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"TA- -11 -71 r Co~poration 

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1Q12FES ~~ ~ .~ i! : 09 

3678 Davis Road N.W " Dover, Ohio 44622 " (33o) 343-7711 " 1-80a321-8805 " Fax: (330) 3G4-9828 

, 

February 20, 2012 

Document Control Office (DCO) (7407M) 

Office of Pollution Control and Toxics (OPPT) 

U.S. Environmental Protection Agency (EPA) 

1200 Pennsylvania Ave NW 

Washington, D.C. 20460 

Attn: 40 CFR 799.5089 (Docket # EPA-HQ-OPPT-2009-0112) 

Re: Notice of Proposed Test Plan 

Dear Sir or Madam: 

Dover Chemical Corporation has committed to respond to this notification for the hazard assessment 

and this letter serves as a proposed test plan under the above TSCA Section 4 Test Rule covering 

CAS # 72162-15-3 (1-Decene, sulfurized). The attached summary shows data availability and 

proposed testing on 1-Decene, sulfurized and is committed to respond if approved. 

Please consider our detailed summary and reasoning for our proposed testing. If you have any 

question, please contact me at 330-365-3610. 

Sincerely, 

Tim Nowicki 

Manager Product Compliance 

Dover Chemical Corporation 

tnowicki@doverchem .com 

~unp~i0 ui!u~i~i0 uiuuuu0 iquup~iguuu 

CONTAINS NO CBI 
Dover Chemical Corporation - HPV Additional Testing 

February 20, 2012 

TSCA 4 issue on Sulfurized. 1-Decene, 

The US EPA has promulgated (effective November 21, 2011) a test rule 

under TSCA 4 for the chemical 1-Decene, sulfurized (CAS #72162-15-3) . Dover 

Chemical Corporation has committed to respond to this notification for the hazard 

assessment. The chemical was originally entered into the EPA's HPV Challenge 

program in the Group 1 Alkyl Sulfides class, but was withdrawn from the ACC's 

HERTG's efforts before completion of its HPV efforts. A final submission on alkyl 

sulfides related to sulfurized, 1-Decene was submitted to the Agency on May 18, 

2005. This report provides substantial information relevant to completion of the 

hazard characterization of this chemical. 

The EPA has specified various testing needs for this chemical as follows: 

PhvsicabChemical Elements 

1) Boiling point 

2) Vapor pressure 

3) Partition coefficient 

4) Water solubility 

Environmental Fate and Pathwavs Elements 

1) Biodegradation 

Ecotoxicitv Elements 

2) Chronic daphnia 

3) Algal 

Health Elements 

1) Acute toxicity (up-down) 

2) Bacterial reverse mutation - Ames 

3) Genetic toxicity in vivo (chromosomal aberrations) 

4) Combined repeated dose with developmental toxicity/teratogenicity screen 

Composition of Sulfurized . 1-Decene Product 

This substance is manufactured by reacting molten sulfur with 1-decene. 

The decene feedstock is a mono-unsaturated highly branched C10 hydrocarbon. 

The reaction product consists of multiple sulfurated alkane and alkene 

components with the lowest plausible molecular weight member (with possibly 

higher biological reactivity) being the decyl decenyl monosulfide compound with 

MW = 312. Higher molecular weight constituents contain multiple sulfur atoms 

Page 1 of 10 
Dover Chemical Corporation - HPV Additional Testing 

February 20, 2012 

with decyl oligomers, many resulting in chemical entities with molecular weights 

exceeding 1000 . 

Gel permeation chromatographic analysis has been performed on this 

product. It shows the weight fraction above 1000 MW is 82.4% while the weight 

fraction below 500 MW is 3.8%. The Weight Average (Mw) for the substance = 

1332 and the Number Average (Mn) = 560. The high molecular weight 

constituents contain sequences of 1-6 or more sulfur atoms at multiple locations 

within the constituents' structures. Overall, this product is one, that by virtue of 

its composition being primarily chemical entities >500 molecular weight, will 

possess diminished likelihood that elevated bioavailability and toxicity will be 

characteristics of this substance. 

QSAR data for plausible structures of lower molecular weight decyl 

sulfides were developed using the EpiSuite models. Structural homologs varied 

according to sulfur content, branching and cyclicity. Findings for important 

endpoints are presented below: 

Chemical BP Water log Algal Chronic Biodegradation (SMILES) MW (C) sol Kow EC50 Daphnid Biowin 2 8 3 

m L m L ChVm/L ccccccccc(c) 

scc=cccccccc 312 1364 8 x 10" 9.5 0.00133'` 4.1x10" 0.905 & 3.1 wks 

Monosulfide n-alkyl ccccccccc(c) 

scc=cccccccc 

312 1 320 3 x 10- 9.4 0.0015* 4.9 x10" 0.0014 & 1 .9 mo 

Monosulride, branched 

ccccccccc(c) 

sscc=cccccccc 345 1 397 8 x 10 10.4 0.00037* 8.9 x 10-6* 0.858 & 3.0 wks 

Disulfide n-alk yl 

- - - 

ccccccccc(c) 

ssscc=cccccccc 376 1 431 TX 1 0-u 10.4 0.00040' 9.7 x 10-6* 0.793 8 2.9 wks 

TrisulRde n-alkyl 

ccccccccc(Csss 

sssCC=CCCCCcCC 473 

I 

531 5x10 10 .4 0.00040* 1 .2 x10" 0.495 & 2.7 wks 

Hexasuffide n-alkyl 

CCCCCCCCCC1SCC 

(sci)CCCCCCCC 

1AR 15 400 5 x 10-5 9.1 0.003* 8 ~10- x 0.858 & 3.0 wks; 

Disufflde, cyclic 

C ccccccccclsscc (ssc1)CcCCCCCC 409 466 11 .0 0. 000 19* 3.§ x ~10 0 .709 & 2.9 wks 

Tetrasutride, cyclic 1 1 

* Chemical solubility is below these estimated toxic concentrations, and thus, chemical 

unlikely to be toxic even at saturated levels in aquatic environments. 

The results above indicate most importantly the extremely low water 

solubilities for all structures within a wide range of molecular weights. This is in 

concert with findings that all exhibit partition coefficients in excess of 6.0. Aquatic 

toxicity estimates indicate that for the 2 species (algae and daphnia), actual 

toxicities are not likely to be observed due to the extremely low limits for water 

solubilities of these substances. Biodegradation estimates show some prospect 

Page 2 of 10 
Dover Chemical Corporation - HPV Additional Testing 

February 20, 2012 

for this activity in microbial environments except for the branched compound 

which best represents the subject chemical . Low potential for biodegradation 

(driven by alkyl branching) often parallels fact that such substances are less 

likely to be metabolized in animal models, lowering possibility of bioactivation by 

metabolic means. Given the lack of reactive functional groups in alkyl sulfides 

plus the high degree of branching that exists on alkyl groups, these substances 

exhibit low potentials for biological activities including toxicity . 

Application of HPV Alkvl Sulfide Data to Sulfurized, 1-Decene 

The subject chemical sulfurized, 1-decene (CAS 72162-15-3) was 

withdrawn from the ACC's HPV project on alkyl sulfides that was completed and 

reported to the Agency on May 18, 2005. The report, however, does contain 

data relevant to the assessment of sulfurized, 1-decene given the numerous 

similarities in structures and composition of those products. The tables below 

present summaries of data on structurally-related alkyl sulfides along with 

endpoint estimates for the TSCA 4 chemical. 

The relevance of these data to this chemical lies in the fact that: 

" All are primarily composed of highly branched alkanes, 

" Most exhibit mean molecular weights above 400, 

" They lack reactive functional groups, and 

" Members of this chemical group share high boiling points/low volatility, 

low water solubility, and high partition coefficients. 

The sulfurized 1-decene chemical has its most closely-related substances as #2 

& #3 below derived from C8 and C15-18 alkenes, respectively . 

Page 3 of 10 
Dover Chemical Corporation - HPV Additional Testing 

February 20, 2012 

TABLE 1 . Estimated Physicochemical Properties of Structurally-Related Alkyl 

Sulfides and Estimate for Sulfurized, 1-decene 

Molecular Boiling Water Vapor Partition 

CHEMICAL Weight Point Solubility Pressure Coefficient 

mean m L Pa lo Kow 

#1 160-1600; Decomp. 1 .29 <1 x 10- >6.0 

1-Propene, 2- (480) >200 C 

methyl-, sulfurized 

#2 594-658 Decomp. 2 .35 x 10-6 °' <1 x 10" >6.0 

Pentene, 2,4,4- >200 C 

trimeth I-sulfurized 

#3 520 Decomp. 1 .59 x 10- `" <1 x 10" >6.0 

Alkenes, C15-18, >200 C 

al pha, sulfurized 

1-Decene, Mn = 560 Decomp. <2 .0 x 10- <1 x 10 >6.0 

sulfurized Mw = 1332 >300 C 

<500 Mw = 

3 .8% 

Rationale for 1- GPC Bridging from Bridging from Bridging Bridging from Decene, sulfurized assessment Chemicals Chemicals Chemicals Chemicals values (report #1 - 3 plus #2 - 3 plus #1- 3 plus #1 - 3 plus 

attached modeling* Modeling* modeling* modeling* 

* EpiSuite modeling of a sulfurized, 1-decene dimer which is low MW entity in this 

reaction product. SMILES formula CCCCCCCCC(C)SSSCC=CCCCCCCC 

m - modeled data 

The above projected values for the subject chemical appear to be reliable 

estimates given the outcomes for these related compounds with the exception of 

water solubility for #1 . Modeling would project a much lower value that what was 

reported for this substance. 

Page 4 of 10 
Dover Chemical Corporation - HPV Additional Testing 

February 20, 2012 

TABLE 2 . Environmental Fate of Structurally-Related Alkyl Sulfides and Estimate 

for Sulfu_rized, 1-decene 

Biodegradability Hydrolysis 

CHEMICAL 

#1 0.3% biodegraded after 28 Not applicable 

1-Propene, 2- days 

methyl-, 

sulfurized 

1-Decene, Not biodegradable Not applicable 

sulfurized 

Rationale for Bridging from chemical #1 plus Chemicals contain no hydrolyzable functions 

1-Decene, modeling*. Fact that highly 

sulfurized branched alkanes tend to be 

value non-biodegradable 

* EpiSuite modeling of sulfurized,1-decene dimer which is low MW entity in this reaction 

product. SMILES formula CCCCCCCCC(C)SSSCC=CCCCCCCC 

All indications are the TSCA 4 compound would not biodegrade due to results 

from #1 chemical. This is supported by low potential estimated by BIOWWIN 

modeling of the above structure . In addition, the extremely low water solubility of 

the compound would prevent evidence of significant degradation in standard lab 

assays. 

TABLE 3. Ecological Toxicity Structurally-Related Alkyl Sulfides and Estimate for 

Sulfurized. 1-decene 

Acute Toxicity Acute Fish Acute Daphnia Chronic 

CHEMICAL in Algae Daphnia 

#1 EC50 >100 >1000 mg/L, >1000 mg/L, None 

1-Propene, 2- mg/L, WAF 96 WAF 96 hr WAF method 

methyl-, hr method 

sulfurized 

1-Decene, >100 mg/L Negligible Negligible 2 .2 x 10" 

sulfurized toxicity toxicity mg/L 

Rationale for 1- Bridged from Bridged from Bridged from Modeling' Decene, Chemical #1 plus Chemical #1 plus Chemical #1 plus (indicates sulfurized value modeling* modeling" modeling* toxicity below 

(indicates toxicity (indicates toxicity (indicates toxicity solubility limit) below solubility below solubility below solubility 

limit limit limit 

* ECOSAR modeling of sulfurized, 1-decene dimer which is low MW entity in this 

reaction product. SMILES formula CCCCCCCCC(C)SSSCC=CCCCCCCC 

Page 5 of 10 
Dover Chemical Corporation - HPV Additional Testing 

February 20, 2012 

All results on similar alkyl sulfides point to lack of aquatic toxicities to several 

species under conditions that employ means to achieve maximal aquatic 

chemical concentrations. This is further supported by modeling results that 

indicate toxicities may occur at aquatic levels only in excess of the chemical's 

solubility limit . 

TABLE 4 Acute Toxicities of Structurally-Related Alkyl Sulfides and Estimate 

for Sulfurized . 1-decene 

CHEMICAL Acute Toxicities 

#1 Oral LD50 >5000 mg/kg (rat) 

_ 1-Pro ene, 2-meth I-, sulfurized Inhalation LC50 >0.39 m /L rat 

#2 Oral LD50 >5000 mg/kg (rat) 

Pentene, 2,4,4-trimethyl-sulfurized Dermal LD50 >2000 mg/kg (rabbit) 

3 inhalation tests - LC50 >4.3 mg/L 

rats, mice, guinea pi as 

#3 Dermal LD50 >2000 mg/kg (rabbit) 

Alkenes, C15-18, al pha, sulfurized 

1-Decene sulfurized Very low 

Rationale for 1-Decene, sulfurized value Bridging from Chemicals #1-3 I 

Empirical information on the 3 related chemicals demonstrate low toxic potentials 

by all routes of administration . This is consistent with findings for high molecular 

weight alkyl compounds lacking reactive functional groups. 

Page 6 of 10 
Dover Chemical Corporation - HPV Additional Testing 

February 20, 2012 

TABLE 5 Regeated Dose and Reproductive/Developmental Toxicities of 

Structural lv-Related Alkyl Sulfides and Estimate for Sulfurized, 1-decene 

CHEMICAL Repeated Dose Toxicity Reprod/ Devel. 

Toxicity 

#1 Study 1 None 

1-Propene, 2- 13-wk dermal (rat), doses 10 - 2000 mg/kg-day. 

methyl-, LOEL = 250 mg/kg for dec. body wt, dec. RBCs, 

sulfurized incr. neutrophils, spleen size with pigmentation, 

incr. WBC production in spleen and bone 

marrow, NOEL = 50 mg/kg (systemic) with 10% 

dermal irrritation . 

Study 2 

28-day dermal (rabbit), doses 200 or 2000 

mg/kg-day (intact & abraided skin). _>200 mg/kg 

- severe skin irritation, 2000 mg/kg - decr. Body 

wt and food consumption. NOEL <200 mg/kg 

Study 3 

21-day dermal (rabbit). 140, 560, 2240 mg/kgday. 

>140 mg/kg - severe erythema, slight/moderate 

edema, epithelial hyperplasia in all animals 

NOEL <140 mg/kg. 

#2 Study 1 None 

Pentene, 28-day inhalation (rat) 15, 50, 150 mg/m3. Trend 

2,4,4-trimethyl- toward decr. body wt gains at _>15 mg/m3. Incr . 

sulfurized kidney wts (males) with hyaline droplet formation 

in proximal tubules, increased liver wts (highdose male & females, mid-dose males); 150 

mg/m3- decr. hemoglobin concentration. NOEL 

<15 mg/m3 

Study 2 

28-day dermal (rat) 1000 mg/kg-day. Irritating 

to skin with erythema, mild multifocal eschar and 

mild hemorrhage in underlying dermis . NOEL 

<1000 mg/kg 

1-Decene, Very low potential for repeated dose toxicities . Low potential for 

sulfurized reproductive, or 

developmental 

effects 

Rationale for Bridging from Chemicals #1 8 2, fact that this Same as repeated 

1-Decene, chemical class has high molecular weights, and dose toxicity 

sulfurized exhibit negligible effects in other toxicity tests rationale 

value (e.g., acute toxicity , genetic, and aquatic testing) 

Toxicity exhibited in these repeat dosing tests following dermal exposures 

indicate skin irritation effects in rats and rabbits. Some evidence of systemic 

effects (blood, splenic parameters) was observed in one study. Inhalation 

Page 7 of 10 
Dover Chemical Corporation - HPV Additional Testing 

February 20, 2012 

exposure (#2) induced evidence of kidney lesions in male rats (hyaline droplets) 

which are considered not relevant to human health . 

Application of these data to project potential effects associated with the 

subject chemical results in conclusion that (a) the systemic effects are mild and 

likely reversible, and (b) suggest sulfurized, 1-decene is irritating to the dermal 

surface of rodents and rabbits . These findings are consistent with expected 

results from high exposures to higher alkanes and other low reactivity 

substances following high exposures. 

TABLE 6. Genetic Toxicity Properties of Structurally-Related Alkyl Sulfides and 

Estimate for Sulfurized, 1-decene 

Gene Mutations In Vitro Chromosomal In Vivo Chromosomal 

_ CHEMICAL bacterial Aberration Aberration 

#1 Negative +l- S9 - Negative - chromosomal 

1-Propene, 2-methyl-, aberrations (mouse) 

sulfurized Negative micronucleus 

rat 

#2 Negative +/- S9 - Negative - chromosomal 

Pentene, 2,4,4- aberrations (mouse) 

trimeth I-sulfurized 

#3 Negative +/- S9 - Negative - chromosomal 

Alkenes, C15-18, aberrations; test 

alpha, sulfurized conducted 

on C12-16 analog 

1-Decene, sulfurized Negative Negative Negative 

Rationale for 1- Bridging from Bridging from in vivo Bridging from Chemicals 

Decene, sulfurized Chemicals #1 - 3 results on Chemicals #1 - 3 

value #1 - 3 

Three chemically-related substances were subjected to both Ames and in vivo 

chromosomal aberration testing, and none showed evidence of either mutagenic 

or clastogenic activity . These data plus the absence of reactive functional groups 

on this chemical argues convincingly against a genotoxic potential for sulfurized, 

1-decene. 

Summa r c 

The subject chemical, sulfurized, 1-decene, has been characterized by 

GPC, and shown to be primarily composed of higher molecular weight (Mw = 

1332, Mn = 560) constituents . 96+% of the product by weight has molecular 

weight >500. This chemical composition in addition to (a) data developed for 

related chemicals from the HPV reporting of Alkyl Sulfides, (b) a significant body 

Page 8 of 10 
Dover Chemical Corporation - HPV Additional Testing 

February 20, 2012 

of information from QSAR modeling of lower molecular weight structures 

suggesting negligible potential for aquatic toxicity or biodegradation, and (c) 

knowledge that the alkyl groups in this product are highly branched (diminished 

potential for biodegradation or bioactivation), all contribute to conclusion that this 

product has low-level biological reactivity of any kind . This outcome suggests 

development of significant amount of new data for this chemical is not warranted . 

Below is a table with a proposal for the status of current information on 

this chemical as well as indications for new testing . 

Table 7. Data Availability and Proposed Testing for 1-Decene. Sulfurized 

Boiling Vapor Part. Water Biodeg. Chronic Algal Acute Ames Chrom Rep. 

Point Pres. Coef. Sol. Daphnia Oral Ab. Dose/ 

ReproDevelo . 

B, C B, C B, C B, C, B, C, C, NA B, C, B, T B B B 

T NA NA 

B - bridging 

C - computerized QSAR modeling 

NA - Not applicable based upon physiochemical properties of substance, primarily low 

water solubility which makes certain tests not feasible 

T - testing to be performed 

Overall, the need for test data development appears to be very limited for the 

TSCA chemical based upon: 

Evidence of low biological activity for related compounds from tests assessing 

acute toxicity, aquatic effects in multiple species, and genetic endpoints, 

The higher molecular weights for this and the related chemicals indicate a 

position that projects low potential for adverse biological activities, 

QSAR results also provide support to indicate low water solubility limits with 

low aquatic dispersal, resulting in diminished toxic potential to aquatic 

species. 

In order to provide data on this specific chemical, Dover agrees to conduct 

the following tests . 

" Water solubility 

o New data can be used to characterize this endpoint for sulfurized, 1-

decene which has not previously been determined . Results will likely 

verify the product exhibits negligible solubility, negating need for further 

testing for aquatic toxicity, 

Page 9 of 10 
Dover Chemical Corporation - HPV Additional Testing 

February 20, 2012 

" Acute oral toxicity (up-and-down test - rat) 

o Data to assess mammalian toxicity at high dose levels. Absence of 

toxicity would indicate substance lacks biological reactivity, thus 

providing evidence of minimal concern for repeated dose or 

reproductive/developmental activity for the substance. 

Page 10 of 10 
Software Version :< 6.2 > Sample Name . Operatorunanager 

Injection Time . Sample Number : Study . 

Report Printed :2115R012 3:05:34 PM Interface Serialf :6058250939 

Raw File :C:IPENEXEITCWSIVER63.11SEQUENCES\312FEB1B020.RAW 

Result File :C:\PENEXE\TCWSXVER6 .3 .1\DATAUNSTRUMEt-M\EAS609-MB1540 .RST 

Method File :C"1PENE3CEkTCWSkVER6.3 .11DATAIINSTRUMENT3UvIETHODEA8609.SEC' 

Created :07l30I10 06:16:32 PM 

Modified :02115/12 02:53:29 PM 

(n - 1) Average . 153 Z Average (Mz) . 2056 

Number Average (Mn) . 560 (Z + 1) Average . 2713 

Weight Average (Mw) . 1332 PolyDispersily (MwJMn) : 2 .381 

Total Area : 1 .0873485e+007 (microvolt seconds) 

Page 1 of 2 

Peak Molecular Weight Report 

Peak Component RT Area %Area PMwt Mw Mn Mw/Mn StartMw EndMw 

1 22 .510 3632492 .6 33 .407 1680 .3 2444.1 2240 .0 1 .0911 9202 .1 1558 .1 

2 22 .852 16331%.7 15 .020 1369 .6 1353 .6 1344 .1 1 .0071 1558 .1 1157 .8 

3 23 .382 1774949.0 16 .324 997.4 980 .1 970.2 1 .0103 1157 .8 788 .9 

4 24.124 1849206.0 17 .007 639.9 628 .8 618 .1 1 .0174 788.9 425.8 

5 25 .347 1569009.7 14 .430 308.0 297 .9 288 .4 1 .0331 425 .8 97.7 

6 27.838 414631 .4 3 .813 69.4 66.6 65.5 1 .0174 93 .9 39.4 

Above - Below Report 

Mw Area Area°/b Mw% Mn% 

Fraction Above Mw 1000 .0 6 .0614843e+006 55 .746 82 .433 18 .428 

Fraction Below Mw 500.0 2 .1046830e+006 19 .356 3 .810 61 .917 

Time Slice Report 

Number of area slices per entry: 17 Seconds per slice - 1.000 

Slice End Slice Avg Area Cum Area Wt Cum Wt Number Cum Number 

No Time MoIWt Mo1Wt % 0,6 % yb 

1 15 .000 1 .4998e+005 1 .6324e+005 0.0 0.000 0.000 0 .000 0.000 0.000 

2 15 .283 1 .2660e+005 1 .3780e+005 0.0 0.000 0.000 0 .000 0.000 0.000 

3 15 .567 1 .0687e+005 1 .1632e+005 0.0 0.000 0 .000 0 .000 0.000 0.000 

4 15 .850 9.0210e+004 9.8186e+004 0.0 0.000 0 .000 0 .000 0.000 0.000 

5 16 .133 7 .6148e+004 8.2881e+004 0.0 0.000 0 .000 0 .000 0.000 0.000 

6 16 .417 6 .4278e+004 6.9962e+004 0.0 0.000 0 .000 0.000 0.000 0.000 

7 16 .700 5 .4259e{-004 5.9056e+004 0.0 0 .000 0.000 0.000 0.000 0.000 

8 16 .983 4 .5801e+004 4.9851e+004 0 .0 0 .000 0.000 0.000 0.000 0.000 

9 17 .267 3 .8662e+004 4.2080e+004 0 .0 0 .000 0.000 0.000 0.000 0.000 

10 17 .550 3 .2635e+004 3.5521e-}004 0.0 0 .000 0.000 0.000 0.000 0 .000 

11 17 .833 2 .7548e+004 2.9984e+004 0.0 0 .000 0.000 0.000 0.000 0 .000 

12 18 .117 2 .3254e+004 2 .5310e+004 0 .0 0 .000 0.000 0.000 0.000 0 .000 

13 18 .400 1 .9629e+004 2.1365e+004 0 .0 0 .000 0.000 0.000 0.000 0.000 

14 18 .683 1 .6569e+004 1 .8034e+004 0 .0 0 .000 0.000 0.000 0.000 0 .000 

15 18 .967 1 .3987e+004 1 .5223e+004 0 .0 0 .000 0.000 0.000 0.000 0 .000 

16 19 .250 1 .1806e+004 1 .2850e+004 0 .0 0 .000 0.000 0.000 0 .000 0 .000 

17 19 .533 9.9660e+003 1 .0847e+004 0 .0 0 .000 0.000 0.000 0 .000 0.000 

18 19 .817 8 .4125e+003 9 .1564e+003 330 .9 0 .003 0.003 0.003 0 .000 0 .000 

19 20 .100 7.1012e+003 7 .7291e+003 2432 .0 0 .025 0.022 0 .025 0 .002 0 .002 

20 20 .383 5 .9943e+003 6 .5243e+003 9379.9 0.112 0.086 0.112 0 .008 0.009 

21 20 .667 5 .0599e+003 5 .5073e+003 32890.7 0.414 0.302 0.414 0 .031 0.041 

22 20.950 4.2712e+003 4 .6489e+003 96302.5 1 .300 0.886 1 .300 0.108 0.149 

23 21 .233 3 .6054e+003 3 .9242ea-003 209041 .4 3 .222 1 .922 3 .222 0.277 0.426 

24 21 .517 3 .0434e+003 3 .3125e+003 346380.2 6.408 3 .186 6 .408 0.542 0.968 
211512012 3.05:34 PM Result : C:1PanExelTcW51Ver6.3 .11DataUnslrument31EA8609 MB1540.rst 

25 21 .800 2 .5690e+003 2.7962e+003 499575 .1 11 .002 4.594 11 .002 0.925 1 .893 

26 22.083 2 .16860003 23603e+003 684329.4 17 .2% 6.294 17296 1 .500 3 .392 

27 22.367 1 .8305e+003 1 .9924e+003 853773 .7 25 .148 7.852 25.148 2 .213 5.605 

28 22.650 1 .54520003 1 .6818e+003 944460.6 33 .834 8.686 33.834 2 .894 8.499 

29 22.933 1 .3043e+003 1 .4197e+003 975317.9 42.803 8.970 42.803 3 .542 12 .042 

30 23.217 1 .10100003 1 .19840003 853915.2 50.657 7.853 50.657 3 .662 15 .704 

31 23.500 9.2939e+002 1 .0116e+003 948578.6 59 .380 8.724 59 .380 4 .836 20.540 

32 23.783 7.8452e+002 8 .5389e+002 597780.9 64.878 5 .498 64 .878 3 .565 24.105 

33 24.067 6.6223r+002 7.2078e+002 637335.8 70.739 5 .861 70.739 4.612 28.716 

34 24.350 5.5900e+002 6 .0843c+002 829477.6 78368 7 .628 78 .368 6.978 35 .695 

35 24 .633 4.7187e+002 5 .1359e+002 310657.9 81 .225 2 .857 81 .225 3 .056 38.750 

36 24 .917 3.9831e+002 4 .3353e+002 91794.3 82.069 0.844 82 .069 1 .086 39.836 

37 25200 3.3622e+002 3 .6595&+002 303926.6 84 .864 2.795 84 .864 4.373 44.210 

38 25 .483 2.8381e+002 3 .0891e+002 657831 .9 90.914 6.050 90.914 10 .978 55.187 

39 25 .767 2.3957e+002 2.6076e+002 383330.8 94.439 3 .525 94.439 7.466 62 .653 

40 26.050 2.0223e+002 2.2011e+002 129842 .1 95 .633 1 .194 95 .633 2.995 65 .648 

41 26.333 1 .7071a+002 1 .8580e+002 42696 .0 96.026 0393 96.026 1 .165 66.813 

42 26.617 1 .4410e+002 1 .5684s+002 13078 .8 96.146 0.120 96.146 0.423 67.235 

43 26.900 12164c+002 1 .3239e+002 3518.6 96.179 0.032 96.179 0 .134 67.369 

44 27.183 1 .0268e+002 1 .1175e+002 789.5 96.186 0.007 96.186 0 .036 67.405 

45 27.467 8.6671e+001 9.4334e+001 1118 .7 96.196 0.010 %.196 0 .065 67.470 

46 27.750 7.3161e+001 7.9630e+001 91658 .3 97.039 0.843 97.039 6.129 73 .599 

47 28 .033 6 .1756e+001 6.7217e+001 211762.6 98.987 1 .948 98.987 16 .154 89.753 

48 28 .317 5 .2130c+001 5.6739e+001 86328 .9 99.781 0.794 99.781 7.6% 97.449 

49 28.600 4.4004e+001 4.7895e+001 21626.2 99.980 0.199 99.980 2.283 99.732 

50 29.000 3.4641e+001 3.9043e+001 2221 .9 100.000 0.020 100.000 0268 100.000 
C-lPenExelTcWSlVerb .3 .11Ueta1lnstrument3lEA8609 MB1540.rst 

1 MV x 10'1 1 

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125.347 

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r 80.0 

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F 60.0 

r- $0.0 

F 40 .0 

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7 .838 20.0 

p. 14 

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.~ . ; ., r7T 

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40-, 

30~ 

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^in 

17 

500 Mwt. 

Iii I iiiil 

18 19 20 21 22 23 24 25 26 27 28 

601 

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20~+ 

3000 Mwt. 

900 Mwt. 

P-TTTfTT-TTr-iT-j7T1j . , i 

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312FEB1 B024.raw 

100--i 

50- 

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U.S POSTAGE*F%1NEr eowEs 

{ ~. :.II .. 

ZIP 44622 

1th $02 

0001362506 FEB. 21. 2012 

Chemical 

Corporation 

A Subsidiary of ICC Industnes Inc 

West Fifteenth & Davis " R0FNO+18 " Dover, Ohio 44622-0040