safety studies for thepropylene glycol ethers and esters. The Committee recognizes that one propylene glycol 

### ether, propanol,[(1-methyl.1,2- ethanediyl)bis(oxy)]bis (CAS 24800-44- 

### 0) is among the 53 chemicals in the Organization for Economic Cooperation 

### and Development's (OECD) Screening Information Data Sets (SIDS) phase one voluntary testing program. Submission ofreliable data or data development through the voluntary OECD SIDS program could change the Committee's testing recommendations for this propylene glycol ether. The Committee recognizes that NTPmay test 1- 

### methoxy-2-propanol and 1-(1,1- dimethylethoxy)-2-propanol (CAS numbers 107-98-2 and 57018-52-7) and 

### that oxybispropanol (CAS number 25265-71-8) is being tested in prechronic toxicity studies' The Committee continues to work with the NTP to 

### manage complimentary chemical testing programs. 

### Federal Reeister / Vol. 56, No. 160 / Monday, August 19, 1991 / Notices 412 R

### Federal Register / Vol. 56, No. 160 / Monday, August 19, 1991 / Notices

Annualproduction volumes of the propylene glycol ethers and esters exceed 3billion pounds. OSHA occupational exposure estimates. available for 13 propylene glycol ethers and esters, indicate that 3million workers are potentially exposed to propylene glycol ethers and esters at
more than 160,000 facilities involved in their production, formulation and use (Ref.23, NIOSH, 1990). Uncertainties associated with occupational exposure are unclear since there are nopubliclyavailable exposure estimates for 25 propylene glycol ethers and esters recommended for testing.Occupational exposure standards exist for one ofthe propylene glycol ethers and esters. Propylene glycol ethers and esters are used as solvents in numerous applications including solvents forfats, oils,waxes, acrylics, dyes,inks, and stains, in antifreeze solutions, coolants in refrigeration systems, plasticizers,- hydraulic fluids, cutting oils,industrial soaps, surfactants, and deicing fluids used at airports, all ofwhich have the potential for occupational exposures or environmental releases. Uncertainties associated with environmental exposure exist,none of the propylene glycol ethers and esters are on the TRI and there are few quantitative publiclyavailablemonitoring data available for propylene glycol ethers and esters. The Committee hopes that manufacturers, processors, and users will respond to the voluntary solicitation foruse, exposure, -andrelease data (described in Chapter 1ofthis report) and that information submitted voluntarily will clarify uncertainties associated with use, exposures, and releases. The Committee recognizes that as a result of this recommendation, the uncertainties related to exposure and release of propylene glycol ethers and esters may be clarified after the Committee's review ofthe data obtained from the automatic 8(a) and 8[d)rules along with any other voluntaryinformation submitted as a result of the request made in Chapter 1ofthis report.

The Commiitee is recommending propylene glycol ethers and esters for health effects testing to identify commercially important propylene glycol ethers and esters that are likely to
cause adverse health effects. The need for chemical fate or ecological effects testingwas not considered by and is not recommended fortesting by the Committee at this time. because Committee Members want to have an * opportunity to review all ofthe nonpublic chemical fate and ecological effects data as well as the health effects data submitted under TSCA section 8(d) and to meet with any interested groups before determining which propylene glycol ethers and esters.should be tested.Submitted information is likely to be considered by a number of government agenciesincluding CPSC, EPA, NIOSH, OSHA, and State and local governments involved with assessing the impact ofchemical releases tothe environment. The Committee makes non-CBI Information available to the OECD and other international organizations to promote information exchange and to conserve chemical testingresources.

Summary of Recommendedstudies. Testing recommendations for the 38 propylene glycol ethers andesters listed in the paragraph following Table 1are summarized in Table 1. PhysicalandChemicalInformation

The Committee has limited information on measured physical chemical properties for the propylene glycol ethers and esters listed in the paragraph following Table 1: 7boiling points, 1Henry's Law.constant, 2 log octanol/water partition coefficients, 4 melting points, 5vapor pressures, and 3 water solubilities (Ref. 1,Aldrich 1990; Ref. 2,Brown etal. 1980; Ref.3,Butz et al. 1982;Ref.7,Daubert and Danner 1989;Ref.8, Dow Chemical Company 1981;Ref. 14,Hansch and Leo 1985; Ref. 24, Sax andLewis 1987). Rationale forRecommendation A.ExposureInformationProduction/useldisposal/exposure/ release. The Committee believes that the propylene glycol ethers and esters listed in the paragraph following Table I
are commercially available, and that many are produced insubstantial quantities. Forexample, 1,2-propanediol and oxybis-propanol have current annual domestic production capacities of935 millionpounds and 98 million pounds, respectively (Ref.25, SRI 1990). In 1989, five U.S. facilities produced 805,121,200 pounds of 1,2-propanediol and six facilities produced 1,868,992 pounds ofoctadecanoic acid monoester with 1,2-propanediol (Ref.27, USITC 1990). In 1977, many of the chemicals
were produced in quantities between 200,000 and 1,180,220,000 lbs peryear (Ref27, TSCAPP 1991). Ethoxy-l(or 2)- propanol acetate. 1(or 2)-2- methoxymethylethoxy propanol acetate, 2-(1-methyl-ethoxy)-1-propanol acetate, 1-ethoxy-2-propanol and-1,2-propanediol

mono isopropyl ether do not appear in the TSCA inventory; however, the Committee has reason to believe that they are commercially produced in significant quantities (Ref.4, Chemical Industry Notes 1991). Actual production volumes of the remaining propylene glycol ethers and esters are CBI.

Propylene glycol ethers and esters are used in a wide variety ofindustrial applications. These include their use as solvents (forfats, oils, waxes, resins, gums, cellulose acetate, acrylics, dyes, inks, stains, andin organic synthesis), in antifreeze solutions, and as reagents in synthetic processes, antioxidants, hydroscopic agents, bactericide, coolants in refrigeration systems, plasticizers, hydraulic fluids, textiles, dyes, lubricants, cutting oils, industrial soaps, surfactants, and deicing fluids used at airports. They also find use as solvents for flavoring extracts, perfumes, colors, and soft-drink syrup3, and in foods as wetting agents, humectants, emulsifiers, feed additives, anticaking agents, preservatives and thickeners and they are used in cleansing creams, sun tan lotions, and

- lipsticks (Ref.2, Brown et al. 1980; Ref. 3,

Butz et al. 1982; Ref. 5, CMR 1990; Ref. 6, CMR 1990; Ref. 17, Isacoff 1979; Ref. 16, Jones 1978; Ref. 20,Kirk and Dempsey 1982; Ref. 22, LuckandLipinski 1988; Ref. 24,.Sax and-Lewis 1987; Ref. 29, Windholz et al. 1983). For several propylene glycol ethers and esters,no publicly-available use information was located (CASnumbers 105-62-4,108-65- 6, 116--37-0, 923-26-2, 20324-32-7, 23436- 19-3, 24800-44-0, 25498-49-1, 25584-83- 2, 27813-02-1, 41395-83-9, 42978-66-5, 52305-09-8, 68171-38-0, 98516-30-4, and 88917-22-0)

B.Evidence for exposure-Human exposure.The NOES conducted during 1981-1983 by NIOSH estimates that 1,748,454 workers were potentially exposed to 1,2-propanediol; 303,895 to 2- propanol-1-methoxy acetate; 302,945 to 1-methoxy-2-propanol; 218,354 to oxybispropano; 130,409 to 2-(2- methoxymethylethoxy)methylethoxy propanol; 74,637 to (1-methyl-1,2- ethanediyl)bis(oxy) bis-propanol; 73,203 to propanol oxybis-dibenzoate; 61,597 to 2-methyl-2-propenoic acid monoester with 1,2-propanediol; 13,646 to octadecanoic acid monoester with 1,2- propanediol; 8,352 to 1-(2- methylpropoxy)-2-propanol; 5.575 to 1- (2-butoxyethoxy)-2-propanol*5,167 to 1- (2-methoxy-1.methylethoxy)-2-propanol; * 4,307 to nonanoic acid 1-methyl-1,2- ethanediyl ester 3,110 to 1-propoxy-2- propanol; 2,961 to 1,1'-oxybis-2- propanol; 883 to (1-methyl-1,2- ethanediyl)bisoxy(methyl-2,1- ethanediyl) ester,and 51 to 2-propenoic acid monoester with 1,2-propanediol (Ref. 23, NIOSH 1990).

Evidence for exposure ofthe general population is.found ina study in which 1-methyl-I 2-ethanediyl bis(oxy)bis

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### Federal Register / Vol. 56, No. 160 / Monday, August 19, 1991 / Notices

propanol was qualitatively identified in

one ofeight personal air samples taken in New Jersey and North Carolina, 1980 (Ref. 28, Wallace et al. 1984). 2-(2- Methoxymethylethoxy)- methylethoxy propanol, oxybis-propanol, 1-methyl-1,2- ethanediyl bis(oxy)bis-propanol, 1-(2- methoxy-l-methylethoxy)-2-propanol 1- propoxy-2-propanol, 1.1'-oxybis-2- propanol and 1-methoxy-2-propanol have been qualitatively detected in U.S. drinking water supplies (Ref.21, Lucas 1984).

C. Environmentalexposure.1,1'- Oxybis-2-propanol was qualitatively identified in groundwater samples obtained near a municipal solid waste landfill 1972-73 (Ref.10, Dunlap et al. 1976; Ref. 111 Dunlap et al. 1976).
1.Chemical Fate Information

The need for chemical fate testing was not considered by the Committee and is not recommended at this time.
II. Health Effects InformatioD

Inhalation teratology studies with rats and rabbits exposed to maximum concentrations of3000 ppm 1-methoxy2-propanol caused fetotoxicity in highdose rats (increased incidence of delayed sternebral ossification), and no evidence ofteratogenicity in either species (Ref.9i Dow Chemical Company 1989). An inhalation reproduction study with rats produced no testicular effects in males exposed to maximum concentrations of600 ppm 1-methoxy-2- propanol for 10 days and no reproductive or developmental effects in pregnant rats exposed to the same concentrations ongestation days 6 through 17 (Ref. 16, Imperial Chemical Industries 1989).

Oral exposure ofpregnant mice on gestation days 8 through 12 to 10,000 mg/kg/day of 1,2-propanediol caused no reproductive or developmental effects (Ref.19, Kavlock et al. 1987). Exposure to 1.2-propanediol at levels up to 5 percent in the drinking water produced

no adverse effects on fertility and reproduction inadult or second generation male or female CD-1 mice (Ref.13, Gulati et al. 1985). In a one dose (250 mg/kg/day by gavage) rat teratology screening study of2- oropenoic acid-(1-methyl-1,2- ethanediyl)bisoxy(methyl-2,1- ethanediyl), no maternal toxicity, or any effects on reproduction or development

were reported (Ref.15, Hazleton

- Laboratories 1987). Dermal application ofup to 100 mg/kg/day of 1-butoxy-2- propanol to pregnant rabbits on gestation days 7 through 18 produced no maternal effects,.embryo- or fetotoxicity (Ref. 12, Gibson et al. 1909). 

### No relevant data have been located forthe following propylene glycol ethers and esters: 1-methyl-1,2-ethanediyl bis(oxy)bis-propanol; oxybis-propanol; 2-(2- 

### methoxymethylethoxy)methylethoxy propanol; 2-propenoic acid monoester with 1,2-propanediol; propanol oxybisdibenzoate; dodecanoic acid monoester with 1,2-propanediol; 2-methyl-2- propenoic acid monoester with 1,2- propanediol; methoxy-1-propanol; 1,2- propanediol mono isopropyl ether; 1-(2- butoxy-l-methylethoxy)-2-propanol; 1- ethoxy-2-propanol; tetrapropenylbutanedioic acid monoester with 1;2-propanediol; 1-(1- methyl- ethoxy)-2-propanol acetate; 1- (1,1-dimethylethoxy)-2-propanol; propanol, 1(or 2)-2-methoxymethylethoxy acetate and ethoxy-l(or 2)- 

### propanol acetate.

Propylene glycol ethers and esters are 

### recommended forhealth effects testing because they are produced in substantial quantities, there are 

### uncertainties related to environmental releases and subsequent exposures to humans, there are data indicating some glycol ethers and esters produce reproductive and developmental effects and there are insufficient data to reasonably determine orpredict the health effects ofthepropylene glycol ethers and esters. The Committee recommends developmental toxicity and reproductive effects testing ofpropylene glycol ethers and esters forwhich there
are no adequate data; these are listed in the paragraph following Table 1.In addition, both developmental toxicity and reproductive effects testingis recommended for 2-propenoic acid-(1- methyl-1,2-ethanediyl)bisoxy(methyl-2,1- ethanediyl) and 1-butoxy-2-propanol because existing data are inadequate. The Committee recognizes there are adequate existing developmental toxicity data for 1-methoxy-2-propanol, but recommends reproductive effects testing. The Committee recognizes there

are adequate existing developmental toxicity and reproductive effects data on mice for 1,2-propanediol, but recommends developmental testing in a second mammalian species.
III. Ecological Effects Information

The need for ecological effects testing

was not considered by the Committee and is not recommended at this time, References

(1)Aldrich. Catalog Handbookof Fine ;Chemicals.Milwaukee, WI: Aldrich Chemical Company. pp. 1108, 1314 (1990).

(2) Brown, E.S., Hauser, C.F..Ream, B.C.. and Berthold, R.V. "Glycols (Ethylene and Propylene" In: Kirk-Othmer Encyclopediaof ChemicalTechnology.3rd Edition. New York. NY: John Wiley &Sons.11: 933-956 1980).

(3)

Butz R.G., Atallah, Y.H., Yu, C.C., and Calo,, C.J. "Environmental Safety Assessment ofDipropylene Glycol Dibenzoate." EnvironmentalToxicologyandChemistry.1: 337-346 (1982).

(4)Chemical Industry Notes. Online database. Online 3/13/91 (1991).

(5)CMR. "Dipropylene Glycol Chemical Profile." Chemical MarketingReporter. January 15 (1990).

(6)CMR. "Propylene Glycol Chemical Profile." Chemical MarketingReporter. January 1 (1990).

(7)Daubert, T.E., and Danner, R.P. Data Compilation Tables ofProperties ofPure Compounds. New York, NY: American Institute ofChemical Engineers (1989).

(8)DowChemical Company. The Glycol EthersHandbook. Midland, MI: Dow Chemical Company (1981).

(9)Dow Chemical Company. "Propylene glycol monomethyl ether: Inhalation teratology study in rats andrabbits." TSCA 8d submission 88-890000698, microfiche number OTS0521204. Washington, DC: OTS, US EPA (1989).

(10) Dunlap,W.J., Shew,D.C., Scalf,M.R., Cosby, R.L., and Robertson, J.M. "Isolation and Identification ofOrganic Contaminants in Ground Water." In: Identificationand Analysis of OrganicPollutantsin Water. Chapter 27. pp. 453-77 (1976).

(11) DunlapW.J., Shew, D.C., Robertson, J.M., and Toussaint, C.R. "Organic Pollutants Contributed toGroundwater by a Landfill." EPA/600/9-76/004. Washington, DC: US EPA. pp. 96-110 (1976).

(12) Gibson, W.B., Nolen, G.A., and Christian, M.S. "Determination ofthe developmental toxicity potential of butoxypropanol in rabbits after topical administration." Fundamental and Applied Toxicology.13(2): 359-365 (1989).

(13) Gulati, D.K., Barnes,L.H., and Welch, M. "Propylene glycol: Reproduction and fertility assessment in CD-i mice when administered in drinking water (Revised September 1985)." Prepared by Environmental Health Research and Testing, Inc. NTPTechnical Report #85-321:316 (1985).

(14) Hansch,C.,and Leo, A.J. Medchem Project.Issue 26. Claremont,CA: Pomona College (1985).

(15) Hazleton Laboratories. "Teratology

screen in rats using C-180, C-181, C-192, C236, C-252. C-255, C-256, C-257. C-258, and C-259 (revised final report)." TSCA FYI submission FYI-OTS-1187-0544, microfiche number OTS0000544. Washington, DC: OTS, US EPA(1987).

(16)Imperial Chemical Industries. "Ethylene glycol methyl ether, propylene glycol methyl ether Comparative reproductive toxicity study in rats." TSCA 8d submission 86-890000953, microfiche number OTS0520391. Washington, DC: OTS,US EPA (1989).

(17)Isacoff H. "Cosmetics" In: Kirk-Othmer EncyclopediaofChemicalTechnology.3rd Edition. New York, NY: John Wiley & Sons. 7: 143-176 (1979). 

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(18) Jones, M.B. "Carbonated Beverages" In: Kirk-Othmer Encyclopedia ofChemical Technology. 3rd edition.New York, NY: John Wiley &Sons. 4: 710-725 (1978).

(19) Kavlock, R.J., Short, R.D.Jr., and Chernoff, N. "Further evaluation ofanin vivo teratology screen." Teratogenesis Carcinogenesis andMutagenesis

. 7.7-16 (1987).

(20) Kirk R.O., and Dempsey, T.J. "Propylene Oxide" In: Kirk-Othmer EncyclopediaofChemicalTechnology.3rd edition. New York, NY: John Wiley &Sons. 19: 246-274 (1982).

(21) Lucas, S.V. "GC/MS analysis of organics in drinking water concentrates and advanced waste treatment concentrates." EPA-600/1-84-020A. Columbus, OH:Health Effects Research Lab. 1: 133-162 (1984).

(22) Luck K, and Lipinski. R. "Food Additives" In: Ullmann'sEncyclopediaof Industrial Chemistry.5th edition.Gerhartz, W., and Yamamoto, Y.S.,Eds. Deerfield Beach, FL: VCH Publishers. All: 561-581 (1988).

(23)NIOSH (National Institute for Occupational Safety and Health). National Occupational Exposure Survey (NOES) (1990).

(24) Sax, N.I.. and Lewis,R.J. Hawley's CondensedChemical Dictionary.11th edition.New York, NY: Van Nostrand Reinhold Company. pp. 430,431, 755, 973, 974 (1987).

(25) SRI (SRI International). Directoryof ChemicalProducers, Menlo Park, CA:SRI International p 588 and 935 (1990). (26)TSCAPP. Computer print-out ofnonconfidential production data from TSCA inventory. Washington, DC: OTS,CID, US EPA. Online 3/11/91 (1991).

(27) USITC. Synthetic Organic Chemicals. United States Production and Sales, 1989. Washington, DC:United States International Trade Commission.USITC Publication 2338. pp.12-7, 12-30, 15-6, 15-26 (1990).

(28)Wallace, L.A., Pellizzari, E.,Hartwell, T., Rosenzweig, M., Er C., and Zelom, H. "Personal Exposure to Volatile Organic Compounds." EnvironmentalResearch.35: 293-319 (1984).

(29) Windholz, M., Budavari, S., Blumetti, R.F., and Otterbein, E.S. The Merck Index. 10th edition. Rahway, NJ:Merck &Co.,Inc. pp. 301 (1983).

J.Methyl ethylene glycol ethers

The Committee is recommending methyl ethylene glycol ethers for developmental and reproductive toxicity testing. The Committee's recommendation is based on concerns and uncertainties related to production,
use, persistence, potential exposures and releases fromproduction, processing and use, and the potential for causing adverse health effects. The Committee is not recommending triethylene glycol monomethyl ether in its list ofmethyl ethylene glycol ethers, because it was designated for health cffects testing on May 2, 1985 as one of three triethylene glycol ethers and EPA 

### published a consent order forhealth effects testing on April3,1989.

The Committee recognizes thatglycol ethers are listed on the 1990 Clean Air Act Amendments; any recommendations ofcomparative oral and inhalation pharmacokinetics, subchronic inhalation testing, etc. to facilitate EPA's Reference Concentration RfC) Workgroup's ability to establish RfC values will occur after the Committee has reviewed the nonpublic health and safety studies that will be submitted underTSCA section 8(d). The Committee also recognizes that the potential ability ofmethyl ethylene glycol ethers to adversely affect reproductive systems may not be limited to mammals; any recommendations for fish partial orcomplete lifecycle tests also will occur after the Committee has reviewed the non-public health and safety studies for the methyl ethylene glycol ethers.

Annual production volumes of the methyl ethylene glycol ethers exceed 2 billion pounds. Occupational exposure estimates, available for 2methyl ethylene glycol ethers, indicate that over 4,500 workers are potentially exposed to methyl ethylene glycol ethers at more than 20 facilities involved in their production, formulation and use (Ref.21, NIOSH, 1989). Uncertainties associated with occupational exposure are unclear since there are no publicly-available exposure estimates for9 methyl ethylene glycol ethers recommended for testing. No OSHA occupational exposure standards exist for methyl ethylene glycol ethers. Methyl ethylene glycol ethers are used as solvents in

numerous applications including paints and inks and in hydraulic fluids, all of which have the potential for occupational exposures or environmental releases. Uncertainties associated with environmental exposure are unclear since none of the methyl ethylene glycol ethers are on the TRI and there are few quantitative publiclyavailable monitoring data for methyl ethylene glycol ethers. The Committee hopes that manufacturers, processors, and users willrespond to thevoluntary solicitation foruse, exposure, and release data (described in Chapter I of thisreport) and that information submitted voluntarily will clarify uncertainties associated with use, exposures, and releases. The Committee recognizes that as a result ofthis recommendation, the uncertainties related to exposure and release of methyl ethylene glycol ethers may be clarified after the Committee's review of the data obtained from the automatic 8(a) and 8(d) rules along with any other voluntary information submitted as a result ofthe request made in Chapter 1 ofthis report.

The Committee is recommending methyl ethylene glycol ethers forhealth effects testing to identify commercially important methyl ethylene glycol ethers that are likely to cause adverse health effects. The need for chemical fate or ecological effects testingwas not considered by and is not recommended fortesting by the Committee at this time, because they want to have an opportunity to review all ofthe nonpublic chemical fate and ecological effects data as well as the health effects data submitted under TSCA section 8(d) and to meet with any interested groups before determining which methyl ethylene glycol ethers should be tested. Submitted information is likely tobe considered by a number ofgovernment agencies including CPSC, EPA, NIOSH, OSHA and State and local governments involved with assessing the impact of chemical releases to the environment. The Committee makes non-CBI information available to the OECD and other international organizations to promote information exchange and to
conserve chemical testing resources.

Summary ofrecommendedstudies. Testing recommendations for the 10 

### methyl ethylene glycol ethers listed in the paragraph following Table I are summarized inTable 1. Physical andChemical Information 

### The Committee has very limited information on measured physical chemical properties for the methyl ethylene glycol ethers listed in the paragraph following Table 1: 2 melting points, 2 boiling points, and I water solubility value (Ref.1,Brown et al. 1980; Ref. 24, Windholz et al. 1983).
Rationale forRecommendation
A. ExposureInformationProduction/use/disposal/exposure/ 

### release.The Committee believes that the methyl ethylene glycol ethers listed 

### in the paragraph following Table I are commercially-available, and that many are produced in substantial quantities. Actual production volumes are CBI.

Methyl ethylene glycol ethers are used mainly as solvents. Large volumes of these compounds may be used industrially as solvents forresins in surface coatings, inks,and adhesives; as ingredients in hydraulic brake fluids; as dye solvents in textile and leather applications; as coupling solvents in a variety of chemical specialties, as intermediates in the production of plasticizers and other solvents; and as a copolymer in the rubber industry (Ref.6, Chemcyclopedia 1986;Ref. 7, 

### Dow I I 

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Chemical Company 1981; Ref.23, Vail 1979). For several methyl ethylene glycols ethers, no publicly-available use information was located (CAS No.1067- 53-4. 1616-8&-2, 10143-22-3, 23783- 42-8, 35633-50-2, 54303-31-0, 65059-45-2 and 68957-67-5).

B.Evidence forexposure-Human 

### exposure.The NOES conducted during 1981-1983 by NIOSH estimates that 1,220 workers were exposed to ethylene glycol monomethyl ether acrylate; and 

### 3,361 to 6-ethenyl-6-(2-methoxyethoxy)- 2,5,7,10-tetraoxa-6-silaundecane (Ref. 21, 

### NIOSH 1989).

C.Environmentalexposure.In a study 

### of the waste disposal site "Valley ofthe Drums" in Louisville, KY, tetraethylene glycol dimethyl ether was detected in surface run-off and in the settling basin at concentrations of27 and 3.7 ppm, respectively (Ref.22, Stonebraker and Smith 1980).
I.Chemical Fate Information

The need forchemical fate testingwas not considered by the Committee and is notrecommended at this time.
I. HealthEffects Information

TheCommittee is aware that there are extensive data demonstrating that ethylene glycol monomethyl ether is both adevelopmental and testicular toxicant in laboratory animals (Ref. 12, Hardin 1989). The ultimate toxic agentis methoxyacetic acid(Ref. 1,Brown etal. 1980; Ref. 2,Brown et al. 1984; Ref. 11, Foster et al.1983; Ref. 16,Miller et al. 1982; Ref.17, Miller et al. 1983)which is produced when ethylene glycol monomethyl ether is metabolically oxidized to methoxyacetaldehyde by alcohol dehydrogenase and subsequently to the acid by aldehyde dehydrogenase (Ref. 16,Miller et al. 1982; Re 17, Milleret aL 1983). The Committee believes that the methyl ethylene glycol ethers listed in the paragraph followingTable I may be metabolically cleaved to ethylene glycol monomethyl ether,which will then be oxidized to methoxyacetic acid.

The antifertility action ofethylene glycol monomethyl ether (EGME) is well locumented in studies with mice and rats.Oral administration of250 mg/kg/ day, 5 days/week, for5 weeks produced testicular atrophy in mice (Ref. 18, Nagano etaL 1"79), as did inhalation 

### exposure ofrats to 300 ppm for 8 hours/ day,5 days/week, for2 weeks (Ref.13, Lee etaL 1989) and similar exposures of rats andmice to 1000 ppmEGME, 6 hours/day for9 days over an 11-day period (Ref.1,5 Miller etal. 1981).

Several additionalmethyl ethylene glycolethers are known to adversely affect reproduction (via testicular function). Testicular atrophy was 

### observed in: 1)mice orally administered 500 mg/kg/day ethylene glycol monomethyl ether acetate (EGMEA), 5 

### days/week, for 5weeks (Ref.1&Nagano et al. 1979), 2)mice similarly administered 62.5 mg/kgEGMEA (Ref. 19. Nagano et al. 1984), 3)mice orally administered 250 mg/kg/day ethylene glycol dimethyl ether (EGDME), 5 days/ week for5 weeks 

### (Ref. 19, Nagano et al. 

### 1984), 4)rats orally administered 684 mg/kg/day diethylene glycol dimethyl ether (DGDME) for 18days (Ref. 5, Cheever et al.1989), 5) rats orally 

### administered 1/2 ofthe LD50 (value not reported) ofdiethylene glycol monomethyl ether (DEGME), 5 days/ week, for 6 weeks (Ref.9, Eastman 

### Kodak Company 1981), 6) rats administered single oral doses of1500 mg/kg/day 1,2-benzene dicarboxcylic acid, bis (2-methoxy ethyl) ester (DMEP) (Ref.4, Cassidy et al. 1983), and 7)rats exposed by inhalation to 110ppm DGDME for 6hours/day, 5days/week, for2 weeks [Ref. 13, Lee et al. 1989). Increased frequencies ofabnormally formed sperm were seen in mice following vapor exposure to 500ppm EGME, 7 hours/day, for5 days (Ref. 14, McGregor 1981) and in rats following single oral doses of1500 mg/kg/day DMEP (Ref.4, Cassidy et aL 1983).

Studies ofseveral methyl ethylene glycol ethers demonstrated developmental toxicity in mice, rats and rabbits.Oral administration of125 mg/ kg/day EGME to pregnant mice on gestation days7 through 14 caused decreased fetal bodyweight, and 250 mg/kg/day decreased the number oflive fetuses/litter. dose-related increased incidence ofgross and skeletal anomalies were noted at 31.25 mg/kg/ day and higher. Oral administration of 350mg/kg/day EGDME tomice on gestation days 7 to 10increased gross and skeletal malformations (Ref. 19, Nagano et aL 1984). Inhalation exposure ofpregnant rats to 50ppm EGME or200 ppmEGMEA for7 hours/day on gestation days 7 through 15 caused reduced fetal weights, and skeletal and cardiovascular defects (Ref. 20, Nelson et al. 1984). Inhalation exposure ofrat dams to 25 to 400ppm DGDME for 6 hours/day, ongestation days 7 through 16,led to dose-related decreased fetal body weight and increased skeletal abnormalities (Ref. 10, E.I. Dupont de 

### Nemours & Company 1988). Dermal application of50to750 mg/kg/day DEGME topregnant New Zealand white rabbits on gestation days 6 through 18 

### produced dose-related skeletal defects, and increased embryonic resorptions in the 750 mg/kg/day group (Ref. 8, Dow Chemical Company 1989). Single intraperitoneal injections of2.49 mllkg bw ofDMEP into pregnant rats resulted in fetal deaths when injected on gestation days 8 or 10; when injected on gestation days 12 or 14, most fetuses remained viable but showed increased incidence ofabnormalities in the kidney and bladder (Ref. 3, Campbell et al. 1984).

Methyl ethylene glycol ethers are recommended for health effects tests because they areproduced in substantial quantities, there are uncertainties related to environmental releases and subsequent exposures to humans, there are data indicating some methyl ethylene glycol ethers produce reproductive and developmental effects, and there are insufficient data to reasonably determine orpredict the healtheffects of the othermethyl ethylene glycol ethers. Developmental toxicity and reproductive effects tests
are recommended only forthe methyl ethylene glycolethers that do not have adequate test data; these are listed in the paragraph following Table 1.
I. Ecological Effects Information

The need for ecological effects testing

was not considered by the Committee and is not recommended at this time. References

(1)Brown, E.S.. Hauser.C.F. Ream B.C. and Berthhold. RV. "'Glycols(Ethylene and Propylene)." In: Kirk-Othmer Encyclopediaof ChemicalTechnology.3rd edition. New York, NY: John Wiley&Sons. 11:933-956 (1980.

(2)Brown, NA, Holt, D., andWebb, 14 "The teratogenicity ofmethoxyacetic acid in the rat." ToxicologyLetters.22 93-100 (1984).

(3) Campbell, I.,Holt, D.andWebb, M. "Dimethoxyethylphthalate metabolism: Teratogenlcity ofthediester and its metabolites in the pregnant rat."Journal of Applied Toxicology.4(1): 35-41 (1984).

(4) Cassidy, S.L, Dix, K.M., and Jenkins,T. "Evaluation ofa testicular sperm head counting technique using ratsexposed to dimethoxyethyl phthalate (DMEP), glycerol alpha-mono-chlorohydrin (GMCH), epichlorohydrin (ECH),formaldehyde (FA),
or methyl methanesutphonate (MMS)." ArchivesofToxicology.53(1): 71-78 (1983).

i5 Cheever, K.L., Weigel, W.W.. Richards. D.E, LaL J.B., andPlotnick, H.B. "Testicular effects ofbis(2-methoxyethyl) etherin the adult male rat." ToxicologyandIndustrial Health.S[6( 1099-110 (1989).

(8)Chemcyclopedia. TheManualof CommerciallyAvailableChemicals. Volume 5.Kuney,fi, ed. Washington, DC: American Chemical Society. pp.114 (198).

(7)Dow Chemical Company. TheGlycol EthersHandbook. Midland, M- Dow Chemical Company 11981).

- I

18)Dow Chemical Company. "Diethylene glycol monomethyl ether (DEGME): Dermal teratology study in rabbits (final report)." TSCA 8d submission W-690098, 

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microfiche number OTS0520396.Washington. DC: OTS, U.S.EPA (1989).

(9)Eastman Kodak Company. "Toxicity and health hazard summary,MSDS, acute oral LD50 and 6-week repeated dose study of diethylene glycol monomethyl ether." TSCA 8d submission 86-890000210, microfiche number OTS0510747.Washington, DC: OTS, U.S. EPA (1981).

(10) E.I. DuPont de Nemours &Company. "Teratogenicity study ofdiglyme in the rat." TSCA FYI submission Washington, DC: OTS, U.S. EPA (1988).

(11) Foster, P.M.D., Creasy, D.M., Foster, l.R.. Thomas, LV., Cook. M.W., and Gangolli, S.D. "Testiculartoxicity ofethylene glycol monomethyl and monoethyl ether in rats." Toxicologyand AppliedPharmacology. 69: 385-399 (1983).

(12) Hardin, D.B. "Glycol ether hazards to reproductive health: An update." In: Hazard AssessmentandControlTechnology in Semiconductor Manufacturing. Chelsea, MI: Lewis Publishers. pp. 91-03. C1989).

(13) Lee, K.P., Kinney, L.A., and Valentine, R. "Comparative testicular toxicity ofbis(2- methoxyethyl) ether and 2-methoxyethanol in rats." Toxicology. 59(3): 239-258 (1989).

(14) McGregor, D.B. "Tier I mutagenic screening of13 NIOSH priority compounds, individual compounds report on 2- methoxyethanol." Final report for NIOSH. Contract No. 210-78-0026. Musselburgh, Scotland: Inveresk Research Internation. NTIS PB-83-113-407/A11 (1981).

(15) Miller, R.R., Ayres, J.A., Calhoun, L.L., Young, J.T., and McKenna. M.J. "Comparative short-term inhalation toxicity ofethylene glycol monomethyl ether andpropylene glycol monomethyl ether in rats and mice." Toxicologyand AppliedPharmacology. 61: 30W377 (1981).

(16) Miller. R.R., Carreon, R.E., Young, J.T., and McKenna, M.). "Toxicity of methoxyacetic acid in rats." Fundamental and AppliedToxicology.2:158-160 (1982). (17)Miller, R.R., Hermann, E.A., Langvardt, P.W.McKenna. M.J., and Schwetz, B.A. "Comparative metabolism and disposition of ethylene glycol monomethyl ether and propylene glycol monomethyl ether in male rats." Toxicologyand AppliedPharmacology. 87:229-237 (1983).

(18) Nagano, K., Nakayama, E.. Koyano, M., Oobayashi, H.. Adachi, H., and Yamada, T. "Testicular atrophy ofmice induced by ethylene glycol monoalkyl ethers." Sangyo Igaku.21(1): 29-35 (1979).

(19) Nagano, K., Nakayama. E., Oobayashi, H., Nishizawa, T., Okuda, H., and Yamazaki, K."Experimental studies on toxicity of ethylene glycol alkyl ethers in Japan." EnvironmentalHealthPerspectives. 57: 75-84 (194).

(20) Nelson,B.K., Setzer. J.V.. Brightwell, W.S., Mathinos, P.R.. Kuczuk, M.H.. Weaver, T.E., and Goad. P.T. "Comparative inhalation teratogenicity offour glycol ether solvents and an aminoderivative in rats." Environmental HealthPerspectives. 57: 261- 271 (1984).

(21) NIOSH (National Institutefor Occupational Safety andHealth). National Occupational Exposure Survey (NOES) (1989).

(22) Stonebraker. R.D.. and Smith Jr..A.J. "Contaminant and treatment ofa mixed chemical discharge from the 'Valley ofthe Drums' nearLouisville, Kentucky." Controlling HazardousMaterials inSpills, Proceedings of

NationalConference. Nashville. TN. pp. 1-10 (1980).

(23) Vail,T.M. "Elastomers, Synthetic (Acrylic)" In:Kirk-Othmer'sEncyclopediaof ChemicalTechnology.3rd edition. New York, NY: John Wiley & Sons. 8:459-469 (1979). (24) Windholz, M. Budavari, S., Blumetti, R.F., and Otterbein, E.S. TheMerckIndex. 10th edition. Rahway, NJ:Merck &Co.,Inc. pp. 459,470, 86. 1317 (1983).
k. Isothiocyanates

In the 26th ITC Report, isocyanates

were recommended for testing because there were insufficient data to reasonably determine or predict physical and chemical properties and persistence (55 FR 23050, June 5, 1990). Isothiocyanates are structurally and chemically related to isocyanates and there are no readily-available data on persistence.

The Committee's recommendation is based on a number ofconcerns and uncertainties related to potential exposures and releases from production, processing and use. For these reasons, and for those enumerated for isocyanates in the 26th Report, the Committee is recommending persistence testing for isothiocyanates. The need for health and ecological effects testing of the isothiocyanates was not considered by the Committee and is not recommended at this time, because they want to have an opportunity to review all ofthe non-public health and ecological effects data submitted under TSCA section 8d) and to meet with any interested groups before determining which isothiocyanates should be tested.

Summary of RecommendedStudies. Testing recommendations for the two isothiocyanates listed in the paragraph following Table 1are summarized in Table 1. Physical andChemicalInformation A search for measured physical and chemical property data for the isothiocyanates revealed the following information:

Allyl isothiocyanate, also known as allyl isosulfocyanate and mustard oil, is

a colorless or pale yellow, very pungent liquid with an irritating odor and an acrid taste (Ref.6, Windholz et al. 1983). It has a melting point of -80" C (Ref. 3, Dean 1985), a boiling point of152" C (Ref. 4, Sax and Lewis 1987), a vapor pressure of3.70 mm Hg at 20" C (Ref.2, Boublik et al. 1984) and a water solubility of2000 mg/L at 20" C (Ref. 7, Yalkowsky 1989).

Phenyl isothiocyanate, also known as thiocarbanil and phenyl mustard oil, is a pale yellow or colorless liquid with a penetrating and irritating odor (Ref. 6. Windholz et al. 1983). It has a melting point of -21" C (Ref. 6, Windholz et al. 1983), a boiling point of221' C (Ref.6, Windholz et al. 1983), a vapor pressure of1.5 mm ig at 25" C (Ref. 2, Boublik et al. 1984) and a water solubility of89.9 mg/L at 20" C (Ref.7, Yalkowsky 1989].
Rationale forRecommendation
A. ExposureInformationProduction/use/disposal/'exposure/ release. The Committee believes that the isothiocyanates listed inthe paragraph following Table 1 are commercially available, and that they

are produced in substantial quantities; actual volumes are CBI.

Allyl isothiocyanate occurs naturally in mustard oil and horseradish (Ref. 1, Bauer et al. 1988; Ref 5, Shipe and Olentine 1988). Due to its unique odor and taste, allyl isothiocyanate is prepared synthetically in large quantities as a flavor and fragrance (Ref. 1,Bauer et al. 1988). It is also used in ointments and mustard plasters (Ref. 4, Sax and Lewis 1987). Phenyl isothiocyanate is used inmedicine and in organic synthesis (Ref. 4, Sax and Lewis 1987).
I. Chemical Fate Information

The Committee has no experimental data on the chemical fate of isothiocyanates. The Committee believes that hydrolysis may be the most important process influencing the fate ofisothiocyanates and is recommending persistence testing because there are insufficient data to reasonably determine or predict the chemical fate ofisothiocyanates.
I1.Health Effects Information

The need forhealth effects testing

was not considered by the Committee and is not recommended at this time.
III. Ecological Effects Information

The need for ecological effects testing

was not considered by the Committee and isnot recommended at this time. References

(1)Bauer,K.. Garbe, D., and Sturburg, H. "Flavors and Fragrances" In: Ullmann's EncyclopediaofIndustrialCheniistry. 5th edition. Gerhartz, W., and Yamamoto, Y.S.. eds. Deerfield Beach, FL: VCH Publishers. All: 141-250 11989).

(2)Boublik. T., Fried, V., and Hala, E."The Vapor Pressure ofPure Substances: Selected Values ofthe Temperature Dependence of the Vapor Pressures ofSome Pure Substances in the Normal and Low Temperature Region." Volume 17. Amsterdam, Netherlands: Elsevier Science Publications. pp.119, 232 & 538 (1984). 

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### I Vol. 56. No. 160 / Monday, August 19, 1991 

## / Notices (3)Dean.JA Lange'sHandbookof Chemistry.13thedition. New York, NY: McGraw-Hill Book Co. pp. 7-94 (1985).

(4)Sax,N.I., and Lewis. R.J.Hawley's CondensedChemical Dictionary.lith edition. New York, NY: Van Nostrand Reinhold Company. pp. 40,538 (1987).

(5)

Shipe, W.F., and Olentine, C.G. "Food. 1.Survey. in: Ullmann'sEncyclopediaof IndustrialChemistry.5thEdition. Gerhartz, W., and Yamamoto, Y.S., eds. Deerfield Beach, FL: VCH Publishers. All: 491-521 (1988).

(6)Windholz, M., Budavari, S., Blumetti, R.F., and Otterbein, E.S. TheMerckIndex. 10th edition.Rahway, NJ: Merck & Co., Inc. pp. 289, 1052 (1983).

(7)Yalkowsky. S.H. Arizona Database of Aqueous Solubility. Tucson, AZ: College of Pharmacy, University ofArizona (1989).

1.Cyanoacrylates

The Committee is recommending cyanoacrylates for physical and chemical property testing. The Committee's recommendation is based

on concerns and uncertainties related to production and use,potential exposures and releases from production, processing and use.

Annual production volumes ofthe cyanoacrylates exceed 1million pounds. Occupational exposure estimates. available for one cyanoacrylate, indicate that over 51.000 workers are potentially exposed at over 1400 facilities involved in its production, formulation, and use (Ref. 1, NIOSH, 1989). Uncertainties associated with occupational exposures are unclear since there are no publicly-available exposure estimates for 10 ofthe cyanoacrylates recommended for testing.OSHA occupational exposure standards exist for one cyanoacrylate. The cyanoacrylates are used forfast bonding in numerous applications. all of which have the potential for occupational exposures or environmental releases. Uncertainties associated with environmental releases

are unclear since none ofthe cyanoacrylates are on the TRI and there

are no publicly-available effluent monitoring data for any ofthe cyanoacrylates. The Committee hopes that manufactures, processors, and users will respond to the voluntary solicitation for use, exposure, and release data (described in Chapter Iofthis Report) and that information submitted voluntarily will clarify uncertainties associated with use, exposures, and releases. The Committee recognizes that

as a result ofthis recommendation, the uncertainties related to exposure and release ofcyanoacrylates may be clarified after the Committee's review of the data obtained from the automatic 8(a) and 8[d) rules along with any other voluntary information submitted as a result ofthe request made in Chapter.1 ofthis report.

The Committee is recommending cyanoacrylates forphysical and chemical property testing to identify commercially important cyanoacrylates that need a minimum amount ofphysical and chemical property data. The Committee has not considered health or ecological effects ofcyanoacrylates at this time, because they want to have an opportunity to review all ofthe nonpublic health and ecological effects data

as weU as chemical fate data, submitted under TSCA section 8[d) and to meet with any interested groups before determining which cyanoacrylates should be tested. Submitted information is likely to be considered by a number of government agencies including EPA, CPSC, NCI, NIOSH, OSHA, and State and local governments involved with assessing the impact of chemical releases to the environment. The Committee makes non-CBI information available to the OECD and other international organizations to promote information exchange and to conserve chemical testing resources.

Summary ofrecommendedstudies. Testing recommendations for the 11 cyanoacrylates listed in the paragraph following Table 1are summarized in Table 1. Physical andChemicalInformation
The Committee has very limited information on measured physical and chemical properties for the cyanoacrylates listed in the paragraph following Table 1: 7boiling points, and 4

- vapor pressures (Ref. 2, Ohara et al.

1985; Ref. 4, Sax and Lewis 1987)

Rationale forRecommendation A. ExposureInformationProduction/use/disposal/exposure/ release.The Committee believes that the cyanoacrylates listed in the paragraph following Table I are commercially available, and that many
are produced in substantial quantities. Actual production volumes are C31.

Cyanoacrylates are used for fast bonding applications, in dentistry, textile finishes and sizes, copolymers for viscosity index improvers, mounting jewelry, and in tissue adhesives in surgery (Ref. 2, Ohara et al. 1985;Ref. 4, Sax and Lewis 1987, Ref. 6, Windholz et al. 1983).
I. Chemical Fate Information

Except for those listed above, the Committee has no information on measured physical and chemical properties for the cyanoacrylates listed in the paragraph following Table 1.

Cyanoacrylates are recommended for physfcal and chemical property tests because they are produced in substantial quantities, there are uncertainties related to occupational and consumer exposures or environmental release, and there are insufficient data to reasonably determine or predict physical and chemical properties.
11. Health Effects Information

Except for a search ofreadily available literature, the need for health effects.testing was not considered by the Committee and is not recommended at this time. The search revealed that five cyanoacrylates are mutagenic to bacteria; rats exposed by implantation to one cyanoacrylate developed
sarcomas, and rats exposed to a cyanoacrylate had a 1-hour inhalation LCo of <4129 ppm (Ref.3, RTECS 1991; Ref. 5, Toxline 1991).
I1. Ecological Effects Information

The need for ecological effects testing

was not considered by the Committee and is not recommended at this time. References

(1)NIOSH (National Institute for Occupational Safety and Health). National Occupational Exposure Survey (NOES) (1989).

(2)

### Ohara, T., Sato, T., Shimizu,N.. Preacher, G., Schwind, H.. Weiberg, 0.. Martin, K."Acrylic acid and derivatives" In: Ullmann'sEncyclopediaofIndustrial Chemistry. 5th Edition. Gerhartz, W., and Yamamoto, Y.S..Eds. Deerfield Beach, FL VCH Publishers.Al: 161-176. (1985).

(3)

RTECS (RegistryofToxic Effects of Toxic Substances. On-line data base. (1991).

(4) Sax,N.l.. andLewis, R.J. Hawley's Condensed Chemical Dictionary.11th edition.New York, NY: Van Nostrand Reinhold Company. pp.40.864, 903, 905. 907 (1987).

(5)

Toxiine. On-line data base. (1991). (6)Windholz. M., Budavari, S.. Blumetti. R.F.. and Otterbein, E.S. TheMerckIndex. 10th edition.Rahway, NJ: Merck &Co.,Inc. pp. 201, 824 (1983). [FR Doc. 91-19784 Filed 8-16-91: 8:45am]
81LUNG CODE 566-5" 

### Federal Re ster / Vol. 56, No. 160 / Monday, August 19, 1991 / Notices 412.64