# SAR Categories in Support of SNURs for 20 Chemical Substances

EPA Docket: EPA-HQ-OPPT-2012-0740 October 2012

# SAR Aliphatic Amines 8/2008

FISH 96-h LC50 (Mortality)

ESTIMATED TOXICITY: The fish 96-h LC50 values used to develop this SAR were measured and the octanol water partition coefficient s (Ko w) were calculated usi ng the computer program, KOWWIN (Version 1.67). The SAR equation used to estimate toxicity is:

Log 96-h LC50 (mmol/L) = -0.6016 (log Kow) + 0.4479

The LC50 is in millimoles per liter (mM/L); N = 11 7 + 2 3; and the Coefficient of Determination (R 2 

# ) = 0.7609. To convert the LC50 from mM/L to mg/L, multiply by the molecular weight of the compound.

Maximum K ow 

# : 6.0 Maximum MW: 1000

GRAPH: 

# SAR for: Aliphatic Amines, Fish 96-h LC50

y = -0.6016x + 0.4479
R 2 

## = 0.7609 n = 117 + 23 

# -6.00 -4.00 -2.00 0.00 2.00 4.00 6.00

-5.0 -4.0 -3.0 -2.0 -1.0 0.0 1.0 2.0 3.0 4.0 5.0 6.0



# Log Kow (EPI)Log Fish 96-h LC50 (mmol/L)



# APPLICATION: This SAR may be used to estimate toxicity for aliphatic amine s

.
LIMITATIONS: For aliphatic amines with log Kow values greater tha n 7.0, a test duration of greater than 96 hours may be required for proper expression of toxicity. Al so, if the toxicity value obtained by the use of this equation exceeds the water solubility of t he compound (measured or estimated), mortalities greater than 50% would not be expected in a saturated solution during an exposure period of 96 hours.

DATA:CAS No. Chemical Name M.W. log Kow (CLogP) log Kow (EPI ) log Kow (M) Fish 96-h LC50 (mg/L) Log Fish 96-h LC50 (mmol/L) Reference (Meas. Kow) Reference (Fish 96-h LC50) 100-97-0 Hexamethylenetetramine 140 2.5 -4.2 49800 2.55 DUL

102-71-6 Triethanolamine 149 -1.5 -2.5 -1 11800 1.90 Hansch et al., 1995 DUL CBI CBI 252 -0.9 -1.9 585 0.37 P91-____ 111-42-2 Diethanolamine 105 -1.5 -1.7 -1.43 4710 1.65 Hansch & Leo, 1985 DUL 107-15-3 Ethylenediamine 60 -1.2 -1.6 -2.04 220 0.56 Hansch et al., 1995 DUL 141-43-5 2-Aminoethanol 61 -1.3 -1.6 -1.31 2070 1.53 Hansch & Leo, 1985 DUL 140-31-8 1-(2-Aminoethyl)piperazine 129 -0.6 -1.6 2190 1.23 DUL

103-76-4 1-(2-Hydroxyethyl) piperazine 130 -0.68 -1.6 6410 1.69 DUL

5407-04-5 3-Dimethylaminopropyl chloride hydrochloride 158 3.1 -1.5 133 -0.07 DUL

7209-38-3 1,4-Bis (3-aminopropyl) piperazine 200 -1.4 -1.4 -1.43 3100 1.19 DUL CBI CBI 208 0.09 -1.4 3900 1.27 P00-____

622-40-2 4-(2-Hydroxyethyl) morpholine 131 -0.45 -1.3 2710 1.32 DUL 78-90-0 1,2-Propane diamine 74 -0.91 -1.2 1010 1.14 DUL 78-96-6 Isopropanol amine 75 -0.99 -1.2 -0.96 2520 1.53 Hansch & Leo, 1985 DUL CBI CBI 317 -3.2 -1.2 75 -0.63 P95-____ 109-76-2 1,3-Propane diamine 74 -1.5 -1.1 -1.43 1190 1.21 Hansch et al., 1995 DUL 109-85-3 2-Methoxyethylamine 75 -0.67 -0.91 524 0.84 DUL 110-73-6 2-(Ethylamino) ethanol 89 -0.46 -0.66 1480 1.22 DUL CBI CBI 249 -0.25 -0.6 677 0.43 P95-____ 109-01-3 1-Methylpiperazine 100 -0.099 -0.59 2300 1.36 DUL 110-91-8 Morpholine 87 -0.72 -0.56 -0.86 380 0.64 Hansch & Leo, 1985 Calamari et al., 1980

280-57-9 1,4-Diazabicyclo (2,2,2) octane 112 0.69 -0.49 1730 1.19 DUL 109-07-9 2-Methylpiperazine 100 -0.44 -0.38 2240 1.35 DUL 107-29-9 Acetaldoxime 59 -0.14 -0.21 -0.13 76 0.11 Hansch et al., 1995 DUL 124-40-3 Dimethylamine 45 -0.51 -0.17 -0.38 118 0.42 Hansch & Leo, 1985 Calamari et al., 1980 59-97-2 Tolazoline hydrochloride 197 MF -0.16 354 0.25 DUL 75-04-7 Ethylamine 45 -0.14 -0.15 -0.13 227 0.70 Hansch & Leo, 1985 U.S. EPA, 1990 (ERL-D)

22104-62-7 4-Dimethylamino-3-methyl2-butanone 129 0.34 -0.12 8.5 -1.18 DUL 100-37-8 N,N-Diethylethanolamine 117 0.48 0.05 1780 1.18 DUL CBI CBI 135 0.2 0.15 390 0.46 P91-____ 107-11-9 Allylamine 57 -0.09 0.21 0.03 27 -0.32 Hansch & Leo, 1985 Bridie et al., 1979 141-91-3 2,6-Dimethylmorpholine 115 0.73 0.28 387 0.53 DUL 107-10-8 Propylamine 59 0.39 0.34 0.48 308 0.72 Hansch & Leo, 1985 DUL CBI CBI 238 0 0.41 250 0.02 P91-____ 6921-29-5 Tripropargylamine 131 0.19 0.67 1.27 296 0.35 Hansch et al., 1995 DUL 75-64-9 tert-Butylamine 73 0.57 0.72 0.4 270 0.57 Hansch & Leo, 1985 Calamari et al., 1980 13952-84-6 (+-)-sec-Butylamine 73 0.74 0.76 0.74 275 0.58 Hansch & Leo, 1985 DUL

6948-86-3 N,N-Bis(2,2-diethoxyethyl) methylamine 263 1.4 0.78 637 0.38 DUL

6948-86-3 N,N-Bis(2,2-diethoxyethyl) methylamine 263 1.4 0.78 634 0.38 DUL 109-89-7 Diethylamine 73 0.54 0.81 0.58 855 1.07 Hansch & Leo, 1985 DUL 109-89-7 Diethylamine 73 0.54 0.81 0.58 182 0.40 Hansch & Leo, 1985 Calamari et al., 1980 109-73-9 Butylamine 73 0.92 0.83 0.97 268 0.56 Hansch & Leo, 1985 DUL

96-80-0 2-(Diisopropylamino) ethanol 145 1.1 0.88 201 0.14 DUL 100-64-1 Cyclohexanone oxime 113 1.2 0.91 0.84 208 0.26 TSCATS DUL

105-14-6 5-Diethylamino-2- pentanone 157 0.57 0.94 336 0.33 DUL

54-11-5 (s)-3-Methyl-2-pyrrolidinyl pyridine nicotine 162 1.3 1 1.17 4 -1.61 Hansch & Leo, 1985 Edsall, 1991 65-30-5 Nicotine sulfate 419 MF 1 1.17 12.2 -1.54 Hansch & Leo, 1985 DUL 65-30-5 Nicotine sulfate 419 MF 1 1.17 15.6 -1.43 Hansch & Leo, 1985 DUL 100-46-9 Benzylamine 107 1.1 1.1 1.09 102 -0.02 Hansch & Leo, 1985 U.S. EPA, 1990 (ERL-D) 2759-28-6 1-Benzylpiperazine 176 1.8 1.1 47.4 -0.57 DUL 127-06-0 Acetone oxime 73 0.12 1.2 0.12 558 0.88 Pomona, 1987 DUL

598-74-3 (+-)-1,2- Dimethylpropylamine 87 1.1 1.2 284 0.51 DUL

5813-64-9 2,2-Dimethyl-1- propylamine 87 1.2 1.2 475 0.74 DUL 110-58-7 Amylamine 87 1.5 1.3 1.49 177 0.31 Hansch & Leo, 1985 DUL

34274-04-9 N-(3-Methoxypropyl)-3,4,5- trimethoxybenzylamine 269 0.05 1.3 136 -0.30 DUL 124-02-7 Diallylamine 97 0.63 1.5 1.11 20 -0.69 Hansch & Leo, 1985 Bridie et al., 1979 108-91-8 Cyclohexylamine 99 1.4 1.6 1.49 90 -0.04 Hansch & Leo, 1985 Calamari et al., 1980 108-18-9 Diisopropylamine 101 1.1 1.6 1.4 196 0.29 Hansch & Leo, 1985 Calamari et al., 1980 96-29-7 2-Butanone oxime 87 0.36 1.7 0.63 843 0.99 Chem Inspect Test Inst, 1992 DUL 15673-00-4 3,3-Dimethylbutylamine 101 1.7 1.7 602 0.78 DUL

7250-67-1 1-(2-Chloroethyl) pyrrolidine Hydrochloride 170 1.4 1.7 153 -0.05 DUL 111-26-2 Hexylamine 101 2 1.8 2.06 56.6 -0.25 Hansch & Leo, 1985 DUL

103-83-3 N,N-Dimethylbenzylamine 135 2 1.8 1.98 37.8 -0.55 Hansch & Leo, 1985 DUL 60-13-9 Amphetamine sulfate 369 1.8 1.8 1.76 28.8 -1.11 Hansch & Leo, 1985; Sangste r DUL 80-52-4 1,8-Diamino-p-menthane 170 1.2 1.9 65.3 -0.42 DUL 14321-27-8 N-Ethylbenzylamine 135 2 2 1.8 57.1 -0.37 Sangster, 1993 DUL 111-68-2 n-Heptylamine 115 2.5 2.3 2.57 21.8 -0.72 Hansch & Leo, 1985 DUL 768-94-5 1-Adamantanamine 151 2 2.4 2.44 25 -0.78 Hansch & Leo, 1985 DUL CBI CBI 198 2.7 2.4 3.23 -1.79 P85-____CBI CBI 198 2.7 2.4 6.8 -1.46 P85-____ CBI CBI 198 2.7 2.4 12 -1.22 P85-____ CBI CBI 198 2.7 2.4 10.2 -1.29 P85-____ 107-45-9 tert-Octylamine 129 2.4 2.6 24.6 -0.72 DUL CBI CBI 238 MF 2.6 3.4 -1.85 P__-____ CBI CBI 494 1.2 2.6 5.8 33 -1.18 HPLC P92-____ 693-16-3 1-Methylheptylamine 129 2.8 2.7 5.11 -1.40 DUL 693-16-3 1-Methylheptylamine 129 2.8 2.7 5.28 -1.39 DUL 111-86-4 Octylamine 129 3 2.8 2.9 5.19 -1.40 Sangster, 1993 DUL 111-92-2 Dibutylamine 129 2.7 2.8 2.83 37 -0.54 Hansch & Leo, 1985 Calamari et al., 1980 CBI CBI 212 2.4 2.9 1100 0.72 P93-____ 102-69-2 Tripropylamine 143 2.8 3 2.79 50.9 -0.45 Hansch & Leo, 1985 DUL CBI CBI 200 1.9 3.1 778 0.59 P89-____ 112-20-9 Nonylamine 143 3.6 3.3 2.16 -1.82 DUL

91-65-6 N,NDiethylcyclohexylamine 155 3 3.3 21.4 -0.86 DUL CBI CBI 392 MF 3.71 0.59 -2.82 P87-____ 2016-57-1 n-Decylamine 157 4.1 3.8 1.03 -2.18 U.S. EPA, 1990 (ERL-D) 2016-57-1 n-Decylamine 157 4.1 3.8 1.04 -2.18 DUL CBI CBI 278 4.3 3.8 3.17 4.6 -1.78 Unknown P00-____ 7307-55-3 Undecylamine 171 4.6 4.3 0.21 -2.91 DUL CBI CBI 217 4.9 4.4 0.21 -3.01 P85-____ CBI CBI 217 4.9 4.4 0.66 -2.52 P85-____ CBI CBI 217 4.9 4.4 0.72 -2.48 P85-____ CBI CBI 217 4.9 4.4 3.7 0.65 -2.52 Unknown P96-____ CBI CBI 217 4.9 4.4 3.7 0.6 -2.56 Unknown P96-____ CBI CBI 217 4.9 4.4 3.7 0.2 -3.04 Unknown P96-____ 29873-30-1 N-Decylthioamine 217 4.9 4.4 0.22 -2.99 8(e)-3587 29873-30-1 N-Decylthioamine 217 4.9 4.4 0.7 -2.49 8(e)-3587 29873-30-1 N-Decylthioamine 217 4.9 4.4 0.77 -2.45 8(e)-3587 CBI CBI 228 4.9 4.4 13 -1.24 P94-____ CBI CBI 228 4.9 4.4 39 -0.77 P94-____ CBI CBI 253 4.9 4.4 0.11 -3.36 P85-____ CBI CBI 253 4.9 4.4 0.345 -2.87 P96-____ CBI CBI 253 4.9 4.4 0.38 -2.82 P96-____ CBI CBI 300 3.8 4.5 0.71 -2.63 P91-____ CBI CBI 367 4.1 4.5 2.8 -2.12 P90-____ 143-16-8 Di-n-hexylamine 185 4.8 4.7 0.78 -2.38 DUL

56296-78-7 Fluoxetin hydrochloride 346 4.1 4.7 3.82; 4.05 0.49 -2.85 Unknown; Adlard, M et al., 1995 8(e)-15316 CBI CBI 411 6.8 4.7 0.33 -3.10 P02-____ 124-22-1 Dodecyamine 185 5.2 4.8 0.103 -3.25 DUL

52898-18-7 1,3-Propanediamine, N- 3- (dodecyloxy)propyl - 301 4.1 5 0.033 -3.96 8(e)-14601

NK Hydrogenated cocoamidopropyldiethylami ne-N-oxide 343 3 5.1 0.75 -2.66 8(e)-14655 CBI CBI 940 2.4 5.2 0.28 -3.53 P05-____ 2869-34-3 Tridecylamine 199 5.7 5.3 0.0654 -3.48 DUL CBI CBI 259 5.7 5.3 0.55 -2.67 T94-___

_ 112-18-5 Dimethyl dodecyl amine 213 5.5 5.4 0.84 -2.40 SIDS, 1998 CBI CBI 295 MF 5.7 3.8 100 -0.47 HPLC P00-____ CBI CBI 316 5.7 5.7 4.9 1.466 -2.33 PMN est. P91-____

SAR Data Not Included in Regression Equation: 2706-56-1 2-(2-Aminoethyl) pyridine 122 -0.21 0.02 0.08 

### * Hansch & Leo, 1985 DUL CBI CBI 341 3.7 4.4 4.4 

### * Unknown P03-____ CBI CBI 481 5.5 6.5 

### * 4.4 

### * -2.04 CBI CBI CBI 481 5.5 6.5 

### * 13 

### * -1.57 CBI CBI CBI 1527 7.1 6.7 

### * 2.5 

### * -2.79 P98-____ CBI CBI 1527 7.1 6.7 

### * 2.9 

### * -2.72 P98-____ CBI CBI 509 7.1 6.9 

### * 1 

### * -2.71 CBI CBI CBI 509 7.1 6.9 

### * 7.9 

### * -1.81 CBI CBI CBI 377 8.4 7.1 

### * 2.3 

### * -2.21 P00-____ CBI CBI 501 7.1 7.1 

### * 0.13 

### * -3.59 P98-_____ CBI CBI 501 7.1 7.1 

### * 0.28 

### * -3.25 P98-_____

95-38-5 2-(8-Heptadecenyl)-4,5- dihydro-1H-imidazole-1- ethanol 351 7.9 7.5 

### * 0.3 

### * -3.07 8(e)-4252 CBI CBI 439 5.7 7.5 

### * 0.13 

### * -3.53 P97-____ CBI CBI 469 7.9 7.5 

### * 0.45 

### * -3.02 P90-____ CBI CBI 494 8.6 8.1 0.82 -2.78 P05-____ CBI CBI 284 8.6 8.1 

### * 0.44 

### * -2.81 P92-____ CBI CBI 582 MF 8.2 

### * P90-____ CBI CBI 423 8.7 9.1 

### * 0.43 

### * -2.99 P00-____ CBI CBI 961 14.8 9.6 

### * P89-____ CBI CBI 565 14 13 

### * 2.3 

### * -2.39 P91-____ CBI CBI 676 11 13 

### * 0.525 

### * -3.11 P91-____ CBI CBI 1066 16 14 

### * P98-____ CBI CBI 1066 16 14 

### * 4.4 

### * -2.38 P98-____Data Not Included in SAR:

333-18-6 Ethylenediamine dihydrochloride 133 MF -3.4 >100 >-0.12 Ewell et al., 1986 CBI CBI 503 3.3 -0.47 0.2 >2400 >0.68 CBI CBI CBI CBI 503 3.3 -0.47 0.2 >2100 >0.62 CBI CBI CBI CBI 262 0.1 0.35 >500 >0.28 P91-____ CBI CBI 189 0.52 0.86 >100 >-0.39 P05-____ CBI CBI 489 3.3 1.9 >101 >-0.68 P02-____ CBI CBI 451 2 3.8 >99 >-0.66 P93-____ CBI CBI 428 5.6 <0.1 <-3.63 8(e)-_____

_

27136-73-8 2-(Heptadecenyl)-4,5- dihydro-1H-imidazole-1- ethanol 351 7.8 7.5 0.22 to 0.5 -3.2 to -2.85 CBI CBI 284 8.6 8.1 0.56 to 0.75 -2.71 to -2.58 P92-____ * indicates no effects at saturation



# REFERENCES: Bridie AL, Wolff CJM, and Winter M. 1979. The acut e toxicity of some petro chemicals to goldfish. Water Research 13:623-626. [A summary of studi es also listed in the ‘Reference’ section.]

Brooke LT, Call DJ, Geiger DL, Northcott CE, and Piorier SH (ed s). 1984-1990 Acute toxicities of organic chemicals to Fathead minnows ( Pimephales promelas )

. Superior, WI: Center for Lake Superior Environmental Studies, University of Wisconsin-Superior. Volume 1-5. [note: the five volumes have different author sequence & publication years]

Calamari D, DaGasso R, Galassi S, Provini A, and Vighi M. 1980 . Biodegra dation and toxicity of selected amines on aquatic organisms. Chemosphe re 9: 753-762. [A summary of studies also listed in the ‘Reference’ section.]

Edsall, CC. 1991. Acute toxicities to larval Ra in bow trout of represent ative com pounds detected in Great Lake fish. Bull. Env. Contam. Toxicol. 46(2):173-178.

Ewell WS, Gorsuch JW, Kringle RO, Robillard KA, and Spiegel RC. 1986. Simultaneous evolution of the acute e ffects of che micals on seven aquatic species. Environ. Toxicol. Chem. 5:831-840.

Platz RD, and Nabholz JV. 1990. Generic environme ntal hazard a s sessment of aliphatic amines. Washington, DC: Environmental Effects Branch, Health and Environmental Review Division (TS796), Office of Toxic Substances, United Stat es Environmental Protection Agency. Unpublished manuscript.

SIAR. 2005. SIDS Initial Assess me nt Report. SIAR for the 11 th 

# SIAM. N,N-Dimethyol dodecyamine. Sponsor country: Germany. [SIDS]

U.S. Environmental Protection Agency (USEPA). 1990. Summary of structure-activity data files: University of Wisco nsi n-Superior (UWS) and ORD Environmental Research Laboratory, Duluth, MN (ERL-D) research team. Computer printout from Environmental Effects Branch, HERD, U.S. EPA, Washington, DC.

U.S. Environmental Protection Agency (USEPA). 20 06. Database of environmental toxic ity data from Prem anufacture Notifications (PMN). Wash ington DC: Risk Assessment Division (RAD), OPPT, USEPA, 1400 Pennsylvania Ave., N.W. (Unpublished test data.)

U.S. Environmental Protection Agency (USEPA). 20 06. Database of environmental toxic ity data from data sub mitted under the “Toxic Substanc e Control Act” (TSCA). Public Law 94-469, 90 Stat. 2003, October 11, 1976. Washington DC: OPPT, USEPA, 14 00 Pennsylvania Ave., N.W.

# SAR Aliphatic Amines 11/2007

DAPHNID 48-h LC50

ESTIMATED TOXICITY: The daphnid 48-h LC50 values used to develop this SAR were measured, and the octanol water partition coefficient s (Ko w) were calculated usi ng the computer program, KOWWIN (Version 1.67). The SAR equation used to estimate toxicity is:

Log 48-h LC50 (mmol/L) = -0.5119 (log Kow) - 0.7278

The LC50 is in millimoles per liter (mM/L); N = 44 + 15 ; and the Coefficient of Determination (R 2 

# ) = 0.554. To convert the LC50 from mM/L to mg/L, multiply by the molecular weight of the compound.

Maximum K ow 

# : 5.0 Maximum MW: 1000

GRAPH: 

# SAR for: Aliphatic Amines, Daphnia 48-h LC50

y = -0.5119x - 0.7278
R 2 

## = 0.5405 n = 43 + 16 

# -6.00 -4.00 -2.00 0.00 2.00 4.00 6.00

-3.0 -2.0 -1.0 0.0 1.0 2.0 3.0 4.0 5.0 6.0 7.0 8.0



# Log Kow (EPI)Log Daphnia 48-h LC50(mmol/L)



# APPLICATION: This SAR may be used to estimate toxicity for aliphatic amine s

.
LIMITATIONS: For aliphatic amines with log Kow values greater tha n 5.0, a test duration of greater than 48 hours may be required for proper expression of toxicity. Al so, if the acute toxicity value obtained by the use of this equation exceeds the water solub ility of the compound (measured or estimated), significant mortalities would not be expected in a saturated solution during an exposure period of 48 hours.

DATA:CAS No. Chemical Name M.W. log Kow (CLogP) log Kow (EPI ) log Kow (M) Daphnia 48

- h LC50 (mg/L) Log Daphnia 48-h LC50 (mmol/L) Reference (Meas. Kow) Reference (Daphnia 48-h LC50) CBI CBI 773 -7.6 -2.4 1.6 -2.68 P95-____ CBI CBI 144 -0.8 -2.2 1760 1.09 P90-____ 111-42-2 Diethanolamine 105 -1.5 -1.7 -1.43 55 -0.28 Hansch & Leo, 1985 Le Blanc, 1980 111-42-2 Diethanolamine 105 -1.5 -1.7 -1.43 131 0.10 Hansch & Leo, 1985 Cowgill et al., 1985 107-15-3 Ethylenediamine 60 -1.2 -1.6 -2.04 26.5 -0.35 Hansch et al., 1995 Van Leeuwen et al., 1985 CBI CBI 317 -3.2 -1.2 1.7 -2.27 P95-____ 74-89-5 Methylamine 31 -0.7 -0.64 -0.57 280 0.96 Hansch & Leo, 1985 Kuhn et al., 1989 CBI CBI 249 -0.25 -0.6 10.5 -1.38 P95-____ 124-40-3 Dimethylamine 45 -0.51 -0.17 -0.38 50 0.05 Hansch & Leo, 1985 Van Leeuwen et al., 1985 CBI CBI 163 0.4 0.05 450 0.44 P03-____ CBI CBI 135 0.2 0.15 230 0.23 P91-____ CBI CBI 3.3 -0.47 0.2 117 1.55 Unknown CBI CBI CBI 205 MF 0.2 51 -0.60 P96-____ CBI CBI 262 0.1 0.35 90 -0.46 P91-____ CBI CBI 143 1.1 0.4 42 -0.53 P91-____ CBI CBI 238 0 0.41 77 -0.49 P91-____ 109-89-7 Diethylamine 73 0.54 0.81 0.58 56 -0.12 Hansch & Leo, 1985 Van Leeuwen et al., 1985 CBI CBI 154 0.37 0.95 46 -0.52 P94-____

54-11-5 (s)-3-Methyl-2-pyrrolidinyl pyridine nicotine 162 1.3 1 1.17 0.2 -2.91 Hansch & Leo, 1985 Smith, 1988 CBI CBI 157 1 1.2 4.3 -1.56 P83-____ CBI CBI 438 MF 2.2 1.18 -2.57 P87-____ CBI CBI 198 2.7 2.4 3.8 -1.72 P85-____ CBI CBI 198 2.7 2.4 4.51 -1.64 P85-____ CBI CBI 494 1.2 2.6 5.8 7.72 -1.81 HPLC P92-____ CBI CBI 173 1.3 2.7 15 -1.06 P88-____ CBI CBI 360 2.8 0.3 -3.08 8(e)-_____ CBI CBI 212 2.4 2.9 21 -1.00 P93-____ CBI CBI 200 1.9 3.1 10 -1.30 P89-____ 54739-18-3 Fluvoxamine 318 3.1 0.84 -2.58 Henry et al., 2004 59729-33-8 Citalopram 324 3.7 3.9 -1.92 Henry et al., 2004 CBI CBI 278 4.3 3.8 3.17 5.2 -1.73 P00-____ 54739-18-3 Paroxetine 329 4 0.58 -2.75 Henry et al., 2004 29873-30-1 N-Decylthioethylamine 217 4.9 4.4 0.045 -3.68 8(e)-3588 29873-30-1 N-Decylthioethylamine 217 4.9 4.4 0.034 -3.80 8(e)-3587 CBI CBI 217 4.9 4.4 3.7 0.03 -3.86 Unknown P85-____ CBI CBI 217 4.9 4.4 3.7 0.05 -3.64 Unknown P85-____ CBI CBI 217 4.9 4.4 3.7 0.03 -3.86 Unknown P96-____ CBI CBI 228 4.9 4.4 7.5 -1.48 P94-____ CBI CBI 253 4.9 4.4 0.033 -3.88 P85-____ CBI CBI 253 4.9 4.4 0.018 -4.15 P96-____

36362-09-1 2-(Decyl thio)-ethanamine hydrochloride 254 4.9 4.4 0.033 -3.89 8(e)-3307 54910-89-3 Fluoxetine 309 4.7 0.51 -2.78 Henry et al., 2004 CBI CBI 411 6.8 4.7 0.17 -3.38 P02-____

SAR Data Not Included in Regression Equation: CBI CBI 341 3.7 4.4 4.4 

### * * Unknown P03-____

NK Hydrogenated cocoamidopropyldiethylami ne-N-oxide 343 3 5.1 

### * 0.96 

### * -2.55 8(e)-14655 79617-96-2 Sertraline 306 5.3 

### * 0.12 

### * -3.41 Henry et al., 2004 112-18-5 Dimethyl dodecyl amine 213 5.5 5.4 

### * 0.083 

### * -3.41 SIDS, 1998 CBI CBI 295 MF 5.7 3.8 

### * 0.012 

### * -4.39 HPLC P00-____ CBI CBI 295 MF 5.7 3.8 

### * 0.51 

### * -2.76 HPLC P00-____ CBI CBI 316 5.7 5.7 4.9 

### * 8.88 

### * -1.55 PMN est. P91-____ CBI CBI 323 5.6 5.7 

### * 27 

### * -1.08 P95-____ CBI CBI 377 8.4 7.1 

### * 0.065 

### * -3.76 P00-____ CBI CBI 439 5.7 7.5 

### * 0.032 

### * -4.14 P97-____ CBI CBI 469 7.9 7.5 

### * 0.23 

### * -3.31 P90-____ CBI CBI 614 11 7.5 

### * 0.13 

### * -3.67 P90-____ CBI CBI 494 8.6 8.1 0.79 *-2.80 P05-____ CBI CBI 423 8.7 9.1 

### * 0.04 

### * -4.02 P00-____ CBI CBI 565 14 13 

### * 0.97 

### * -2.77 P91-____ CBI CBI 676 11 13 

### * 0.55 

### * -3.09 P91-____

Data Not Included in SAR: CBI CBI 189 0.52 0.86 270 0.15 P-05-____

* indicates no effects at saturation



# REFERENCES: Cowgill UM, Takahashi IT, and Applegath SL. 1985. A comparison of the effect of four benchmark chemi c als on Daphnia magna and Ceriodaphnia dubia/ affinis tested at two different temperatures. [A summary of studies al so listed in the ‘R eference’ section.]

Ewell WS, Gorsuch JW, Kringle RO, Robillard KA, and Spiegel RC. 1986. Simultaneous evolution of the acute e ffects of che micals on seven aquatic species. Environ. Toxicol. Chem. 5:831-840.

# Gersich FM, Millazzo DP, and Voos-Esquivel C. 1988. An invertebrate lif e-cycle study of the toxicity of Daphnia magna Straus. Mammalian and Environmental Toxicology Research Laboratory. Dow Chemical Company. Study ID: ES- DR-0065-5425-6. [A summary of studies also listed in the ‘Reference’ section.]

Henry et al., 2004. Acute and chronic toxicity of fi ve sele ctive serotonin reuptake inhibitors to Ceriodaphnia dubia. Env Tox & Chem 23:2229-2233.

LeBlanc GA. 1980. Acute Toxicity of priority pollutants to water flea ( Da phni a magna) . Bulletin of Environmental Contamination and Toxicology 24:684- 691. [A summary of studies also listed in the ‘Reference’ section.]

Lilius et al., 1995. Toxicity comparison of D. m agna and D. pule x

. Env Tox & Chem 14:2085- 2088.

Platz RD, and Nabholz JV. 1990. Generic environme ntal hazard a s sessment of aliphatic amines. Washington, DC: Environmental Effects Branch, Health and Environmental Review Division (TS796), Office of Toxic Substances, United Stat es Environmental Protection Agency. Unpublished manuscript.

Smith SB, Perry CM. 1988. Toxicity of six heterocyclic nitrogen compounds to Da phnia p ulex

. Bull. Environ. Contam. Toxicol. 41(4):604-608.

U.S. Environmental Protection Agency (USEPA). 1990. Summary of structure-activity data files: University of Wisco nsi n-Superior (UWS) and ORD Environmental Research Laboratory, Duluth, MN (ERL-D) research team. Computer printout from Environmental Effects Branch, HERD, U.S. EPA, Washington, DC.

U.S. Environmental Protection Agency (USEPA). 20 06. Database of environmental toxic ity data from Prem anufacture Notifications (PMN). Wash ington DC: Risk Assessment Division (RAD), OPPT, USEPA, 1400 Pennsylvania Ave., N.W. (Unpublished test data.)

U.S. Environmental Protection Agency (USEPA). 20 06. Database of environmental toxic ity data from data sub mitted under the “Toxic Substanc e Control Act” (TSCA). Public Law 94-469, 90 Stat. 2003, October 11, 1976. Washington DC: OPPT, USEPA, 14 00 Pennsylvania Ave., N.W.

Van Leeuwen CJ, MASS-Diepeveen JL, Niebeek G, Vergouw WHA, Griffioen PS, and LuijkenMW. 1985. Aquatic toxicological aspects of dithiocarbamates and related compounds. I. Shortterm toxicity tests. Aquatic Toxicology 7:145-164. [A summary of studies also listed in the ‘Reference’ section.]

# SAR Aliphatic Amines 8/2008

GREEN ALGAE 96-h EC50

ESTIMATED TOXICITY: The green algae 96-h EC50 values used to develop this SAR were measured, and the octanol water p artitio n coefficients (Kow) were calc ulated using the computer program, KOWWIN (Version 1.67). The SAR equation used to estimate toxicity is:

Log 96-h EC50 (mmol/L) = -0.3708 (log Kow) -1.3744

The EC50 is in millimoles per liter (mM/L); N = 49 + 10; and the Coefficient of Determination (R 2 

# ) = 0.306. To convert the EC50 from mM/L to mg/L, multiply by the molecular weight of the compound.

Maximum K ow 

# : 7.0 Maximum MW: 1000

GRAPH:


# SAR for: Aliphatic Amines, Algal 96-h EC50

y = -0.3708x - 1.3744
R 2 

## = 0.306 n = 49 + 10 

# -6.00 -4.00 -2.00 0.00 2.00 4.00 6.00

-3.0 -2.0 -1.0 0.0 1.0 2.0 3.0 4.0 5.0 6.0 7.0 8.0



# Log Kow (EPI)Log Algal 96-h EC50(mmol/L)



# APPLICATION: This SAR may be used to estimate toxicity for aliphatic amine s

.
LIMITATIONS: If the log Kow value is greater than 7, or if t he compou nd is solid an d the EC50 exceeds the water solubility by 10X, no effects at saturation are predicted.

DATA:CAS No. Chemical Name M.W. log Kow (CLogP) log Kow (EPI ) log Kow (M) Algal 96-h EC50 (mg/L) Log Algal 96- h EC50 (mmol/L) Reference (Meas. Kow) Reference (Algal 96-h EC50) CBI CBI 773 -7.6 -2.4 0.02 -4.59 P95-____ 107-15-3 Ethylenediamine 60 -1.2 -1.6 -2.04 61 0.01 Hansch et al., 1995 Van Leeuwen et al., 1985 CBI CBI 132 -0.7 -1.5 27 -0.69 P94-____ CBI CBI 317 -3.2 -1.2 0.05 -3.80 P95-____ CBI CBI 329 -0.85 2.2 -2.17 P94-____ CBI CBI 89 -0.6 -0.74 480 0.73 P91-____ CBI CBI 249 -0.25 -0.6 6.2 -1.60 P95-____ CBI CBI 249 -0.25 -0.6 7.3 -1.53 P95-_____ 110-91-8 Morpholine 87 -0.72 -0.56 -0.86 28 -0.49 Hansch & Leo, 1985 Calamari et al., 1980 124-40-3 Dimethylamine 45 -0.52 -0.17 -0.38 30 -0.18 Hansch & Leo, 1985 Van Leeuwen et al., 1985 124-40-3 Dimethylamine 45 -0.52 -0.17 -0.38 9 -0.70 Hansch & Leo, 1985 Calamari et al., 1980 CBI CBI 163 0.4 0.05 0.27 -2.78 P03-____ CBI CBI 135 0.2 0.15 36 -0.57 P91-____ CBI CBI 143 1.1 0.4 16 -0.95 P91-____ CBI CBI 238 0 0.41 38 -0.80 P91-____ CBI CBI 185 0.64 0.71 -2.42 8(e)-____ 75-64-9 tert-Butylamine 73 0.57 0.72 0.4 16 -0.66 Hansch & Leo, 1985 Calamari et al., 1980 13952-84-6 (+-)-sec-Butylamine 73 0.74 0.76 0.74 275 0.58 Hansch & Leo, 1985 8(e)-14540 109-89-7 Diethylamine 73 0.54 0.81 0.58 56 -0.12 Hansch & Leo, 1985 Van Leeuwen et al., 1985 109-89-7 Diethylamine 73 0.54 0.81 0.58 20 -0.56 Hansch & Leo, 1985 Calamari et al., 1980 108-91-8 Cyclohexylamine 99 1.4 1.6 1.49 20 -0.69 Hansch et al., 1995 Calamari et al., 1980 108-18-9 Diisopropylamine 101 1.1 1.6 1.4 20 -0.70 Hansch et al., 1995 Calamari et al., 1980 CBI CBI 438 MF 2.2 0.21 -3.32 P87-____ 98-94-2 Dimethylcyclohexylamine 127 2.1 2.3 0.31 -2.61 8(e)-14542 CBI CBI 161 2.7 2.4 1.04 -2.19 P85-____ CBI CBI 198 2.7 2.4 1 -2.30 P85-____ CBI CBI 592 6.5 2.5 0.14 -3.63 P88-____ CBI CBI 238 MF 2.6 4 -1.77 P91-____ CBI CBI 173 1.3 2.7 1.8 -1.98 P88-____ 111-86-4 Octylamine 129 3 2.8 2.9 0.12 -3.03 Sangster, 1993 8(e)-14541 111-86-4 Octylamine 129 3 2.8 2.9 0.22 -2.77 Sangster, 1993 U.S.EPA, 1990 (ERL-D) 111-92-2 Dibutylamine 129 2.7 2.8 2.8 19 -0.83 Hansch & Leo, 1985 Calamari et al., 1980 CBI CBI 360 2.8 0.114 -3.50 8(e)-____ 102-06-7 N,N'-Diphenyl-guanidine 211 MF 2.9 2.6 -1.91 8(e)-13109 CBI CBI 212 2.4 2.9 0.25 -2.93 P93-____ CBI CBI 487 3.4 3 28 -1.24 P02-____ CBI CBI 200 1.9 3.1 2.9 -1.84 P89-____

49745-95-1 Dobutamine hydrochloride 338 2.5 3.5 0.76 -2.65 8(e)-15346 CBI CBI 278 4.3 3.8 3.17 0.3 -2.97 Unknown P00-____ CBI CBI 228 4.9 4.4 0.06 -3.58 P94-____ CBI CBI 253 4.9 4.4 0.03 -3.93 P85-____ CBI CBI 341 3.7 4.4 4.4 0.14 -3.39 Unknown P03-____ CBI CBI 300 3.8 4.5 0.02 -4.18 P91-____ CBI CBI 411 6.8 4.7 0.1 -3.61 P02-____ CBI CBI 639 3.5 5.2 37 -1.24 P96-____ CBI CBI 940 2.4 5.2 0.33 -3.45 P05-____ 112-18-5 Dimethyl dodecyl amine 213 5.5 5.4 0.007 -4.48 SIDS, 1998 CBI CBI 316 5.7 5.7 4.9 0.038 -3.92 PMN est. P91-____ CBI CBI 323 5.6 5.7 0.01 -4.51 P95-____

SAR Data Not Included in Regression Equation: CBI CBI 377 8.4 7.1 

### * 0.091 

### * -3.62 P00-____ CBI CBI 439 5.7 7.5 

### * 0.052 

### * -3.93 P97-____ CBI CBI 469 7.9 7.5 

### * 0.006 

### * -4.89 P90-____ CBI CBI 614 11 7.5 

### * 0.23 

### * -3.43 P90-____ CBI CBI 328 7.1 8.1 

### * 0.13 

### * -3.4 P86-____ CBI CBI 582 ` 8.2 

### * P90-____ CBI CBI 423 8.7 9.1 

### * 0.035 

### * -4.08 P00-____ CBI CBI 676 11 13 

### * 1.7 

### * -2.6 P91-____ CBI CBI 737 MF 14 

### * P89-____ CBI CBI 1066 16 14 

### * 0.66 

### * -3.21 P98-____

Data Not Included in SAR: CBI CBI 189 0.52 0.86 18 -1.02 P05-____ CBI CBI 737 MF 14 >10 >-1.87 CBI

* indicates no effects at saturation



# REFERENCES: Calamari D, DaGasso R, Galassi S, Provini A, and Vighi M. 1980 . Biodegra dation and toxicity of selected amines on aquatic organisms. Chemos phere 9:753-762. [A summary of studies also listed in the ‘Reference’ section.]

Platz RD, and Nabholz JV. 1990. Generic environme ntal hazard a s sessment of aliphatic amines. Washington, DC: Environmental Effects Branch, Health and Environmental Review Division (TS796), Office of Toxic Substances, United Stat es Environmental Protection Agency. Unpublished manuscript.

# U.S. Environmental Protection Agency (USEPA). 1990. Summary of structure-activity data files: University of Wisco nsi n-Superior (UWS) and ORD Environmental Research Laboratory, Duluth, MN (ERL-D) research team. Computer printout from Environmental Effects Branch, HERD, U.S. EPA, Washington, DC.

U.S. Environmental Protection Agency (USEPA). 20 06. Database of environmental toxic ity data from Prem anufacture Notifications (PMN). Wash ington DC: Risk Assessment Division (RAD), OPPT, USEPA, 1400 Pennsylvania Ave., N.W. (Unpublished test data.)

U.S. Environmental Protection Agency (USEPA). 20 06. Database of environmental toxic ity data from data sub mitted under the “Toxic Substanc e Control Act” (TSCA). Public Law 94-469, 90 Stat. 2003, October 11, 1976. Washington DC: OPPT, USEPA, 14 00 Pennsylvania Ave., N.W.

Van Leeuwen CJ, Maas-Diepeveen JL, Niebeek G, Vergouw WHA, Griffioen PS, and Luijken MW. 198 5. Aquatic toxicol ogical aspects of dithiocarbamates and related compounds. I. Shortterm toxicity tests. Aquatic Toxicology 7:145-164. [A summary of studies also listed in the ‘Reference’ section.]

# SAR Aliphatic Amines 11/2007

FISH ChV

ESTIMATED TOXICITY: The fish chronic values (ChV) used to develop this SAR were measured and the octanol water partition coefficient s (Ko w) were calculated usi ng the computer program, KOWWIN (Version 1.67). The SAR equation used to estimate toxicity is:

Log ChV (mmol/L) = -0.5648 (log Kow) - 1.3894

The ChV is in millimoles per liter (mM/L); N = 3; and the Coefficient of Determination (R 2 

# ) = 0.9979. To convert the ChV from mM/L to mg/L , multiply by the molecular weight of the compound.

Maximum K ow 

# : 8.0 Maximum MW: 1000

GRAPH: 

# SAR for: Aliphatic Amines, Fish ChV

y = -0.5648x - 1.3894
R 2 

## = 0.9979 n = 3 

# -6.00 -4.00 -2.00 0.00 2.00 4.00 6.00

-3.0 -2.0 -1.0 0.0 1.0 2.0 3.0 4.0 5.0 6.0 7.0 8.0


# Log Kow (EPI)Log Fish ChV (mmol/L



# APPLICATION: This SAR may be used to estimate toxicity for aliphatic amine s

.
LIMITATIONS: If the log Kow value is greater than 8.0, or if the comp ound i s solid and the ChV exceeds the water solubility by 10X, no effects at saturation are predicted.

DATA:CAS No. Chemical Name M.W. log Kow (CLogP) log Kow (EPI ) log Kow (M) Fish ChV (mg/L) Log Fish ChV (mmol/L) Reference (Meas. Kow) Reference (Fish ChV)

54-11-5 (s)-3-Methyl-2-pyrrolidinyl pyridine nicotine 162 1.3 1 1.17 1.8 -1.95 Hansch & Leo, 1985 Passino-Reader, 1995

CBI CBI 253 4.9 4.4 0.03 -3.93 P85-____(Analogue),P96-____

36362-09-1 2-(Decyl thiol) ethyl amine hydrochloride 253 4.9 4.4 0.038 -3.82 8(e)-3305

SAR Data Not Included in Regression Equation:

Data Not Included in SAR:

* indicates no effects at saturation



# REFERENCES: Passino-Reader DR, Berlin WH, and Hickey JP. 199 5. Chro nic bioassays of Rainbow trout fry with compounds representative of contaminants in Great Lakes fish. J. Great Lakes Res. 21:373- 383.

U.S. Environmental Protection Agency (USEPA). 20 06. Database of environmental toxic ity data from Prem anufacture Notifications (PMN). Wash ington DC: Risk Assessment Division (RAD), OPPT, USEPA, 1400 Pennsylvania Ave., N.W. (Unpublished test data.)

U.S. Environmental Protection Agency (USEPA). 20 06. Database of environmental toxic ity data from data sub mitted under the “Toxic Substanc e Control Act” (TSCA). Public Law 94-469, 90 Stat. 2003, October 11, 1976. Washington DC: OPPT, USEPA, 1400 Pennsylvania Ave., N.W.

# SAR Aliphatic Amines 11/2007

DAPHNID ChV

ESTIMATED TOXICITY: The daphnid chronic values (ChV) used to devel op thi s SAR were measured and the octanol water partition coefficients (Kow) were calc ulated using the computer program, KOWWIN (Version 1.67). The SAR equation used to estimate toxicity is:

Log ChV (mmol/L) = -0.0977 (log Kow) - 3.7304

The ChV is in millimoles per liter (mM/L); N =3; and the Coefficient of Determination (R 2 

# ) = 0.9538. To convert the ChV from mM/L to mg/L , multiply by the molecular weight of the compound.

Maximum K ow 

# : 8.0 Maximum MW: 1000

GRAPH: 

# SAR for: Aliphatic Amines, Daphnia ChV

y = -0.0977x - 3.7304
R 2 

## = 0.9538 n = 3 

# -6.00 -4.00 -2.00 0.00 2.00 4.00

-3.0 -2.0 -1.0 0.0 1.0 2.0 3.0 4.0 5.0 6.0 7.0 8.0



# Log Kow (EPI)Log Daphnia ChV (mmol/L



# APPLICATION: This SAR may be used to estimate toxicity for aliphatic amine s

.
LIMITATIONS: If the log Kow value is greater than 8.0, or if the comp ound i s solid and the ChV exceeds the water solubility by 10X, no effects at saturation are predicted.

DATA:CAS No. Chemical Name M.W. log Kow (CLogP) log Kow (EPI ) log Kow (M) Daphnia ChV (mg/L) Log Daphnia ChV (mmol/L) Reference (Meas. Kow) Reference (Daphnia ChV) CBI CBI 326 MF 5.4 0.018 -4.26 8(e)-___

_ CBI CBI 253 4.9 4.4 0.018 -4.15 P85-___

_ CBI CBI 253 4.9 4.4 0.017 -4.17 P96-___

_ SAR Data Not Included in Regression Equation:

Data Not Included in SAR:

36362-09-1 2-(Decyl thiol) ethyl amine hydrochloride 253 4.9 4.4 0.013- 0.0248 -4.29 to -4.01 8(e)-3307

* indicates no effects at saturation



# REFERENCES: Platz RD, and Nabholz JV. 1990. Generic environme ntal hazard a s sessment of aliphatic amines. Washington, DC: Environmental Effects Branch, Health and Environmental Review Division (TS796), Office of Toxic Substances, United Stat es Environmental Protection Agency. Unpublished manuscript. [A summary of studies also listed in the ‘Reference’ section.]

U.S. Environmental Protection Agency (USEPA). 20 06. Database of environmental toxic ity data from Prem anufacture Notifications (PMN). Wash ington DC: Risk Assessment Division (RAD), OPPT, USEPA, 1400 Pennsylvania Ave., N.W. (Unpublished test data.)

U.S. Environmental Protection Agency (USEPA). 20 06. Database of environmental toxic ity data from data sub mitted under the “Toxic Substanc e Control Act” (TSCA). Public Law 94-469, 90 Stat. 2003, October 11, 1976. Washington DC: OPPT, USEPA, 1400 Pennsylvania Ave., N.W.

# SAR Aliphatic Amines 11/2007

GREEN ALGAE ChV

ESTIMATED TOXICITY: The green algae chronic values (ChV) used to devel o p this SAR were measured and the octanol water partition coefficients (Kow) were calc ulated using the computer program, KOWWIN (Version 1.67). The SAR equation used to estimate toxicity is:

Log ChV (mmol/L) = -0.4862 (log Kow) - 1.5487

The ChV is in millimoles per liter (mM/L); N = 32 + 7; and the Coeffici ent of Determination (R 2 

# ) = 0.5639. To convert the ChV from mM/L to mg/L , multiply by the molecular weight of the compound.

Maximum K ow 

# : 7.0 Maximum MW: 1000

GRAPH: 

# SAR for: Aliphatic Amines, Algal ChV

y = -0.4862x - 1.5487
R 2 

## = 0.5639 n = 32 + 7 

# -6.00 -4.00 -2.00 0.00 2.00 4.00 6.00

-3.0 -2.0 -1.0 0.0 1.0 2.0 3.0 4.0 5.0 6.0 7.0 8.0



# Log Kow (EPI)Log Algal ChV (mmol/L



# APPLICATION: This SAR may be used to estimate toxicity for aliphatic amine s with log Kow values less than or equal to 7.0 and molecular weights less than 1000.

LIMITATIONS: If the log Kow value is greater than 7.0, or if the comp ound i s solid and the ChV exceeds the water solubility by 10X, no effects at saturation are predicted.

DATA:CAS No. Chemical Name M.W. log Kow (CLogP) log Kow (EPI ) log Kow (M) Algal ChV (mg/L) Log Algal ChV (mmol/L) Reference (Meas. Kow) Reference (Algal ChV) CBI CBI 132 -0.7 -1.5 16.7 -0.90 P94-____ CBI CBI 329 -0.85 1.6 -2.31 P94-____ CBI CBI 89 -0.6 -0.74 140 0.20 P91-____ CBI CBI 249 -0.25 -0.6 1.8 -2.14 P95-____ 110-91-8 Morpholine 87 -0.72 -0.56 -0.86 10 -0.94 Hansch & Leo, 1985 Calamari et al., 1980 124-40-3 Dimethylamine 45 -0.52 -0.17 -0.38 2 -1.35 Hansch & Leo, 1985 Calamari et al., 1980 CBI CBI 163 0.48 0.05 0.01 -4.21 P03-____ CBI CBI 135 0.2 0.15 15 -0.95 P91-____ CBI CBI 205 MF 0.2 5 -1.61 P96-____ CBI CBI 143 1.1 0.4 9 -1.20 P91-____ CBI CBI 238 0 0.41 28 -0.93 P91-____ CBI CBI 185 0.64 0.4 -2.67 8(e)-____ 75-64-9 tert-Butylamine 73 0.57 0.72 0.4 2 -1.56 Hansch & Leo, 1985 Calamari et al., 1980 109-89-7 Diethylamine 73 0.54 0.81 0.58 2 -1.56 Hansch & Leo, 1985 Calamari et al., 1980 108-91-8 Cyclohexylamine 99 1.4 1.6 1.49 5 -1.30 Hansch & Leo, 1985 Calamari et al., 1980 108-18-9 Diisopropylamine 101 1.1 1.64 1.4 5 -1.31 Hansch et al., 1995 Calamari et al., 1980 CBI CBI 438 MF 2.2 0.042 -4.02 P87-____ 111-92-2 Dibutylamine 129 2.7 2.8 2.83 2.5 -1.71 Hansch & Leo, 1985 Calamari et al., 1980 111-86-4 Octylamine 129 3 2.8 2.9 0.65 -2.30 Sangster, 1993 Calamari et al., 1980 CBI CBI 212 2.4 2.9 0.24 -2.95 P93-____ CBI CBI 487 3.4 3 4.5 -2.03 P02-____ CBI CBI 200 1.93 3.1 1.6 -2.10 P89-____ CBI CBI 278 4.3 3.8 3.17 0.22 -3.10 Unknown P00-____ CBI CBI 228 4.9 4.4 0.013 -4.24 P94-____ CBI CBI 253 4.9 4.4 0.009 -4.45 P85-____ CBI CBI 341 3.7 4.4 4.4 0.035 -3.99 HPLC P03-____ CBI CBI 300 3.8 4.5 0.017 -4.25 P91-____ CBI CBI 411 6.8 4.7 0.07 -3.77 P02-____ CBI CBI 639 3.5 -1.6 4 -2.20 P96-____ CBI CBI 940 2.4 5.2 0.18 -3.72 P05-____ CBI CBI 316 5.7 5.7 4.9 0.005 -4.80 PMN est. P91-____ CBI CBI 323 5.6 5.7 0.002 -5.21 P95-____

SAR Data Not Included in Regression Equation: CBI CBI 377 8.4 7.1 

### * 0.054 

### * -3.84 P00-____ CBI CBI 439 5.7 7.5 

### * 0.01 

### * -4.64 P97-____ CBI CBI 469 7.9 7.5 

### * 0.002 

### * -5.37 P90-____ CBI CBI 614 11 7.5 

### * 0.1 

### * -3.79 P90-____ CBI CBI 423 8.7 9.1 

### * 0.009 

### * -4.67 P00-____ CBI CBI 676 11 13 

### * 0.44 

### * -3.19 P91-____ CBI CBI 1066 16 14 

### * 0.47 

### * -3.36 P98-____

Data Not Included in SAR: CBI CBI 189 0.52 0.86 4.4 -1.63 P05-____

* indicates no effects at saturation



# REFERENCES: Calamari D, DaGasso R, Galassi S, Provini A, and Vighi M. 1980 . Biodegra dation and toxicity of selected amines on aquatic org anisms. Chemosphere 9:753-762.

Platz RD, and Nabholz JV. 1990. Generic environme ntal hazard a s sessment of aliphatic amines. Washington, DC: Environmental Effects Branch, Health and Environmental Review Division (TS796), Office of Toxic Substances, United Stat es Environmental Protection Agency. Unpublished manuscript. [A summary of studies also listed in the ‘Reference’ section.]

U.S. Environmental Protection Agency (USEPA). 1989. Report on alga toxic ity t ests on selected OTS chemicals. Unpublished preliminary draft. Corvallis Environmental Research La boratory. Corvallis, OR: United States En vironmental Protection Agency.

U.S. Environmental Protection Agency (USEPA). 20 06. Database of environmental toxic ity data from Prem anufacture Notifications (PMN). Wash ington DC: Risk Assessment Division (RAD), OPPT, USEPA, 1400 Pennsylvania Ave., N.W. (Unpublished test data.)

U.S. Environmental Protection Agency (USEPA). 20 06. Database of environmental toxic ity data from data sub mitted under the “Toxic Substanc e Control Act” (TSCA). Public Law 94-469, 90 Stat. 2003, October 11, 1976. Washington DC: OPPT, USEPA, 1400 Pennsylvania Ave., N.W.

# SAR Aliphatic Amines 11/2007

FISH (SW) 96-h LC50 (Mortality)

ESTIMATED TOXICITY: No adequate data were available for the aliphatic amines SAR fish (SW) acute endpoint. Predi ction s for this endpoint are based on the ali phatic amines SAR for the freshwater fish 96-h LC50 endpoint. The SAR equation used to estimate toxicity is:

Log 96-h LC50 (mmol/L) = -0.5978 (log Kow) + 0.4684

The EC50 is in millimoles per liter (mM/L). To c onvert the LC50 from mM/L to mg/L, multiply by the molecula r weight of the compound.

Maximum K ow 

# : 6.0 Maximum MW: 1000

GRAPH:


# SAR for: Aliphatic Amines, Fish (SW) 96-h LC50

F96 Aliphatic Amines SAR Equation y = -0.5978x + 0.4684 

# -6 -4 -2 0 2 4 6

-5.0 -4.0 -3.0 -2.0 -1.0 0.0 1.0 2.0 3.0 4.0 5.0 6.0



# Log Kow (EPI)Log Fish (SW) 96-h LC5(mmol/L)



# APPLICATION: This SAR may be used to estimate toxicity for aliphatic amine s

.
LIMITATIONS: If the log Kow value is greater than 6.0, or if the comp ound i s solid and the LC50 exceeds the water solubility by 10X, no effects at saturation are predicted.

DATA:CAS No. Chemical Name M.W. log Kow (CLogP) log Kow (EPI ) log Kow (M) Fish (SW) 96-h LC50

(mg/L) Log Fish (SW) 96-h

LC50 (mmol/L) Reference (Meas. Kow) Reference (Fish (SW) 96-h LC50) CBI CBI 455 3.4 2 17 -1.43 P93-___

_ SAR Data Not Included in Regression Equation:

Data Not Included in SAR:

* indicates no effects at saturation



# REFERENCES: U.S. Environmental Protection Agency (USEPA). 20 06. Database of environmental toxic ity data from Prem anufacture Notifications (PMN). Wash ington DC: Risk Assessment Division (RAD), OPPT, USEPA, 1400 Pennsylvania Ave., N.W. (Unpublished test data.)

# SAR Aliphatic Amines 11/2007

MYSID SHRIMP (SW) 96-h LC50 (Mortality)

ESTIMATED TOXICITY:

No adequate data were available for the aliphatic amines SAR mysid (SW) EC50 endpoint. Predi ction s for this endpoint are based on the a liphatic amines SAR for the freshwater daphnid 48-h endpoint. The SAR equation used to estimate toxicity is:

Log 96-h EC50 (mmol/L) = -0.5224 (log Kow) - 0.7287

The EC50 is in millimoles per lit er (m M/L). To convert the EC50 fr om mM/L to mg/L, multiply by the molecular weight of the compound.

Maximum K ow 

# : 6.0 Maximum MW: 1000

GRAPH: 

# SAR for: Aliphatic Amines, Mysid 48-h EC50

D48 Aliphatic Amines SAR Equation y = -0.5224x - 0.7287 

# -6.00 -4.00 -2.00 0.00 2.00 4.00 6.00

-3.0 -2.0 -1.0 0.0 1.0 2.0 3.0 4.0 5.0 6.0 7.0 8.0



# Log Kow (EPI)Log Mysid 48-h EC50 (mmol/



# APPLICATION: This SAR may be used to estimate toxicity for aliphatic amine s

.
LIMITATIONS: If the log Kow value is greater than 6, or if the compou nd is solid an d the LC50 exceeds the water solubility by 10X, no effects at saturation are predicted.

DATA:CAS No. Chemical Name M.W. log Kow (CLogP) log Kow (EPI ) log Kow (M) Mysid 48-h LC50 (mg/L) Log Mysid 48

- h LC50 (mmol/L) Reference (Meas. Kow) Reference (Mysid 48-h LC50) CBI CBI 455 3.4 2 2.6 -2.24 P93-___

_ SAR Data Not Included in Regression Equation:

Data Not Included in SAR:

* indicates no effects at saturation



# REFERENCES: U.S. Environmental Protection Agency (USEPA). 20 06. Database of environmental toxic ity data from Prem anufacture Notifications (PMN). Wash ington DC: Risk Assessment Division (RAD), OPPT, USEPA, 1400 Pennsylvania Ave., N.W. (Unpublished test data.)

# SAR Aliphatic Amines 11/2007

GREEN ALGAE (SW) 96-h EC50

ESTIMATED TOXICITY: No adequate data were available for the aliphatic amines SAR green algae (SW) EC50 endpoint. Predi ction s for this endpoint are based on the aliphatic amines SAR for the freshwater green algae 96-h endpoint. The SAR equation used to estimate toxicity is:

Log 96-h EC50 (mmol/L) = -0.3725 (log Kow) - 1.3828

The EC50 is in millimoles per lit er (m M/L). To convert the EC50 fr om mM/L to mg/L, multiply by the molecular weight of the compound.

Maximum K ow 

# : 7.0 Maximum MW: 1000

GRAPH: 

# SAR for: Aliphatic Amines, Algal (SW) 96-h EC50

GA96 Aliphatic Amines SAR Equation y = -0.3725x - 1.3828 

# -6.00 -4.00 -2.00 0.00 2.00 4.00 6.00

-3.0 -2.0 -1.0 0.0 1.0 2.0 3.0 4.0 5.0 6.0 7.0 8.0



# Log Kow (EPI)Log Algal (SW) 96-h EC5(mmol/L)



# APPLICATION: This SAR may be used to estimate toxicity for aliphatic amine s

.
LIMITATIONS: If the log Kow value is greater than 7.0, or if the comp ound i s solid and the EC50 exceeds the water solubility by 10X, no effects at saturation are predicted.

DATA:CAS No. Chemical Name M.W. log Kow (CLogP) log Kow (EPI ) log Kow (M) Algal (SW) 96-h EC50

(mg/L) Log Algal (SW) 96-h

EC50 (mmol/L) Reference (Meas. Kow) Reference (Algal (SW) 96-h EC50) CBI CBI 455 3.4 2 0.5 -2.96 P93-___

_ 141-43-5 Monoethanolamine 61 -1.3 -1.6 -1.31 80 0.12 Hansch C. et al., 1995 Roseth S. et al., 1996

SAR Data Not Included in Regression Equation:

Data Not Included in SAR:

* indicates no effects at saturation



# REFERENCES: Roseth S, Edvardsson T, Stenersen J. 1996. Compar iso n of acute toxicity of process chemicals used in the oil refinery. Toxicol. Chem. 15:1211.

U.S. Environmental Protection Agency (USEPA). 20 06. Database of environmental toxic ity data from Prem anufacture Notifications (PMN). Wash ington DC: Risk Assessment Division (RAD), OPPT, USEPA, 1400 Pennsylvania Ave., N. W. (Unpublished test data.)

# SAR Aliphatic Amines 11/2007

FISH (SW) ChV

ESTIMATED TOXICITY: No adequate data were available for the aliphatic ami nes SAR fish (SW) ch ronic value (ChV) endpoint. Predictions for this endpoint are based on the aliphatic amines SAR for the freshwater fish ChV endpoint. The SAR equation used to estimate toxicity is:

Log 96-h ChV (mmol/L) = -0.5648 (log Kow) – 1.3894

The Chv is in millimoles per liter (mM/L). To convert the ChV from mM/L to mg/L, multiply by the molecula r weight of the compound.

Maximum K ow 

# : 8.0 Maximum MW: 1000

GRAPH:


# SAR for: Aliphatic Amines, Fish(SW) ChV

FChV Aliphatic Amines SAR Equation y = -0.5648x - 1.3894 

# -6.00 -4.00 -2.00 0.00 2.00 4.00 6.00

-3.0 -2.0 -1.0 0.0 1.0 2.0 3.0 4.0 5.0 6.0 7.0 8.0



# Log Kow (EPI)Log Fish (SW) ChV (mmol/L



# APPLICATION: This SAR may be used to estimate toxicity for aliphatic amine s

.
LIMITATIONS: If the log Kow value is greater than 8.0, or if the comp ound i s solid and the ChV exceeds the water solubility by 10X, no effects at saturation are predicted.

DATA:

REFERENCES:

# SAR Aliphatic Amines 11/2007

MYSID SHRIMP (SW) ChV

ESTIMATED TOXICITY: No adequate data were available for the aliphatic amines SAR mysid (SW) chronic value (ChV) endp oint. Predictio ns for this endpoint are based on the aliphatic amines SAR for the freshwater daphnid ChV endpoint. The SAR equation us ed to estimate toxicity is:

Log 96-h ChV (mmol/L) = -0.0977 (log Kow) – 3.7304

The ChV is in millimoles per liter (mM/L). To convert the ChV from mM/L to mg/L, multiply by the molecular weight of the compound.

Maximum K ow 

# : 8.0 Maximum MW: 1000

GRAPH:


# SAR for: Aliphatic Amines, Mysid ChV

DChV Aliphatic Amines SAR Equation y = -0.0977x - 3.7304 

# -6.00 -4.00 -2.00 0.00 2.00 4.00 6.00

-3.0 -2.0 -1.0 0.0 1.0 2.0 3.0 4.0 5.0 6.0 7.0 8.0



# Log Kow (EPI)Log Mysid (SW) ChV (mmol/



# APPLICATION: This SAR may be used to estimate toxicity for aliphatic amine s

.
LIMITATIONS: If the log Kow value is greater than 8.0, or if the comp ound i s solid and the ChV exceeds the water solubility by 10X, no effects at saturation are predicted.

DATA:

REFERENCES:

# SAR Aliphatic Amines 11/2007

GREEN ALGAE (SW) ChV

No adequate data were available for the aliphatic amines SAR green algae (SW) chronic value (ChV ) end point. Predictions for this endpoint are based on the aliphatic amines SAR for the freshwater green algae ChV endpoint. The SAR equation used to estimate toxicity is:

Log 96-h ChV (mmol/L) = -0.4731 (log Kow) – 1.597

The ChV is in millimoles per liter (mM/L). To convert the ChV from mM/L to mg/L, multiply by the molecular weight of the compound.

Maximum K ow 

# : 7.0 Maximum MW: 1000

GRAPH: 

# SAR for: Aliphatic Amines, Algal (SW) ChV

GAChV Aliphatic Amines SAR Equation y = -0.4731x - 1.597 

# -6.00 -4.00 -2.00 0.00 2.00 4.00 6.00

-3.0 -2.0 -1.0 0.0 1.0 2.0 3.0 4.0 5.0 6.0 7.0 8.0



# Log Kow (EPI)Log Algal (SW) ChV (mmol/L



# APPLICATION: This SAR may be used to estimate toxicity for aliphatic amine s

.
LIMITATIONS: If the log Kow value is greater than 7, or if t he compound is solid and the ChV exceeds the water solubility by 10X, no effects at saturation are predicted.

DATA:CAS No. Chemical Name M.W. CLogP Kow SRC log Kow Meas. log Kow Algal (SW) ChV (mg/L) Log Algal (SW) ChV (mmol/L) Reference (Meas. Kow) Reference (Algal (SW) ChV) CBI CBI 455 3.4 2 0.37 -3.09 P93-___

_ SAR Data Not Included in Regression Equation:

Data Not Included in SAR:

* indicates no effects at saturation



# REFERENCES: U.S. Environmental Protection Agency (USEPA). 20 06. Database of environmental toxic ity data from Prem anufacture Notifications (PMN). Wash ington DC: Risk Assessment Division (RAD), OPPT, USEPA, 1400 Pennsylvania Ave ., N.W. (Unpublished test data

# SAR Alkoxy Silanes 11/2007

FISH 96-h LC50 (Mortality)

ESTIMATED TOXICITY: The fish 96-h LC50 values used to develop this SAR were measured and the octanol water partition coefficient s (Ko w) were calculated usi ng the computer program, KOWWIN (Version 1.67). The SAR equation used to estimate toxicity is:

Log 96-h LC50 (mmol/L) = -0.4507 (log Kow) - 0.7837

The LC50 is in millimoles per liter (mM/L); N = 3 + 2; and the Coeffici ent of Determination (R 2 

# ) = 0.9542. To convert the LC50 from mM/L to mg/L , multiply by the molecular weight of the compound.

Maximum K ow 

# : 5.0 Maximum MW: 1000

GRAPH: 

# SAR for: Alkoxy Silanes, Fish 96-h LC50

y = -0.4507x - 0.7837
R 2 

## = 0.9542

n = 3 + 2 

# -6.00 -4.00 -2.00 0.00 2.00 4.00 6.00

-3.0 -2.0 -1.0 0.0 1.0 2.0 3.0 4.0 5.0 6.0 7.0 8.0



# Log Kow (EPI)Log Fish 96-h LC50(mmol/L)



# APPLICATION: This SAR may be used to estimate toxicity for alkoxy silanes.

LIMITATIONS: If the log Kow value is greater than 5.0, or if the comp ound i s solid and the LC50 exceeds the water solubility by 10X, no effects at saturation are predicted.

DATA:CAS No. Chemical Name M.W. log Kow (CLogP) log Kow (EPI) log Kow (M) Fish 96-h LC50 (mg/L) Log Fish 96-h LC50 (mmol/L) Reference (Meas. Kow) Reference (Fish 96-h LC50) CBI CBI 222 MF -1.7 213 -0.02 P90-___

_ CBI CBI 222 MF -1.7 200 -0.05 P90-___

_ CBI CBI 263 MF 1.7 13 -1.31 P91-___

_ CBI CBI 328 MF 1.7 5.4 -1.78 P00-___

_ SAR Data Not Included in Regression Equation: CBI CBI 347 MF 6.7 * P93-____ CBI CBI 1067 MF 7.3 * P88-____

Data Not Included in SAR: CBI CBI 307 MF -0.12 >100 >-0.49 P81-____ CBI CBI 278 MF 0.56 >74 >-0.57 CBI CBI CBI 189 0.52 0.86 >100 >-0.39 P-05-____ CBI CBI 206 MF 1 >83 >-0.39 P82-____ CBI CBI 197 MF 2.2 >100 >-0.29 P81-____

* indicates no effects at saturation



# REFERENCES: US EPA Memo, 2003

U.S. Environmental Protection Agency (USEPA). 20 06. Database of environmental toxic ity data from Prem anufacture Notifications (PMN). Wash ington DC: Risk Assessment Division (RAD), OPPT, USEPA, 1400 Pennsylvania Ave., N.W. (Unpublished test data.)

# SAR Alkoxy Silanes 11/2007

DAPHNID 48-h LC50

ESTIMATED TOXICITY: The daphnid 48-h LC50 values used to develop this SAR were measured, and the octanol water partition coefficient s (Ko w) were calculated usi ng the computer program, KOWWIN (Version 1.67). The SAR equation used to estimate toxicity is:

Log 48-h LC50 (mmol/L) = -0.1509 (log Kow) – 1.0196

The LC50 is in millimoles per liter (mM/L); N = 6 + 2; and the Coeffici ent of Determination (R 2 

# ) = 0.3151. To convert the LC50 from mM/L to mg/L , multiply by the molecular weight of the compound.

Maximum K ow 

# : 5.0 Maximum MW: 1000

GRAPH:



# SAR for: Alkoxy Silane, Daphnia 48-h LC50

y = -0.1509x - 1.0196
R 2 

## = 0.3151

n = 6 + 2 

# -6.00 -4.00 -2.00 0.00 2.00 4.00 6.00

-3.0 -2.0 -1.0 0.0 1.0 2.0 3.0 4.0 5.0 6.0 7.0 8.0



# Log Kow (EPI)Log Daphnia 48-h LC50(mmol/L)



# APPLICATION: This SAR may be used to estimate toxicity for alkoxy silanes.

LIMITATIONS: If the log Kow value is greater than 5.0, or if the comp ound i s solid and the LC50 exceeds the water solubility by 10X, no effects at saturation are predicted.

DATA:CAS No. Chemical Name M.W. log Kow (CLogP) log Kow (EPI) log Kow (M) Daphnia 48

- h LC50 (mg/L) Log Daphnia 48-h LC50 (mmol/L) Reference (Meas. Kow) Reference (Daphnia 48-h LC50) CBI CBI 222 MF -1.7 37 -0.78 P90-___

_ CBI CBI 221 MF 0.2 51 -0.64 P96-___

_ 78-62-6 Dimethyldiethoxysilane 148 MF 1.6 0.61 1.25 -2.07 Hansch C, et al, 1995 May Passino DR, Smith SB, 1987 CBI CBI 263 MF 1.7 25 -1.02 P91-_____ CBI CBI 197 MF 2.2 7.6 -1.41 P81-____ CBI CBI 228 MF 4.1 8.6 -1.42 P91-____/ P91-___

_ SAR Data Not Included in Regression Equation: CBI CBI 347 MF 6.7 * P93-____ CBI CBI 1067 MF 7.3 * P88-____

Data Not Included in SAR: CBI CBI 278 MF 0.6 >74 >-0.57 CBI CBI CBI 189 0.52 0.86 270 0.15 P05-____ CBI CBI 328 MF 1.7 >2.0 >-2.21 CBI CBI CBI 206 MF 1 >83 >-0.39 P82-____ CBI CBI 307 MF -0.12 >100 >-0.49 P81-____

* indicates no effects at saturation



# REFERENCES: May Passino DR, Smith SB. 1987. Acute bioassay s and hazard evaluation of representative contami nant s detected in Great Lakes fish. Env. Toxicol. Chem. 6:901-907.

US EPA Memo, 2003

U.S. Environmental Protection Agency (USEPA). 20 06. Database of environmental toxic ity data from Prem anufacture Notifications (PMN). Wash ington DC: Risk Assessment Division (RAD), OPPT, USEPA, 1400 Pennsylvania Ave., N.W. (Unpublished test data.)

# SAR Alkoxy Silanes 11/2007

GREEN ALGAE 96-h EC50

ESTIMATED TOXICITY: The green algae 96-h EC50 values used to develop this SAR were measured, and the octanol water p artitio n coefficients (Kow) were calc ulated using the computer program, KOWWIN (Version 1.67). The SAR equation used to estimate toxicity is:

Log 96-h EC50 (mmol/L) = -0.0714 (log Kow) – 2.2481

The EC50 is in millimoles per liter (mM/L); N = 3 + 1; and the Coeffici ent of Determination (R 2 

# ) = 0.4347. To convert the EC50 from mM/L to mg/L , multiply by the molecular weight of the compound.

Maximum K ow 

# : 6.4 Maximum MW: 1000

GRAPH: 

# SAR for: Alkoxy Silanes, Algal 96-h EC50

y = -0.0714x - 2.2481
R 2 

## = 0.4347

n = 3 + 1 

# -6.00 -4.00 -2.00 0.00 2.00 4.00 6.00

-3.0 -2.0 -1.0 0.0 1.0 2.0 3.0 4.0 5.0 6.0 7.0 8.0



# Log Kow (EPI)Log Algal 96-h EC50(mmol/L)



# APPLICATION: This SAR may be used to estimate toxicity for alkoxy silanes.

LIMITATIONS: If the log Kow value is greater than 6.4, or if the comp ound i s solid and the EC50 exceeds the water solubility by 10X, no effects at saturation are predicted.

DATA:CAS No. Chemical Name M.W. log Kow (CLogP) log Kow (EPI) log Kow (M) Algal 96-h EC50 (mg/L) Log Algal 96- h EC50 (mmol/L) Reference (Meas. Kow) Reference (Algal 96-h EC50) CBI CBI 222 MF -1.7 0.9 -2.39 P90-___

_ CBI CBI 328 MF 1.7 3.7 -1.95 P00-___

_ CBI CBI 1440 MF 7.3 1.7 -2.93 P88-____

SAR Data Not Included in Regression Equation: CBI CBI 347 MF 6.7 * P93-____

Data Not Included in SAR: CBI CBI 278 MF 0.6 >64 >-0.64 CBI CBI CBI 189 0.52 0.86 18 -1.02 P05-____

* indicates no effects at saturation



# REFERENCES: US EPA Memo, 2003

U.S. Environmental Protection Agency (USEPA). 20 06. Database of environmental toxic ity data from Prem anufacture Notifications (PMN). Wash ington DC: Risk Assessment Division (RAD), OPPT, USEPA, 1400 Pennsylvania Ave., N.W. (Unpublished test data.)

# SAR Alkoxy Silanes 6/2008

FISH ChV

ESTIMATED TOXICITY: No adequate data were available for the alkoxy silanes fish chronic value (ChV) SAR. Predi ction s for this endpoint were estimated using the acute-to-chronic ratio, and were based on the acute fish SAR for alkoxysilanes. The SAR equation used to estimate toxicity is:

Log ChV (mmol/L) = -0.5608 (log Kow) – 1.7837

The ChV is in millimoles per liter (mM/L). To convert the ChV from mM/L to mg/L, multiply by the molecular weight of the compound.

Maximum K ow 

# : 8.0 Maximum MW: 1000

GRAPH: 

# SAR for: Alkoxy Silanes, Fish ChV

y = -0.5608x - 1.7837 n = 0 + 2 

# -7.00 -5.00 -3.00 -1.00 1.00 3.00 5.00

-3.0 -2.0 -1.0 0.0 1.0 2.0 3.0 4.0 5.0 6.0 7.0 8.0



# Log Kow (EPI)Log Fish ChV (mmol/L)



# APPLICATION: This SAR may be used to estimate toxicity for alkoxysilanes.

LIMITATIONS: If the log Kow value is greater than 8.0, or if the comp ound i s solid and the ChV exceeds the water solubility by 10X, no effects at saturation are predicted.

DATA:CAS No. Chemical Name M.W. log Kow (CLogP) log Kow (EPI) log Kow (M) Fish ChV (mg/L) Log Fish ChV (mmol/L) Reference (Meas. Kow) Reference (Fish ChV) 1/10 F96 0 0 -1.78 1/10 F96 Alkoxy Silanes SAR Kow Limit 8 8 -6.27 NO Cutoff NO SAR

SAR Data Not Included in Regression Equation:

Data Not Included in SAR:

* indicates no effects at saturation



# REFERENCES:

# SAR Alkoxy Silanes 6/2008

DAPHNID ChV

ESTIMATED TOXICITY: No adequate data were available for the Alkoxysilanes daphnid chronic value SAR endpoint. Predi ction s for this endpoint were estimated using the acute-to-chronic ratio, and were based on the acute daphnid SAR for alkoxysilanes. The SAR equation used to estimate toxicity is:

Log ChV (mmol/L) = -0.4576 (log Kow) – 2.0196

The ChV is in millimoles per liter (mM/L). To convert the ChV from mM/L to mg/L, multiply by the molecular weight of the compound.

Maximum K ow 

# : 8 Maximum MW: 1000

GRAPH: 

# SAR for: Alkoxy Silanes, Daphnia ChV

y = -0.4576x - 2.0196 n = 0 + 2 

# -6.00 -4.00 -2.00 0.00 2.00 4.00

-3.0 -2.0 -1.0 0.0 1.0 2.0 3.0 4.0 5.0 6.0 7.0 8.0



# Log Kow (EPI)Log Daphnia ChV (mmol/L)



# APPLICATION: This SAR may be used to estimate toxicity for alkoxysilanes.

LIMITATIONS: If the log Kow value is greater than 8.0, or if the comp ound i s solid and the ChV exceeds the water solubility by 10X, no effects at saturation are predicted.

DATA:CAS No. Chemical Name M.W. log Kow (CLogP) log Kow (EPI) log Kow (M) Daphnia ChV (mg/L) Log Daphnia ChV (mmol/L) Reference (Meas. Kow) Reference (Daphnia ChV) 1/10 D48 0 0 -2.02 1/10 D48 Alkoxy Silanes SAR Kow Limit 8 8 -5.68 NO Cutoff NO SAR

SAR Data Not Included in Regression Equation:

Data Not Included in SAR: CBI CBI 222 MF -1.7 >1.0 -2.35 P90-___

_
* indicates no effects at saturation



# REFERENCES: U.S. Environmental Protection Agency (USEPA). 20 06. Database of environmental toxic ity data from Prem anufacture Notifications (PMN). Wash ington DC: Risk Assessment Division (RAD), OPPT, USEPA, 1400 Pennsylvania Ave., N.W. (Unpublished test data.)

# SAR Alkoxy Silanes 11/2007

GREEN ALGAE ChV

ESTIMATED TOXICITY: The green algae chronic values (ChV) used to devel o p this SAR were measured and the octanol water partition coefficients (Kow) were calc ulated using the computer program, KOWWIN (Version 1.67). The SAR equation used to estimate toxicity is:

Log ChV (mmol/L) = -0.1538 (log Kow) – 1.6957

The ChV is in millimoles per liter (mM/L); N = 7; and the Coefficient of Determination (R 2 

# ) = 0.5215. To convert the ChV from mM/L to mg/L , multiply by the molecular weight of the compound.

Maximum K ow 

# : 8.0 Maximum MW: 1000

GRAPH: 

# SAR for: Alkoxy Silanes, Algal ChV

y = -0.1538x - 1.6957
R 2 

## = 0.5215 n = 7 

# -6.00 -4.00 -2.00 0.00 2.00 4.00 6.00

-3.0 -2.0 -1.0 0.0 1.0 2.0 3.0 4.0 5.0 6.0 7.0 8.0



# Log Kow (EPI)Log Algal ChV (mmol/L)



# APPLICATION: This SAR may be used to estimate toxicity for alkoxy silanes.

LIMITATIONS: If the log Kow value is greater than 8.0, or if the comp ound i s solid and the ChV exceeds the water solubility by 10X, no effects at saturation are predicted.

DATA:CAS No. Chemical Name M.W. log Kow (CLogP) log Kow (EPI) log Kow (M) Algal ChV (mg/L) Log Algal ChV (mmol/L) Reference (Meas. Kow) Reference (Algal ChV) CBI CBI 221 MF 0.2 5 -1.65 P96-___

_

CBI CBI 328 MF 1.7 2.5 -2.12 P00-____

CBI CBI 347 MF 6.7 0.2 -3.24 P93-____
CBI CBI 347 MF 6.7 0.57 -2.78 P93-____

CBI CBI 347 MF 6.7 1.8 -2.29 P93-____

CBI CBI 347 MF 6.7 2.9 -2.08 P93-____ CBI CBI 1440 MF 7.3 0.8 -3.26 P88-___

_ SAR Data Not Included in Regression Equation:

Data Not Included in SAR: CBI CBI 222 MF -1.7 <1.0 <-2.35 P90-___

_ CBI CBI 180 MF -1.7 0.04 -3.65 P92-___

_ CBI CBI 278 MF 0.56 >64 >-0.64 CBI CBI CBI 189 0.52 0.86 4.4 -1.63 P05-____

* indicates no effects at saturation



# REFERENCES: U.S. EPA Memo, 2003

U.S. Environmental Protection Agency (USEPA). 20 06. Database of environmental toxic ity data from Prem anufacture Notifications (PMN). Wash ington DC: Risk Assessment Division (RAD), OPPT, USEPA, 1400 Pennsylvania Ave., N.W. (Unpublished test data.)

# SAR Esters 7/2008

FISH 96-h LC50 (Mortality)

ESTIMATED TOXICITY: The fish 96-h LC50 values used to develop this SAR were measured and the octanol water partition coefficie nts (Kow) were calcula ted using the computer program, KOWWIN (Version 1.67). The SAR equation used to estimate toxicity is:

Log 96-h LC50 (mmol/L) = -0.5717 (log Kow) + 0.2768

The LC50 is in millimoles per liter (mM/L); N = 81 + 16; and the Coefficient of Determination (R 2 

# ) = 0.786. To convert the LC50 from mM/L to mg/L, multiply by the molecular weight of the ester.

Maximum K ow 

# : 5.0 Maximum MW: 1000

GRAPH:


# SAR for: Esters, Fish 96-h LC50

y = -0.5717x + 0.2768
R 2 

## = 0.7848 n = 82 + 16 

# -6.00 -4.00 -2.00 0.00 2.00 4.00 6.00

-3.0 -2.0 -1.0 0.0 1.0 2.0 3.0 4.0 5.0 6.0 7.0 8.0



# Log Kow (EPI)Log Fish 96-h LC50 (mmol/L



# APPLICATION: This SAR may be used to estimate toxicity for the following esters: 1. Acetates 2. Benzoates 3. Dicarboxylic aliphatics 4. Phthalates derived from aliphatic alcohols and phenol.

LIMITATIONS: If the log Kow value is greater than 5.0, or if the compound is solid and the LC50 exceeds the water solub ility by 10X , no effects at saturation are predicted.

# DATA:CAS No. Chemical Name M.W. log Kow (CLogP) log Kow (EPI ) log Kow (M) Fish 96-h LC50 (mg/L) Log Fish 96-h LC50 (mmol/L) Reference (Meas. Kow) Reference (Fish 96-h LC50) 97-64-3 Ethyl lactate 118 0.31 -0.18 320 0.43 Bowmer et al. 79-20-9 Methyl acetate 74 0.14 0.37 0.18 320 0.64 Hansch & Leo, 1985 DUL 79-20-9 Methyl acetate 74 0.14 0.37 0.18 399 0.73 Hansch & Leo, 1985 DUL 111-15-9 2-Ethoxyethyl acetate 132 0.68 0.59 41 -0.51 Bailey et al., 1985 111-15-9 2-Ethoxyethyl acetate 132 0.68 0.59 42.1 -0.50 DUL CBI CBI 158 0.27 0.67 0.94 110 -0.16 None given P00-___

_ 138-22-7 Butyl lactate 146 1.4 0.80 75 -0.29 Bowmer et al. 141-78-6 Ethyl acetate 88 0.70 0.90 0.7 230 0.42 Hansch & Leo, 1985 Veith et al (1984)/ DUL 105-53-3 Diethyl malonate 160 1.1 0.90 0.96 11.8 -1.13 Pomona, 1987 DUL 105-53-3 Diethyl malonate 160 1.1 0.90 0.96 15.4 -1.02 Pomona, 1987 DUL 105-53-3 Diethyl malonate 160 1.1 0.90 0.96 17.4 -0.96 Pomona, 1987 DUL CBI CBI 146 1.0 1.0 77 -0.28 P94-_____ CBI CBI 146 1.2 1.1 70 -0.32 P97-____/Analog 109-60-4 Propyl acetate 102 1.2 1.4 1.24 60 -0.23 Hansch & Leo, 1985 DUL 1129-35-7 Methyl 4-cyanobenzoate 161 1.5 1.4 46.8 -0.54 DUL

5292-45-5 Dimethyl-2- nitroterephthalate 239 1.7 1.5 6.52 -1.56 DUL/Veith et al. (1984) 540-88-5 tert-Butyl acetate 116 1.4 1.7 1.76 327 0.45 Hansch et al., 1995 DUL CBI/CBI CBI/CBI 144 0.90 1.7 244 0.23 P93-____/ P93-___

_ 619-50-1 Methyl-p-nitrobenzoate 181 1.9 1.7 1.89 23.8 -0.88 Sotomatsu et al., 1993 DUL 120-61-6 Dimethyl terephthalate 194 2.1 1.7 2.25 14.3 -1.13 Hansch & Leo, 1985 SIDS (2000) 131-11-3 Dimethyl phthalate 194 1.5 1.7 1.6 39 -0.70 Ellington & Floyd, 1997 Staples et. al (1997) 131-11-3 Dimethyl phthalate 194 1.5 1.7 1.6 50 -0.59 Ellington & Floyd, 1997 Staples et. al (1997) 131-11-3 Dimethyl phthalate 194 1.5 1.7 1.6 56 -0.54 Ellington & Floyd, 1997 Staples et. al (1997) 131-11-3 Dimethyl phthalate 194 1.5 1.7 1.6 121 -0.21 Ellington & Floyd, 1997 Staples et. al (1997)/DUL CBI CBI 328 2.2 1.7 5.4 -1.78 P00-___

_ 94-09-7 Ethyl-p-aminobenzoate 165 1.9 1.8 1.86 35.4 -0.67 Hansch & Leo, 1985 DUL 94-09-7 Ethyl-p-aminobenzoate 165 1.9 1.8 1.86 36 -0.66 Hansch & Leo, 1985 DUL

886-86-2 Ethyl 3-aminobenzoate, methanesulfonic acid salt 261 1.9 1.8 79 -0.52 DUL 123-86-4 Butyl acetate 116 1.7 1.8 1.78 18 -0.81 Hansch et al., 1995 DUL

2150-47-2 Methyl-2,4- dihydoxybenzoate 168 1.9 2.1 38.5 -0.64 Veith et al (1984) 5372-81-6 Dimethyl-2-amino 209 2.1 2.1 8.94 -1.37 DUL/Veith et al. (1984) 93-89-0 Ethyl benzoate 150 2.6 2.3 2.64 10.8 -1.14 Hansch & Leo, 1986 DUL

42087-80-9 Methyl-4-chloro-2- nitrobenzoate 216 2.4 2.3 27.7 -0.89 DUL 141-28-6 Diethyl adipate 202 1.8 2.4 16.8 -1.08 DUL 141-28-6 Diethyl adipate 202 1.8 2.4 19.3 -1.02 DUL 1126-46-1 Methyl -p-chlorobenzoate 171 2.8 2.5 2.87 11 -1.19 Pagou & Koutselinis, 1994 DUL 706-14-9 gamma-Decanolactone 170 2.4 2.6 2.72 18 -0.98 Hansch & Leo, 1985 DUL 6283-86-9 2-Ethylhexyl lactate 202 3.4 2.7 32 -0.80 Bowmer et al. 84-66-2 Diethyl phthalate 222 2.5 2.7 2.4 12 -1.27 Ellington & Floyd, 1996 Staples et. al (1997) 84-66-2 Diethyl phthalate 222 2.5 2.7 2.4 16.7 -1.12 Ellington & Floyd, 1996 Staples et. al (1997) 84-66-2 Diethyl phthalate 222 2.5 2.7 2.4 16.8 -1.12 Ellington & Floyd, 1996 Staples et. al (1997) 84-66-2 Diethyl phthalate 222 2.5 2.7 2.4 17 -1.12 Ellington & Floyd, 1996 Staples et. al (1997) 84-66-2 Diethyl phthalate 222 2.5 2.7 2.4 30 -0.87 Ellington & Floyd, 1996 Veith et al. (1984) 84-66-2 Diethyl phthalate 222 2.5 2.7 2.4 31.8 -0.84 Ellington & Floyd, 1996 Staples et. al (1997)/DUL 142-92-7 Hexyl acetate 144 2.9 2.8 4 -1.56 DUL 142-92-7 Hexyl acetate 144 2.8 2.8 4.4 -1.51 Veith et al (1984) 123-66-0 Ethyl hexanoate 144 2.8 2.8 8.94 -1.21 Veith et al (1984)/ DUL 5464-71-1 Octyl lactate 202 3.5 2.8 24 -0.93 Bowmer et al. 607-81-8 Diethyl benzylmalonate 250 2.9 3.0 2.76 5.43 -1.66 Hansch & Leo, 1985 DUL CBI/CBI CBI/CBI 487 3.4 3.0 20 -1.39 P05-____/P02-____ 118-61-6 Ethyl salicylate 166 3.0 3.1 3 19.6 -0.93 Korenman & Danilov, 1990 Veith et al (1984)

2905-69-3 Methyl-2,5- dichlorobenzoate 205 3.2 3.1 14 -1.17 DUL 141-03-7 Dibutyl succinate 230 3.6 3.4 4.46 -1.71 DUL

000000-00-0 N, Nbis(isopropoxycarbonylmet 307 3.8 3.6 3.2 -1.98 8(e)-12513 CBI CBI 362 3.9 3.8 1.1 -2.52 8(e)-_____/P-90-____

_ 84-62-8 Diphenyl phthalate 318 4.5 4.1 0.08 -3.60 DUL 84-62-8 Diphenyl-1-phthalate 318 4.5 4.1 0.8 -2.60 Veith et al. (1984) 744-45-6 Diphenyl isophthalate 318 5.1 4.1 0.8 -2.60 Veith et al. (1984)

1929-73-3 2,4-D butoxy ethanol ester 321 4.7 4.1 5.6 -1.76 Mount and Stephan, 1967 110-40-7 Diethyl sebacate 258 3.9 4.3 2.7 -1.98 DUL 110-40-7 Diethyl sebacate 258 3.9 4.3 2.73 -1.98 DUL 105-99-7 Dibutyl adipate 258 3.9 4.3 3.64 -1.85 DUL CBI CBI 285 3.7 4.3 4.2 1.6 -2.25 None given 8(e)-____/P91-____ CBI CBI 270 4.5 4.5 1.26 -2.33 P00-___

_ 84-69-5 Diisobutyl phthalate 278 4.4 4.5 4.1 0.9 -2.49 Hansch & Leo, 1985 Staples et. al (1997)/DUL 84-74-2 Dibutyl phthalate 278 4.7 4.6 4.5 0.48 -2.76 Ellington & Floyd, 1996 Staples et. al (1997) 84-74-2 Dibutyl phthalate 278 4.7 4.6 4.5 0.61 -2.66 Ellington & Floyd, 1996 Staples et. al (1997) 84-74-2 Dibutyl phthalate 278 4.7 4.6 4.5 0.85 -2.51 Ellington & Floyd, 1996 Staples et. al (1997)/DUL 84-74-2 Dibutyl phthalate 278 4.7 4.6 4.5 0.9 -2.49 Ellington & Floyd, 1996 Staples et. al (1997) 84-74-2 Dibutyl phthalate 278 4.7 4.6 4.5 0.92 -2.48 Ellington & Floyd, 1996 Staples et. al (1997) 84-74-2 Dibutyl phthalate 278 4.7 4.6 4.5 1.1 -2.40 Ellington & Floyd, 1996 DUL/Veith et al. (1984) 84-74-2 Dibutyl phthalate 278 4.7 4.6 4.5 1.1 -2.40 Ellington & Floyd, 1996 Staples et. al (1997) 84-74-2 Dibutyl phthalate 278 4.7 4.6 4.5 1.54 -2.26 Ellington & Floyd, 1996 Staples et. al (1997) 84-74-2 Dibutyl phthalate 278 4.7 4.6 4.5 1.6 -2.24 Ellington & Floyd, 1996 Staples et. al (1997) 84-74-2 Dibutyl phthalate 278 4.7 4.6 4.5 2.2 -2.10 Ellington & Floyd, 1996 Staples et. al (1997) 3126-90-7 Di-n-butyl-m-phthalate 278 5.3 4.6 4.3 0.9 -2.49 Pomona, 1987 Veith et al. (1984) 1962-75-0 Di-n-butyl terephthalate 278 5.3 4.6 5.5 5.53 -1.70 Hansch et al., 1995 DUL 85-68-7 Butylbenzyl phthalate 312 4.8 4.8 4.7 0.82 -2.58 Ellington & Floyd, 1996 Staples et. al (1997) 85-68-7 Butylbenzyl phthalate 312 4.8 4.8 4.7 1.5 -2.32 Ellington & Floyd, 1996 Staples et. al (1997)85-68-7 Butylbenzyl phthalate 312 4.8 4.8 4.7 1.7 -2.26 Ellington & Floyd, 1996 Staples et. al (1997) 85-68-7 Butylbenzyl phthalate 312 4.8 4.8 4.7 2.1 -2.17 Ellington & Floyd, 1996 Staples et. al (1997) 85-68-7 Butylbenzyl phthalate 312 4.8 4.8 4.7 3.3 -1.98 Ellington & Floyd, 1996 Staples et. al (1997) Kow Limit 5 5 -2.65 NO Cutoff NO SAR

SAR Data Not Included in Regression Equation: CBI CBI 509 3 2.3 2.1 * * None given P91-___

_ CBI CBI 468 1.6 2.8 3 * * None given P95-___

_ CBI CBI 298 3.8 3.9 * * P-90-___

_ CBI CBI 461 4.2 4.2 2.6 * * None given P00-____ CBI CBI 290 5.7 5.1 4.4 * * P91-___

_ CBI/CBI CBI/CBI 252 6.3 5.4 0.043 

### * -3.77 P01-____/L98-____ 117-81-7 Di-(2-ethylhexyl)-phthalate 391 8.6 8.4 7.6 * DeBruijn et al. 1989 Veith et al. (1984) 137-89-3 Di-n-octyl-m-phthalate 391 9.2 8.4 * * Veith et al. (1984) 117-84-0 Dioctyl phthalate 391 8.9 8.5 8.1 * * Ellington & Floyd, 1996 Veith et al. (1984)/DUL 4654-26-6 Di-n-octyl-p-phthalate 391 9.5 8.5 * * Veith et al. (1984) CBI CBI 368 1.3 0.99 0.6 27 -1.13 None given P93-_____; mixture CBI CBI 644 9.3 12 * * P90-___

_ CBI CBI 595 17 16 * * P91-___

_

84731-63-5 Diisotridecyl dodecanedioate 595 16 16 * * Veith et al. (1984) CBI CBI 525 11 11 * * P-90-____

Data Not Included in SAR: 84-74-2 Dibutyl phthalate 278 4.7 4.6 4.5 >1.24 >-2.35 Ellington & Floyd, 1996 Staples et. al (1997) 84-74-2 Dibutyl phthalate 278 4.7 4.6 4.5 1.2-1.8 -2.36 - -2.19 Ellington & Floyd, 1996 Staples et. al (1997) 85-68-7 Butylbenzyl phthalate 312 4.8 4.8 4.7 >0.78 >-2.6 Ellington & Floyd, 1996 Staples et. al (1997) 84-75-3 Dihexyl phthalate 335 6.8 6.6 6.8 >0.1 >-3.53 Ellington & Floyd, 1996 Staples et. al (1997) 84-75-3 Dihexyl phthalate 335 6.8 6.6 6.8 >0.11 >-3.48 Ellington & Floyd, 1996 Staples et. al (1997) 84-75-3 Dihexyl phthalate 335 6.8 6.6 6.8 >0.2 >-3.22 Ellington & Floyd, 1996 Staples et. al (1997) 84-75-3 Dihexyl phthalate 335 6.8 6.6 6.8 >0.24 >-3.14 Ellington & Floyd, 1996 Staples et. al (1997) 27554-26-3 Diisooctyl phthalate 391 8.6 8.4 >0.13 >-3.48 Staples et. al (1997) 27554-26-3 Diisooctyl phthalate 391 8.6 8.4 >0.14 >-3.45 Staples et. al (1997) 27554-26-3 Diisooctyl phthalate 391 8.6 8.4 >0.23 >-3.23 Staples et. al (1997) 27554-26-3 Diisooctyl phthalate 391 8.6 8.4 >0.29 >-3.13 Staples et. al (1997) 117-81-7 Di-(2-ethylhexyl)-phthalate 391 8.6 8.4 7.6 >19.51 >-1.3 DeBruijn et al. 1989 ETFS 117-81-7 Di-(2-ethylhexyl)-phthalate 391 8.6 8.4 7.6 >100 >-0.59 DeBruijn et al. 1989 ETFS 117-81-7 Di-(2-ethylhexyl)-phthalate 391 8.6 8.4 7.6 >100 >-0.59 DeBruijn et al. 1989 ETFS 117-81-7 Di-(2-ethylhexyl)-phthalate 391 8.6 8.4 7.6 >770 >0.29 DeBruijn et al. 1989 ETFS 117-81-7 Di-(2-ethylhexyl)-phthalate 391 8.6 8.4 7.6 >1106.2 >0.45 DeBruijn et al. 1989 ETFS 117-84-0 Dioctyl phthalate 391 8.9 8.5 8.1 >0.16 >-3.39 Ellington & Floyd, 1996 Staples et. al (1997) 117-84-0 Dioctyl phthalate 391 8.9 8.5 8.1 >0.2 >-3.29 Ellington & Floyd, 1996 Staples et. al (1997) 117-84-0 Dioctyl phthalate 391 8.9 8.5 8.1 >0.32 >-3.09 Ellington & Floyd, 1996 Staples et. al (1997) 117-84-0 Dioctyl phthalate 391 8.9 8.5 8.1 >0.32 >-3.09 Ellington & Floyd, 1996 Staples et. al (1997) 117-84-0 Dioctyl phthalate 391 8.9 8.5 8.1 >0.32 >-3.09 Ellington & Floyd, 1996 Staples et. al (1997) 117-84-0 Dioctyl phthalate 391 8.9 8.5 8.1 >0.32 >-3.09 Ellington & Floyd, 1996 Staples et. al (1997) 117-84-0 Dioctyl phthalate 391 8.9 8.5 8.1 >0.32 >-3.09 Ellington & Floyd, 1996 Staples et. al (1997) 117-84-0 Dioctyl phthalate 391 8.9 8.5 8.1 >0.32 >-3.09 Ellington & Floyd, 1996 Staples et. al (1997) 117-84-0 Dioctyl phthalate 391 8.9 8.5 8.1 >0.327 >-3.08 Ellington & Floyd, 1996 Staples et. al (1997) 117-84-0 Dioctyl phthalate 391 8.9 8.5 8.1 >0.67 >-2.77 Ellington & Floyd, 1996 Staples et. al (1997) 117-84-0 Dioctyl phthalate 391 8.9 8.5 8.1 >0.67 >-2.77 Ellington & Floyd, 1996 Staples et. al (1997) 117-84-0 Dioctyl phthalate 391 8.9 8.5 8.1 >100 >-0.59 Ellington & Floyd, 1996 Staples et. al (1997) 117-84-0 Dioctyl phthalate 391 8.9 8.5 8.1 >100 >-0.59 Ellington & Floyd, 1996 Staples et. al (1997) 117-84-0 Dioctyl phthalate 391 8.9 8.5 8.1 >100 >-0.59 Ellington & Floyd, 1996 Staples et. al (1997) 117-84-0 Dioctyl phthalate 391 8.9 8.5 8.1 >100 >-0.59 Ellington & Floyd, 1996 Staples et. al (1997) 117-84-0 Dioctyl phthalate 391 8.9 8.5 8.1 >100 >-0.59 Ellington & Floyd, 1996 Staples et. al (1997) 117-84-0 Dioctyl phthalate 391 8.9 8.5 8.1 >100 >-0.59 Ellington & Floyd, 1996 EPA, 8e-14321 117-84-0 Dioctyl phthalate 391 8.9 8.5 8.1 >19.5 >-1.30 Ellington & Floyd, 1996 Staples et. al (1997)

111381-90-9 (111381-89-6) Di(heptyl,nonyl,undecyl) phthalate 419 9.7 9.4 >0.13 >-3.51 Staples et. al (1997)

111381-90-9 (111381-89-6) Di(heptyl,nonyl,undecyl) phthalate 419 9.7 9.4 >0.17 >-3.39 Staples et. al (1997) 28553-12-0 Diisononyl phthalate 419 9.7 9.4 >0.19 >-3.34 Staples et. al (1997)

111381-90-9 (111381-89-6) Di(heptyl,nonyl,undecyl) phthalate 419 9.7 9.4 >0.21 >-3.30 Staples et. al (1997)

111381-90-9 (111381-89-6) Di(heptyl,nonyl,undecyl) phthalate 419 9.7 9.4 >0.23 >-3.26 Staples et. al (1997) 28553-12-0 Diisononyl phthalate 425 9.7 9.4 >0.1 >-3.63 Staples et. al (1997) 28553-12-0 Diisononyl phthalate 425 9.7 9.4 >0.14 >-3.48 Staples et. al (1997) 28553-12-0 Diisononyl phthalate 425 9.7 9.4 >0.16 >-3.42 Staples et. al (1997) 26761-40-0 Diisodecyl phthalate 447 10.7 10.4 >0.37 >-3.08 Staples et. al (1997) 26761-40-0 Diisodecyl phthalate 447 10.7 10.4 >0.47 >-2.98 Staples et. al (1997) 26761-40-0 Diisodecyl phthalate 447 10.7 10.4 >0.62 >-2.86 Staples et. al (1997) 26761-40-0 Diisodecyl phthalate 447 10.7 10.4 >1 >-2.65 Staples et. al (1997) 3648-20-2 Di-undecyl phthalate 475 12 11.5 >0.22 >-3.33 Staples et. al (1997) 3648-20-2 Di-undecyl phthalate 475 12 11.5 >0.73 >-2.81 Staples et. al (1997) 3648-20-2 Di-undecyl phthalate 475 12 11.5 >0.74 >-2.81 Staples et. al (1997) 3648-20-2 Di-undecyl phthalate 475 12 11.5 >1.3 >-2.56 Staples et. al (1997) 3648-20-2 Di-undecyl phthalate 475 12 11.5 >1.4 >-2.53 Staples et. al (1997) 119-06-2 Ditridecyl phthalate 531 14 13.5 >0.12 >-3.65 Staples et. al (1997) 119-06-2 Ditridecyl phthalate 531 14 13.5 >0.14 >-3.58 Staples et. al (1997) 119-06-2 Ditridecyl phthalate 531 14 13.5 >0.15 >-3.55 Staples et. al (1997) 119-06-2 Ditridecyl phthalate 531 14 13.5 >0.26 >-3.31 Staples et. al (1997)

* indicates no effects at saturation

# REFERENCES: Bowmer CT, Hooftman RN, Hanstveit AO, Venderbosch PWM, Van der Hoeven N. 1998. The ec otoxicity and the biodegradability of lactic acid, alkyl lactate esters and lactate salts. Chemosphere 37(7):1317-1333.

Brooke LT, Call DJ, Geiger DL, Northcott CE, and Piorier SH (eds). 1984-1990. Acute toxicities of organic che micals to Fathead minnows ( Pimephales promelas )

. Superior, WI: Center for Lake Superior Environmental Studies, University of Wisconsin-Superior. Volume 1-5. [note: the five volumes have different author sequence & publication years; DUL]

Mount and Stephan.1967. A method establishing acceptable toxicant limits for fishmalathion and the butoxyethanol ester of 2,4-D. Trans. Amer. Fish. Soc. 96 (2) 185 - 193

SIAR. 2005. SIDS Initial Assessment Report. SIAR for the 11 th 

# SIAM. Dimethyl terephthalate. Sponsor country: United States.

Staples CA, Adams W, Parkerton TF, Gorsuch JW, Biddinger GR, Reinert KH. 1997. Aquatic toxicity of eighteen phthalat e esters . Environmental Toxicology and Chemistry, 16 (5): 875-891.

U.S. Environmental Protection Agency (USE PA). 1990. Summary of stru cture-activit y data files: University of Wisconsin-Super ior (UWS) and ORD Environmental Research Laboratory, Duluth, MN (ERL-D) research team. Computer printout from Environmental Effects Branch, HERD, U.S. EPA, Washington, DC. [DUL]

U.S. Environmental Protection Agency (USEPA). 2006. Database of environmental toxicity data from Pre m anufacture Notifications (PMN). Washington DC: Risk Assessment Division (RAD), OPPT, USEPA, 1400 Pennsylvania Ave., N.W. (Unpublished test data.)

U.S. Environmental Protection Agency (USEPA). 2006. Database of environmental toxicity data from data submitted under the “Toxic Substance Control Act” (TSCA). Public Law 94-469, 90 Stat. 2003, October 11, 1976. Washington DC: OPPT, USEPA, 1400 Pennsylvania Ave., N.W.

Veith GD, DeFoe D, and Knuth M. 1984. Structure-activity relationships for screening organic che m icals for potential ecotoxicity effects. Drug Metabolism Reviews 15 (7): 1295 - 1303.

# SAR Esters 11/2007

FISH 14-d LC50 (Mortality)

ESTIMATED TOXICITY: The fish 14-d LC50 values used to develop this SAR were measured and the octanol water partition coefficie nts (Kow) were calcula ted using the computer program, KOWWIN (Version 1.67). The SAR equation used to estimate toxicity is:

Log 96-h (mmol/L) = - 1.223 (log Kow) + 3.7379

The LC50 is in millimoles per liter (mM/L); N = 1 + 1; and the Coefficient of Determination (R 2 

# ) = N/A. To convert the LC50 from mM/L to mg/L, multiply by the molecular weight of the ester.

Maximum K ow 

# : 6.0 Maximum MW: 1000

GRAPH:


# SAR for: Esters, Fish 14-d LC50

y = -1.223x + 3.7379 n = 1 + 1 

# -6.00 -4.00 -2.00 0.00 2.00 4.00 6.00

-3.0 -2.0 -1.0 0.0 1.0 2.0 3.0 4.0 5.0 6.0 7.0 8.0



# Log Kow (EPI)Log Fish 14-d LC50 (mmol/L



# APPLICATION: This SAR may be used to estimate toxicity for the following esters: 1. Acetates 2. Benzoates 3. Dicarboxylic aliphatics 4. Phthalates derived from aliphatic alcohols and phenol.

# LIMITATIONS: If the log Kow value is greater than 6.0, or if the compound is solid and the LC50 exceeds the water solubility by 10X , no effects at saturation are predicted.

DATA:

CAS No. Chemical Name M.W. log Kow (CLogP) log Kow (EPI ) log Kow (M) Fish 14-d LC50 (mg/L) Log Fish 14-d LC50 (mmol/L) Reference (Meas. Kow) Reference (Fish 14-d LC50) 85-68-7 Butylbenzyl phthalate 312 4.8 4.8 4.7 2.3 -2.13 Ellington & Floyd, 1996 Staples et. al (1997) Kow Limit 6 6 -3.60 NO Cutoff NO SAR

SAR Data Not Included in Regression Equation:

Data Not Included in SAR:

* indicates no effects at saturation



# REFERENCES: Staples CA, Adams W, Parkerton TF, Gorsuch JW, Biddinger GR, Reinert KH. 1997. Aquatic toxicity of eighteen phthalat e esters . Environmental Toxicology and Chemistry, 16 (5): 875-891.

# SAR Esters 11/2007

DAPHNID 48-h LC50

ESTIMATED TOXICITY:

The daphnid 48-h LC50 values used to develop this SAR were measured and the octanol wat er partition coefficient s (Kow) were calculated using the computer program, KOWWIN (Version 1.67). The SAR equation used to estimate toxicity is:

Log 96-h LC50 (mmol/L) = -0.6277 (log Kow) + 0.7017

The LC50 is in millimoles per liter (mM/L); N = 40 + 21; and the Coefficient of Determination (R 2 

# ) = 0.7985. To convert the LC50 from mM/L to mg/L, multiply by the molecular weight of the ester.

Maximum K ow 

# : 5.0 Maximum MW: 1000

GRAPH:



# SAR for: Esters, Daphnia 48-h LC50

y = -0.6277x + 0.7017
R 2 

## = 0.7985 n = 40 + 21 

## -6.00 -4.00 -2.00 0.00 2.00 4.00 6.00

-3.0 -2.0 -1.0 0.0 1.0 2.0 3.0 4.0 5.0 6.0 7.0 8.0



# Log Kow (EPI)Log Daphnia 48-h LC50 (mmol/



# APPLICATIONS: This SAR may be used to estimate toxicity for the following esters. 1. Acetates 2. Benzoates 3. Dicarboxylic aliphatics 4. Phthalates, derived from aliphatic alcohols and phenols.

# LIMITATIONS: If the log Kow value is greater than 5.0, or if the compound is solid and the LC50 exceeds the water solubility by 10X , no effects at saturation are predicted.

DATA:

Chemical Name M.W. log Kow (CLogP) log Kow (EPI ) log Kow (M) Daphnia 48

- h LC50 (mg/L) Log Daphnia 48-h LC50 (mmol/L) Reference (Meas. Kow) Reference (Daphnia 48-h LC50) Methyl lactate 104 -0.22 -0.67 749 0.86 Bowmer et al. Methyl lactate 104 -0.22 -0.67 780 0.88 Bowmer et al. Ethyl lactate 118 0.33 -0.18 560 0.68 Bowmer et al. Ethyl lactate 118 0.33 -0.18 683 0.76 Bowmer et al. Isopropyl lactate 132 0.62 0.23 802 0.78 Bowmer et al. n-Propyl lactate 132 0.84 0.31 413 0.50 Bowmer et al. n-Propyl lactate 132 0.84 0.31 423 0.51 Bowmer et al. CBI 158 0.27 0.67 0.94 63 -0.40 None given P-00-____

Isobutyl lactate 146 1.2 0.73 395 0.43 Bowmer et al. Butyl lactate 146 1.4 0.80 320 0.34 Bowmer et al. Butyl lactate 146 1.4 0.80 423 0.46 Bowmer et al. CBI 146 1.0 1.0 500 0.53 P94-____

_ CBI 146 1.2 1.1 1000 0.84 P97-____/Analog

Isoamyl or Isopentyl lactate 160 1.8 1.2 193 0.08 Bowmer et al. Pentyl lactate 160 1.9 1.3 238 0.17 Bowmer et al. Dimethyl terephthalate 194 2.1 1.7 2.3 30.4 -0.80 Hansch & Leo, 1985 Datasheet Dimethyl phthalate 194 1.5 1.7 1.6 45.9 -0.63 Ellington & Floyd, 1997 Staples et. al (1997) 2-Ethylhexyl lactate 202 3.4 2.7 83 -0.39 Bowmer et al. Diethyl phthalate 222 2.5 2.7 2.4 86 -0.41 Ellington & Floyd, 1996 Staples et. al (1997) Diethyl phthalate 222 2.5 2.7 2.4 90 -0.39 Ellington & Floyd, 1996 Nabholz (1987) Octyl lactate 202 3.5 2.8 37 -0.74 Bowmer et al. Octyl lactate 202 3.5 2.8 45 -0.65 Bowmer et al. CBI 286 4.0 3.3 0.018 -4.20 X97-____ N, N- 307 3.8 3.6 3.2 -1.98 8(e)-12513 CBI 362 3.9 3.8 0.28 -3.11 8(e)-____/P-90-___

_ CBI 184 3.6 4.0 1.1 -2.22 P92-____/ 8(e)-___

_ CBI 244 4.8 4.3 3.3 -1.87 P92-___

_ CBI 285 3.7 4.3 4.2 3.32 -1.93 None given 8(e)-____/P91-____ Dibutyl phthalate 278 4.7 4.6 4.5 3 -1.97 Ellington & Floyd, 1996 Staples et. al (1997) Dibutyl phthalate 278 4.7 4.6 4.5 3.4 -1.91 Ellington & Floyd, 1996 Nabholz (1987) Dibutyl phthalate 278 4.7 4.6 4.5 3.7 -1.88 Ellington & Floyd, 1996 Staples et. al (1997) Dibutyl phthalate 278 4.7 4.6 4.5 5.2 -1.73 Ellington & Floyd, 1996 Nabholz (1987) Butyl-benzyl phthalate 312 4.8 4.8 4.7 1 -2.49 Ellington & Floyd, 1996 Nabholz (1987) Butyl-benzyl phthalate 312 4.8 4.8 4.7 1.6 -2.29 Ellington & Floyd, 1996 Nabholz (1987) Butyl-benzyl phthalate 312 4.8 4.8 4.7 1.7 -2.26 Ellington & Floyd, 1996 Nabholz (1987) Butyl-benzyl phthalate 312 4.8 4.8 4.7 1.8 -2.24 Ellington & Floyd, 1996 Staples et. al (1997) Butyl-benzyl phthalate 312 4.8 4.8 4.7 1.83 -2.23 Ellington & Floyd, 1996 Nabholz (1987) Butyl-benzyl phthalate 312 4.8 4.8 4.7 2.4 -2.11 Ellington & Floyd, 1996 Nabholz (1987) Butyl-benzyl phthalate 312 4.8 4.8 4.7 3.7 -1.93 Ellington & Floyd, 1996 Nabholz (1987) Butyl-benzyl phthalate 312 4.8 4.8 4.7 3.7 -1.93 Ellington & Floyd, 1996 Staples et. al (1997) Kow Limit 5 5 -2.73 NO Cutoff NO SAR

t Included in Regression Equation: CBI 468 1.6 2.8 3 * * None given P-95-____ CBI 298 3.8 3.9 * * P-90-____ CBI 252 6.3 5.4 * * P01-____ CBI 284 5.4 5.5 4.7 2.7 -2.02 None given P95-____ Butyl 2-ethylhexyl phthalat e 334 6.6 6.5 * Nabholz (1987) Dihexyl phthalate 335 6.8 6.6 * Nabholz (1987)Diisooctyl phthalate 390 8.6 8.4 * Nabholz (1987) Di-(2-ethylhexyl)-phthalate 391 8.6 8.4 7.6 * DeBruijn et al. 1989 Nabholz (1987)/ Staples et. al (1 9 Di-(2-ethylhexyl)-phthalate 391 8.6 8.4 7.6 *4.69 *3.26 DeBruijn et al. 1989 ETFSDi-(n-hexyl, n-octyl, ndecyl)- phthalate 390 8.9 8.5 * Nabholz (1987) Di-(n-octyl)-phthalate 391 8.9 8.5 * Nabholz (1987) Di-(heptyl, nonyl, undecyl)- phthalate 419 9.7 9.4 * Nabholz (1987) Diisononyl phthalate 419 9.7 9.4 * Nabholz (1987) Diisodecyl phthalate 447 11 10 * Nabholz (1987) CBI 525 11 11 * * P-90-____ Diundecyl phthalate 475 12 12 * Nabholz (1987) Ditridecyl phthalate 531 14 13 * Nabholz (1987) CBI 290 5.7 - 4.4 * * None given P-91-_____ CBI 455 - - * * P-90-____/T-89-___

_
CBI 509 (n=1) >= 3.0 - 2.1 * * None given P-91-_____

u ded in SAR: Dimethyl phthalate 194 1.5 1.7 >52 >-0.57 Nabholz (1987)

Warfarin 308 2.9 2.2 2.6 0.288 -3.03 Sangster, 1994 Lilius et al., 1995; 24-hour study duration. CBI 487 3.4 3 >90 >-0.73 P05-____/P02-____ Butyl-benzyl phthalate 312 4.8 4.8 >0.96 >-2.51 Staples et. al (1997) Butyl (2-ethylhexyl) phthalate 334 6.6 6.5 >0.07 >-3.68 Staples et. al (1997) Dihexyl phthalate 335 6.8 6.6 >0.18 >-3.27 Staples et. al (1997) Diisoctyl phthalate 390 8.6 8.4 >0.16 >-3.39 Staples et. al (1997) Di-(2-ethylhexyl) phthalate 391 8.6 8.4 >0.16 >-3.39 Staples et. al (1997) Di-(2-ethylhexyl) phthalate 391 8.6 8.4 >1 >-2.59 Staples et. al (1997)Di-(n-hexyl, n-octyl, ndecyl) phthalate 390 8.9 8.5 >0.33 >-3.07 Staples et. al (1997) Dioctyl phthalate 391 8.9 8.5 >10 >-1.59 Staples et. al (1997) Di-(heptyl, nonyl, undecyl)- phthalate 419 9.7 9.4 >0.04 >-4.02 Staples et. al (1997) Diisononyl phthalate 419 9.7 9.4 >0.06 >-3.84 Staples et. al (1997) Diisononyl phthalate 419 9.7 9.4 >1 >-2.62 Staples et. al (1997) Diisodecyl phthalate 447 11 10 >0.02 >-4.35 Staples et. al (1997) Diisodecyl phthalate 447 11 10 >1 >-2.65 Staples et. al (1997) Diundecyl phthalate 475 12 12 >0.02 >-4.38 Staples et. al (1997) Ditridecyl phthalate 531 14 13 >0.05 >-4.03 Staples et. al (1997) Ditridecyl phthalate 531 14 13 >1 >-2.73 Staples et. al (1997)

* indicates no effects at saturation



# REFERENCES: Bowmer CT, Hooftman RN, Hanstveit AO, Venderbosch PWM, Van der Hoeven N. 1998. The e c otoxicity and the biodegradability of lactic acid, alkyl lactate esters and lactate salts. Chemosphere 37(7):1317-1333.

Nabholz JV. 1987. The acute and chronic toxicity of dialkyl phthalate esters to daphnids. Interagency memorandum to “Whom it may c oncern”. Washington DC: Office of Toxic Substances, Environmental Effects Branch, Health and Environmental Review Division (TS-796), United States Environmental Protection Agency, 20460-0001.

Staples CA, Adams W, Parkerton TF, Gorsuch JW, Biddinger GR, Reinert KH. 1997. Aquatic toxicity of eight een phthalat e esters . Environmental Toxicology and Chemistry, 16 (5): 875-891.

U.S. Environmental Protection Agency (USEPA). 2006. Database of environmental toxicity data from Pre m anufacture Notifications (PMN). Washington DC: Risk Assessment Division (RAD), OPPT, USEPA, 1400 Pennsylvania Ave., N.W. (Unpublished test data.)

U.S. Environmental Protection Agency (USEPA). 2006. Database of environmental toxicity data from data submitted under the “Toxic Substance Control Act” (TSCA). Public Law 94-469, 90 Stat. 2003, October 11, 1976. Washington DC: OPPT, USEPA, 1400 Pennsylvania Ave., N.W.

# SAR Esters 11/2007

GREEN ALGAE 96-h EC50 (Growth)

ESTIMATED TOXICITY:

The green algae 96-h EC50 values used to develop this SAR were measured and the octanol wat er partition coefficient s (Kow) were calculated using the computer program, KOWWIN (Version 1.67). The SAR equation used to estimate toxicity is:

Log 96-h EC50 (mmol/L) = -0.6744 log (Kow) + 0.4247

The EC50 is in millimoles per liter (mM/L); N = 20 + 6; and the Coefficient of Determination (R 2 

# ) = 0.8426. To convert the EC50 from mM/L to mg/L, multiply by the molecular weight of the ester.

Maximum K ow 

# : 6.4 Maximum MW: 1000

GRAPH:


# SAR for: Esters, Algal 96-h EC50

y = -0.6744x + 0.4247
R 2 

## = 0.8426 n = 20 + 6



## -6.00 -4.00 -2.00 0.00 2.00 4.00 6.00

-3.0 -2.0 -1.0 0.0 1.0 2.0 3.0 4.0 5.0 6.0 7.0 8.0



# Log Kow (EPI)Log Algal 96-h EC50 (mmol/L



# APPLICATIONS: This SAR may be used to estimate toxicity for the following esters. 5. Acetates 6. Benzoates 7. Dicarboxylic aliphatics 8. Phthalates, derived from aliphatic alcohols and phenols.

LIMITATIONS: If the log Kow value is greater than 6.4, or if the compound is solid and the EC50 exceeds the water solub ility by 10X , no effects at saturation are predicted.

# DATA:

CAS No. Chemical Name M.W. log Kow (CLogP) log Kow (EPI ) log Kow (M) Algal 96-h EC50 (mg/L) Log Algal 96- h EC50 (mmol/L) Reference (Meas. Kow) Reference (Algal 96-h EC50) 97-64-3 Ethyl lactate 118 0.33 -0.18 2300 1.29 Bowmer et al. 617-51-6 Isopropyl lactate 132 0.62 0.23 180 0.13 Bowmer et al. CBI CBI 158 0.27 0.67 0.94 16 -0.99 None given P00-____ 585-24-0/ 68166-83-6/ 77027-84-0 Isobutyl lactate 146 1.2 0.73 64 -0.36 Bowmer et al. 138-22-7 Butyl lactate 146 1.4 0.80 329 0.35 Bowmer et al. 19329-89-6 Isoamyl or Isopentyl lactate 160 1.8 1.2 41 -0.59 Bowmer et al. 6382-06-5 Pentyl lactate 160 1.9 1.3 46 -0.54 Bowmer et al. 131-11-3 Dimethyl phthalate 194 1.5 1.7 1.6 313 0.21 Ellington & Floyd, 1997 Staples et. al (1997) CBI CBI 328 1.7 3.7 -1.95 P00-____ 84-66-2 Diethyl phthalate 222 2.5 2.7 2.4 85.6 -0.41 Ellington & Floyd, 1996 Staples et. al (1997) 5464-71-1 Octyl lactate 202 3.5 2.8 7.6 -1.42 Bowmer et al. CBI CBI 487 3.4 3.0 28 -1.24 P02-____ CBI CBI 487 3.4 3.0 42 -1.06 P05-____/P02-____ CBI CBI 362 3.8 3.9 1.4 -2.41 8(e)-____/P-90-____ CBI CBI 461 MF 4.2 2.6 0.48 -2.98 None given P-00-_____ CBI CBI 244 4.8 4.3 0.4 -2.79 P92-____ CBI CBI 285 3.7 4.3 4.2 0.41 -2.84 None given 8(e)-____/P91-____ 85-68-7 Butyl-benzyl phthalate 312 4.8 4.8 4.7 0.4 -2.89 Ellington & Floyd, 1996 Staples et. al (1997) 85-68-7 Butyl-benzyl phthalate 312 4.8 4.8 4.7 0.6 -2.72 Ellington & Floyd, 1996 Staples et. al (1997) 110-33-8 Dihexyl adipate 315 6.0 6.3 0.038 -3.92 8(e)-9618 Kow Limit 6.4 6.4 -3.43 NO Cutoff NO SAR

SAR Data Not Included in Regression Equation:

CBI CBI 468 1.6 2.8 2.96 @25C, pH5.7 * * None given P-95-____ 103-09-3 2-Ethylhexyl acetate 172 3.7 3.7 * * Datasheet CBI CBI 252 6.3 5.4 * * P01-____ CBI CBI 284 5.4 5.5 4.7 * * None given P-95-____ CBI CBI 262 6.7 5.6 6.64 * * H P L C P90-____

Data Not Included in SAR: 84-66-2 Diethyl phthalate 222 2.5 2.9 >100 >-0.346 Staples et. al (1997) 84-74-2 Dibutyl phthalate 278 4.7 4.6 >13 >1.33 Staples et. al (1997)

* indicates no effects at saturation



# REFERENCES: Bowmer CT, Hooftman RN, Hanstveit AO, Venderbosch PWM, Van der Hoeven N. 1998. The ec otoxicity and the biodegradability of lactic acid, alkyl lactate esters and lactate salts. Chemosphere 37(7):1317-1333.Confidential Business Information

Staples CA, Adams W, Parkerton TF, Gorsuch JW, Biddinger GR, Reinert KH. 1997. Aquatic toxicity of eight een phthalat e esters . Environmental Toxicology and Chemistry, 16 (5): 875-891.

U.S. Environmental Protection Agency (USEPA). 2006. Database of environmental toxicity data from Prem anufacture Notifications (PMN). Washington DC: Risk Assessment Division (RAD), OPPT, USEPA, 1400 Pennsylvania Ave., N.W. (Unpublished test data.)

U.S. Environmental Protection Agency (USEPA). 2006. Database of environmental toxicity data from data submitted under the “Toxic Substance Control Act” (TSCA). Public Law 94-469, 90 Stat. 2003, October 11, 1976. Washington DC: OPPT, USEPA, 1400 Pennsylvania Ave., N.W.

# SAR Esters 11/2007

FISH 32/33-d ChV

ESTIMATED TOXICITY: The fish chronic values (ChV) used to develop this SAR were measured and the octanol water partition coefficie nts (Kow) were calcula ted using the computer program, KOWWIN (Version 1.67). The SAR equation used to estimate toxicity is:

Log ChV (mmol/L) = -0.6762 log Kow - 0.5608

The ChV is in millimoles per liter (mM/L); N = 3 + 3; and the Coefficient of Determination (R 2 

# ) = 0.876. To convert the ChV from mM/L to mg/L, multiply by the molecular weight of the compound.

Maximum K ow 

# : 8.0 Maximum MW: 1000

GRAPH:


# SAR for: Esters, Fish ChV

y = -0.6762x - 0.5608
R 2



## = 0.876 n = 3 + 3 

# -7.00 -5.00 -3.00 -1.00 1.00 3.00 5.00

-3.0 -2.0 -1.0 0.0 1.0 2.0 3.0 4.0 5.0 6.0 7.0 8.0 

# Log Kow (EPI)Log Fish ChV (mmol/L



# APPLICATION: This SAR may be used to estimate toxicity for the following esters: 1. Acetates 2. Benzoates 3. Dicarboxylic aliphatics 4. Phthalates derived from aliphatic alcohols and phenol.

# LIMITATIONS: If the log Kow value is greater than 8.0, or if the compound is solid and the ChV exceeds the water solubility by 10X, no effects at saturatio n are predicted.

DATA:

CAS No. Chemical Name M.W. log Kow (CLogP) log Kow (EPI ) log Kow (M) Fish ChV (mg/L) Log Fish ChV (mmol/L) Reference (Meas. Kow) Reference (Fish ChV) 79-20-9 Methyl acetate 74 0.18 0.37 0.18 72.1 -0.01 Hansch & Leo, 1985 DUL 105-53-3 Diethyl malonate 160 1.1 0.9 0.96 0.76 -2.32 Pomona, 1987 USEPA, 1991/ DUL 85-68-7 Butyl-benzyl phthalate 312 4.8 4.8 4.7 0.22 -3.15 Ellington & Floyd, 1996 Staples et. al (1997) Kow Limit 8 8 -6.27 NO Cutoff NO SAR

SAR Data Not Included in Regression Equation: CBI CBI 262 6.7 5.6 6.64 * * H P L C P90-____ 117-81-7 Di-(2-ethylhexyl)-phthalate 391 8.6 8.4 7.6 *31.8 *1.1 DeBruijn et al. 1989 ETFS

Data Not Included in SAR: 141-78-6 Ethyl acetate 88 0.71 0.86 0.73 < 9.65 <-0.96 Hansch & Leo, 1985 DUL

1929-73-3 2,4-D butoxy ethanol ester 321 4.7 4.1 0.67 -2.68 Mount and Stephan, 1967; incorrect duration. 117-81-7 Di-(2-ethylhexyl)-phthalate 391 8.6 8.4 7.6 >0.5 >-2.89 DeBruijn et al. 1989 ETFS

* indicates no effects at saturation



# REFERENCES:Mount and Stephan.1967. A method establishing acceptable toxicant limits for fishmalathion and the butoxyethanol ester of 2,4-D. Trans. Amer. Fish. Soc. 96 (2) 185 - 193 Mount and Stephan, 1967

Staples CA, Adams W, Parkerton TF, Gorsuch JW, Biddinger GR, Reinert KH. 1997. Aquatic toxicity of eight een phthalat e esters . Environmental Toxicology and Chemistry, 16 (5): 875-891.

U.S. Environmental Protection Agency (USE PA). 1990. Summary of stru cture-activit y data files: University of Wisconsin-Super ior (UWS) and ORD Environmental Research Laboratory, Duluth, MN (ERL-D) research team. Computer printout from Environmental Effects Branch, HERD, U.S. EPA, Washington, DC. [DUL]

U.S. Environmental Protection Agency (USEPA). 2006. Database of environmental toxicity data from Pre m anufacture Notifications (PMN). Washington DC: Risk Assessment Division (RAD), OPPT, USEPA, 1400 Pennsylvania Ave., N.W. (Unpublished test data.)

U.S. Environmental Protection Agency (USEPA). 2006. Database of environmental toxicity data from data submitted under the “Toxic Substance Control Act” (TSCA). Public Law 94-469, 90 Stat. 2003, October 11, 1976. Washington DC: OPPT, USEPA, 1400 Pennsylvania Ave., N.W.

# SAR Esters 11/2007

DAPHNID 21-d ChV

ESTIMATED TOXICITY: The daphnid ChV values used to develop this SAR were measured and the octanol water partition coefficie nts (Kow) were calcula ted using the computer program, KOWWIN (Version 1.67). The SAR equation used to estimate toxicity is:

Log ChV (mmol/L) = -0.7395 log Kow + 0.7253

The ChV is in millimoles per liter (mM/L); N = 13 + 11; and the Coefficient of Determination (R 2 

# ) = 0.8578. To convert the ChV from mM/L to mg/L, multiply by the molecular weight of the compound.

Maximum K ow 

# : 8.0 Maximum MW: 1,000

GRAPH:


# SAR for: Esters, Daphnia ChV

y = -0.7395x + 0.7253
R 2 

## = 0.8578 n = 13 + 11 

# -6.00 -4.00 -2.00 0.00 2.00 4.00 6.00

-3.0 -2.0 -1.0 0.0 1.0 2.0 3.0 4.0 5.0 6.0 7.0 8.0



# Log Kow (EPI)Log Daphnia ChV (mmol/L



# APPLICATION: This SAR may be used to estimate toxicity for the following esters: 1. Acetates 2. Benzoates 3. Dicarboxylic aliphatics 4. Phthalates derived from aliphatic alcohols and phenol.

LIMITATIONS: If the log Kow value is greater than 8.0, or if the compound is solid and the ChV exceeds the water solubility by 10X , no effects at saturatio n are predicted.

# DATA:

CAS No. Chemical Name M.W. log Kow (CLogP) log Kow (EPI ) log Kow (M) Daphnia ChV (mg/L) Log Daphnia ChV (mmol/L) Reference (Meas. Kow) Reference (Daphnia ChV) 131-11-3 Dimethyl phthalate 194 1.5 1.7 1.6 14.9 -1.11 Ellington & Floyd, 1996 Nabholz (1987)/ Staples et. al (1 9 84-66-2 Diethyl phthalate 222 2.5 2.7 2.4 38.4 -0.76 Ellington & Floyd, 1996 Nabholz (1987)/ Staples et. al (1 9 84-74-2 Dibutyl phthalate 278 4.7 4.6 4.5 0.14 -3.30 Ellington & Floyd, 1996 Nabholz (1987)/ Staples et. al (1 9 3126-90-7 Di-n-butyl-iso phthalate 278 5.3 4.6 0.15 -3.27 Nabholz (1987) 84-72-2 Dibutyl phthalate 278 4.7 4.6 4.5 0.32 -2.94 Ellington & Floyd, 1996 Nabholz (1987)/ Staples et. al (1 9 84-72-2 Dibutyl phthalate 278 4.7 4.6 4.5 1 -2.44 Ellington & Floyd, 1996 Nabholz (1987) 84-72-2 Dibutyl phthalate 278 4.7 4.6 4.5 1.4 -2.30 Ellington & Floyd, 1996 Nabholz (1987)/ Staples et. al (1 9 84-72-2 Dibutyl phthalate 278 4.7 4.6 4.5 1.55 -2.25 Ellington & Floyd, 1996 Staples et. al (1997) 84-72-2 Dibutyl phthalate 278 4.7 4.6 4.5 1.5 -2.27 Ellington & Floyd, 1996 Nabholz (1987) 85-68-7 Butyl-benzyl phthalate 312 4.8 4.8 4.7 0.44 -2.85 Ellington & Floyd, 1996 Nabholz (1987)/ Staples et. al (1 9 85-68-7 Butyl-benzyl phthalate 312 4.8 4.8 4.7 0.63 -2.69 Ellington & Floyd, 1996 Nabholz (1987)/ Staples et. al (1 9

85-69-8 Butyl (2-ethylhexyl) phthalate 334 6.6 6.5 0.088 -3.58 Staples et. al (1997) Kow Limit 8 8 -5.69 NO Cutoff NO SAR

SAR Data Not Included in Regression Equation:

111381-90-9 (111381-89-6) Di(heptyl,nonyl,undecyl) phthalate 419 9.7 9.4 * * Nabholz (1987) 117-81-7 Di-(2-ethylhexyl) phthalate 391 8.6 8.4 * * Nabholz (1987) 117-84-0 Dioctyl phthalate 391 8.9 8.5 * * Nabholz (1987) 119-06-2 Ditridecyl phthalate 531 14 13 * * Nabholz (1987) 123-79-5 Dioctyl adipate 371 8.1 8.3 35 -1.03 8(e)-9781 CBI CBI 262 6.7 5.6 6.64 * * H P L C P90-____ 25724-58-7 (68515-51-5) Di-(n-hexyl, n-octyl, ndecyl)- phthalate 390 8.9 8.5 * * Nabholz (1987) 26761-40-0 Diisodecyl phthalate 447 11 10 * * Nabholz (1987) 27554-26-3 Diisooctyl phthalate 390 8.6 8.4 * * Nabholz (1987) 28553-12-0 Diisononyl phthalate 419 9.7 9.4 * * Nabholz (1987) CBI CBI 547 12 12 * * P-94-____ 3648-20-2 Diundecyl phthalate 475 12 12 * * Nabholz (1987) 84-75-3 Dihexyl phthalate 335 6.8 6.6 6.8 * * Ellington & Floyd, 1996 Nabholz (1987) 85-69-8 Butyl 2-ethylhexyl phthalat e 334 6.6 6.5 * * Nabholz (1987)

Data Not Included in SAR: 117-81-7 Di-(2-ethylhexyl)-phthalate 391 8.6 8.4 7.6 >0.0856 >-3.66 DeBruijn et al. 1989 ETFS

* indicates no effects at saturation



# REFERENCES: Nabholz JV, 1987. The acute and chronic toxicity of dialkyl phthalate esters to daphnids Interagency memorandu m to “Whom it may concern”. Washington, DC: Office of Toxic Substances, Environmental Effects Branch, Health and Environmental Review Division (TS-796), United States Environmental Protection Agency, 20460-0001.

Staples CA, Adams W, Parkerton TF, Gorsuch JW, Biddinger GR, Reinert KH. 1997. Aquatic toxicity of eight een phthalat e esters . Environmental Toxicology and Chemistry, 16 (5): 875-891.

U.S. Environmental Protection Agency (USEPA). 2006. Database of environmental toxicity data from Prem anufacture Notifications (PMN). Washington DC: Risk Assessment Division (RAD), OPPT, USEPA, 1400 Pennsylvania Ave., N.W. (Unpublished test data.)

# SAR Esters 11/2007

GREEN ALGAE ChV

ESTIMATED TOXICITY: The green algae chronic values (ChV) used to develop this SAR were measured and the octanol wat er partition coefficient s (Kow) were calculated using the computer program, KOWWIN (Version 1.67). The SAR equation used to estimate toxicity is:

Log ChV (mmol/L) = -0.5331 (log Kow) - 0.4564

The ChV is in millimoles per liter (mM/L); N = 13 + 5; and the Coefficient of Determination (R 2 

# ) = 0.721. To convert the ChV from mM/L to mg/L, multiply by the molecular weight of the compound.

Maximum K ow 

# : 8.0 Maximum MW: 1,000

GRAPH:
SAR for: Esters, Algal ChV

y = -0.5331x - 0.4564
R 2 

### = 0.721 n = 13 + 5 

## -6.00 -4.00 -2.00 0.00 2.00 4.00 6.00

-3.0 -2.0 -1.0 0.0 1.0 2.0 3.0 4.0 5.0 6.0 7.0 8.0



# Log Kow (EPI)Log Algal ChV (mmol/L



# APPLICATIONS: This SAR may be used to estimate toxicity for the following esters: 1. Acetates 2. Benzoates 3. Dicarboxylic aliphatics 4. Phthalates derived from aliphatic alcohols and phenol.

LIMITATIONS: If the log Kow value is greater than 8.0, or if the compound is solid and the ChV exceeds the water solubility by 10X , no effects at saturatio n are predicted.

DATA:CAS No. Chemical Name M.W. log Kow (CLogP) log Kow (EPI ) log Kow (M) Algal ChV (mg/L) Log Algal ChV (mmol/L) Reference (Meas. Kow) Reference (Algal ChV) 97-64-3 Ethyl lactate 118 0.33 -0.18 320 0.43 Bowmer et al. CBI CBI 158 0.27 0.67 0.94 2.5 -1.80 None given P-00-____ 138-22-7 Butyl lactate 146 1.4 0.8 100 -0.16 Bowmer et al. 6382-06-5 Pentyl lactate 160 1.9 1.3 11 -1.16 Bowmer et al. CBI CBI 328 1.7 2.5 -2.12 P00-____ 5464-71-1 Octyl lactate 202 3.5 2.8 3.2 -1.80 Bowmer et al. CBI CBI 487 3.4 3 4.5 -2.03 P02-____ CBI CBI 487 3.4 3.0 7 -1.84 P05-____/P02-____ 103-09-3 2-Ethylhexyl acetate 172 3.7 3.7 15 -1.06 Datasheet CBI CBI 362 3.9 3.8 0.11 -3.52 8(e)-____/P-90-____ CBI CBI 461 MF 4.2 2.6 0.27 -3.23 None given P-00-____ CBI CBI 244 4.8 4.3 0.3 -2.91 P92-____ CBI CBI 285 3.7 4.3 4.2 0.39 -2.86 None given P91-____ Kow Limit 8 8 -4.38 NO Cutoff NO SAR

SAR Data Not Included in Regression Equation: CBI CBI 468 1.6 2.8 3 * * None given P95-____ CBI CBI 252 6.3 5.4 * * P01-____ CBI CBI 284 5.4 5.5 4.7 * * None given P95-____ CBI CBI 262 6.7 5.6 6.64 * * H P L C P90-____

Data Not Included in SAR: 617-51-6 Isopropyl lactate 132 0.62 0.23 <100 <-0.12 Bowmer et al. 585-24-0/ 68166-83-6/ 77027-84-0 Isobutyl lactate 146 1.3 0.69 <32 <-0.66 Bowmer et al. 585-24-0/ 68166-83-6/ 77027-84-0 Isobutyl lactate 146 1.3 0.73 <32 Bowmer et al.

19329-89-6 Isoamyl or Isopentyl lactate 160 1.8 1.2 <10 <-1.2 Bowmer et al.

* indicates no effects at saturation



# REFERENCES: Bowmer CT, Hooftman RN, Hanstveit AO, Venderbosch PWM, Van der Hoeven N. 1998. The e c otoxicity and the biodegradability of lactic acid, alkyl lactate esters and lactate salts. Chemosphere 37(7):1317-1333.Confidential Business InformationConfidential Business Information

U.S. Environmental Protection Agency (USEPA). 2006. Database of environmental toxicity data from Pre m anufacture Notifications (PMN). Washington DC: Risk Assessment Division (RAD), OPPT, USEPA, 1400 Pennsylvania Ave., N.W. (Unpublished test data.)

# SAR Esters 11/2007

FISH (SW) 96-h LC50 (Mortality)

ESTIMATED TOXICITY: The saltwater fish 96-h LC50 values used to develop this SAR were measured and the octanol wat er partition coefficient s (Kow) were calculated using the computer program, KOWWIN (Version 1.67). The SAR equation used to estimate toxicity is:

Log 96-h LC50 (mmol/L) = - 0.6157 (log Kow) + 0.5406

The LC50 is in millimoles per liter (mM/L); N = 6 + 3; and the Coefficient of Determination (R 2 

# ) = 0.9013. To convert the LC50 from mM/L to mg/L, multiply by the molecular weight of the compound.

Maximum K ow 

# : 5 Maximum MW: 1,000

GRAPH:



# SAR for: Esters, Fish (SW) 96-h LC50

y = -0.6157x + 0.5406
R 2 

## = 0.9013

n = 6 + 3 

# -6.00 -4.00 -2.00 0.00 2.00 4.00 6.00

-3.0 -2.0 -1.0 0.0 1.0 2.0 3.0 4.0 5.0 6.0 7.0 8.0



# Log Kow (EPI)Log Fish (SW) 96-h LC50 (mmol/L



# APPLICATION: This SAR may be used to estimate toxicity for the following esters: 1. Acetates 2. Benzoates 3. Dicarboxylic aliphatics 4. Phthalates derived from aliphatic alcohols and phenol.

LIMITATIONS:

# If the log Kow value is greater than 5.0, or if the compound is solid and the LC50 exceeds the water solubility by 10X, no effects at saturation are predicted.

DATA:

CAS No. Chemical Name M.W. log Kow (CLogP) log Kow (EPI ) log Kow (M) Fish (SW) 96-h LC50

(mg/L) Log Fish (SW) 96-h

LC50 (mmol/L) Reference (Meas. Kow) Reference (Fish SW 96-h LC50) 131-11-3 Dimethyl phthalate 194 1.5 1.7 1.6 29 -0.83 Ellington & Floyd, 1996 Staples et al. (1997) 131-11-3 Dimethyl phthalate 194 1.5 1.7 1.6 57.31 -0.53 Ellington & Floyd, 1996 Zaroogian et al. (1985) 84-66-2 Diethyl phthalate 222 2.5 2.7 2.4 29.979 -0.87 Ellington & Floyd, 1996 Zaroogian et al. (1985) 84-66-2 Diethyl phthalate 222 2.5 2.7 2.4 29 -0.88 Ellington & Floyd, 1996 Staples et. al (1997) 85-68-7 Butylbenzyl phthalate 312 4.8 4.8 4.7 0.51 -2.79 Ellington & Floyd, 1996 Staples et. al (1997) 85-68-7 Butylbenzyl phthalate 312 4.8 4.8 4.7 3 -2.02 Ellington & Floyd, 1996 Staples et al. (1997) Kow Limit 5 5 -2.71 NO Cutoff NO SAR

SAR Data Not Included in Regression Equation: 51630-58-1 Fenvalerate 420 6.8 6.8 6.2 0.004 -5.02 Hansch & Leo, 1985 Zaroogian et al., 1985 52645-53-1 Permethrin 391 7.1 7.4 6.5 0.068 -3.76 Hansch & Leo, 1985 Zaroogian et al., 1985

Data Not Included in SAR: 131-11-3 Dimethyl phthalate 194 1.5 1.7 100-115 -0.29 - -0.23 Staples et. al (1997) 84-74-2 Dibutyl phthalate 278 4.7 4.6 >0.6 >-2.67 Staples et. al (1997) 85-68-7 Butylbenzyl phthalate 312 4.8 4.8 >0.68 >-2.66 Staples et. al (1997) 85-69-8 Butyl 2-ethylhexyl phthalat e 334 6.6 6.5 >1.36 >-2.39 Staples et. al (1997) 84-75-3 Dihexyl phthalate 335 6.8 6.6 6.8 >0.78 >-2.63 Ellington & Floyd, 1996 Staples et. al (1997) 27554-26-3 Diisooctyl phthalate 390 8.6 8.4 >0.48 >-2.91 Staples et. al (1997) 117-81-7 Di-(2-ethylhexyl) phthalate 391 8.6 8.4 8.1 >0.17 >-3.36 DeBruijn et al. 1989 Staples et. al (1997) 25724-58-7 (68515-51-5) Di-(n-hexyl, n-octyl, ndecyl)- phthalate 390 8.9 8.5 >0.37 >-3.02 Staples et. al (1997) 28553-12-0 Diisononyl phthalate 419 9.7 9.4 >0.52 >-2.91 Staples et. al (1997) 26761-40-0 Diisodecyl phthalate 447 11 10 >0.47 >-2.98 Staples et. al (1997) 3648-20-2 Diundecyl phthalate 475 12 12 >0.22 >-3.33 Staples et. al (1997) 119-06-2 Ditridecyl phthalate 531 14 14 >0.65 >-2.91 Staples et. al (1997)

* indicates no effects at saturation



# REFERENCES: Staples CA, Adams W, Parkerton TF, Gorsuch JW, Biddinger GR, Reinert KH. 1997. Aquatic toxicity of eight een phthalat e esters . Environmental Toxicology and Chemistry, 16 (5): 875-891.

Zaroogian G, JF Heltshe and M Johnson. 1985. Estimation of toxicity to marine species with structure activity mo dels developed to estimate toxicity to freshwater fish. Aquatic Toxicology, 6:251-270.

# SAR Esters 11/2007

MYSID SHRIMP (SW) 96-h LC50 (Mortality)

ESTIMATED TOXICITY: The saltwater mysid shrimp 96-h LC50 values used to develop this SAR were measured and the octa nol water partition coeff icients (Kow) were calculated using the computer program, KOWWIN (Version 1.67). The SAR equation used to estimate toxicity is:

Log 96-h LC50 (mmol/L) = - 0.8003 (log Kow) + 0.8931

The LC50 is in millimoles per liter (mM/L); N = 4 + 2; and the Coefficient of Determination (R 2 

# ) = 0.9433. To convert the LC50 from mM/L to mg/L, multiply by the molecular weight of the compound.

Maximum K ow 

# : 5 Maximum MW: 1,000

GRAPH:


# SAR for: Esters, Mysid (SW) 96-h LC50

y = -0.8003x + 0.8931
R 2 

## = 0.9433

n = 4 + 2 

# -6.00 -4.00 -2.00 0.00 2.00 4.00 6.00

-3.0 -2.0 -1.0 0.0 1.0 2.0 3.0 4.0 5.0 6.0 7.0 8.0



# Log Kow (EPI)Log Algal ChV (mmol/L



# APPLICATION: This SAR may be used to estimate toxicity for the following esters: 1. Acetates 2. Benzoates 3. Dicarboxylic aliphatics 4. Phthalates derived from aliphatic alcohols and phenol.

# LIMITATIONS: If the log Kow value is greater than 5.0, or if the compound is solid and the LC50 exceeds the water solubility by 10X , no effects at saturation are predicted.

DATA:

CAS No. Chemical Name M.W. log Kow (CLogP) log Kow (EPI ) log Kow (M) Mysid (SW) Inv 96-h LC50 (mg/L) Log Mysid (SW) Inv 96-h LC50 (mmol/L) Reference (Meas. Kow) Reference (Mysid SW Inv 96-h LC50) 131-11-3 Dimethyl phthalate 194 1.5 1.7 1.6 68.6 -0.45 Ellington & Floyd, 1996 Staples et. al (1997) 84-66-2 Diethyl phthalate 222 2.5 2.7 4.5 10.3 -1.33 Ellington & Floyd, 1996 Staples et. al (1997) 84-74-2 Dibutyl phthalate 278 4.7 4.6 4.5 0.5 -2.75 Ellington & Floyd, 1996 Staples et. al (1997) 85-68-7 Butyl-benzyl phthalate 312 4.8 4.8 4.7 0.9 -2.54 Ellington & Floyd, 1996 Staples et. al (1997) Kow Limit 5 5 -3.51 NO Cutoff NO SAR

SAR Data Not Included in Regression Equation: 51630-58-1 Fenvalerate 420 6.8 6.8 6.2 0.0001 -6.62 Hansch et al., 1995 Zaroogian et al., 1985

Data Not Included in SAR: 85-69-8 Butyl 2-ethylhexyl phthalat e 334 6.6 6.5 >0.5 >-2.82 Staples et. al (1997) 84-75-3 Dihexyl phthalate 335 6.8 6.6 6.8 >0.32 >-3.02 Ellington & Floyd, 1996 Staples et. al (1997) 103-23-1 Di(2-ethylhexyl) adipate 371 7.9 8.1 > 0.23 >-3.2 8(e)-10258 27554-26-3 Diisooctyl phthalate 390 8.6 8.4 >0.55 >-2.85 Staples et. al (1997) 117-81-7 Di-(2-ethylhexyl) phthalate 391 8.6 8.4 7.6 >0.37 >-3.02 DeBruijn et al. 1989 Staples et. al (1997) 25724-58-7 Di-(n-hexyl, n-octyl, n- 390 8.9 8.5 >0.26 >-3.18 Staples et. al (1997) 28553-12-0 Diisononyl phthalate 419 9.7 9.4 >0.39 >-3.03 Staples et. al (1997) 26761-40-0 Diisodecyl phthalate 447 11 10 >0.08 >-3.75 Staples et. al (1997) 3648-20-2 Diundecyl phthalate 475 12 12 >0.29 >-3.21 Staples et. al (1997) 119-06-2 Ditridecyl phthalate 531 14 14 >0.8 >-2.81 Staples et. al (1997)

* indicates no effects at saturation



# REFERENCES: Staple CA, Adams W, Parkerton TF, Gorsuch JW, Biddinger GR, Reinert KH. 1997. Aquatic toxicity of eighteen phthalat e esters . Environmental Toxicology and Chemistry, 16 (5): 875-891.

U.S. Environmental Protection Agency (USEPA). 2006. Database of environmental toxicity data from data submitted under the “Toxic Substance Control Act” (TSCA). Public Law 94-469, 90 Stat. 2003, October 11, 1976. Washington DC: OPPT, USEPA, 1400 Pennsylvania Ave., N.W.

Zaroogian G, JF Heltshe and M Johnson. 1985. Estimation of toxicity to marine species with structur e activity mo dels developed to estimate toxicity to freshwater fish. Aquatic Toxicology. 6:251-270.

# SAR Esters 11/2007

FISH (SW) ChV

ESTIMATED TOXICITY: The fish (SW) chronic values (ChV) used to develop this SAR were measured and the octanol wat er partition coefficient s (Kow) were calculated using the computer program, KOWWIN (Version 1.67). The SAR equation used to estimate toxicity is:

Log ChV (mmol/L) = - 0.5338 (log Kow) - 0.4594

The ChV is in millimoles per liter (mM/L); N = 0 + 2; and the Coefficient of Determination (R 2 

# ) = N/A. To convert the ChV from mM/L to mg/L, multiply by the molecular weight of the compound.

Maximum K ow 

# : 8 Maximum MW: 1,000

GRAPH:


# SAR for: Esters, Fish (SW) ChV

y = -0.5338x - 0.4594 n = 0 + 2 

# -6.00 -4.00 -2.00 0.00 2.00 4.00 6.00

-3.0 -2.0 -1.0 0.0 1.0 2.0 3.0 4.0 5.0 6.0 7.0 8.0



# Log Kow (EPI)Log Fish (SW) ChV (mmol/L



# APPLICATION: This SAR may be used to estimate toxicity for the following esters: 1. Acetates 2. Benzoates 3. Dicarboxylic aliphatics 4. Phthalates derived from aliphatic alcohols and phenol.

LIMITATIONS:

# If the log Kow value is greater than 8.0, or if the compound is solid and the ChV exceeds the water solubility by 10X, no effects at saturation are predicted.

DATA:

CAS No. Chemical Name M.W. log Kow (CLogP) log Kow (EPI ) log Kow (M) Fish (SW) ChV (mg/L) Log Fish (SW) ChV (mmol/L) Reference (Meas. Kow) Reference (Fish SW ChV) 0 0 -0.46 1/10 F96 (SW) Esters SAR Kow Limit 8 8 -4.73 NO Cutoff NO SAR

SAR Data Not Included in Regression Equation:

Data Not Included in SAR:

* indicates no effects at saturation



# REFERENCES:

# SAR Esters 11/2007

MYSID SHRIMP (SW) ChV

ESTIMATED TOXICITY: The saltwater mysid shrimp ChV values used to develop this SAR were measured and the octanol water partition coefficie nts (Kow) were calculated using the computer program, KOWWIN (Version 1.67). The SAR equation used to estimate toxicity is:

Log ChV (mmol/L) = -1.7097 (log Kow) + 4.5873

The ChV is in millimoles per liter (mM/L); N = 1 + 1; and the Coefficient of Determination (R 2 

# ) = N/A. To convert the ChV from mM/L to mg/L, multiply by the molecular weight of the compound.

Maximum K ow 

# : 8 Maximum MW: 1000

GRAPH:


# SAR for: Class, Mysid (SW) ChV

y = -1.7097x + 4.5873 n = 1 + 1 

# -10.00

-8.00 -6.00 -4.00 -2.00 0.00 2.00

-3.0 -2.0 -1.0 0.0 1.0 2.0 3.0 4.0 5.0 6.0 7.0 8.0



# Log Kow (EPI)Log Mysid (SW) ChV (mmol/



# APPLICATION: This SAR may be used to estimate toxicity for the following esters: 1. Acetates 2. Benzoates 3. Dicarboxylic aliphatics 4. Phthalates derived from aliphatic alcohols and phenol.

LIMITATIONS:

# If the log Kow value is greater than 8.0, or if the compound is solid and the ChV exceeds the water solubility by 10X, no effects at saturation are predicted.

DATA:

CAS No. Chemical Name M.W. log Kow (CLogP) log Kow (EPI ) log Kow (M) Mysid (SW) ChV (mg/L) Log Mysid (SW) ChV (mmol/L) Reference (Meas. Kow) Reference (Mysid SW ChV) 85-68-7 Butyl-benzyl phthalate 312 4.8 4.8 4.7 0.075 -3.62 Ellington & Floyd, 1999 Staples et. al (1997) Kow Limit 8 8 -9.09 NO Cutoff NO SAR

SAR Data Not Included in Regression Equation:

Data Not Included in SAR:

* indicates no effects at saturation



# REFERENCES: Staples CA, Adams W, Parkerton TF, Gorsuch JW, Biddinger GR, Reinert KH. 1997. Aquatic toxicity of eighteen phthalat e esters . Environmental Toxicology and Chemistry, 16 (5): 875-891.

# SAR Esters 11/2007

EARTHWORM 14-d LC50 (Mortality)

ESTIMATED TOXICITY: The earthworm 14-d LC50 values used to develop this SAR were measured and the octanol wat er partition coefficient s (Kow) were calculated using the computer program, KOWWIN (Version 1.67). The SAR equation used to estimate toxicity is:

Log ChV (mmol/L) = -0.3224 (log Kow) + 1.76

The LC50 is in millimoles per kilogram dry weight soil (mM/kg dry weight); N = 1+ 1; and the Coefficie nt of Determination (R 2 

# ) = N/A. To convert the LC50 from mM/kg to mg/kg, multiply by the molecular weight of the compound.

Maximum K ow 

# : 6 Maximum MW: 1000

GRAPH:


# SAR for: Esters, Earthworm 14-d LC50

y = -0.3224x + 1.76 n = 1 + 1 

# -6.00 -4.00 -2.00 0.00 2.00 4.00 6.00

-3.0 -2.0 -1.0 0.0 1.0 2.0 3.0 4.0 5.0 6.0 7.0 8.0



# Log Kow (EPI)Log Earthworm 14-d LC5(mmol/kg)



# APPLICATION: This SAR may be used to estimate toxicity for the following esters: 1. Acetates 2. Benzoates 3. Dicarboxylic aliphatics 4. Phthalates derived from aliphatic alcohols and phenol.

LIMITATIONS: If the log Kow value is greater than 6.0, or if the compound is solid and the LC50 exceeds the water solub ility by 10X , no effects at saturation are predicted.

# DATA:

CAS No. Chemical Name M.W. log Kow (CLogP) log Kow (EPI ) log Kow (M) Earthworm LC50 (mg/kg) Log Earthworm

LC50 (mmol/kg) Reference (Meas. Kow) Reference Earthworm (LC50) 113-11-3 Dimethyl phthalate 194 1.5 1.7 1.6 3160 1.21 Ellington & Floyd, 1996 Neuhauser et al., 1985 Kow Limit 6 6 -0.17 NO Cutoff NO SAR

SAR Data Not Included in Regression Equation: CBI CBI 468 1.6 2.8 3 * * None given P-95-____

Data Not Included in SAR:

* indicates no effects at saturation



# REFERENCES: Neuhauser, E.F., Loehr, R.C., Malecki, M.R., Milligan, D.L. and Durkin, P.R. 1985. The toxicity of selected organ ic chemicals to the earth worm Eisenia fetida . Journal of Environmental Quality 14: 383-388.

# SAR Neutral Organics 12/2007

FISH 96-h LC50

ESTIMATED TOXICITY: The fish 96-h LC50 values used to develop this SAR were measured and the octanol water partition coe fficients (Kow) were calculated using the computer program, KOWWIN (Version 1.67). The SAR equation used to estimate toxicity is:

Log LC50 (mmol/L) = -0.8799 log K ow 

# + 1.6467

The LC50 is in millimoles per liter (mM/L); N = 327 + 61; and the Coefficient of Determination (R 2 

# ) = 0.8753. To convert the LC50 from mM/L to mg/L, multiply by the molecular weight of the compound.

Maximum K ow 

# : 5.0 Maximum MW: 1000

Graph:



# SAR for: Neutral Organics Class, Fish 96-h LC50

y = -0.8799x + 1.6467
R 2 

## = 0.8753 n = 327 + 61 

# -6.00 -4.00 -2.00 0.00 2.00 4.00 6.00

-3.0 -2.0 -1.0 0.0 1.0 2.0 3.0 4.0 5.0 6.0 7.0 8.0



# Log Kow (EPI)Log Fish 96-h LC50 (mmol/L)



# Application: Solvents, non-reactive, non-ionizable neutral organic compounds

1. Alcohols

# 2. Acetals 3. Ketones 4. Ethers 5. Alkyl halides 6. Aryl halides 7. Aromatic hydrocarbons 8. Halogenated aromatic hydrocarbons 9. Halogenated aliphatic hydrocarbons 10. Sulfides and di-sulfides

Limitations: If the log Kow value is greater than 5.0, or if the compound is solid and the LC50 exceeds the water solubility by 10 X , no effects at saturation are predicted.

Data:

CAS No. Chemical Name M.W. log Kow (CLogP) log Kow (EPI ) log Kow (M) F 96-h LC50 (mg/L) Log F 96-h LC50 (mmol/L) Reference (meas. Kow) Reference (LC50) 112-27-6 Triethylene Glycol 150 -1.2 -1.8 59,900 2.60 DUL 112-27-6 Triethylene Glycol 150 -1.2 -1.8 70,200 2.67 DUL 112-27-6 Triethylene Glycol 150 -1.2 -1.8 77,400 2.71 DUL 111-46-6 2-Hydroxyethyl Ether 106 -1.3 -1.5 75200 2.85 DUL 67-68-5 Dimethyl Sulfoxide 78 -1.4 -1.2 -1.35 34000 2.64 Hansch & Leo, 1985 DUL 111-90-0 2-(2-Ethoxyethoxy)ethanol 134 -0.15 -0.69 -0.54 26,500 2.30 Funasaki et al., 1984 DUL 67-56-1 Methanol 32 -0.76 -0.63 -0.77 29400 2.96 Hansch & Leo, 1985 DUL 110-88-3 s-Trioxane 90 -0.56 -0.56 -0.43 5950 1.82 Hansch et al., 1995 DUL 127-19-5 N,N-Dimethyl acetamide 87 -0.96 -0.49 -0.77 13300 2.18 Hansch & Leo, 1985 CAS - Kennedy, 1986 123-91-1 1,4-Dioxane 88 -0.49 -0.32 -0.27 9850 2.05 Hansch & Leo, 1985 DUL 123-91-1 1,4-Dioxane 88 -0.49 -0.32 -0.27 10800 2.09 Hansch & Leo, 1985 DUL CBI CBI 116 0 -0.3 431 0.57 P90-____ 67-64-1 Acetone 58 -0.21 -0.24 -0.24 10700 2.27 Hansch & Leo, 1985 CAS -Mount & Stephan, 1967 67-64-1 Acetone 58 -0.21 -0.24 -0.24 8120 2.15 Hansch & Leo, 1985 DUL 67-64-1 Acetone 58 -0.21 -0.24 -0.24 7280 2.10 Hansch & Leo, 1985 DUL 67-64-1 Acetone 58 -0.21 -0.24 -0.24 6210 2.03 Hansch & Leo, 1985 DUL 126-33-0 Sulfolane 120 -0.9 -0.24 -0.77 1760 1.17 Hansch & Leo, 1985 Shell, 1984 126-33-0 Sulfolane 120 -0.9 -0.24 -0.77 1930 1.21 Hansch & Leo, 1985 Shell, 1984 109-87-5 Dimethoxymethane 76 -0.43 -0.19 0 6990 1.96 Hansch & Leo, 1985 DUL 75-05-8 Acetonitrile 41 -0.39 -0.15 -0.34 1640 1.60 Hansch & Leo, 1985 DUL 64-17-5 Ethanol 46 -0.24 -0.14 -0.31 15300 2.52 Hansch & Leo, 1985 DUL 64-17-5 Ethanol 46 -0.24 -0.14 -0.31 14200 2.49 Hansch & Leo, 1985 DUL CBI CBI 128 0.2 0.18 0.05 1470 1.06 P92-____ P92-____ 78-93-3 2-Butanone 72 0.26 0.26 0.29 3220 1.65 Hansch & Leo, 1985 DUL 67-63-0 2-Propanol 60 0.07 0.28 0.05 9640 2.21 Hansch & Leo, 1985 DUL 67-63-0 2-Propanol 60 0.07 0.28 0.05 10400 2.24 Hansch & Leo, 1985 DUL 67-63-0 2-Propanol 60 0.07 0.28 0.05 6550 2.04 Hansch & Leo, 1985 DUL 107-12-0 Propionitrile 55 0.14 0.35 0.16 1520 1.44 Hansch & Leo, 1985 DUL 71-23-8 1-Propanol 60 0.29 0.35 0.25 4630 1.89 Hansch & Leo, 1985 DUL 71-23-8 1-Propanol 60 0.29 0.35 0.25 4480 1.87 Hansch & Leo, 1985 DUL 100-70-9 2-Cyanopyridine 104 0.27 0.35 0.45 726 0.84 Sangster, 1994 DUL 111-69-3 1,4-Dicyanobutane 108 -0.42 0.35 -0.32 1930 1.25 Tanii & Hashimoto, 1986 DUL, CAS 111-69-3 1,4-Dicyanobutane 108 -0.42 0.35 -0.32 670 0.79 Tanii & Hashimoto, 1985 CAS 111-69-3 1,4-Dicyanobutane 108 -0.42 0.35 -0.32 720 0.82 Tanii & Hashimoto, 1985 CAS 4412-91-3 3-Furanmethanol 98 0.28 0.45 0.3 508 0.71 Hansch, C. et al. 1995 Veith et al., 1983 CBI CBI 118 -0.4 0.46 7400 1.80 P92-____ 1122-54-9 4-Acetylpyridine 121 0.48 0.49 0.48 168 0.14 Hansch & Leo, 1985 DUL 685-91-6 N,N-Diethylacetamide 115 0.26 0.5 0.34 1500 1.12 Hansch & Leo, 1985 DUL 107-41-5 2-Methyl-2,4-pentanediol 118 -0.68 0.58 10700 1.96 DUL 120-07-0 N-Phenyldiethanolamine 181 0.6 0.63 735 0.61 DUL 563-80-4 3-Methyl-2-butanone 86 0.57 0.67 0.84 864 1.00 Hansch et al., 1995 DUL 75-65-0 2-Methyl-2-Propanol 74 0.47 0.73 0.35 6410 1.94 Hansch & Leo, 1985 DUL 55-21-0 Benzamide 121 0.66 0.74 0.64 661 0.74 Hansch & Leo, 1985 DUL 96-22-0 3-Pentanone 86 0.79 0.75 0.99 1540 1.25 Hansch & Leo, 1985 DUL 107-87-9 2-Pentanone 86 0.91 0.75 0.91 1240 1.16 Hansch & Leo, 1985 DUL 693-93-6 4-Methyloxazole 83 0.09 0.76 1390 1.22 DUL 78-83-1 2-Methy-1-propanol 74 0.69 0.77 0.76 1430 1.29 Hansch & Leo, 1985 DUL 78-92-2 (+-)-2-Butanol 74 0.60 0.77 0.61 3670 1.69 Hansch & Leo, 1985 DUL 110-86-1 Pyridine 79 0.65 0.8 0.65 106 0.13 Hansch & Leo, 1985 DUL110-86-1 Pyridine 79 0.65 0.8 0.65 93.8 0.07 Hansch & Leo, 1985 DUL 3424-93-9 o-Methoxybenzamide 151 0.86 0.82 0.86 120 -0.10 Hansch & Leo, 1985 DUL 71-36-3 1-Butanol 74 0.82 0.84 0.88 1730 1.37 Hansch & Leo, 1985 DUL 2859-67-8 3-(3-Pyridyl)-1-propanol 137 0.22 0.87 0.6 150 0.04 Hansch & Leo, 1985 DUL 109-97-7 Pyrrole 67 0.76 0.88 0.75 210 0.50 Hansch & Leo, 1985 DUL 109-99-9 Tetrahydrofuran 72 0.33 0.94 0.46 2160 1.48 Hansch & Leo, 1985 DUL 60-29-7 Diethyl Ether 74 0.87 1.1 0.89 2560 1.54 Hansch & Leo, 1985 DUL 108-94-1 Cyclohexanone 98 0.81 1.1 0.81 527 0.73 Hansch & Leo, 1985 DUL 108-94-1 Cyclohexanone 98 0.81 1.1 0.81 732 0.87 Hansch & Leo, 1985 DUL 75-97-8 3,3-Dimethyl-2-butanone 100 0.97 1.1 1.20 87 -0.06 Hansch et al., 1995 DUL 932-16-1 2-Acetyl-1-methylpyrrole 123 0.84 1.1 157 0.11 DUL 100-79-8 Solketal 132 0.19 1.1 16700 2.10 DUL 122-99-6 2-Phenoxyethanol 138 1.2 1.1 1.16 344 0.40 Hansch & Leo, 1985 DUL 920-66-1 1,1,1,3,3,3-Hexafluoro-2-propanol 168 1.6 1.1 1.66 244 0.16 Pomona, 1987 DUL 29911-28-2 Dipropylene glycol n-butyl ether 190 0.12 1.1 1.7 840 0.65 Datasheet SIDS 108-10-1 4-Methyl-2-pentanone 100 1.2 1.2 1.31 505 0.70 Tanii & Hashimoto, 1986 DUL 108-10-1 4-Methyl-2-pentanone 100 1.2 1.2 1.31 540 0.73 Tanii & Hashimoto, 1986 DUL 591-78-6 2-Hexanone 100 1.4 1.2 1.38 428 0.63 Hansch & Leo, 1985 DUL 115-20-8 2,2,2-trichloroethanol 149 1.5 1.2 1.4 299 0.30 Hansch, C. et al. 1995 Veith et al., 1983 13909-73-4 2', 3', 4'-Trimethoxyacetophenone 210 1.6 1.2 1.63 172 -0.09 Hansch et al., 1995 DUL 13909-73-4 2', 3', 4'-Trimethoxyacetophenone 210 1.6 1.2 1.63 229 0.04 Hansch et al., 1995 DUL 75-09-2 Dichloromethane 85 1.2 1.3 1.25 330 0.59 Hansch & Leo, 1985 DUL 71-41-0 1-Pentanol 88 1.4 1.3 1.51 472 0.73 Sangster, 1994 DUL 629-40-3 1,6-Dicyanohexane 136 0.63 1.3 0.59 528 0.59 Tanii & Hashimoto, 1985 DUL 126-81-8 5, 5-Dimethyl-1,3-cyclohexanedione 140 0.59 1.3 11500 1.91 DUL 383-63-1 Ethyl trifluoroacetate 142 1.3 1.3 1.18 10000 1.85 Hansch & Leo, 1985 DUL CBI CBI 248 1.9 1.3 564 0.36 P88-____ 108-99-6 3-Picoline 93 1.1 1.35 1.2 144 0.19 Hansch & Leo, 1985 DUL 110-00-9 Furan 68 1.3 1.4 1.34 61 -0.05 Hansch & Leo, 1985 DUL 1634-04-4 tert-Butyl Methyl Ether 88 1.1 1.4 0.94 672 0.88 Hansch et al., 1995 DUL 1634-04-4 tert-Butyl Methyl Ether 88 1.1 1.4 0.94 706 0.90 Hansch et al., 1995 Veith et al., 1983 1634-04-4 tert-Butyl Methyl Ether 88 1.1 1.4 0.94 980 1.05 Hansch et al., 1995 CAS-Wetal, 2001 1634-04-4 tert-Butyl Methyl Ether 88 1.1 1.4 0.94 1057 1.08 Hansch et al., 1995 CAS-Wetal, 2001 108-89-4 4-Picoline 93 1.1 1.4 1.22 403 0.64 Hansch & Leo, 1985 DUL 109-06-8 2-Picoline 93 1.1 1.4 1.11 897 0.98 Hansch & Leo, 1985 DUL 497-37-0 exo-Norborneol 112 1 1.5 228 0.31 DUL 67-66-3 Chloroform 119 2.0 1.5 1.97 70.7 -0.23 Hansch & Leo, 1985 DUL 29553-26-2 2-Methyl-3,3,4,4-tetrafluoro-2-butanol 160 1 1.5 582 0.56 DUL 108-93-0 Cyclohexanol 100 1.3 1.6 1.23 704 0.85 Hansch & Leo, 1985 DUL 928-96-1 cis-3-Hexen-1-ol 100 1.4 1.6 381 0.58 DUL 928-97-2 trans-3-Hexen-1-ol 100 1.4 1.6 271 0.43 DUL 100-61-8 N-Methylaniline 107 1.6 1.6 1.66 100 -0.03 Hansch & Leo, 1985 DUL 5683-33-0 2-Dimethylaminopyridine 122 1.7 1.6 1.65 127 0.02 Yamagami et al., 1990 DUL 22726-00-7 m-Bromobenzamide 200 1.7 1.6 1.65 92.7 -0.33 Hansch et al., 1995 DUL 77-74-7 3-Methyl-3-pentanol 102 1.5 1.7 672 0.82 DUL 110-12-3 5-Methyl-2-hexanone 114 1.8 1.7 1.88 159 0.14 Tanii & Hashimoto, 1986 DUL 110-43-0 2-Heptanone 114 1.9 1.7 1.98 131 0.06 Hansch & Leo, 1985 DUL 98-86-2 Acetophenone 120 1.6 1.7 1.58 162 0.13 Hansch & Leo, 1985 DUL CBI CBI 172 1.7 1.7 180 0.02 P94-____ 107-06-2 1,2-Dichloroethane 99 1.5 1.8 1.48 136 0.14 Hansch & Leo, 1985 DUL 111-27-3 1-Hexanol 102 1.9 1.8 2.03 97.7 -0.02 Hansch & Leo, 1985 DUL 100-71-0 2-Ethylpyridine 107 1.7 1.8 1.69 414 0.59 Hansch & Leo, 1985 DUL 98-95-3 Nitrobenzene 123 1.9 1.8 1.85 119 -0.01 Hansch & Leo, 1985 DUL 459-59-6 4-Fluoro-N-methylaniline 125 2.1 1.8 38.4 -0.51 DUL 108-20-3 Isopropyl Ether 102 1.5 1.9 1.52 786 0.89 Funasaki et al., 1985 DUL 20662-84-4 2,4,5-Trimethyloxazole 111 2.2 1.9 448 0.61 DUL 71-43-2 Benzene 78 2.1 2.0 2.13 12.6 -0.79 Hansch & Leo, 1985 DUL 71-43-2 Benzene 78 2.1 2.0 2.13 24.6 -0.50 Hansch & Leo, 1985 DUL 71-43-2 Benzene 78 2.1 2.0 2.13 5.3 -1.17 Hansch & Leo, 1985 CAS - ETFS 71-43-2 Benzene 78 2.1 2.0 2.13 22 -0.55 Hansch & Leo, 1985 CAS - ETFS 71-43-2 Benzene 78 2.1 2.0 2.13 33 -0.37 Hansch & Leo, 1985 CAS - ETFS 18368-63-3 6-Chloro-2-picoline 128 1.9 2 232 0.26 DUL 350-46-9 1-Fluoro-4-nitrobenzene 141 2 2 1.8 28.4 -0.70 Hansch & Leo, 1985 DUL 761-65-9 N,N-Dibutylformamide 157 2.1 2 89.3 -0.25 DUL 14548-46-0 4-Benzoylpyridine 183 2 2 1.98 103 -0.25 Hansch & Leo, 1985 DUL 79-00-5 1,1,2-Trichloroethane 133 2.1 2.0 1.89 81.6 -0.21 Pomona, 1987 DUL 600-36-2 2,4-Dimethyl-3-pentanol 116 1.9 2.1 163 0.15 DUL 529-19-1 o-Tolunitrile 117 2.2 2.1 2.2 44.7 -0.42 Pomona, 1987 DUL 110-93-0 6-Methyl-5-hepten-2-one 126 1.8 2.1 85.7 -0.17 DUL 91-22-5 Quinoline 129 2.0 2.1 2.03 77.8 -0.22 Hansch & Leo, 1985 DUL 552-41-0 2'-hydroxy-4'-methoxyacetophenone 166 2 2.1 2 54.9 -0.48 BioByte, 1995 Veith et al., 1983 6001-64-5 1,1,1-Trichloro-2-methyl-2-propanol Hydrate 177 2 2.1 2.03 135 -0.12 Hansch & Leo, 1985 DUL 5465-65-6 4'-Chloro-3'-nitroacetophenone 200 2 2.1 5.5 -1.56 DUL 945-51-7 Phenyl Sulfoxide 202 2.1 2.1 2.06 87.3 -0.36 Hansch & Leo, 1985 DUL121-69-7 N,N-Dimethylaniline 121 2.3 2.2 2.31 78.2 -0.19 Hansch & Leo, 1985 DUL 121-69-7 N,N-Dimethylaniline 121 2.3 2.2 2.31 52.6 -0.36 Hansch & Leo, 1985 DUL 106-94-5 1-Bromopropane 123 2.1 2.2 2.1 67.3 -0.26 Hansch & Leo, 1985 DUL 111-13-7 2-Octanone 128 2.4 2.2 2.37 36 -0.55 Tanii & Hashimoto, 1986 DUL 95-16-9 Benzothiazole 135 2.2 2.2 1.99 64 -0.32 Brown & Lee, 1992 CAS 150-78-7 p-Dimethoxybenzene 138 2.2 2.2 2.04 117 -0.07 Dunn et al., 1983 DUL 79-34-5 1,1,2,2-Tetrachloroethane 168 2.6 2.2 2.39 20.3 -0.92 Hansch & Leo, 1985 DUL 25322-20-7 Tetrachloroethane 168 2.6 2.2 2.4 13.5 -1.09 Hansch, C. et al. 1995 Veith et al., 1983 91-88-3 2-(N-Ethyl-m-toluidino)ethanol 179 2.4 2.2 52.9 -0.53 DUL 621-08-9 Benzyl Sulfoxide 230 2 2.2 1.99 80.1 -0.46 Hansch et al., 1995 DUL 78-87-5 1,2-Dichloropropane 113 2.0 2.3 1.98 127 0.05 Sangster, 1994 DUL 142-28-9 1,3-Dichloropropane 113 1.7 2.3 2 94.2 -0.08 Hansch & Leo, 1985 DUL 142-28-9 1,3-Dichloropropane 113 1.7 2.3 2 131 0.06 Hansch & Leo, 1985 DUL 111-70-6 1-Heptanol 116 2.4 2.3 2.62 34.5 -0.53 Sangster, 1994 DUL 134-62-3 N,N-Diethyl-m-toluamide 191 2.2 2.3 2.18 110 -0.24 Sangster, 1993 DUL 1717-00-6 1,1-Dichloro-1-fluoro ethane 117 2 2.4 150 0.11 FYI-695 CBI CBI 117 2 2.4 20 -0.77 P88-____ 104-90-5 5-Ethyl-2-methylpyridine (2-picoline, 5-ethyl) 121 2.5 2.4 81.1 -0.17 DUL, CAS 104-90-5 5-Ethyl-2-methylpyridine 121 2.5 2.4 70 -0.24 CAS 99-08-1 m-Nitrotoluene 137 2.4 2.4 2.45 25.6 -0.73 Hansch & Leo, 1985 DUL 56-23-5 Carbon Tetrachloride 154 2.9 2.4 2.83 41.4 -0.57 Hansch & Leo, 1985 DUL 4916-57-8 1,2-Bis(4-pyridyl)ethane 184 1.6 2.4 151 -0.09 DUL 108-88-3 Toluene 92 2.6 2.5 2.73 36.2 -0.41 Hansch & Leo, 1985 DUL 108-88-3 Toluene 92 2.6 2.5 2.73 31.7 -0.46 Hansch & Leo, 1985 DUL 108-88-3 Toluene 92 2.6 2.5 2.73 17.5 -0.72 Hansch & Leo, 1985 CAS - ETFS 108-88-3 Toluene 92 2.6 2.5 2.73 38.1 -0.38 Hansch & Leo, 1985 CAS - ETFS 625-86-5 2,5-Dimethylfuran 96 2.3 2.5 2.24 71.1 -0.13 Hansch et al., 1995 DUL 271-89-6 2,3-Benzofuran 118 2.7 2.5 2.67 14 -0.93 Hansch & Leo, 1985 DUL 496-16-2 2,3-Dihydrobenzofuran 120 2 2.5 2.14 81.7 -0.17 Hansch & Leo, 1985 DUL 79-01-6 1,1,2-trichloroethylene 131 2.6 2.5 2.4 44.1 -0.47 Hansch, C. et al., 1995 Veith et al., 1983 589-09-3 N-Allylaniline 133 2.2 2.5 35.9 -0.57 DUL 96-18-4 1,2,3-Trichloropropane 147 2 2.5 2.27 66.5 -0.34 Chem Inspect Test Inst. 199 2 DUL 5395-75-5 3,6-Dithiaoctane 150 2.5 2.5 60.2 -0.40 DUL 88-73-3 1-Chloro-2-nitrobenzene 158 2.4 2.5 2.2 29.6 -0.73 Hansch & Leo, 1985 DUL 121-73-3 1-Chloro-2-nitrobenzene 158 2.6 2.5 2.46 18.8 -0.92 Hansch et al., 1995 DUL 368-77-4 a,a,a-Trifluoro-m-tolunitrile 171 2.5 2.5 47.7 -0.55 DUL 447-60-9 a,a,a-Trifluoro-o-tolunitile 171 2.5 2.5 42.2 -0.61 DUL CBI CBI 530 2.7 2.5 206 -0.41 P98-____ 108-90-7 Chlorobenzene 113 2.9 2.6 2.84 16.9 -0.83 Sangster, 1994 DUL 108-90-7 Chlorobenzene 113 2.9 2.6 2.84 4.5 -1.40 Sangster, 1994 CAS-Bailey et al., 1985 108-90-7 Chlorobenzene 113 2.9 2.6 2.84 7.4 -1.18 Sangster, 1994 CAS-Bailey et al., 1985 83-34-1 3-Methyindole 131 2.2 2.6 2.60 8.84 -1.17 Hansch & Leo, 1985 DUL 700-58-3 2-Adamantanone 150 1.5 2.6 60.8 -0.39 DUL 939-23-1 4-Phenylpyridine 155 2.5 2.6 2.59 16.1 -0.98 Hansch & Leo, 1985 DUL 95-52-3 2-Fluorotoluene 110 2.8 2.7 19.3 -0.76 DUL 95-52-3 2-Fluorotoluene 110 2.8 2.7 19.6 -0.75 DUL 15045-43-9 2, 2, 5, 5-Tetramethyltetrahydrofuran 128 2.1 2.7 2.06 168 0.12 Hansch et al., 1995 DUL 104-76-7 2-Ethylhexanol 130 2.8 2.7 28.2 -0.66 DUL 104-76-7 2-Ethylhexanol 130 2.8 2.7 17.1 -0.88 CAS-SIDS 104-76-7 2-Ethylhexanol 130 2.8 2.7 28 -0.67 CAS-SIDS 104-76-7 2-Ethylhexanol 130 2.8 2.7 29.6 -0.64 CAS-SIDS 104-76-7 2-Ethylhexanol 130 2.8 2.7 34 -0.58 CAS-SIDS 71-55-6 1,1,1-Trichloroethane 133 2.5 2.7 2.49 52.9 -0.40 Hansch & Leo, 1985 DUL 71-55-6 1,1,1-Trichloroethane 133 2.5 2.7 2.49 42.3 -0.50 Hansch & Leo, 1985 DUL 99-97-8 N,N-Dimethyl-p-toluidine 135 2.8 2.7 2.81 52 -0.41 Sangster, 1993 DUL 99-97-8 N,N-Dimethyl-p-toluidine 135 2.8 2.7 2.81 46 -0.47 Sangster, 1993 DUL 102-27-2 N-Ethyl-m-toluidine 135 2.7 2.7 49.5 -0.44 DUL 109-65-9 1-Bromobutane 137 2.7 2.7 2.75 36.7 -0.57 Hansch & Leo, 1985 DUL 502-56-7 5-Nonanone 142 3 2.7 31 -0.66 DUL 821-55-6 2-Nonanone 142 3 2.7 3.14 15.2 -0.97 Hansch et al., 1995 DUL 5673-07-4 2,6-Dimethoxytoluene 152 2.9 2.7 2.87 20.2 -0.88 Nakagawa et al., 1992 DUL 6575-09-3 2-Chloro-6-methylbenzonitrile 152 2.8 2.7 15.1 -1.00 DUL 110-56-5 1,4-Dichlorobutane 127 2.2 2.8 51.6 -0.39 DUL 111-87-5 n-Octanol 130 2.9 2.8 3 13.5 -0.98 Hansch et al., 1995 Broderius et al., 2005 111-87-5 n-Octanol 130 2.9 2.8 3 13.5 -0.98 Hansch et al., 1995 DUL 111-87-5 n-Octanol 130 2.9 2.8 3 14.6 -0.95 Hansch et al., 1995 DUL 111-87-5 n-Octanol 130 2.9 2.8 3 13.1 -1.00 Hansch et al., 1995 DUL 111-87-5 n-Octanol 130 2.9 2.8 3 14 -0.97 Hansch et al., 1995 DUL 111-87-5 n-Octanol 130 2.9 2.8 3 13.1 -1.00 Hansch et al., 1995 DUL 111-87-5 n-Octanol 130 2.9 2.8 3 13 -1.00 Hansch et al., 1995 DUL CBI CBI 172 3 2.8 2.74 5.4 -1.50 Hansch et al., 1995 P93-___

_ CBI CBI 172 3 2.8 2.74 17 -1.01 Hansch et al., 1995 P93-___

_ 80965-30-6 4-(4-Methyl-1-piperidinyl) pyridine 176 3.3 2.8 7.8 -1.35 P83-____; 8(e)-____ 592-46-1 2,4-Hexadiene 82 3 2.9 2.8 20.6 -0.60 Hansch et al., 1995 DUL498-66-8 Norbornylene 94 2.6 2.9 10 -0.97 DUL 100-42-5 Styrene 104 2.9 2.9 2.95 4.02 -1.41 Hansch & Leo, 1985 DUL 111-47-7 n-Propyl Sulfide 118 3 2.9 21.7 -0.74 DUL 464-45-9 [(1S)-endo]-(-)-Borneol 154 2.6 2.9 2.32 67.8 -0.36 Hansch et al., 1995 DUL 464-45-9 [(1S)-endo]-(-)-Borneol 154 2.6 2.9 2.32 59 -0.42 Hansch et al., 1995 DUL 103-05-9 Benzyl-tert-butanol 164 2.4 2.9 66.4 -0.39 DUL 709-98-8 Propanil 218 3.3 2.9 3.07 8.6 -1.40 Hansch & Leo, 1985 DUL 14548-45-9 4-Bromophenyl 3-Pyridyl Ketone 262 3 2.9 20.4 -1.11 DUL 100-41-4 Ethylbenzene 106 3.2 3 3.15 12.1 -0.94 Hansch & Leo, 1985 DUL 100-41-4 Ethylbenzene 106 3.2 3 3.15 9.09 -1.07 Hansch & Leo, 1985 DUL 100-41-4 Ethylbenzene 106 3.2 3 3.15 14 -0.88 Hansch & Leo, 1985 CAS - ETFS 100-41-4 Ethylbenzene 106 3.2 3 3.15 45.3 -0.37 Hansch & Leo, 1985 CAS - ETFS 100-41-4 Ethylbenzene 106 3.2 3 3.15 70.4 -0.18 Hansch & Leo, 1985 CAS - ETFS 142-96-1 Butyl Ether 130 3 3 3.21 32.3 -0.60 Hansch et al., 1995 DUL 464-48-2 (1S)-(-)-Camphor 152 2.2 3 17 -0.95 DUL 363-72-4 Pentafluorobenzene 168 2.9 3 2.53 27 -0.79 Hetel, 1995 DUL 2234-16-4 2', 4'-Dichloroacetophenone 189 2.7 3 11.7 -1.21 DUL 75-47-8 Iodoform 394 3.5 3.0 2.92 -2.13 DUL 513-81-5 2,3-Dimethyl-1,3-butadiene 82 2.7 3.1 6.91 -1.07 DUL 95-47-6 o-Xylene 106 3.1 3.1 3.12 16.4 -0.81 Hansch & Leo, 1985 DUL 95-47-6 o-Xylene 106 3.1 3.1 3.12 16.4 -0.81 Hansch & Leo, 1985 DUL 106-42-3 p-Xylene 106 3.1 3.1 3.15 8.87 -1.08 Hansch & Leo, 1985 DUL 108-38-3 m-Xylene 106 3.1 3.1 3.2 16 -0.82 Hansch & Leo, 1985 DUL 1330-20-7 Xylene, Mixed 106 3.1 3.1 3.12 13.4 -0.90 Hansch & Leo, 1985 DUL 1330-20-7 Xylene, Mixed 106 3.1 3.1 3.12 24.5 -0.64 Hansch & Leo, 1985 CAS-Bailey et al., 1985 1330-20-7 Xylene, Mixed 106 3.1 3.1 3.12 15.7 -0.83 Hansch & Leo, 1985 CAS-Bailey et al., 1985 470-82-6 Cineole 154 2.8 3.1 2.5 102 -0.18 Hansch et al., 1995 DUL 76-01-7 Pentachloroethane 202 3.6 3.1 3.22 6.65 -1.48 Hansch et al., 1995 Broderius et al., 2005 76-01-7 Pentachloroethane 202 3.6 3.1 3.22 7.35 -1.44 Hansch et al., 1995 Broderius et al., 2005 76-01-7 Pentachloroethane 202 3.6 3.1 3.22 7.53 -1.43 Hansch et al., 1995 DUL 110-82-7 Cyclohexane 84 3.4 3.2 3.44 4.53 -1.27 Hansch & Leo, 1985 DUL 91-20-3 Napthalene 128 3.3 3.2 3.3 6.14 -1.32 Hansch & Leo, 1985 DUL 91-66-7 N, N-Diethylaniline 149 3.2 3.2 3.31 16.4 -0.96 Hansch & Leo, 1985 DUL 693-54-9 2-Decanone 156 3.5 3.2 3.73 5.7 -1.44 Tanii et al., 1986 DUL 693-54-9 2-Decanone 156 3.5 3.2 3.73 4.1 -1.58 Tanii et al., 1986 DUL 119-61-9 Benzophenone 182 3.2 3.2 3.18 15.3 -1.08 Hansch & Leo, 1985 DUL 119-61-9 Benzophenone 182 3.2 3.2 3.18 14.2 -1.11 Hansch & Leo, 1985 DUL CBI CBI 221 3.4 3.2 9.3 -1.38 P92-____ 110-54-3 Hexane 86 3.9 3.3 3.9 2.5 -1.54 Hansch & Leo, 1985 DUL 2243-27-8 n-Octyl Cyanide 139 3.3 3.3 3.12 4.91 -1.45 Tanii & Hashimoto, 1984 DUL 2243-27-8 n-Octyl Cyanide 139 3.3 3.3 3.12 5.61 -1.39 Tanii & Hashimoto, 1984 DUL 628-76-2 1,5-Dichloropentane 141 2.8 3.3 25.3 -0.75 DUL 143-08-8 1-Nonanol 144 3.5 3.3 3.77 5.7 -1.40 Tewari et al., 1982 DUL 95-50-1 1,2-Dichlorobenzene 147 3.5 3.3 3.43 9.47 -1.19 Hansch et al., 1995 DUL 106-46-7 p-Dichlorobenzene 147 3.6 3.3 3.44 1.12 -2.12 Hansch et al., 1995 CAS - ETFS 106-46-7 p-Dichlorobenzene 147 3.6 3.3 3.44 4 -1.57 Hansch et al., 1995 CAS - ETFS 106-46-7 p-Dichlorobenzene 147 3.6 3.3 3.44 4.28 -1.54 Hansch et al., 1995 CAS - ETFS 541-73-1 1,3-Dichlorobenzene 147 3.6 3.3 3.53 8.03 -1.26 Hansch et al., 1995 DUL 122-39-4 Diphenylamine 169 3.6 3.3 3.5 2.2 -1.89 Hansch & Leo, 1985 U.S. EPA RED 122-39-4 Diphenylamine 169 3.6 3.3 3.5 3.79 -1.65 Hansch & Leo, 1985 DUL 2362-61-0 trans-2-Phenyl-1-cyclohexanol 176 2.7 3.3 44.4 -0.60 DUL CBI CBI 197 2.4 3.3 17.8 -1.04 Z02-____ 76-29-9 [(1R)-endo]-(+)-3-Bromocamphor 231 2.6 3.3 68.5 -0.53 DUL 4180-23-8 trans-Anethole 148 3.3 3.4 7.5 -1.30 DUL Terpene Study CBI CBI 154 2.4 3.4 2.87 33 -0.67 Li & Perdue, 1995 P89-____ 2216-51-5 (1R, 2S, 5R)-(-)-Menthol 156 3.2 3.4 3.3 18.9 -0.92 Chem Inspect Test Inst., 19 9 DUL 98-82-8 Isopropylbenzene 120 3.7 3.5 3.66 6.32 -1.28 Hansch & Leo, 1985 DUL 822-86-6 trans-1,2-Dichlorocyclohexane 153 3.3 3.5 3.21 18.4 -0.92 Hansch & Leo, 1985 DUL 822-86-6 trans-1,2-Dichlorocyclohexane 153 3.3 3.5 3.18 18.4 -0.92 Hansch & Leo, 1985 DUL 54576-32-8 3,8-Dithadecane 178 3.1 3.5 6.06 -1.47 DUL 56348-40-4 2,9-Dithiadecane 178 3.1 3.5 10.1 -1.25 DUL 95-63-6 1,2,4-Trimethylbenzene 120 3.6 3.6 3.63 7.72 -1.19 Hansch et al., 1995 DUL 107-47-1 tert-Butyl-sulfide 146 3.3 3.6 29.1 -0.70 DUL 1126-79-0 Butyl Phenyl Ether 150 3.6 3.6 5.77 -1.41 DUL 111-25-1 1-Bromohexane 165 3.7 3.6 3.8 3.45 -1.68 Hansch & Leo, 1985 DUL 13608-87-2 2', 3', 4'-Trichloroacetophenone 223 3.2 3.6 2 -2.05 DUL CBI CBI 100 4.3 3.7 0.97 -2.01 P02-____ 4253-89-8 Isopropyl Disulfide 150 3.4 3.7 8.31 -1.26 DUL 132-64-9 Dibenzofuran 168 4.1 3.7 4.12 1.78 -1.97 Hansch & Leo, 1985 DUL 132-64-9 Dibenzofuran 168 4.1 3.7 4.12 1.85 -1.96 Hansch & Leo, 1985 DUL 112-12-9 2-Undecanone 170 4 3.7 4.09 1.5 -2.05 Tanii & Hashimoto, 1986 DUL 89-69-0 1,2,4-Trichloro-5-nitrobenzene 226 3.7 3.7 3.48 0.78 -2.46 8(e)-14895 8(e)-14895 629-19-6 Propyl Disulfide 150 3.9 3.8 2.62 -1.76 DUL 92-52-4 Biphenyl 154 4 3.8 3.98 1.5 -2.01 Sangster, 1993 8(e)-3066 92-52-4 Biphenyl 154 4 3.8 3.98 4.7 -1.52 Sangster, 1993 8(e)-3066112-30-1 1-Decanol 158 4 3.8 4.57 2.4 -1.82 Pomona, 1987 DUL 95-75-0 3,4-Dichlorotoluene 161 3.9 3.8 3.95 2.91 -1.74 Biobyte, 1995 DUL 583-53-9 1,2-Dibromobenzene 236 3.7 3.8 3.64 4.05 -1.77 Hansch & Leo, 1985 DUL 544-40-1 n-Butyl Sulfide 146 4 3.9 3.58 -1.61 DUL 120-82-1 1,2,4-Trichlorobenzene 181 4.2 3.9 4.02 2.99 -1.78 Hansch et al., 1995 DUL 620-88-2 4-Nitrophenyl Phenyl Ether 215 4.3 3.9 3.92 2.65 -1.91 Nandihalli et al., 1993 DUL CBI CBI 242 2.9 3.9 22 -1.04 P93-____

CBI CBI 107 4.9 4 2.76, 5.18 0.31 -2.54 Datasheet P04-____/P04-____ 764-13-6 2,5-Dimethyl-2,4-hexadiene 110 3.8 4.0 3.5 3.78 -1.46 Chem Inspect Test Inst., 19 9 DUL 281-23-2 Adamantane 136 4 4.0 4.24 0.285 -2.68 Sangster, 1994 DUL 693-65-2 Dipentyl ether 158 4 4.0 3.14 -1.70 DUL 67-72-1 Hexachloroethane 237 4.6 4.0 4.14 1.53 -2.19 Hansch et al., 1995 DUL 67-72-1 Hexachloroethane 237 4.6 4.0 4.14 1.32 -2.25 Hansch et al., 1995 DUL 2176-62-7 Pentachloropyridine 251 3.8 4.0 3.53 0.47 -2.73 Hansch & Leo, 1985 Veith & Broderius 141-93-5 1,3-Diethylbenzene 134 4.2 4.1 4.57 4.15 -1.51 Sherblom & Eganhouse, 19 8 DUL 101-84-8 Phenyl Ether 170 4.2 4.1 4.21 4 -1.63 Hansch & Leo, 1985 DUL 629-04-9 1-Bromoheptane 179 4.3 4.1 4.36 1.47 -2.09 Hansch & Leo, 1985 DUL 55792-61-5 2'-(Octyloxy)-acetanilide 263 4.3 4.1 0.45 -2.77 DUL 83-32-9 Acenapthene 154 3.8 4.2 3.9 1.73 -1.95 Hansch & Leo, 1985 DUL 6175-49-1 2-Dodecanone 184 4.6 4.2 1.18 -2.19 DUL CBI CBI 198 5 4.2 2.3 -1.94 P95-____ 85-01-8 Phenanthrene 178 4.5 4.3 4.46 3.2 -1.75 Hansch & Leo, 1985 CAS-Edsall, 1991 882-33-7 Phenyl Disulfide 218 4.4 4.3 4.41 0.11 -3.30 Hansch & Leo, 1985 DUL CBI CBI 225 3.5 4.3 6.8 -1.52 P92-____ 81-19-6 a,a-2,6-Tetrachlorotoluene 230 4.6 4.3 0.97 -2.37 Veith et al., 1983 CBI CBI 230 3.2 4.3 53 -0.64 P00-____ 3558-69-8 2,6-Diphenylpyridine 231 4.8 4.3 4.82 0.212 -3.04 Hansch & Leo, 1985 DUL CBI CBI 344 2.9 4.3 11.5 -1.48 P97-____ 4795-86-2 (1S)-(-)-trans-pinane 138 4.7 4.4 5.7 -1.38 CAS-Edsall, 1991 85-01-8 Phenanthrene 178 4.5 4.4 4.46 0.234 -2.88 Hansch & Leo, 1985 CAS - ETFS 85-01-8 Phenanthrene 178 4.5 4.4 4.46 0.375 -2.68 Hansch & Leo, 1985 CAS - ETFS 2051-60-7 2-Chlorobiphenyl 189 4.5 4.4 4.53 0.54 -2.54 Hansch et al., 1995 8(e)-3066 2051-60-7 2-Chlorobiphenyl 189 4.5 4.4 4.53 4 -1.67 Hansch et al., 1995 8(e)-3066 2051-60-7 2-Chlorobiphenyl 189 4.5 4.4 4.53 1.1 -2.24 Hansch et al., 1995 8(e)-3066 2051-61-8 3-Chlorobiphenyl 189 4.7 4.4 4.58 1 -2.28 Hansch et al., 1995 8(e)-3066 2051-62-9 4-Chlorobiphenyl 189 4.7 4.4 4.61 0.9 -2.32 Hansch et al., 1995 8(e)-3066 2051-61-8 3-Chlorobiphenyl 189 4.7 4.4 4.58 7.8 -1.38 Hansch et al., 1995 8(e)-3066 2051-61-8 3-Chlorobiphenyl 189 4.7 4.4 4.58 2.4 -1.90 Hansch et al., 1995 8(e)-3066 2051-62-9 4-Chlorobiphenyl 189 4.7 4.4 4.61 1.3 -2.16 Hansch et al., 1995 8(e)-3066 538-68-1 Amylbenzene 148 4.8 4.5 4.9 1.71 -1.94 Hansch & Leo, 1985 DUL 330-93-8 p-Fluorophenyl Ether 206 4.7 4.5 1.2 -2.23 DUL 330-93-8 p-Fluorophenyl Ether 206 4.7 4.5 1.06 -2.29 DUL 28675-08-3 2,4-Dichlorodiphenyl ether 239 5.6 4.5 5 0.66 -2.56 Kurz & Ballschmiter, 1999 Chui, 1990 110-06-5 t-Butyl Disulfide 178 4.2 4.6 1.37 -2.11 DUL 111-83-1 1-Bromooctane 193 4.8 4.6 4.89 0.838 -2.36 Hansch & Leo, 1985 DUL 634-66-2 1,2,3,4-Tetrachlorobenzene 216 4.6 4.6 4.6 1.1 -2.29 Hansch, C. et al. 1995 Veith et al., 1983 22094-81-1 Bicyclo(2.2.1)hept-2-ene, 5-butyl- 150 4.7 4.7 0.07 -3.33 8(e)-14623 593-08-8 2-Tridecanone 198 5.1 4.7 0.36 -2.74 DUL 7005-72-3 4-Chlorodiphenyl ether 205 5.1 4.7 4.7 0.73 -2.45 Kurz & Ballschmiter, 1999 Chui, 1990 5989-27-5 (R)-(+)-Limonene 136 4.3 4.8 4.6 0.702 -2.29 Li & Perdue, 1995 DUL 2437-25-4 n-Undecyl Cyanide 181 4.9 4.8 0.43 -2.62 DUL 112-53-8 1-Dodecanol 186 5.1 4.8 5.1 1.01 -2.27 Hansch, C. et al. 1995 Veith et al., 1983 955-83-9 2,5-Diphenylfuran 220 5.5 4.9 0.05 -3.64 DUL CBI CBI 382 4.7 4.9 0.825 -2.67 8(e)-____ 1647-16-1 1,9-Decadiene 138 5 5 0.29 -2.68 DUL

SAR data not included in regression equation: CBI CBI 303 MF 2.5 2.73 * * NS P02-____ CBI CBI 387 1.7 2.5 * * P85-____ CBI CBI 663 1.9 2.5 * * L96-____ CBI CBI 303 3.1 * * P04-____ CBI CBI 250 2.7 3.2 * * P95-____ 3085-42-5 4-Chlorophenyl Sulfoxide 271 3.7 3.4 * * DUL 90-47-1 Xanthone 196 2.5 3.8 3.39 * * Hansch et al., 1995 DUL 1120-16-7 Dodecanamide 199 4.1 3.8 * * DUL 624-38-4 1,4-Diiodobenzene 330 4.4 4.3 4.11 * * Hansch et al., 1995 DUL 462-18-0 7-Tridecanone 198 5 4.7 * * DUL 955-83-9 2,5-Diphenylfuran 220 5.5 4.9 * * DUL CBI CBI 246 MF 4.9 * * P03-____ CBI CBI 465 9.3 4.9 * * L03-____ CBI CBI 200 5.1 5.1 0.055 -3.56 P06-____; 8(e)-____ 603-34-9 Triphenylamine 245 5.7 5.1 5.74 * * Hansch & Leo, 1985 DUL 27548-92-0 Isotridecan-1-ol 200 5.2 5.2 0.55 -2.56 8(e)-15285 68526-86-3 C11-14 isoalcohols, C13-rich 200 5.2 5.2 0.8 -2.40 8(e)-15284

3081-01-4 N-(1,4-dimethylpentyl)-N'-phenyl-pphenylenediamine 282 5.9 5.2 0.3 -2.97 8(e)-89013081-01-4 N-(1,4-dimethylpentyl)-N'-phenyl-pphenylenediamine 282 5.9 5.2 0.42 -2.83 8(e)-9279

3081-01-4 N-(1,4-dimethylpentyl)-N'-phenyl-pphenylenediamine 282 5.9 5.2 0.14 -3.30 8(e)-9412

3081-01-4 N-(1,4-dimethylpentyl)-N'-phenyl-pphenylenediamine 282 5.9 5.2 0.49 -2.76 8(e)-9279

3081-01-4 N-(1,4-dimethylpentyl)-N'-phenyl-pphenylenediamine 282 5.9 5.2 0.4 -2.85 8(e)-9018

3081-01-4 N-(1,4-dimethylpentyl)-N'-phenyl-pphenylenediamine 282 5.9 5.2 0.42 -2.83 8(e)-10299

3081-01-4 N-(1,4-dimethylpentyl)-N'-phenyl-pphenylenediamine 282 5.9 5.2 0.8 -2.55 8(e)-9898 112-70-9 1-Tridecanol 200 5.6 5.3 * * DUL 886-65-7 1,4-Diphenyl-1,3-butadiene 206 5 5.3 * * DUL CBI CBI 253 4.5 5.3 0.59 -2.63 Z02-____ CBI CBI 258 4.2 5.3 12 -1.33 P00-____ 103-19-5 p-Tolyl Disulfide 246 5.4 5.4 * * DUL 218-01-9 Chrysene 228 5.7 5.5 5.81 0.0609 -3.57 De Maagd et al., 1998 CAS - ETFS CBI CBI 290 5.5 5.6 * * P97-____ 31242-94-1 2,4,5,4'-Tetrachloro diphenyl ether 308 6.9 5.8 5.88 * * Kurz & Ballschmiter, 1999 Chui, 1990 92-51-3 Dicyclohexyl 166 5.9 5.9 * * DUL CBI CBI 269 5.8 5.9 * * L06-____ CBI CBI 226 6.7 6.1 * * P91-____ CBI CBI 232 6.7 6.2 * * P90-____, -____, -____, S03-_

_ 2437-79-8 2,2',4,4'-Tetrachlorobiphenyl 292 6.4 6.3 6.29 0.12 -3.39 Hansch & Leo, 1985 8(e)-3066 2437-79-8 2,2',4,4'-Tetrachlorobiphenyl 292 6.4 6.3 6.29 0.12 -3.39 Hansch & Leo, 1985 8(e)-3066 CBI CBI 338 6.1 6.3 * * P89-____ CBI CBI 260 6.8 6.4 * * P92-____ CBI CBI 182 7 6.5 * * P00-____ CBI CBI 352 5.4 6.5 * * L91-____ 629-82-3 Dioctyl ether 42 7.2 6.9 * * Veith et al., 1983 CBI CBI 525 6.9 5.1 * * Rekker P00-____ 31242-93-0 2,4,4'-Trichlorodiphenyl ether 274 7.9 7.1 6.82 * * Kurz & Ballschmiter, 1999 Chui, 1990 CBI CBI 525 7.2 7.1 * * P98-____ 143-28-2 cis-Octadecen-1-ol 268 7.7 7.5 * * DUL 85-22-3 2,3,4,5,6-Pentabromoethylbenzene 501 6.7 7.5 * * DUL CBI CBI 463 8.3 7.8 * * P87-____ CBI CBI 332 8.6 8.2 * * P92-____ 3808-87-5 2,4,5-Trichlorophenyl Disulfide 425 8.5 8.2 * * DUL CBI CBI 425 7.5 8.2 * * P91-____ CBI CBI 242 9.3 8.6 * * P98-____ CBI CBI 335 6.4 8.8 * * P95-____ CBI CBI 431 11 10 * * L05-____ CBI CBI 311 12 11 * * P88-____ CBI CBI 345 12 11 * * P99-____ CBI CBI 517 12.2 11 * * P98-____ CBI CBI 736 16 11 * * P91-____ CBI CBI 694 15 12 * * P88-____ CBI CBI 868 12 13 * * P94-____

Data not used in SAR: CBI CBI 488 -1.6 -4.3 10000 1.31 P95-____; NOEC CBI CBI 320 -3.2 -3.8 830 0.41 P93-____; NOEC

87-72-9 L-Arabinose 150 -2.9 -2.9 -3.02 37700 2.40 Hansch & Leo, 1985 DUL; L-confirmation results in excess toxicity CBI CBI 118 0.49 0.46 0.39 >1000 Binstein et al., 1993 P89-____; inequality 994-05-8 tert-Amyl Methyl Ether 102 1.6 1.9 580 0.75 8FYI-1052; not verified CBI CBI MF 2.4 * * P92-____; SRC log kow too lo w CBI CBI 216 2.5 3.4 140 -0.19 P93-____; 48-h test CBI CBI 334 0.76 3.5 22 -1.18 L02-____; 48-h test CBI CBI 196 1.6 3.5 150 -0.12 PC1822; 48-h test 101-84-8 Diphenyl ether 170 4.2 4.1 4.21 1.7 -2.00 Hansch & Leo, 1985 LeBlanc, 1984; no duration 58-89-9 Lindane 291 3.8 4.3 3.72 0.1 -3.46 Hansch & Leo, 1985 ETFS; excess toxicity CBI CBI 182 5 4.6 4.56 3.5 -1.72 P92-1356-1 P92-____; EC>SH2O and 48-h CBI CBI 425 MF 5 91 -0.67 P92-____; 48-h test 63393-82-8 Doanol-25/alcohols, C12-15 alkyl 186 5.6 5.3 43 -0.64 8(e)-4803; unspecified purity CBI CBI 341 5.2 5.6 * * P90-____; 48-h test CBI CBI 260 6.8 6.4 5.3 * * P92-____ CBI CBI 272 7.2 6.6 * * P92-____; EC>SH2O and 72-h 8001-35-2 Toxaphene 414 4.3 6.8 0.004 -5.01 ETFS; excess toxicity 3007-74-7 Dodecylaniline 261 7.5 7 high 8(e)-9166; unspecified value CBI CBI 515 6.8 7 3.26 <0.100 P02-306 P02-____; NOEC CBI CBI 378 MF 9 * * L99-____; 48-h test CBI CBI 475 10 9.6 >5.11 * * P92-465 P92-____; 48-h test CBI CBI 789 11 12 * * P94-____; 48-h test CBI CBI 971 11 14 * * P89-____; 48-h test 1336-36-3 PCBs 0.002 ETFS; unspecified structure CBI CBI 172 3 2.8 2.74 18 ≤ -0.98 Hansch et al., 1995 P93-____

* indicates no effects at saturation



# References: Bailey et al.. 1985. Aquatic Toxicology and Hazard Assessment. ASTM STP 891 p.193-212.

# Broderius et al.. 2005. Toxicity of mixtures to the fathead minnow. Environ. Toxicol. Chem. 24, 2005. p.3121

Brooke LT, Call DJ, Geiger DL, Northcott CE, and Piorier SH (eds). 1984-1990. Acute toxicities of organic chemicals to Fathead minnows ( Pi mephales promelas )

. Superior, WI: Center for Lake Superior Environmental Studies, University of Wisconsin-Superior. Volume 1-5. [Note: the five volumes have different author sequence & publication years; DUL]

Chui YC, Addison RF, and Law FCP. 1990. Acute toxicity and toxicokinetics of chlorinated diphenyl ethers in trout. X enebiotica. 20(5): 489

Edsall, CC. 1991. Acute toxicities to larval Rainbow trout of representative compounds detected in Great Lake fish. Bull. Env. Conta m. Toxicol. 46(2):173-178.

Mount DI and Stephen CE. 1967. A method for establishing acceptable toxicant limits for fish– malathion and the butoxyethanol ester of 2,4-D. Trans. Amer. Fish. Soc. 96(2)185

Shell. 1984. Unpublished information on the production, uses, and toxicity of sulfolane and Shell Technical Bulletin IC:71 -20 (October, 1971, 20 pp) and Material Safety Data Sheet No. 5,620-4 (January, 1083; 4 pp) submitted by JP Sepesi, Shell Oil Co.to M Greif, TSCA Interagency Testing Committee, January 12, 1984 in CRCS Inc. 1984. Sulfolame. IR-434. Rockville MD: CRCS, Inc., 11426 Rockville Pike.

SIAR. 1991. SIDS Initial Assessment Report. SIAR for the 3 rd 

# SIAM. 2-Ethylhexanol. Sponsor country: United States and Sweden. Available at EPA docket.

SIAR. 1993. SIDS Initial Assessment Report. SIAR for the 13 th 

# SIAM. N,N-Dimethylacetamide.. Sponsor country: Italy. Available at EPA docket.

SIAR. 2005. SIDS Initial Assessment Report. SIAR for the 17 th 

# SIAM. 1-(2-Butoxy-1- methylethoxy)propan-2-ol. Sponsor country: United States. Available at EPA docket.

U.S. Environmental Protection Agency (USE PA). 1992. Environmental Toxicity Fact Sheet (ETFS). Washington DC: Office of W ater, USEPA, 1400 Pennsylvania Avenue NW.

United States Environme ntal Protection Agency (USEPA). 1998. Re-registration Eligibility Decision (RED) Document -Diphenylamine. Wa shington, DC: USEPA, OPPT. USEPA 738-R94-026. Available at http://www.epa.gov/R EDS/2210red.pdf as of Dec. 2007.

U.S. Environmental Protection Agency (USEPA) . 2006. Database of environmental toxicity data from Pre m anufacture Notifications (PMN). Washington DC: Risk Assessment Division (RAD), OPPT, USEPA, 1400 Pennsylvania Ave., N.W.

U.S. Environmental Protection Agency (USEPA) . 2006. Database of environmental toxicity data from Pre m anufacture Notifications (PMN). Washington DC: Risk Assessment Division (RAD), OPPT, USEPA, 1400 Pennsylvania Ave., N.W. (Unpublished test data.)

U.S. Environmental Protection Agency (USEPA) . 2006. Database of environmental toxicity data from data submitted under the “Toxic Substance Control Act” (TSCA). Pu blic Law 94-469, 90 Stat. 2003, October 11, 1976. Washington DC: OPPT, USEPA, 1400 Pennsylvania Ave., N.W.

# U.S. Environmental Protection Agency (USEPA). 1990. Terpene Assessment: ORD Environmental Research Laboratory, Duluth, MN (ERL-D) research team.

Veith GD, Cal DJ, and Brooke LT. 1983. Structure-toxicity relationships for the fathead minnow, Pi mephales promelas : narcotic industrial chemicals. Canadian Journal of Fisheries and Aquatic Sciences 40: 743-748.

Wong et al.. 2001. Development of a freshwater aquatic toxicity database for ambient water quality criteria for methyl tertiary-butyl ether. Environmental Toxicology and Chemistry. 20(5):1125-1132.

# SAR NEUTRAL ORGANICS 07/20/2006

FISH 14-d LC50

ESTIMATED TOXICITY: The fish 14-d LC50 values used to develop this SAR were measured and the octanol water partition coefficie nts (Kow) were calcula ted using the computer program, KOWWIN (Version 1.67). The SAR equation used to estimate toxicity is:

Log 14-d LC50 (mmol/L) = -0.8729 log K ow 

# + 1.6375

The LC50 is in millimoles per liter (mM/L); N = 70 + 5; and the Coefficient of Determination (R 2 

# ) = 0.9173. To convert the LC50 from mM/L to mg/L, multiply by the molecular weight of the compound.

Maximum K ow 

# : 6.0 Maximum MW: 1000

Graph:



# SAR for: Neutral Organics Class, Fish 14-d LC50

y = -0.8729x + 1.6375
R 2 

# = 0.9173 n = 70 + 5 

# -6.00 -4.00 -2.00 0.00 2.00 4.00 6.00

-3.0 -2.0 -1.0 0.0 1.0 2.0 3.0 4.0 5.0 6.0 7.0 8.0


# Log Kow (EPI)Log Fish 14-d LC50(mmol/L)



# Application: Solvents, non-reactive, non-ionizable neutral organic compounds

1. Alcohols

# 2. Acetals 3. Ketones 4. Ethers 5. Alkyl halides 6. Aryl halides 7. Aromatic hydrocarbons 8. Halogenated aromatic hydrocarbons 9. Halogenated aliphatic hydrocarbons 10. Sulfides and di-sulfides

Limitations: If the log Kow value is greater than 5.0, or if the compound is solid and the LC50 exceeds the water solub ility by 10X , no effects at saturation are predicted.

Data:

CAS No. Chemical Name M.W. log Kow (CLogP) log Kow (EPI ) log Kow (M) F 14-d LC50 (mg/L) Log F 14-d LC50 (mmol/L) Reference (Meas. Kow) Reference (LC50) 112-27-6 Trigol (triethyleneglycol) 150 -1.2 -1.8 62601 2.62 Konemann, 1981 111-46-6 Digol (diethyleneglycol) 106 -0.31 -1.5 61066 2.76 Konemann, 1981 107-21-1 Ethanediol (ethyleneglycol) 62 -1.4 -1.2 -1.36 49304 2.90 Hansch & Leo, 1985 Konemann, 1981 109-86-4 2-Methoxyethanol 76 -0.75 -0.91 -0.77 17434 2.36 Hansch & Leo, 1985 Konemann, 1981 110-80-5 2-Ethoxyethanol 90 -0.22 -0.42 -0.32 16399 2.26 Hansch et al., 1995 Konemann, 1981 67-64-1 Acetone 58 -0.21 -0.24 -0.24 6368 2.04 Hansch & Leo, 1985 Konemann, 1981 64-17-5 Ethanol 46 -0.24 -0.14 -0.31 11051 2.38 Hansch & Leo, 1985 Konemann, 1981 109-59-1 2-Isopropoxyethanol 104 0.09 0 0.05 5466 1.72 Hansch & Leo, 1985 Konemann, 1981 143-22-6 Butyltrigol 206 1 0.0 197 -0.02 Konemann, 1981 67-63-0 Propanol-2 60 0.08 0.28 0.05 7061 2.07 Hansch & Leo, 1985 Konemann, 1981 112-34-5 Butyldigol 162 0.91 0.29 0.56 1149 0.85 Funasaki et al., 1984 Konemann, 1981 111-76-2 2-Butoxyethanol 118 0.84 0.57 0.83 983 0.92 Hansch & Leo, 1985 Konemann, 1981 75-65-0 2-Methylpropanol-2 74 0.47 0.73 0.35 3548 1.68 Hansch & Leo, 1985 Konemann, 1981 60-29-7 Diethylether 74 0.87 1.1 0.89 2138 1.46 Hansch & Leo, 1985 Konemann, 1981 584-02-1 Pentanol-3 88 1.1 1.3 1.21 989 1.05 Hansch & Leo, 1985 Konemann, 1981 75-09-2 Dichloromethane 85 1.2 1.3 1.25 294 0.54 Hansch & Leo, 1985 Konemann, 1981 67-66-3 Chloroform 119 2.0 1.5 1.97 102 -0.07 Hansch & Leo, 1985 Konemann, 1981 111-44-4 2,2'-Dichlorodiethylether 143 1 1.6 1.29 54 -0.42 Hansch & Leo, 1985 Konemann, 1981 75-34-3 1,1-Dichloroethane 99 1.8 1.8 1.79 202 0.31 Hansch & Leo, 1985 Konemann, 1981 107-06-2 1,2-Dichloroethane 99 1.5 1.8 1.48 106 0.03 Hansch & Leo, 1985 Konemann, 1981 71-43-2 Benzene 78 2.1 2.0 2.13 63 -0.09 Hansch & Leo, 1985 Konemann, 1981 79-00-5 1,1,2-Trichloroethane 133 2.1 2.0 1.89 94 -0.15 Pomona, 1987 Konemann, 1981 25323-89-1 Trichloroethane 133 2.1 2.0 1.89 56 -0.38 Pomona, 1987 Konemann, 1981 25322-20-7 Tetrachloroethane 168 2.6 2.2 2.39 18 -0.97 Hansch & Leo, 1985 Konemann, 1981 

### 78-87-5 1,2-Dichloropropane 113 2.0 2.3 1.89 116 0.01 Sangster, 1994 Konemann, 1981 142-28-9 1,3-Dichloropropane 113 1.7 2.3 2 84 -0.13 Hansch & Leo, 1985 Konemann, 1981 78-88-6 2, 3-Dichloro-1-propene 111 2 2.4 11 -1.00 Konemann, 1981 544-00-7 2,4-Dichloroaniline 162 2.7 2.4 2.78 11.7 -1.14 Sangster, 1994 Konemann, 1981 56-23-5 Tetrachloromethane 154 2.9 2.4 2.83 67 -0.36 Hansch & Leo, 1985 Konemann, 1981 96-18-4 1,2,3-Trichloropropane 147 2.0 2.5 2.27 42 -0.55 Chem Inspect Test Inst., 1992 Konemann, 1981 108-88-3 Toluene 92 2.6 2.5 2.73 68 -0.13 Hansch & Leo, 1985 Konemann, 1981 109-69-3 1-Chlorobutane 93 2.5 2.6 2.64 97 0.02 Hansch & Leo, 1985 Konemann, 1981 110-57-6 trans-1,4-Dichloro-2-butene 125 1.8 2.6 40 -0.50 Konemann, 1981 108-90-7 Monochlorobenzene 113 2.9 2.6 2.84 19 -0.77 Sangster, 1994 Konemann, 1981 71-55-6 1,1,1-Trichloroethane 133 2.5 2.7 2.49 133 0.00 Hansch & Leo, 1985 Konemann, 1981 630-20-6 1,1,2,2-Tetrachloroethane 168 3.0 2.9 37 -0.66 Konemann, 1981 95-47-6 o-Xylene 106 3.1 3.1 3.12 35 -0.48 Hansch & Leo, 1985 Konemann, 1981 106-42-3 p-Xylene 106 3.1 3.1 3.15 35 -0.48 Hansch & Leo, 1985 Konemann, 1981 108-38-3 m-Xylene 106 3.1 3.1 3.2 38 -0.45 Hansch & Leo, 1985 Konemann, 1981 76-01-7 Pentachloroethane 202 3.6 3.1 3.22 15 -1.13 Hansch et al., 1995 Konemann, 1981 106-43-4 4-Chlorotoluene 127 3.4 3.2 3.33 5.9 -1.33 Hansch & Leo, 1985 Konemann, 1981 108-41-8 3-Chlorotoluene 127 3.4 3.2 3.28 18 -0.84 Hansch & Leo, 1985 Konemann, 1981 110-82-7 Cyclohexane 84 3.4 3.2 3.44 84 0.00 Hansch & Leo, 1985 Konemann, 1981 95-50-1 1,2-Dichlorobenzene 147 3.4 3.3 3.43 5.9 -1.40 Hansch et al., 1995 Konemann, 1981 106-46-7 1,4-Dichlorobenzene 147 3.6 3.3 3.44 4.0 -1.57 Hansch et al., 1995 Konemann, 1981 541-73-1 1,3-Dichlorobenzene 147 3.6 3.3 3.53 7.4 -1.30 Hansch et al., 1995 Konemann, 1981 628-76-2 1,5-Dichloropentane 141 2.8 3.3 11.20 -1.10 Konemann, 1981 626-16-4 alpha, alpha'-Dichloro-m-xylene 175 3.3 3.6 2.72 0.12 -3.16 Hansch & Leo, 1985 Konemann, 1981 95-73-8 2,4-Dichlorotoluene 161 4.1 3.8 4.24 4.6 -1.54 Hansch & Leo, 1985 Konemann, 1981

### 95-75-0 3,4-Dichlorotoluene 161 3.9 3.8 3.95 5.1 -1.50 BioByte, 1995 Konemann, 1981 87-61-6 1,2,3-Trichlorobenzene 181 4.1 3.9 4.05 2.3 -1.89 Sangster, 1994 Konemann, 1981 108-70-3 1,3,5-Trichlorobenzene 181 4.3 3.9 4.19 3.3 -1.74 Hansch & Leo, 1985 Konemann, 1981 120-82-1 1,2,4-Trichlorobenzene 181 4.2 3.9 4.02 2.4 -1.88 Hansch et al., 1995 Konemann, 1981 94-99-5 2,4,a-Trichlorotoluene 195 4.1 4.1 3.82 0.2 -2.91 Hansch & Leo, 1985 Konemann, 1981 6639-30-1 2,4,5-Trichlorotoluene 195 4.6 4.5 4.56 1.7 -2.06 BioByte, 1995 Konemann, 1981 68953-84-4 1,4-Benzenediamine, N,N'-mixed 274 5.7 4.6 0.4 -2.89 8(e)-13284 68953-84-4 1,4-Benzenediamine, N,N'-mixed 274 5.7 4.6 0.4 -2.80 8(e)-13284 95-94-3 1,2,4,5-Tetrachlorobenzene 216 4.8 4.6 4.64 0.30 -2.85 Hansch & Leo, 1985 Konemann, 1981 634-66-2 1,2,3,4-Tetrachlorobenzene 216 4.6 4.6 4.6 0.80 -2.43 Hansch & Leo, 1985 Konemann, 1981 634-90-2 1,2,3,5-Tetrachlorobenzene 216 4.8 4.6 4.56 0.80 -2.43 Hansch & Leo, 1985 Konemann, 1981 87-68-3 Hexachlorobutadiene 261 4.9 4.7 4.78 0.39 -2.83 Hansch et al., 1995 Konemann, 1981 556-67-2 Octamethylcyclotetrasiloxane 297 7 5.1 5.1 0.01 -4.47 TSCATS 8(e)-11384 608-93-5 Pentachlorobenzene 250 5.2 5.2 5.17 0.18 -3.15 Hansch & Leo, 1985 Konemann, 1981 15862-07-4 2,4,5-Trichlorobiphenyl 258 5.8 5.7 5.81 0.18 -3.16 Hansch & Leo, 1985 Konemann, 1981 16606-02-3 2,4',5-Trichlorobiphenyl 258 5.9 5.7 5.69 0.18 -3.16 Hansch & Leo, 1985 Konemann, 1981 35693-92-6 2,4,6-Trichlorobiphenyl 258 5.7 5.7 5.47 0.40 -2.81 Hansch & Leo, 1985 Konemann, 1981 37680-65-2 2,2',5-Trichlorobiphenyl 258 5.7 5.7 5.55 0.10 -3.41 Hansch & Leo, 1985 Konemann, 1981 55702-45-9 2,3,6-Trichlorobiphenyl 258 5.5 5.7 5.67 0.15 -3.24 Hansch & Leo, 1985 Konemann, 1981 55702-46-0 2,3,4-Trichlorobiphenyl 258 5.7 5.7 5.86 0.35 -2.87 BioByte, 1995 Konemann, 1981 55712-37-3 2,3',4-Trichlorobiphenyl 258 5.9 5.7 0.10 -3.41 Konemann, 1981

SAR data not used in regression equation: 38444-81-4 2,3',5-Trichlorobiphenyl 258 5.9 5.7 5.76 * * Hansch & Leo, 1985 Konemann, 1981

118-74-1 Hexachlorobenzene 285 5.7 5.9 5.73 * * DeBruijn et al., 1989 Konemann, 1981 

### 15968-05-5 2,6,2',6'-Tetrachlorobiphenyl 292 5.9 6.3 5.94 * * DeBruijn et al., 1989 Konemann, 1981 33284-53-6 2,3,4,5-Tetrachlorobiphenyl 292 6.3 6.3 6.41 * * Hansch & Leo, 1985 Konemann, 1981 CBI CBI 260 6.8 6.4 * * P92-____

Data not used in SAR: CBI CBI 216 2.5 3.4 98.0 -0.34 P93-____; ?????? CBI CBI 182 5 4.6 4.56 2.5 -1.86 P92-1356 P92-____; EC>SH2O

* indicates no effects at saturation



# References: Konemann H. 1981. Quantitative structure-activity relationships in fish toxicity studies. Part 1: Relationship for 5 0 industrial pollutants. Toxicology 19(3): 209-221.

U.S. Environmental Protection Agency (USEPA). 2006. Database of environmental toxicity data from Pre m anufacture Notifications (PMN). Washington DC: Risk Assessment Division (RAD), OPPT, USEPA, 1400 Pennsylvania Ave., N.W. (Unpublished test data.)

U.S. Environmental Protection Agency (USEPA). 2006. Database of environmental toxicity data from data submitted under the “Toxic Substance Control Act” (TSCA). Public Law 94-469, 90 Stat. 2003, October 11, 1976. Washington DC: OPPT, USEPA, 1400 Pennsylvania Ave., N.W.

# SAR NEUTRAL ORGANICS 07/20/2006

DAPHNID 48-h LC50

ESTIMATED TOXICITY: The daphnid 48-h LC50 values used to develop this SAR were measured and the octanol wat er partition coefficient s (Kow) were calculated using the computer program, KOWWIN (Version 1.67). The SAR equation used to estimate toxicity is:

Log 48-h LC50 = -0.8157 (log K ow 

# ) + 1.2695

The LC50 is in millimoles per liter (mM/L); N = 115 + 37; and the Coefficient of Determination (R 2 

# ) = 0.7712. To convert the LC50 from mM/L to mg/L, multiply by the molecular weight of the compound.

Maximum K ow 

# : 5.0 Maximum MW: 1000

Graph:



# SAR for: Neutral Organics Class, Daphnid 48-h LC50

y = -0.8157x + 1.2695
R 2 

### = 0.7712 n = 115 + 37 

## -6.00 -4.00 -2.00 0.00 2.00 4.00 6.00

-3.0 -2.0 -1.0 0.0 1.0 2.0 3.0 4.0 5.0 6.0 7.0 8.0


# Log Kow

(EPI)Log Daphnid 48-h LC50 (mmol/



# Application: Solvents, non-reactive, non-ionizable neutral organic compounds

1. Alcohols 2. Acetals 3. Ketones

# 4. Ethers 5. Alkyl halides 6. Aryl halides 7. Aromatic hydrocarbons 8. Halogenated aromatic hydrocarbons 9. Halogenated aliphatic hydrocarbons 10. Sulfides and di-sulfides

Limitations: If the log Kow value is greater than 5.0, or if the compound is solid and the LC50 exceeds the water solub ility by 10X , no effects at saturation are predicted.

Data:

CAS No. Chemical Name M.W. CLogP Kow SRC Kow Meas. Kow Daphnid 48-h LC50 (mg/L) Log Daphnid 48- h LC50 (mmol/L) Reference (Meas. Kow) Reference (LC50) CBI CBI 224 -2 -2.7 4400 1.29 P95-____ CBI CBI 355 -2.8 -1.4 15600 1.64 P97-____ 107-21-1 Ethanediol 62 -1.4 -1.2 -1.36 50452 2.91 Hansch & Leo, 1985 Hermens et al., 1984 504-63-2 1,3-Propandiol 76 -1.7 -0.71 -1.04 7417 1.99 Hansch, et al., 1995 Kuhn, 1989 110-80-5 2-Ethoxyethanol 90 -0.22 -0.42 -0.32 7670 1.93 Hansch et al., 1995 Hermens et al., 1984 110-80-5 2-Ethoxyethanol 90 -0.22 -0.42 -0.32 1903 1.33 Hansch et al., 1995 Hermens et al., 1984 (Rose et al.) CBI CBI 116 0 -0.3 252 0.34 P90-____ 67-64-1 Acetone 58 -0.21 -0.24 -0.24 6081 2.02 Hansch & Leo, 1985 Hermens et al., 1984 CBI CBI 58 -2.08 -0.24 -0.24 8600 2.17 Hansch & Leo, 1985 P98-____ 126-33-0 Sulfolane (sulfone) 120 -0.9 -0.24 -0.77 95 -0.10 Hansch, et al., 1995 Shell, 1984 126-33-0 Sulfolane (sulfone) 120 -0.9 -0.24 -0.77 94 -0.11 Hansch, et al., 1995 Shell, 1984 75-05-8 Acetonitrile 41 -0.34 -0.15 -0.34 3600 1.94 Hansch & Leo, 1985 Tong et al., 1996 64-17-5 Ethanol 46 -0.24 -0.14 -0.31 5413 2.07 Hansch & Leo, 1985 Hermens et al., 1984 107-07-3 2-Chloroethanol 81 -0.17 0.11 0.03 227 0.45 Hansch, et al., 1995 Kuhn, 1989 CBI CBI 162 0.47 0.29 160 -0.01 L92-____ 71-23-8 n-Propanol 60 0.29 0.35 0.25 3644 1.78 Hansch, et al., 1995 Kuhn, 1989 75-65-0 tert-Butanol 74 0.47 0.73 0.35 5504 1.87 Hansch, et al., 1995 Kuhn, 1989 78-83-1 Isobutanol 74 0.69 0.77 0.76 1439 1.29 Hansch, et al., 1995 Kuhn, 1989 78-92-2 sec-Butanol 74 0.6 0.77 0.61 4227 1.76 Hansch, et al., 1995 Kuhn, 1989 71-36-3 n-Butanol 74 0.82 0.84 0.88 1983 1.43 Hansch, et al., 1995 Kuhn, 1989 96-13-9 2,3-Dibromopropanol 218 0.63 0.96 338 0.19 Kuhn, 1989 60-29-7 Diethylether 74 0.87 1.1 0.89 1380 1.27 Hansch & Leo, 1985 Hermens et al., 1984 115-20-8 2,2,2-Trichloroethanol 88 1.5 1.2 1.42 198 0.35 Hansch, et al., 1995 Kuhn, 1989 75-09-2 Methylene chloride/dichloro m 85 1.2 1.3 1.25 1682 1.30 Hansch et al., 1995 Kuhn, 1989 71-41-0 Pentanol 88 1.4 1.3 1.5 52.8 -0.22 Sangster, 1994 Hermens et al., 1984 (Rose et al.) 71-41-0 Pentanol 149 1.3 1.3 1.51 714 0.68 Sangster, 1994 Kuhn, 1989 1634-04-4 Methyl tert-butyl ether 88 1 1.4 0.94 472 0.73 Hansch & Leo, 1985 CAS-Wetal, 2001 CBI CBI 84 1.6 1.7 300 0.55 P92-____ CBI CBI 172 1.7 1.7 440 0.41 P94-____ 107-06-2 1,2-Dichloroethane 99 1.5 1.8 1.48 324 0.51 Hansch et al., 1995 Kuhn, 1989 71-43-2 Benzene 78 2.1 2 2.13 56.6 -0.14 Hansch & Leo, 1985 Hermens et al., 1984 71-43-2 Benzene 78 2.1 2 2.13 10.3 -0.88 Hansch & Leo, 1985 Hermens et al., 1984 (Rose et al.) 71-43-2 Benzene 78 2.1 2 2.13 17 -0.66 Hansch & Leo, 1985 CAS-Niederlehner et al., 1998 71-43-2 Benzene 78 2.1 2 2.13 380 0.69 Hansch & Leo, 1985 CAS-ETFS 71-43-2 Benzene 78 2.1 2 2.13 300 0.59 Hansch & Leo, 1985 CAS-ETFS 91-22-5 Quinoline 129 2 2.1 2.03 28.5 -0.66 Hansch & Leo, 1985 CAS-Parkhurst, 1981; Eastmond, 1984 119-65-3 Isoquinoline 129 1.8 2.1 2.08 4.1 -1.50 Hansch & Leo, 1985 CAS-Parkhurst, 1981 78-87-5 1,2-Dichloropropane 113 2 2.3 1.98 45 -0.40 Sangster, 1994 Hermens et al., 1984 78-87-5 1,2-Dichloropropane 113 2 2.3 1.98 13.8 -0.91 Sangster, 1994 Hermens et al., 1984 (Rose et al.) 111-70-6 Heptanol 116 2.4 2.3 2.62 6.15 -1.28 Sangster, 1994 Hermens et al., 1984 (Rose et al.) 3622-84-2 Benzenesulfonamide, N-buty 213 2.5 2.3 2.1 56 -0.58 PSIDS SIDS 1717-00-6 1,1-Dichloro-1-fluoroethane 117 2 2.4 29.6 -0.60 FYI-695 CBI CBI 117 2 2.4 100 -0.07 P88-____ 104-90-5 2-Picoline, 5-ethyl 121 2.5 2.4 39.6 -0.49 CAS 108-88-3 Toluene 92 2.6 2.5 2.73 14.9 -0.79 Hansch & Leo, 1985 Hermens et al., 1984 108-88-3 Toluene 92 2.6 2.5 2.73 3.8 -1.38 Hansch & Leo, 1985 CAS-Niederlehner et al., 1998 108-88-3 Toluene 92 2.6 2.5 2.73 137 0.17 Hansch & Leo, 1985 CAS-ETFS 79-01-6 1,1,2-Trichloroethene 131 2.6 2.5 2.42 20.8 -0.80 Hansch & Leo, 1985 Hermens et al., 1984 96-18-4 1,2,3-Trichloropropane 147 2 2.5 2.27 35.4 -0.62 Chem Inspect Test Inst., 199 Hermens et al., 198496-18-4 1,2,3-Trichloropropane 147 2 2.5 2.27 35.4 -0.62 Chem Inspect Test Inst., 199 Hermens et al., 1984 96-18-4 1,2,3-Trichloropropane 147 2 2.5 2.27 4.13 -1.55 Chem Inspect Test Inst., 199 Hermens et al., 1984 (Rose et al.) CBI CBI 303 MF 2.5 2.73 46.2 -0.82 NS P02-____ CBI CBI 530 2.7 2.5 167 -0.50 P98-____ 109-69-3 1-Chlorobutane 93 2.5 2.6 2.64 3020 1.51 Hansch, et al., 1995 Kuhn, 1989 108-90-7 Monochlorobezene 113 2.9 2.6 2.84 25.8 -0.64 Sangster, 1994 Hermens et al., 1984 108-90-7 Monochlorobezene 113 2.9 2.6 2.84 5.33 -1.33 Sangster, 1994 Hermens et al., 1984 (Rose et al.) 111-87-5 Octanol 130 2.9 2.8 3 4.12 -1.50 Hansch et al., 1995 Hermens et al., 1984 (Rose et al.) CBI CBI 172 3 2.8 2.74 6.3 -1.44 Hansch et al., 1995 P93-____ CBI CBI 172 3 2.8 2.74 11.3 -1.18 Hansch et al., 1995 P93-____ 100-41-4 Ethylbenzene 106 3.2 3 3.15 75 -0.15 Hansch & Leo, 1985 CAS-ETFS 100-41-4 Ethylbenzene 106 3.2 3 3.15 3.2 -1.52 Hansch & Leo, 1985 CAS-Niederlehner et al., 1998 108-38-3 m-Xylene 106 3.1 3.1 3.2 14.3 -0.87 Hansch & Leo, 1985 Hermens et al., 1984 108-38-3 m-Xylene 106 3.1 3.1 3.2 2.49 -1.63 Hansch & Leo, 1985 Hermens et al., 1984 (Rose et al.) CBI CBI 303 3.1 47 -0.81 P04-____ 106-43-4 4-Chlorotoluene 127 3.4 3.2 3.33 3.6 -1.55 Hansch & Leo, 1985 Hermens et al., 1984 106-43-4 4-Chlorotoluene 127 3.4 3.2 3.33 1.7 -1.87 Hansch & Leo, 1985 Hermens et al., 1984 (Rose et al.) CBI CBI 221 3.4 3.2 20 -1.04 P92-____ 143-08-8 Nonanol 144 3.5 3.3 3.77 0.359 -2.60 Tewari et al., 1982 Hermens et al., 1984 (Rose et al.) 95-50-1 1,2-Dichlorobenzene 147 3.5 3.3 3.43 3.8 -1.59 Hansch et al., 1995 Hermens et al., 1984 95-50-1 1,2-Dichlorobenzene 147 3.5 3.3 3.43 3.29 -1.65 Hansch et al., 1995 Deneer et al., 1988 95-50-1 1,2-Dichlorobenzene 147 3.5 3.3 3.43 6.56 -1.35 Hansch et al., 1995 Deneer et al., 1988 95-50-1 1,2-Dichlorobenzene 147 3.5 3.3 3.43 7.34 -1.30 Hansch et al., 1995 Deneer et al., 1988 95-50-1 1,2-Dichlorobenzene 147 3.5 3.3 3.43 7.75 -1.28 Hansch et al., 1995 Deneer et al., 1988 95-50-1 1,2-Dichlorobenzene 147 3.5 3.3 3.43 5.7 -1.41 Hansch et al., 1995 Deneer et al., 1988 95-50-1 1,2-Dichlorobenzene 147 3.5 3.3 3.43 7.79 -1.28 Hansch et al., 1995 Deneer et al., 1988 95-50-1 1,2-Dichlorobenzene 147 3.5 3.3 3.43 8.67 -1.23 Hansch et al., 1995 Deneer et al., 1988 95-50-1 1,2-Dichlorobenzene 147 3.5 3.3 3.43 0.66 -2.35 Hansch et al., 1995 Hermens et al., 1984 (Rose et al.) 106-46-7 1,4-Dichlorobenzene 147 3.6 3.3 3.44 11 -1.13 Hansch et al., 1995 CAS-ETFS 106-46-7 1,4-Dichlorobenzene 147 3.6 3.3 3.44 1.29 -2.06 Hansch et al., 1995 Hermens et al., 1984 (Rose et al.) 122-39-4 Diphenylamine 169 3.6 3.3 3.5 1.2 -2.15 Hansch & Leo, 1985 U.S. EPA RED CBI CBI 197 2.4 3.3 7.6 -1.41 Z02-____ 4180-23-8 trans-Anethole 148 3.3 3.4 7.8 -1.28 DUL Terpene Study CBI CBI 154 2.4 3.4 2.87 47 -0.52 Li & Perdue, 1995 P89-____ CBI CBI 174 3.3 3.4 2.9 23 -0.88 HPLC P05-____ 15972-60-8 Alachlor 270 2.4 3.4 3.52 7.9 -1.53 Hansch, et al., 1995 Oris et al. 101-96-2 N,N'-Di-sec-butyl-p-phenylen e 220 3.9 3.5 0.95 -2.36 8(e)-16281 CBI CBI 100 4.3 3.7 0.97 -2.01 P02-____ 92-52-4 Biphenyl 154 4 3.8 3.98 1.9 -1.91 Sangster, 1993 8(e)-3066 95-73-8 2,4-Dichlorotoluene 161 4.1 3.8 4.24 0.62 -2.41 Hansch & Leo, 1985 Hermens et al., 1984 95-73-8 2,4-Dichlorotoluene 161 4.1 3.8 4.24 1.02 -2.20 Hansch & Leo, 1985 Hermens et al., 1984 (Rose et al.) 120-82-1 1,2,4-Trichlorobenzene 182 4.2 3.9 4.02 2.7 -1.83 Hansch et al., 1995 Hermens et al., 1984 120-82-1 1,2,4-Trichlorobenzene 182 4.2 3.9 4.02 0.7 -2.41 Hansch et al., 1995 Hermens et al., 1984 (Rose et al.) CBI CBI 242 2.9 3.9 57 -0.63 P93-____

CBI CBI 107 4.9 4 2.76, 5.18 0.56 -2.28 Datasheet P04-____/P04-___ CBI CBI 198 5 4.2 0.34 -1.94 P95-____ 571-58-4 1,4-Dimethylnaphthalene 156 4.3 4.3 4.37 0.54 -2.46 Hansch & Leo, 1985 8(e)-12746 85-01-8 Phenanthrene 178 4.5 4.3 4.46 0.35 -2.71 Hansch & Leo, 1985 CAS- Smith et al., 1988 85-01-8 Phenanthrene 178 4.5 4.3 4.46 0.1 -3.25 Hansch & Leo, 1985 CAS-ETFS 85-01-8 Phenanthrene 178 4.5 4.3 4.46 0.117 -3.18 Hansch & Leo, 1985 CAS-ETFS CBI CBI 225 3.5 4.3 3.8 -1.77 P92-____ CBI CBI 230 3.2 4.3 113 -0.31 P00-____ 1836-75-5 Nitrofen 284 5.6 4.3 4.64 0.217 -3.12 Sangster, 1994 Oris et al. CBI CBI 344 2.9 4.3 15 -1.36 P97-____ 4795-86-2 (is)-(-)-trans-Pinane 138 4.7 4.4 3.3 -1.62 CAS-Smith et al., 1988 2051-60-7 2-Chlorobiphenyl 189 4.5 4.4 4.53 0.76 -2.40 Hansch et al., 1995 8(e)-3066 2051-61-8 3-Chlorobiphenyl 189 4.7 4.4 4.58 0.42 -2.65 Hansch et al., 1995 8(e)-3066 2051-62-9 4-Chlorobiphenyl 189 4.7 4.4 4.61 0.75 -2.40 Hansch et al., 1995 8(e)-3066 6639-30-1 2,4,5-Trichlorotoluene 195 4.6 4.5 4.56 0.55 -2.55 BioByte, 1995 Hermens et al., 1984 634-66-2 1,2,3,4-Tetrachlorobenzene 216 4.6 4.6 4.6 0.54 -2.60 Hansch & Leo, 1985 Hermens et al., 1984 634-66-2 1,2,3,4-Tetrachlorobenzene 216 4.6 4.6 4.6 0.13 -3.22 Hansch & Leo, 1985 Hermens et al., 1984 (Rose et al.) 68953-84-4 1,4-Benzenediamine, N,N'-m 274 5.7 4.6 0.59 -2.67 8(e)-13284 22094-81-1 Bicyclo(2.2.1)hept-2-ene, 5-b 150 4.7 4.7 0.04 -3.57 8(e)-14623 CBI CBI 186 5.1 4.7 0.2 -2.97 P00-____ 23184-66-9 Butachlor 312 4 4.8 4.5 3 -2.02 Hansch et al., 1995 Oris et al. 206-44-0 Fluoranthene 202 5 4.9 5.16 0.045 -3.65 Hansch et al., 1995 Oris et al. 603-35-0 Triphenylphosphine 262 MF 5 5.69 0.6 -2.64 Hansch et al., 1995 8(e)-0014

SAR data not included in regression equation: CBI CBI 387 1.7 2.5 * * P85-____ CBI CBI 663 1.9 2.5 * * L96-____ 1912-24-9 Atrazine 216 2.4 2.8 2.61 * * Hansch, et al., 1995 Oris et al. CBI CBI 250 2.7 3.2 * * P95-____ CBI CBI 296 5 4.5 * * P03-____ 68953-84-4 1,4-Benzenediamine, N,N'-m 274 5.7 4.6 * * 8(e)-13284CBI CBI 246 MF 4.9 * * P03-____ CBI CBI 465 9.3 4.9 * * L03-____

CBI CBI 200 5.1 5.1 0.39 -2.71 P06-____; 8(e)-____ 68526-86-3 C11-14 isoalcohols, C13-rich 200 5.2 5.2 0.275 -2.86 8(e)-15318 608-93-5 Pentachlorobenzene 250 5.2 5.2 5.17 0.12 -3.32 Hansch & Leo, 1985 Hermens et al., 1984 608-93-5 Pentachlorobenzene 250 5.2 5.2 5.17 0.01 -4.40 Hansch & Leo, 1985 Hermens et al., 1984 (Rose et al.) 608-93-5 Pentachlorobenzene 250 5.2 5.2 5.17 * * Hansch, et al., 1985 Oris et al.

3081-01-4 N-(1,4-dimethylpentyl)-N'- phenyl-p-phenylenediamine 282 5.9 5.2 0.21 -3.13 8(e)-9897,8(e)-10181 CBI CBI 258 4.2 5.3 38 -0.83 P00-____ CBI CBI 290 5.5 5.6 * * P97-____ CBI CBI 226 6.7 6.1 * * P91-____ CBI CBI 228 6.5 6.1 * * P98-____ CBI CBI 232 6.7 6.2 0.087 -3.43 P90-____, P90-____, P90-____ 2437-79-8 2,2',4,4'-Tetrachlorobiphenyl 292 6.4 6.3 6.29 0.04 -3.86 Hansch & Leo, 1985 8(e)-3066 CBI CBI 338 6.1 6.3 * * P89-____ CBI CBI 260 6.8 6.4 * * P92-____ CBI CBI 260 6.8 6.4 * * P92-____ CBI CBI 352 5.4 6.5 * * L91-____ CBI CBI 525 6.9 5.1 * * Rekker P00-____ CBI CBI 525 7.2 7.1 * * P98-____ CBI CBI 271 8 7.6 * * P98-____ CBI CBI 463 8.3 7.8 * * P87-____ CBI CBI 425 7.5 8.2 * * P91-____ CBI CBI 242 9.3 8.6 * * P98-____ CBI CBI 431 11 10 * * L05-____ CBI CBI 519 11 10 * * P05-____ CBI CBI 311 12 11 * * P88-____ CBI CBI 345 12 11 * * P99-____ CBI CBI 736 16 11 * * P91-____ CBI CBI 694 15 12 * * P88-____ CBI CBI 868 12 13 * * P94-____

Data not used in SAR: CBI CBI 488 -1.6 -4.3 >6000 P95-____; inequality CBI CBI 320 -3.2 -3.8 820 0.41 P93-____; LC20 994-05-8 tert-Amyl methyl ether 102 1.6 1.9 100 -0.01 8FYI-1047; not verified CBI CBI 250 mf 2.4 * * P92-____; SRC log Kow too low 101-84-8 Diphenyl ether 170 4.2 4.1 4.21 0.67 -2.40 Hansch & Leo, 1985 LeBlanc, 1984; no duration CBI CBI 182 5 4.6 4.56 2.5 -1.86 P92-1356 P92-____; EC>SH2O CBI CBI 182 5 4.6 4.56 1.5 -2.08 P92-1356-1 P92-____; EC>SH2O CBI CBI 182 5 4.6 4.56 1.0 -2.27 P92-1356 P92-____; EC>SH2O and 24h test 68908-88-3 Benzylated ethylbenzene 196 5.5 5.1 0.45 -2.64 8(e)-9548; EC>SH2O 72-43-5 Methoxychlor 346 5.2 5.7 5.08 0.014 -4.39 Hansch et al., 1995 Oris et al.; excess toxicity 50-32-8 Benzo[a]pyrene 252 6 6.1 6.13 0.005 -4.70 DeMaagd et al., 1998 ETFS; excess toxicity CBI CBI 272 7.2 6.6 1.5 -2.26 P92-____; EC>SH2O 8001-35-2 Toxaphene 414 4.3 6.8 0.01 -4.62 ETFS; excess toxicity CBI CBI 515 6.8 7 3.26 <0.120 P02-306 P02-____; NOEC 68425-15-0 Di-tert-dodecylpolysulfides 8(e)-14121; no specific value CBI CBI 1320 1000 -0.12 P94-____; NOEC CBI CBI 0.1 P92-____; no structure

* indicates no effects at saturation



# References: Deneer JW, Sinnige TL, Seinin W, Hermens, JLM. 1988. Joint acute toxicities to Daphnia ma gna of industrial organic chemicals at low concentrations. Aquatic Toxicology AQTODG 12(1):33-38.

Hermens J, Canton H, Janssen P, and De Jong R. 1984. Quantitative structure-activity relationship s and toxicity studies of mistures of chemicals with anesthetic potency: Acute lethal and sublethal toxicity to Daphnia magna . Aquatic Toxicology 5: 143-154.

Kuhns RM, Pattard KD, Pernak, Winter A. 1989. Results of the harmful effects of selected water pollutants (Anilines, P henols, Aliphatic Compounds) to Daphnia magna

. Water Res. 23(4):495-499.

Niederlehner BR, Cairns J, Smith EP. 1998. Modeling acute and chronic toxicity of nonpolar na rcotic chemicals and mixtures to Ceriodaphnia du bia . Ecotoxicology and Environmental Safety. 39:136-146.

Notox BV, Acute toxicity study in Daphnia m agna with BSSA (static), no. 313121, 2001 [As stated in the HPV Challenge Test Plan document for N-Butyl benzenesulfonamide].

Oris et al. 1991. Environ. Toxicol. Chem. 10, 217-224.

# Parkhurst BR, Bradshaw AS, Forte JL, Wright GP. 1981. The chronic toxicity to Daphnia magna of acridine, a repr esentative azaarene present in synthetic fossil fuel products and wastewaters. Environ. Pollut Ser A Ecol Biol. 24(1):21-30.

Rose RM, Warne M.St.J, Lim RP. Quantitative structure-activity relationships and volume fraction analysis for nonpolar narcotic chemicals to the australian cladoceran Ceriodaphnia cf. dubia . Arch. Environ. Contam. Toxicol. 34(3):248-252.

Shell. 1984. Unpublished information on the production, uses, and toxicity of sulfolane and Shell T echnical Bulletin IC:71-2 0 (October, 1971, 20 pp) and Material Safety Data Sheet No. 5,620-4 (January, 1083; 4 pp) submitted by JP Sepesi, Shell Oil Co.to M Greif, TSCA Interagency Testing Committee, January 12, 1984 in CRCS Inc. 1984. Sulfolame. IR-434. Rockville MD: CRCS, Inc., 11426 Rockville Pike.

Smith SB, Savino JF, Blouin MA. 1988. Acute toxicity to Daphnia pulex of six classes of chemical co mpounds potentially hazardous to Great Lakes A quatic Biota. J. Great Lakes Res. 14(4):394-404.; Aquat. Sci. Fish Abstr. 17(2):139 (1987).

Tong Z, Huaolan Z, Hongjun J. 1996. Chronic toxicity of acrylonitrile and acetonitrile to Daphnia m a gna in 14-d and 21-d toxicity test. Bull. Environ. Contam. Toxicol. 57: 655- 659.

U.S. Environmental Protection Agency (USEPA). 1992. Environmental Toxicity Fact Sheet (ETFS). Washington DC: Office of Water, USEPA, 1400 Pennsylvania Avenue NW.

U.S. Environmental Protection Agency (USEPA). 2006. Database of environmental toxicity data from Pre m anufacture Notifications (PMN). Washington DC: Risk Assessment Division (RAD), OPPT, USEPA, 1400 Pennsylvania Ave., N.W. (Unpublished test data.)

U.S. Environmental Protection Agency (USEPA). 2006. Database of environmental toxicity data from data submitted under the “Toxic Substance Control Act” (TSCA). Public Law 94-469, 90 Stat. 2003, October 11, 1976. Washington DC: OPPT, USEPA, 1400 Pennsylvania Ave., N.W.

U.S. Environmental Protection Agency (USEPA). 1990. Terpene Assessment: ORD Environmen tal Research Laboratory, Duluth, MN (ERL-D) research tea m.
United States Environmental Protection Agency (USEPA). 1998. Re-registration Eligibility Decision (RED) Document -Diphenylamine. Washington, DC: USEPA, OPPT. USEPA 738-R-94-026. Available at http://www.e pa.gov/REDS/2210red.pdf as of Dec. 2007.

Wong et al.. 2001. Development of a freshwater aquatic toxicity database for ambient water qualit y criteria for methyl tertiary-butyl ether. Environmental Toxicology and Chemistry. 20(5):1125-1132.

# SAR NEUTRAL ORGANICS 07/20/2006

GREEN ALGAE 96-h EC50

ESTIMATED TOXICITY: The green algae 96-h EC50 values used to develop this SAR were measured and the octanol wat er partition coefficient s (Kow) were calculated using the computer program, KOWWIN (Version 1.67). The SAR equation used to estimate toxicity is:

Log 96-h EC50 (mmol/L) = -0.6271 log K ow 

# + 0.5687

The EC50 is in millimoles per liter (mM/L); N = 51 + 11; and the Coefficient of Determination (R 2 

# ) = 0.5956. To convert the EC50 from mM/L to mg/L, multiply by the molecular weight of the compound.

Maximum K ow 

# : 6.4 Maximum MW: 1000

Graph:



# SAR for: Neutral Organics Class, Algal 96-h EC50

y = -0.6271x + 0.5687
R 2 

## = 0.5956 n = 51 + 11 

# -6.00 -4.00 -2.00 0.00 2.00 4.00 6.00

-3.0 -2.0 -1.0 0.0 1.0 2.0 3.0 4.0 5.0 6.0 7.0 8.0



# Log Kow (EPI)Log Algal 96-h EC50 (mmol/L



# Application: Solvents, non-reactive, non-ionizable neutral organic compounds

1. Alcohols 2. Acetals 3. Ketones 4. Ethers 5. Alkyl halides 6. Aryl halides

# 7. Aromatic hydrocarbons 8. Halogenated aromatic hydrocarbons 9. Halogenated aliphatic hydrocarbons 10. Sulfides and di-sulfides

Limitations: If the log Kow value is greater than 6.4, or if the compound is solid and the EC50 exceeds the water solub ility by 10X , no effects at saturation are predicted.

Data:

CAS No. Chemical Name M.W. log Kow (CLogP) log Kow (EPI ) log Kow (M) Algal 96-h EC50 (mg/L) Log Algal 96-h EC50 (mmol/L) Reference (Meas. Kow) Reference (EC50) CBI CBI 355 -2.8 -1.4 580 0.21 P97-____ CBI CBI 116 0 -0.3 130 0.05 P90-____ CBI CBI 248 1.9 1.3 315 0.10 P88-____ 1634-04-4 Methyl tert-butyl ether 88 1 1.4 0.94 491 0.75 Hansch & Leo, 1985 CAS-Wetal, 2001 CBI CBI 172 1.7 1.7 65 -0.42 P94-____ CBI CBI 102 1.6 1.9 1.55 392 0.58 Datasheet P98-____ CBI CBI 271 2.1 1.9 93 -0.46 L96-____ 71-43-2 Benzene 78 2.1 2 2.13 29 -0.43 Hansch & Leo, 1985 Galassi, 1988 71-43-2 Benzene 78 2.1 2 2.13 41 -0.28 Hansch & Leo, 1985 Herman, 1990 91-22-5 Quinoline 129 2 2.1 2.03 90 -0.16 Hansch & Leo, 1985 CAS-Kuhn & Pattard, 1990 78-87-5 1,2-Dichloropropane 113 2 2.3 1.9 8 172 0.18 Sangster, 1994 U.S.EPA, OPP 3622-84-2 Benzenesulfonamide, N- b 213 2.5 2.3 2.1 49 -0.64 PSIDS SIDS 108-88-3 Toluene 92 2.6 2.5 2.73 12.5 -0.87 Hansch & Leo, 1985 Galassi, 1988 108-88-3 Toluene 92 2.6 2.5 2.73 9.4 -0.99 Hansch & Leo, 1985 Herman, 1990 CBI CBI 303 MF 2.5 2.73 15 -1.31 NS P02-____ CBI CBI 530 2.7 2.5 128 -0.62 P98-____ 108-90-7 Chlorobenzene 113 2.9 2.6 2.84 12.5 -0.96 Sangster, 1994 Calamari, 1983 104-76-7 2-Ethylhexanol 130 2.8 2.7 12 -1.03 CAS-SIDS 100-41-4 Ethylbenzene 106 3.2 3 3.15 4.6 -1.36 Hansch & Leo, 1985 Galassi, 1988 100-41-4 Ethylbenzene 106 3.2 3 3.15 4.8 -1.34 Hansch & Leo, 1985 Herman, 1990 95-47-6 o-Xylene 106 3.1 3.1 3.12 4.7 -1.35 Hansch & Leo, 1985 Galassi, 1988 95-47-6 o-Xylene 106 3.1 3.1 3.12 4.2 -1.40 Hansch & Leo, 1985 Herman, 1990 106-42-3 p-Xylene 106 3.1 3.1 3.15 3.2 -1.52 Hansch & Leo, 1985 Galassi, 1988 106-42-3 p-Xylene 106 3.1 3.1 3.15 4.4 -1.38 Hansch & Leo, 1985 Herman, 1990 108-38-3 m-Xylene 106 3.1 3.1 3.2 4.9 -1.34 Hansch & Leo, 1985 Galassi, 1988 108-38-3 m-Xylene 106 3.1 3.1 3.2 3.9 -1.43 Hansch & Leo, 1985 Herman, 1990 CBI CBI 221 3.4 3.2 1.27 -2.24 P92-____ 95-50-1 1,2-Dichlorobenzene 147 3.5 3.3 3.43 2.2 -1.82 Hansch et al., 1995 Calamari, 1983 106-46-7 1,4-Dichlorobenzene 147 3.6 3.3 3.44 1.6 -1.96 Hansch et al., 1995 Calamari, 1983 85-02-9 5,6-Benzoquinoline 179 3.2 3.3 3.43 1.55 -2.0 6 Hansch & Leo, 1985 CAS- van Vlaardingen, 1996 229-87-8 Phenanthridine 179 3.2 3.3 3.48 5.24 -1.53 Hansch et al., 1995 CAS- van Vlaardingen, 1996 230-27-3 Benzo[h]quinoline 179 3.2 3.3 3.43 6.65 -1.43 Sangster, 1993 CAS- van Vlaardingen, 1996 4180-23-8 trans-Anethole 148 3.3 3.4 4.24 -1.54 DUL Terpene Study CBI CBI 154 2.4 3.4 2.87 14 -1.04 Li & Perdue, 1995 P89-____ 98-82-8 Isopropyl benzene 120 3.6 3.45 3.66 2.6 -1.66 Hansch et al., 1995 Galassi, 1988 103-65-1 n-Propylbenzene 120 3.7 3.52 3.69 1.8 -1.82 Sangster, 1994 Galassi, 1988 CBI CBI 100 4.3 3.7 0.8 -2.10 P02-____ 89-69-0 1,2,4-Trichloro-5-nitrobe n 226 3.7 3.7 3.48 4 -1.75 8(e) 8(e)-14895 87-61-6 1,2,3-Trichlorobenzene 181 4 3.9 4.05 0.9 -2.30 Sangster, 1994 Calamari, 1983 120-82-1 1,2,4-Trichlorobenzene 181 4.2 3.9 4.02 1.4 -2.11 Hansch et al., 1995 Calamari, 1983

CBI CBI 107 4.9 4 2.76, 5.18 0.74 -2.16 Datasheet P04-____/P04-____ CBI CBI 230 3.2 4.3 11 -1.32 P00-____ CBI CBI 344 2.9 4.3 34 -1.01 P97-____ 35148-18-6 Z-9-Dodecanol 184 4.5 4.5 0.2 -2.96 8(e)-16211 68953-84-4 1,4-Benzenediamine, N, N 274 5.7 4.6 0.017 -4.21 8(e)-13284 68953-84-4 1,4-Benzenediamine, N, N 274 5.7 4.6 0.009 -4.48 8(e)-13284 125904-11-2 Dibromostyrene 262 4.6 4.7 0.84 -2.49 8(e)-16032 CBI CBI 246 MF 4.9 3.1 -1.90 P03-____ CBI CBI 200 5.1 5.1 1.3 -2.19 P06-____; 8(e)-____3081-01-4 N-(1,4-dimethylpentyl)-N'

-phenyl-pphenylenediamine 282 5.9 5.2 0.7 -2.61 8(e)-9170 CBI CBI 258 4.2 5.3 8.4 -1.49 P00-____

SAR data not included in regression equation: CBI CBI 250 2.7 3.2 * * P95-____ CBI CBI 465 9.3 4.9 * * L03-____ 118-74-1 Hexachlorobenzene 285 5.7 5.9 5.73 * * DeBruijn et al., 1989 Calamari, 1983 CBI CBI 228 6.5 6.1 * * P98-____

CBI CBI 232 6.7 6.2 * * P90-____, P90-____, P90- ____, S03-____ CBI CBI 260 6.8 6.4 * * P92-____ CBI CBI 525 7.2 7.1 * * P98-____ CBI CBI 425 7.5 8.2 * * P91-____ CBI CBI 431 11 10 * * L05-____ CBI CBI 311 12 11 * * P88-____ CBI CBI 868 12 13 * * P94-____

Data not included in SAR: 74-85-1 Ethylene 28 1.2 1.3 1.13 40 0.15 Hansch & Leo, 1985 VN sheet/SIDS; 72-h test 994-05-8 tert-Amyl methyl ether 102 1.6 1.9 0.11 -2.97 8FYI-1050; not verified CBI CBI 250 mf 2.4 * * P92-____; SRC log Kow too 101-84-8 Diphenyl ether 170 4.2 4.1 4.21 0.8 -2.33 Hansch & Leo, 1985 LeBlanc, 1984; no duration CBI CBI 182 5 4.6 4.56 0.5 -2.60 P92-1356-1 P92-____; EC>SH2O and 14- CBI CBI 196 5.6 5.2 0.46 -2.63 P92-____; EC>SH2O and 14- CBI CBI 290 5.5 5.6 0.022 -4.12 P97-____; VN Flag CBI CBI 272 7.2 6.6 1.2 -2.36 P92-____; EC>SH2O and 14- CBI CBI 694 15 12 0.056 -4.09 P88-____; EC>SH2O

CBI CBI 210 6.2 1.2 -2.24 P92-____; EC>SH2O and 14- day test

* indicates no effects at saturation



# References: Calamari D, Galassi S, Setti F, and Vighi M. 1983. Toxicity of selected chlorobenzenes to aquatic organisms. Chemosphere 12: 253-262.

Galassi S a nd Vighi M. 1981. Testing toxicity of volatile substances with algae. Chemosphe re 10: 1123-1126.

Hermans DC, Inniss W E, Mayfield CI. 1990. Impact of volatile aromatic hydrocarbons, alone and in combinatio n, on growth of the freshwater alga Selenastrum capricornutum

. Aquat. Toxicol. 18(2):87-100.

Kuhns RM, Pattard KD, Pernak, Winter A. 1989. Results of the harmful effects of selected wat er pollutants (Anilines, P henols, Aliphatic Compounds) to Daphnia magna

. Water Res. 23(4):495-499.

Notox BV, Freshwater algal growth inhibition test with BBSA, no. 312119, 2001 [As stated in the HPV Challe nge Test Plan document for N-Butyl benzenesulfonamide].

U.S. Environmental Protection Agency (USEPA). 2006. Database of environmental toxicity data from Prem anufacture Notifications (PMN). Washington DC: Risk Assessment Division (RAD), OPPT, USEPA, 1400 Pennsylvania Ave., N.W. (Unpublished test data.)

U.S. Environmental Protection Agency (USEPA). 2006. Database of environmental toxicity data from data submitted under the “Toxic Substance Control Act” (TSCA). Public Law 94-469, 90 Stat. 2003, October 11, 1976. Washington DC: OPPT, USEPA, 1400 Pennsylvania Ave., N.W.

# U.S. Environmental Protection Agency (USEPA). Washington DC: Office of Pesticides Program, Environmental Fate and Effects Division, U.S. EPA, Washington, D.C..

U.S. Environmental Protection Agency (USEPA). 1990. Terpene Assessment: ORD Environmen tal Research Laboratory, Duluth, MN (ERL-D) research tea m.
Van Vlaardingen, Peter LA, Steinhoff , Wilco J, de Voogt, Pim, Admiraal, Wim A. 1996. Property-Tox icity Relationships of Azaarenes to the green algae Scenedesmus acuminatus . Environmental Toxicology and Chemistry. 15(11):2035-2042.

Wong et al.. 2001. Development of a freshwater aquatic toxicity database for ambient water qualit y criteria for methyl tertiary-butyl ether. Environmental Toxicology and Chemistry. 20(5):1125-1132.

# SAR NEUTRAL ORGANICS 07/20/2006

FISH 30-d ChV

ESTIMATED TOXICITY: The fish 30-d chronic values (ChV) used to develop this SAR were measured and the octanol wat er partition coefficient s (Kow) were calculated using the computer program, KOWWIN (Version 1.67). The SAR equation used to estimate toxicity is:

Log ChV (mmol/L) = - 0.8508 log K ow 

# + 0.6063

The ChV is in millimoles per liter (mM/L); N = 46 + 7; and the Coefficient of Determination (R 2 

# ) = 0.7393. To convert the ChV from mM/L to mg/L, multiply by the molecular weight of the compound.

Maximum K ow 

# : 8.0 Maximum MW: 1000

Graph:



# SAR for: Neutral Organics Class, Fish Chronic Value

y = -0.8508x + 0.6063
R 2



## = 0.7393 n = 46 + 7 

## -6.00 -4.00 -2.00 0.00 2.00 4.00 6.00

-3.0 -2.0 -1.0 0.0 1.0 2.0 3.0 4.0 5.0 6.0 7.0 8.0



# Log Kow (EPI)Log Fish ChV (mmol/L



# Application: Solvents, non-reactive, non-ionizable neutral organic compounds

1. Alcohols 2. Acetals 3. Ketones 4. Ethers 5. Alkyl halides 6. Aryl halides 7. Aromatic hydrocarbons

# 8. Halogenated aromatic hydrocarbons 9. Halogenated aliphatic hydrocarbons 10. Sulfides and di-sulfides

Limitations: If the log Kow value is greater than 8.0, or if the compound is solid and the ChV exceeds the water solubility by 10X , no effects at saturatio n are predicted.

Data:

CAS No. Chemical Name M.W. log Kow (CLogP) log Kow (EPI ) log Kow (M) 30-d Fish ChV(mg/L) Log 30-d Fish ChV (mmol/L) Reference (Meas. Kow) Reference (ChV) 1122-54-9 4-Acetylpyridine 121 0.48 0.49 0.48 10.3 -1.07 Hansch & Leo, 1985 DUL 78-83-1 2-Methy-1-propanol 74 0.69 0.77 0.76 416 0.75 Hansch & Leo, 1985 DUL 110-86-1 Pyridine 79 0.65 0.8 0.65 28 -0.45 Hansch & Leo, 1985 DUL 109-99-9 Tetrahydrofuran 72 0.46 0.94 0.46 513 0.85 Hansch & Leo, 1985 DUL 108-10-1 4-Methyl-2-pentanone 100 1.3 1.2 1.31 77.4 -0.11 Tanii & Hashimoto, 1986 DUL 110-00-9 Furan 68 1.3 1.4 1.34 10 -0.83 Hansch & Leo, 1985 DUL 1634-04-4 Methyl tert-butyl ether 88 1 1.4 0.94 245 0.44 Hansch & Leo, 1985 CAS-Wong et al, 2001 107-06-2 1,2-Dichloroethane 99 1.5 1.8 1.48 40.6 -0.39 Hansch & Leo, 1985 DUL 107-06-2 1,2-Dichloroethane 99 1.5 1.8 1.48 41 -0.38 Hansch & Leo, 1985 Benoit et al.. 1982 79-00-5 1,1,2-Trichloroethane 133 2.1 2.01 1.89 27.8 -0.68 Pomona, 1987 DUL 79-00-5 1,1,2-Trichloroethane 133 2.1 2.01 1.89 9.4 -1.15 Pomona, 1987 Ahmad et al., 1984 150-78-7 p-Dimethoxybenzene 138 2.2 2.2 2.04 21.2 -0.81 Dunn et al., 1983 DUL 79-34-5 1,1,2,2-Tetrachloroethane 168 2.6 2.2 2.39 2.5 -1.83 Hansch & Leo, 1985 DUL 79-34-5 1,1,2,2-Tetrachloroethane 168 2.6 2.2 2.39 2.4 -1.84 Hansch & Leo, 1985 Ahmad et al., 1984 78-87-5 1,2-Dichloropropane 113 2.0 2.3 1.98 8.28 -1.14 Sangster, 1994 DUL 78-87-5 1,2-Dichloropropane 113 2.0 2.3 1.98 8.1 -1.14 Sangster, 1994 Benoit et al.. 1982 142-28-9 1,3-Dichloropropane 113 1.7 2.3 2 5.83 -1.29 Hansch & Leo, 1985 DUL 142-28-9 1,3-Dichloropropane 113 1.7 2.3 2 11 -1.01 Hansch & Leo, 1985 Benoit et al., 1982 108-88-3 Toluene 92 2.6 2.5 2.73 8.69 -1.02 Hansch & Leo, 1985 DUL 88-73-3 1-Chloro-2-nitrobenzene 158 2.4 2.5 2.2 0.375 -2.62 Hansch & Leo, 1985 DUL 108-90-7 2-Chlorobenzene 113 2.9 2.6 2.84 0.0067 -4.23 Sangster, 1994 CAS-SRC 111-87-5 n-Octanol 130 2.9 2.8 3 7.15 -1.26 Hansch et al., 1995 Broderius et al., 2005 76-01-7 Pentachloroethane 202 3.6 3.1 3.22 1.63 -2.09 Hansch et al., 1995 Broderius et al., 2005 76-01-7 Pentachloroethane 202 3.6 3.1 3.22 1.99 -2.01 Hansch et al., 1995 Broderius et al., 2005 76-01-7 Pentachloroethane 202 3.6 3.1 3.22 1.1 -2.26 Hansch et al., 1995 Ahmad et al., 1984 76-01-7 Pentachloroethane 202 3.6 3.1 3.22 1.09 -2.27 Hansch et al., 1995 DUL 119-61-9 Benzophenone 182 3.2 3.2 3.18 1.35 -2.13 Hansch & Leo, 1985 DUL 541-73-1 1,3-Dichlorobenzene 147 3.6 3.3 3.53 1.51 -1.99 Hansch et al., 1995 DUL 541-73-1 1,3-Dichlorobenzene 147 3.6 3.3 3.53 1.5 -1.99 Hansch et al., 1995 Carlson and Kosian, 1987 106-46-7 p-Dichlorobenzene 147 3.6 3.3 3.44 0.763 -2.28 Hansch et al., 1995 CAS - ETFS 106-46-7 p-Dichlorobenzene 147 3.6 3.3 3.44 0.751 -2.29 Hansch et al., 1995 DUL 822-86-6 trans-1,2-Dichlorocyclohexane 153 3.3 3.5 3.21 0.774 -2.30 Hansch & Leo, 1985 DUL 98-56-6 Parachloro benzo trifluoride 181 3.7 3.6 0.87 -2.32 8(e)-2491 95-75-0 3,4-Dichlorotoluene 161 4 3.8 3.95 0.108 -3.17 BioByte, 1995 DUL 120-82-1 1,2,4-Trichlorobenzene 181 4.2 3.9 4.02 0.689 -2.42 Hansch et al., 1995 DUL 120-82-1 1,2,4-Trichlorobenzene 181 4.2 3.9 4.02 0.68 -2.43 Hansch et al., 1995 Carlson, 1987 67-72-1 Hexachloroethane 237 4.6 4.0 4.14 0.109 -3.34 Hansch et al., 1995 DUL 67-72-1 Hexachloroethane 237 4.6 4.0 4.14 0.12 -3.30 Hansch et al., 1995 Ahmad et al., 1984 83-32-9 Acenaphthene 154 3.8 4.2 3.92 0.412 -2.57 Hansch & Leo, 1985 CAS-ETFS 83-32-9 Acenaphthene 154 3.8 4.2 3.92 0.199 -2.89 Hansch & Leo, 1985 DUL 83-32-9 Acenaphthene 154 3.8 4.2 3.92 0.2 -2.89 Hansch & Leo, 1985 Lemke et al., 1983 85-01-8 Phenanthrene 178 4.5 4.4 4.46 0.0063 -4.45 Hansch & Leo, 1985 CAS - ETFS 634-66-2 1,2,3,4-Tetrachlorobenzene 216 4.6 4.6 4.6 0.164 -3.12 Hansch, C. et al. 1995 DUL 634-66-2 1,2,3,4-Tetrachlorobenzene 216 4.6 4.6 4.6 0.32 -2.83 Hansch, C. et al. 1995 Carson and Kosian, 1987 CBI CBI 226 6.7 6.1 0.022 -4.01 P91-____

CBI CBI 232 6.7 6.2 0.013 -4.25 P90-____, P90-____, P90- ____, S03-____

SAR data not included in regression equation: 608-93-5 Pentachlorobenzene 285 5.2 5.17 * * Hansch et al., 1995 DUL 608-93-5 Pentachlorobenzene 285 5.2 5.17 * * Hansch et al., 1995 Carlson and Kosian, 1987 118-74-1 Hexachlorobenzene 285 5.9 5.73 * * DeBruijn, 1989 DUL 118-74-1 Hexachlorobenzene 285 5.9 5.73 * * DeBruijn, 1989 Carlson and Kosian, 1987 CBI CBI 228 6.5 6.1 * * P98-____ CBI CBI 260 6.8 6.4 * * P92-____ CBI CBI 238 7.5 6.9 * * P90-____

Data not used in SAR: 67-56-1 Methanol 32 -0.76 -0.63 -0.77 <490 <1.18 Hansch & Leo, 1985 DUL 108-10-1 4-Methyl-2-pentanone 100 1.3 1.2 1.31 <56.2 <-0.25 Tanii & Hashimoto, 1986 DUL 994-05-8 tert-Amyl methyl ether 102 1.6 1.9 310 0.48 8FYI-1052; not verified 71-43-2 Benzene 78 2.1 2.0 2.13 <1.6 <-1.69 Hansch & Leo, 1985 DUL 109-64-8 1,3-Dibromopropane 202 2.5 2.37 <0.0831 <-3.4 Hansch et al., 1995 709-98-8 Propanil 218 3.3 2.9 3.07 0.000484 -5.65 Hansch & Leo, 1985 DUL; excess toxicity 18172-67-3 (is)-(-)-B-Pinene 136 4.1 4.3 0.4 -2.53 CAS-Passino-Reader, 1995; 18172-67-3 (is)-(-)-B-Pinene 136 4.1 4.3 0.16 -2.93 CAS-Passino-Reader, 1995; 4795-86-2 (is)-(-)-trans-Pinane 138 4.7 4.4 0.095 -3.16 CAS-Passino-Reader, 1995; 50-32-8 Benzo[a]pyrene 252 6 6.1 6.13 0.00008 -6.50 DeMaagd et al., 1998 ETFS; excess toxicity 8001-35-2 Toxaphene 414 4.3 6.8 0.0000367 -7.05 ETFS; excess toxicity CBI CBI 475 10 9.6 >5.11 * * P92-465 P92-____; 56-day test CBI CBI 971 11 14 * * P89-____; 56-day test 1336-36-3 PCBs 0.0051 ETFS; unspecified structure

* indicates no effects at saturation

# References: Ahmad N, Benoit D, Brooke L, Call D, Carlson A, Defoe D, Huot J, Moriarity J, Rischtor P, Shubat P, Veith G. 1984. Aquatic toxicity tests to characterize the hazard of volatile organic chemicals in water: A toxicity data summary- Parts I and II. EPA 600/3-84-009, U.S.EPA, MN: 103p.

Benoit DA, Puglisi FA, Olson DL. 1982. A Fathead minnow (Pimephales promelas) early life stage to xicity test method evaluation and exposure to four organic chemicals. Environmental Pollution (Series A)28, 189-197.

Broderius et al.. 2005. Toxicity of mixtures to the fathead minnow. Environ. Toxicol. Chem. 24, 2 005. p.3121

Carlson AR and Kosian PA. 1987. Toxicity of chlorinated benzenes to Fathead minnows (Pimephales promelas). Arch. Environ. Contam. Toxicol. 16(2):129-135. Lemke AE. 1983. Inter-laboratory comparison of continuous fl ow, early life stage testing with Fathead minnows. EPA-600/3-84-005, U.S. EPA, Dulut, MN: 26p.

U.S. Environmental Protection Agency (USE PA). 1990. Summary of stru cture-activit y data files: University of Wisconsin-Super ior (UWS) and ORD Environmental Research Laboratory, Duluth, MN (ERL-D) research team. Computer printout from Environmental Effects Branch, HERD, U.S. EPA, Washington, DC. [DUL]

U.S. Environmental Protection Agency (USEPA). 1992. Environmental Toxicity Fact Sheet (ETFS). Washington DC: Office of Water, USEPA, 1400 Pennsylvania Avenue NW.

Wong et al.. 2001. Development of a freshwater aquatic toxicity database for ambient water qualit y criteria for methyl tertiary-butyl ether. Environmental Toxicology and Chemistry. 20(5):1125-1132.

# SAR NEUTRAL ORGANICS 07/20/2006

DAPHNID ChV

ESTIMATED TOXICITY: The daphnid ChV values used to develop this SAR were measured and the octanol water partition coefficie nts (Kow) were calcula ted using the computer program, KOWWIN (Version 1.67). The SAR equation used to estimate toxicity is:

Log 16-d ChV (mmol/L) = - 0.7469 log K ow 

# + 0.1961

The ChV is in millimoles per liter (mM/L); N = 29 + 1; and the Coefficient of Determination (R 2 

# ) = 0.8593. To convert the ChV from mM/L to mg/L, multiply by the molecular weight of the compound.

Maximum K ow 

# : 8.0 Maximum MW: 1000

Graph:



# SAR for: Neutral Organics Class, Daphnid Chronic Value

y = -0.7469x + 0.1961
R 2 

## = 0.8593 n = 29 + 1 

# -6.00 -4.00 -2.00 0.00 2.00 4.00 6.00

-3.0 -2.0 -1.0 0.0 1.0 2.0 3.0 4.0 5.0 6.0 7.0 8.0



# Log Kow (EPI)Log Daphnid ChV (mmol/L



# Application: Solvents, non-reactive, non-ionizable neutral organic compounds

1. Alcohols 2. Acetals 3. Ketones

# 4. Ethers 5. Alkyl halides 6. Aryl halides 7. Aromatic hydrocarbons 8. Halogenated aromatic hydrocarbons 9. Halogenated aliphatic hydrocarbons 10. Sulfides and di-sulfides

Limitations: If the log Kow value is greater than 8.0, or if the compound is solid and the ChV exceeds the water solubility by 10X , no effects at saturatio n are predicted.

Data:

CAS No. M.W. log Kow (CLogP) log Kow (EPI ) log Kow (M) Daphnid ChV (mg/L) Log Daphnid ChV (mmol/L) Reference (Meas. Kow) Reference (ChV) 75-05-8 Acetonitrile 41 -0.34 -0.15 -0.34 230 0.75 Hansch & Leo, 1985 Tong et al., 1996 1634-04-4 Methyl tert-butyl ether 88 1 1.4 0.94 71 -0.09 Hansch & Leo, 1985 CAS-Wetal, 2001 71-43-2 Benzene 78 2.1 2 2.13 5.2 -1.18 Hansch & Leo, 1985 CAS-Niederlehner et al., 1998 108-88-3 Toluene 92 2.6 2.5 2.73 1.4 -1.82 Hansch & Leo, 1985 CAS-Niederlehner et al., 1998 108-90-7 Monochlorobenzene 113 2.9 2.6 2.84 0.32 -2.55 Sangster, 1994 Hermens et al., 1984 1912-24-9 Atrazine 216 2.4 2.8 2.61 3.5 -1.79 Hansch et al., 1995 Oris et al. 100-41-4 Ethylbenzene 106 3.2 3 3.15 1.3 -1.91 Hansch & Leo, 1985 CAS-Niederlehner et al., 1998 108-38-3 m-Xylene 106 3.1 3.1 3.2 1.7 -1.79 Hansch & Leo, 1985 CAS-Niederlehner et al., 1998 106-43-4 4-Chlorotoluene 127 3.4 3.2 3.33 0.32 -2.60 Hansch & Leo, 1985 Hermens et al., 1984 15972-60-8 Alachlor 270 2.4 3.4 3.52 3.9 -1.84 Hansch & Leo, 1985 Oris et al. 120-82-1 1,2,4-Trichlorobenzene 182 4.2 3.9 4.02 0.1 -3.26 Hansch et al., 1995 Hermens et al., 1984 1836-75-5 Nitrofen 284 5.6 4.3 4.64 0.151 -3.27 Sangster, 1994 Oris et al. 571-58-4 1,4-Dimethylnaphthalene 156 4.3 4.3 4.37 0.1 -3.19 Hansch & Leo, 1985 8(e)-12746 85-01-8 Phenanthrene 178 4.5 4.4 4.46 0.0964 -3.27 Hansch & Leo, 1985 CAS - ETFS 85-01-8 Phenanthrene 178 4.5 4.4 4.46 0.1 -3.25 Hansch & Leo, 1985 CAS-Savino & Tanabe, 1989 4795-86-2 (is)-(-)-trans-Pi nane 138 4.7 4.4 0.4 -2.54 CAS-Savino & Tanabe, 1989 4795-86-2 (is)-(-)-trans-Pi nane 138 4.7 4.4 0.095 -3.16 CAS-Passino-Reader 1995 634-66-2 1,2,3,4-Tetrachlorobenzene 216 4.6 4.6 4.6 0.01 -4.33 Hansch & Leo, 1985 Hermens et al., 1984 23184-66-9 Butachlor 312 4 4.8 4.5 0.81 -2.59 Hansch et al., 1995 Oris et al. 206-44-0 Fluoranthene 202 5 4.9 5.2 0.043 -3.67 Hansch & Leo, 1985 Oris et al. 556-67-2 Octamethylcyclotetrasiloxa n 297 7 5.1 5.1 0.0079 -4.58 TSCATS 8(e)-11820 608-93-5 Pentachlorobenzene 250 5.2 5.2 5.17 0.35 -2.85 Hansch & Leo, 1985 Oris et al. 608-93-5 Pentachlorobenzene 250 5.2 5.2 5.17 0.01 -4.40 Hansch & Leo, 1985 Hermens et al., 1984 CBI CBI 228 6.5 6.1 0.02 -4.06 P98-____ CBI CBI 232 6.7 6.2 0.007 -4.52 P90-____, -____, -____, S03-__

_ CBI CBI 260 6.8 6.4 0.003 -4.94 P92-____ CBI CBI 260 6.8 6.4 0.005 -4.72 P92-____ 6742-54-7 Alkyl benzene 237 7.9 7.5 8.14 0.005 -4.68 Sherblom et al., 1992 CAS-SIDS 32534-81-9 Pentabromodiphenyl oxide 565 8.3 7.7 0.00755 -4.87 8(e)-14280

SAR data not included in regression equation: CBI CBI 238 7.5 6.9 * * P90-____

Data not used in SAR: CBI CBI 73 -1 -0.93 5000 1.84 P94-____; EC100 994-05-8 tert-Amyl methyl ether 102 1.6 1.9 83 -0.09 8FYI-1047; not verified 72-43-5 Methoxychlor 346 5.2 5.7 5.1 0.007 -4.69 Hansch & Leo, 1985 Oris et al.; excess toxicity 8001-35-2 Toxaphene 414 4.3 6.8 0.0000916 -6.66 ETFS; excess toxicity CBI CBI 271 8 7.6 0.031 -3.94 P98-____; FLAG per VN 68648-87-3 Benzene, C10-16 alkyl deri v 218 9.1 8.4 9.36 0.017 -4.11 8(e)-9421 8(e)-9421; EC>SH2O * indicates no effects at saturation



# References: Hermans J, Canton H, Janssen P, and De Jong R. 1984. Quantitative structure-activity relationships and toxicity studies of mixtures of chemicals with anesthetic potency: Acute lethal and sublethal toxicity to Daphnia magna . Aquatic Toxicology 5: 143-154.

Niederlehner BR, Cairns J, Smith EP. 1998. Modeling acute and chronic toxicity of nonpolar na rcotic chemicals and mixtures to Ceriodaphnia du bia . Ecotoxicology and Environmental Safety. 39:136-146.

Oris et al. 1991. Environ. Toxicol. Chem. 10, 217-224.

# Savino JF, Tanabe LL. 1989. Sublethal effects of Phenanthrene, Nicotine, and Pinane on Daphnia pulex. Bull. Environ. Contam. Toxicol. 42(5):778-784.

SIAR. 2004. SIDS Initial Assessment Report. SIAR for the 3 rd 

# SIAM. Undecylbenzene. Sponsor country: United States. Available at EPA docket.

Tong Z, Huailian Z, Hongjun J. 1996. Chronic toxicity of acrylonitrile and acetonitrile to Daphnia magna in 14-d and 21-d toxicity tests. Bull. Environ. Contam. Toxicol. 57(4)655- 659.

U.S. Environmental Protection Agency (USEPA). 2006. Database of environmental toxicity data from Pre m anufacture Notifications (PMN). Washington DC: Risk Assessment Division (RAD), OPPT, USEPA, 1400 Pennsylvania Ave., N.W. (Unpublished test data.)

U.S. Environmental Protection Agency (USEPA). 2006. Database of environmental toxicity data from data submitted under the “Toxic Substance Control Act” (TSCA). Public Law 94-469, 90 Stat. 2003, October 11, 1976. Washington DC: OPPT, USEPA, 1400 Pennsylvania Ave., N.W.

Wong et al.. 2001. Development of a freshwater aquatic toxicity database for ambient water qualit y criteria for methyl tertiary-butyl ether. Environmental Toxicology and Chemistry. 20(5):1125-1132.

# SAR NEUTRAL ORGANICS 07/20/2006

GREEN ALGAE ChV

ESTIMATED TOXICITY: The green algae chronic values (ChV) used to develop this SAR were measured and the octanol wat er partition coefficient s (Kow) were calculated using the computer program, KOWWIN (Version 1.67). The SAR equation used to estimate toxicity is:

Log ChV (mmol/L) = -0.5547 log K ow 

# + 0.0061

The ChV is in millimoles per liter (mM/L); N = 43 + 7; and the Coefficient of Determination (R 2 

# ) = 0.7187. To convert the ChV from mM/L to mg/L, multiply by the molecular weight of the compound.

Maximum K ow 

# : 8.0 Maximum MW: 1000

Graph:



# SAR for: Neutral Organics Class, Algal Chronic Value

y = -0.5547x + 0.0061
R 2 

## = 0.7187 n = 43 + 7



# -6.00 -4.00 -2.00 0.00 2.00 4.00 6.00

-3.0 -2.0 -1.0 0.0 1.0 2.0 3.0 4.0 5.0 6.0 7.0 8.0



# Log Kow (EPI)Log Algal ChV (mmol/L



# Application: Solvents, non-reactive, non-ionizable neutral organic compounds

1. Alcohols 2. Acetals

# 3. Ketones 4. Ethers 5. Alkyl halides 6. Aryl halides 7. Aromatic hydrocarbons 8. Halogenated aromatic hydrocarbons 9. Halogenated aliphatic hydrocarbons 10. Sulfides and di-sulfides

Limitations: If the log Kow value is greater than 5.0, or if the compound is solid and the ChV exceeds the water solubility by 10X , no effects at saturatio n are predicted.

Data:

### CAS No. Chemical Name M.W. log Kow log Kow log Kow (M) Algal ChV Log Algal ChV(mmol/L) Reference (Meas. Kow) Reference (ChV) CBI CBI 355 -2.8 -1.4 360 0.01 P97-____ CBI CBI 78 -1.4 -1.2 -1.35 2109 1.43 Hansch & Leo, 1985 P92-___

_ CBI CBI 116 0 -0.3 90 -0.11 P90-____ 111-69-3 1,4-Dicyanobutane 108 -0.42 0.35 -0.32 100 -0.03 Tanii & Hashimoto, 1985 CAS-SIDS CBI CBI 190 1.2 1.2 96 -0.30 P93-____ 74-85-1 Ethylene 28 1.2 1.3 1.13 13.9 -0.30 Hansch & Leo, 1985 VN sheet/SIDS CBI CBI 248 1.9 1.3 15.9 -1.19 P88-____ CBI CBI 248 1.9 1.3 27.3 -0.96 P88-____ CBI CBI 172 1.7 1.7 27 -0.80 P94-____ CBI CBI 271 2.1 1.9 69 -0.59 L96-____ CBI CBI 102 1.6 1.9 1.55 240 0.37 Datasheet P98-____ 71-43-2 Benzene 78 2.1 2 2.13 13 -0.78 Hansch & Leo, 1985 Herman, 1990 78-87-5 1,2-Dichloropropane 113 2 2.3 1.98 5.7 -1.30 Sangster, 1994 Robert 78-87-5 1,2-Dichloropropane 113 2 2.3 1.98 6 -1.27 Sangster, 1994 Robert 3622-84-2 Benzenesulfonamide, N 213 2.5 2.3 2.1 22 -0.99 PSIDS SIDS 104-90-5 2-Picoline, 5-ethyl 121 2.5 2.4 0.689 -2.24 CAS-SIDS 108-88-3 Toluene 92 2.6 2.5 2.73 1.8 -1.71 Hansch & Leo, 1985 Herman, 1990 CBI CBI 303 MF 2.5 2.73 8.2 -1.57 NS P02-____ CBI CBI 530 2.7 2.5 103 -0.71 P98-____ 104-76-7 2-Ethylhexanol 130 2.8 2.7 2 -1.81 CAS-SIDS 100-41-4 Ethylbenzene 106 3.2 3 3.15 1.4 -1.88 Hansch & Leo, 1985 Herman, 1990 95-47-6 o-Xylene 106 3.1 3.1 3.12 1.4 -1.88 Hansch & Leo, 1985 Herman, 1990 106-42-3 p-Xylene 106 3.1 3.1 3.15 1.2 -1.95 Hansch & Leo, 1985 Herman, 1990 108-38-3 m-Xylene 106 3.1 3.1 3.2 1 -2.03 Hansch & Leo, 1985 Herman, 1990 CBI CBI 221 3.4 3.2 0.82 -2.43 P92-____ 85-02-9 5,6-Benzoquinoline 179 3.2 3.3 3.43 0.98 -2.26 Hansch & Leo, 1985 CAS- van Vlaardingen, 1996 106-46-7 1,4-Dichlorobenzene 147 3.6 3.3 3.44 0.57 -2.41 Hansch et al., 1995 Herman, 1990 229-87-8 Phenanthridine 179 3.2 3.3 3.48 3.15 -1.75 Hansch et al., 1995 CAS- van Vlaardingen, 1996 230-27-3 Benzo[h]quinoline 179 3.2 3.3 3.43 4.47 -1.60 Sangster, 1993 CAS- van Vlaardingen, 1996 CBI CBI 154 2.4 3.4 2.87 4.8 -1.51 Li & Perdue, 1995 P89-____ 4180-23-8 trans-Anethole 148 3.3 3.4 3.09 -1.68 Dul terpene CBI CBI 100 4.3 3.7 0.35 -2.46 P02-____ 87-61-6 1,2,3-Trichlorobenzene 181 4.3 3.9 4.05 0.22 -2.92 Sangster, 1994 Calamari, 1983 120-82-1 1,2,4-Trichlorobenzene 181 4.3 3.9 4.02 0.37 -2.69 Hansch et al., 1995 Calamari, 1983

CBI CBI 107 4.9 4 2.76, 5.18 0.46 -2.37 Datasheet P04-____/P04-____ CBI CBI 344 2.9 4.3 22 -1.19 P97-____ CBI CBI 230 3.2 4.3 2.5 -1.96 P00-____ 35148-18-6 Z-9-Dodecanol 184 4.5 4.5 0.1 -3.26 8(e)-16211 CBI CBI 246 MF 4.9 1.7 -2.16 P03-____ CBI CBI 200 5.1 5.1 0.85 -2.37 P06-____; 8(e)-_____

3081-01-4 N-(1,4-dimethylpentyl)-N'-phenyl-pphenylenediamine 282 5.9 5.2 0.3 -2.97 8(e)-9170 CBI CBI 258 4.2 5.3 5.1 -1.70 P00-____ 118-74-1 Hexachlorobenzene 285 6.4 5.9 5.73 0.027 -4.02 DeBruijn et al., 1989 Calamari, 1983

SAR data not included in regression equation: CBI CBI 465 9.3 4.9 * * L03-____ CBI CBI 232 6.7 6.2 * * P90-____, -____, -____, S03-

_ CBI CBI 260 6.8 6.4 * * P92-____ CBI CBI 525 6.9 5.1 * * Rekker P00-____ CBI CBI 525 7.2 7.1 * * P98-____ CBI CBI 425 7.5 8.2 * * P91-____ CBI CBI 431 11 10 * * L05-____

Data not included in SAR: 994-05-8 tert-Amyl methyl ether 102 1.6 1.9 0.017 -3.78 8FYI-1050; not verified CBI CBI 250 mf 2.4 * * P92-____; SRC log Kow too lo w CBI CBI 290 5.5 5.6 0.012 -4.38 P97-____; VN Flag CBI CBI 515 6.8 7 3.26 <0.100 P02-306 P02-____; inequality * indicates no effects at saturation



# References: Calamari D, Galassi S, Setti F, and Vighi M. 1983. Toxicity of selected chlorobenzenes to aquatic or ganisms. Chemosphere 12: 253-262.

Galassi S a nd Vighi M. 1981. Testing toxicity of volatile substances with algae. Chemosphere 10: 1123-1126.

United States Environme ntal Protection Agency (USEPA). 1991. OTS PMN ECOTOX. Washington, DC: USEPA, Office of Toxic Substances.

# United States Environmental Protection Agency (USEPA). 1992. Aquatic toxicity database. Duluth, MN: USEPA, ERL - Duluth.

# SAR NEUTRAL ORGANICS 07/20/2006

FISH (SW) 96-h LC50

ESTIMATED TOXICITY: The saltwater fish 96-h LC50 values used to develop this SAR were measured and the octanol wat er partition coefficient s (Kow) were calculated using the computer program, KOWWIN (Version 1.67). The SAR equation used to estimate toxicity is:

Log 96-h LC50 (mmol/L) = - 0.9129 log K ow 

# + 1.8558

The LC50 is in millimoles per liter (mM/L); N = 25 + 1; and the Coefficient of Determination (R 2 

# ) = 0.6859. To convert the LC50 from mM/L to mg/L, multiply by the molecular weight of the compound.

Maximum K ow 

# : 5.0 Maximum MW: 1000

Graph:



# SAR for: Neutral Organics Class, Fish Saltwater 96-h LC50

y = -0.9129x + 1.8558
R 2



## = 0.6859 n = 25 + 1 

# -6.00 -4.00 -2.00 0.00 2.00 4.00 6.00

-3.0 -2.0 -1.0 0.0 1.0 2.0 3.0 4.0 5.0 6.0 7.0 8.0



# Log Kow (EPI)Log Fish Saltwater 96-h LC5(mmol/L)



# Application: Solvents, non-reactive, non-ionizable neutral organic compounds

1. Alcohols 2. Acetals

# 3. Ketones 4. Ethers 5. Alkyl halides 6. Aryl halides 7. Aromatic hydrocarbons 8. Halogenated aromatic hydrocarbons 9. Halogenated aliphatic hydrocarbons 10. Sulfides and di-sulfides

Limitations: If the log Kow value is greater than 5.0, or if the compound is solid and the EC50 exceeds the water solub ility by 10X , no effects at saturation are predicted.

Data:

CAS No. Chemical Name M.W. log Kow (CLogP) log Kow (EPI ) log Kow (M) Fish SW 96-h LC50 (mg/L) log Fish SW 96-h LC50 (mmol/L) Reference (Meas. Kow) Reference (LC50) 75-09-2 Methylene chloride 85 1.3 1.3 1.25 322.9 0.58 Hansch & Leo, 1985 Zaroogian et al., 1985 98-95-3 Nitrobenzene 123 1.9 1.8 1.85 58.92 -0.32 Hansch & Leo, 1985 Zaroogian et al., 1985 79-34-5 1,1,2,2-Tetrachloroethane 168 2.6 2.2 2.39 11.883 -1.15 Hansch & Leo, 1985 Zaroogian et al., 1985 108-88-3 Toluene 92 2.6 2.5 2.73 381 0.62 Hansch & Leo, 1985 CAS-ETFS 108-90-7 Chlorobenzene 113 2.9 2.6 2.84 9.804 -1.06 Sangster, 1994 Zaroogian et al., 1985 71-55-6 1,1,1-Trichloroethane 133 2.5 2.7 2.49 70.015 -0.28 Hansch & Leo, 1985 Zaroogian et al., 1985 100-41-4 Ethylbenzene 106 3.2 3 3.15 275 0.41 Hansch & Leo, 1985 CAS-ETFS 76-01-7 1,1,1,2,2-Pentachloroethane 202 3.6 3.11 3.22 113.762 -0.25 Hansch et al., 1995 Zaroogian et al., 1985 95-50-1 1,2-Dichlorobenzene 147 3.5 3.3 3.43 9.491 -1.19 Hansch et al., 1995 Zaroogian et al., 1985 106-46-7 p-Dichlorobenzene 147 3.6 3.3 3.44 7.4 -1.30 Hansch et al., 1995 CAS - ETFS 106-46-7 p-Dichlorobenzene 147 3.6 3.3 3.44 7.2 -1.31 Hansch et al., 1995 Zaroogian et al., 1985 5541-73-1 1,3-Dichlorobenzene 147 3.5 3.3 3.43 7.715 -1.28 Hansch et al., 1995 Zaroogian et al., 1985 132-64-9 Dibenzofuran 168 4.1 3.7 4.12 1.761 -1.98 Hansch & Leo, 1985 Zaroogian et al., 1985 92-52-4 Biphenyl 154 4 3.8 3.98 4.6 -1.52 Sangster, 1993 8(e)-3066 120-82-1 1,2,4-Trichlorobenzene 181 4.2 3.9 4.02 20.833 -0.94 Hansch et al., 1995 Zaroogian et al., 1985 67-72-1 1,1,1,2,2,2-Hexachloroethane 237 4.6 4 4.14 1.38 -2.23 Hansch et al., 1995 Zaroogian et al., 1985 101-84-8 Diphenyl ether 170 4.2 4.1 4.21 2.35 -1.86 Hansch & Leo, 1985 Zaroogian et al., 1985 83-32-9 Acenaphthene 154 3.8 4.2 3.92 3.1 -1.70 Hansch & Leo, 1985 CAS-ETFS 85-01-8 Phenanthrene 178 4.5 4.4 4.46 0.429 -2.62 Hansch & Leo, 1985 CAS - ETFS 85-01-8 Phenanthrene 178 4.5 4.4 4.46 0.108 -3.22 Hansch & Leo, 1985 CAS - ETFS 2051-62-9 4-Chlorobiphenyl 189 4.7 4.4 4.61 0.68 -2.44 Hansch et al., 1995 8(e)-3066 2051-60-7 2-Chlorobiphenyl 189 4.5 4.4 4.53 4.1 -1.66 Hansch et al., 1995 8(e)-3066 95-94-3 1,2,4,5-Tetrachlorobenzene 216 4.8 4.6 4.64 0.784 -2.44 Hansch & Leo, 1985 Zaroogian et al., 1985 634-90-2 1,2,3,5-Tetrachlorobenzene 216 4.8 4.6 4.56 3.666 -1.77 Hansch & Leo, 1985 Zaroogian et al., 1985 143-50-0 Kepone 491 3.5 4.9 5.41 0.693 -2.85 Pomona, 1987 Zaroogian et al., 1985

SAR data not included in regression equation: CBI CBI 519 11 10 * * P05-____

Data not used in SAR: 75-25-2 Bromoform 253 2.4 1.8 2.4 17.893 -1.15 Chem Inspect Test Inst, 1992 Zaroogian et al., 1985; excess to x 101-84-8 Diphenyl ether 170 4.2 4.1 4.21 2.4 -1.85 Hansch & Leo, 1985 LeBlanc, 1984; no duration 58-89-9 Lindane 291 3.7 4.3 3.72 0.801 -2.56 Hansch & Leo, 1985 Zaroogian et al., 1985; excess to x 72-43-5 Methoxychlor 346 5.2 5.7 5.08 0.049 -3.85 Hansch & Leo, 1985 Zaroogian et al., 1985; excess to x 8001-35-2 Toxaphene 414 4.3 6.8 0.000714 -5.76 ETFS; excess toxicity CBI CBI 212 P92-____; no structure



# References: U.S. Environmental Protection Agency (USEPA). 1992. Environmental Toxicity Fact Sheet (ETFS). Washington DC: Office of Water, USEPA, 1400 Pennsylvania Avenue NW.

U.S. Environmental Protection Agency (USEPA). 2006. Database of environmental toxicity data from Pre m anufacture Notifications (PMN). Washington DC: Risk Assessment Division (RAD), OPPT, USEPA, 1400 Pennsylvania Ave., N.W. (Unpublished test data.)

U.S. Environmental Protection Agency (USEPA). 2006. Database of environmental toxicity data from data submitted under the “Toxic Substance Control Act” (TSCA). Public Law 94-469, 90 Stat. 2003, October 11, 1976. Washington DC: OPPT, USEPA, 1400 Pennsylvania Ave., N.W.

# Zaroogian G, Heltshe JF, and Johnson M. 1985. Estimation of toxicity to marine species with structure activity models developed to estimate toxicity to freshwater fish. Aquatic Toxicology 6: 251-270.

# SAR NEUTRAL ORGANICS 07/20/2006

MYSID SHRIMP 96-h LC50

ESTIMATED TOXICITY: The saltwater mysid shrimp 96-h LC50 values used to develop this SAR were measured and the octa nol water partition coeff icients (Kow) were calculated using the computer program, KOWWIN (Version 1.67). The SAR equation used to estimate toxicity is:

Log 96-h LC50 (mmol/L) = - 1.1897 log K ow 

# + 2.2651

The LC50 is in millimoles per liter (mM/L); N = 14 + 1; and the Coefficient of Determination (R 2 

# ) = 0.7485. To convert the LC50 from mM/L to mg/L, multiply by the molecular weight of the compound.

Maximum K ow 

# : 5.0 Maximum MW: 1000

Graph:


# SAR for: Neutral Organics Class, Mysid 96-h LC50

y = -1.1897x + 2.2651
R 2 

## = 0.7485 n = 14 + 1 

# -6.00 -4.00 -2.00 0.00 2.00 4.00 6.00

-3.0 -2.0 -1.0 0.0 1.0 2.0 3.0 4.0 5.0 6.0 7.0 8.0



# Log Kow (EPI)Log Mysid 96-h LC50 (mmol/



# Application: Solvents, non-reactive, non-ionizable neutral organic compounds

1. Alcohols 2. Acetals

# 3. Ketones 4. Ethers 5. Alkyl halides 6. Aryl halides 7. Aromatic hydrocarbons 8. Halogenated aromatic hydrocarbons 9. Halogenated aliphatic hydrocarbons 10. Sulfides and di-sulfides

Limitations: If the log Kow value is greater than 5.0, or if the compound is solid and the EC50 exceeds the water solub ility by 10X , no effects at saturation are predicted.

Data:

CAS No. Chemical Name M.W. log Kow (CLogP) log Kow (EPI ) log Kow (M) Mysid 96-h LC50 (mg/L) Log Mysid 96- h LC50(mmol/L) Reference (Meas. Kow) Reference (LC50) 71-43-2 Benzene 78 2.1 2 2.13 27 -0.46 Hansch & Leo, 1985 CAS-ETFS CBI CBI 113 2 2.2 24.79 -0.66 CBI 142-28-9 1,3-Dichloropropane 113 1.7 2.3 2 10.0702 -1.05 Hansch & Leo, 1985 Zaroogian et al., 1985 108-88-3 Toluene 92 2.6 2.5 2.73 56.3 -0.21 Hansch & Leo, 1985 CAS-ETFS 108-88-3 Toluene 92 2.6 2.5 2.73 55.5198 -0.22 Hansch & Leo, 1985 Zaroogian et al., 1985 108-90-7 Chlorobenzene 113 2.9 2.6 2.84 16.2699 -0.84 Sangster, 1994 Zaroogian et al., 1985 100-41-4 Ethylbenzene 106 3.2 3 3.15 87.6 -0.08 Hansch & Leo, 1985 CAS-ETFS 106-46-7 p-Dichlorobenzene 147 3.6 3.3 3.44 1.99 -1.87 Hansch et al, 1995 CAS - ETFS 120-82-1 1,2,4-Trichlorobenzene 181 4.2 3.9 4.02 0.4454 -2.61 Hansch et al., 1995 Zaroogian et al., 1985 83-32-9 Acenaphthene 154 3.8 4.2 3.92 0.3177 -2.69 Hansch & Leo, 1985 CAS-ETFS 83-32-9 Acenaphthene 154 3.8 4.2 3.92 0.025 -3.79 Hansch & Leo, 1985 Zaroogian et al., 1985 85-01-8 Phenanthrene 178 4.5 4.4 4.46 0.0219 -3.91 Hansch & Leo, 1985 CAS - ETFS 95-94-3 1,2,4,5-Tetrachlorobenzene 216 4.8 4.6 4.64 1.4596 -2.17 Hansch & Leo, 1985 Zaroogian et al., 1985 634-90-2 1,2,3,5-Tetrachlorobenzene 216 4.8 4.6 4.56 0.3344 -2.81 Hansch & Leo, 1985 Zaroogian et al., 1985

SAR data not included in regression equation: 608-93-5 Pentachlorobenzene 250 5.2 5.2 5.17 0.1616 -3.19 Hansch & Leo, 1985 Zaroogian et al., 1985 CBI CBI 519 11 10 * * P05-____

Data not used in SAR: 994-05-8 tert-Amyl methyl ether 102 1.6 1.9 14 -0.86 8FYI-1056; not verified 101-84-8 Diphenyl ether 170 4.2 4.1 4.21 0.71 -2.38 Hansch & Leo, 1985 LeBlanc, 1984; no duration

58-89-9 Lindane 491 3.7 4.9 3.72 0.0059 -4.92 Hansch & Leo, 1985 Zaroogian et al., 1985; excess toxicity 8001-35-2 Toxaphene 414 4.3 6.8 0.00322 -5.11 ETFS; excess toxicity 53905-38-7 1-(8-Methoxy-4,8-dimethyln o 305 7.8 8 2.83 -2.03 8(e)-9161; not verified



# References: U.S. Environmental Protection Agency (USEPA). 1992. Environmental Toxicity Fact Sheet (ETFS). Washington DC: Offi ce of Water, USEPA, 1400 Pennsylvania Avenue NW.

U.S. Environmental Protection Agency (USEPA). 2006. Database of environmental toxicity data from data submitted under the “Toxic Substance Control Act” (TSCA). Public Law 94-469, 90 Stat. 2003, October 11, 1976. Washington DC: OPPT, USEPA, 1400 Pennsylvania Ave., N.W.

Zaroogian G, Heltshe JF, and Johnson M. 1985. Estimation of toxicity to marine species with structure activity models developed to estimate toxicity to freshwater fish. Aquatic Toxicology 6: 251-270.

# SAR NEUTRAL ORGANICS 07/20/2006

FISH (SW) ChV

ESTIMATED TOXICITY: The saltwater fish chronic values (ChV) used to develop this SAR were measured and the octanol water partition coefficie nts (Kow) were calculated using the computer program, KOWWIN (Version 1.67). The SAR equation used to estimate toxicity is:

Log ChV (mmol/L) = - 0.6303 log K ow 

# + 0.3108

The ChV is in millimoles per liter (mM/L); and N = 2. To convert the ChV from mM/L to mg/L, multiply by the molecular weig ht of the compound.

Maximum K ow 

# : 8.0 Maximum MW: 1000

Graph:



# SAR for: Neutral Organics Class, Fish (SW) ChV

y = -0.6303x + 0.3108 n =2 

# -6.00 -4.00 -2.00 0.00 2.00 4.00 6.00

-3.0 -2.0 -1.0 0.0 1.0 2.0 3.0 4.0 5.0 6.0 7.0 8.0



# Log Kow (EPI)Log Fish SW ChV (mmol/L)



# Application: Solvents, non-reactive, non-ionizable neutral organic compounds

1. Alcohols 2. Acetals 3. Ketones 4. Ethers 5. Alkyl halides

# 6. Aryl halides 7. Aromatic hydrocarbons 8. Halogenated aromatic hydrocarbons 9. Halogenated aliphatic hydrocarbons 10. Sulfides and di-sulfides

Limitations: If the log Kow value is greater than 8.0, or if the compound is solid and the ChV exceeds the water solubility by 10X , no effects at saturatio n are predicted.

Data:

CAS No. Chemical Name M.W. log Kow (CLogP) log Kow (EPI ) log Kow (M) Fish SW ChV (mg/L) Log Fish SW ChV (mmol/L) Reference (Meas. Kow) Reference (ChV) 108-88-3 Toluene 92 2.6 2.5 2.73 5 -1.26 Hansch & Leo, 1985 CAS-ETFS 83-32-9 Acenaphthene 154 3.8 4.2 3.92 0.71 -2.34 Hansch & Leo, 1985 CAS-ETFS

Data not used in SAR: 8001-35-2 Toxaphene 414 4.3 6.8 0.000714 -5.76 ETFS; excess toxicity 72-43-5 Methoxychlor 346 5.2 5.7 5.08 0.017 -4.31 Hansch & Leo, 1985 Hansen & P; excess toxicity



# References: Hansen D.J., and P.R. Parrish. 1977. Suitability of Sheepshead minnows ( Cyprinodon variegates) for life-cycle toxicity tests. Aquatic Toxicology and Hazard Evaluation, 1 st 

# Symposium. ASTM STP 634, Philadelphia, PA: 117-126.

U.S. Environmental Protection Agency (USEPA). 1992. Environmental Toxicity Fact Sheet (ETFS). Washington DC: Office of Water, USEPA, 1400 Pennsylvania Avenue NW.

# SAR NEUTRAL ORGANICS 07/20/2006

MYSID (SW) ChV

ESTIMATED TOXICITY: The saltwater mysid ChV values used to develop this SAR were measured and the octanol wat er partition coefficient s (Kow) were calculated using the computer program, KOWWIN (Version 1.67). The SAR equation used to estimate toxicity is:

Log 16-d ChV (mmol/L) = - 1.3184 log K ow 

# + 1.4592

The ChV is in millimoles per liter (mM/L); and N = 2. To convert the ChV from mM/L to mg/L, multiply by the molecular weig ht of the compound.

Maximum K ow 

# : 8.0 Maximum MW: 565

Graph:



# SAR for: Neutral Organics Class, Mysid Saltwater ChV

y = -1.3184x + 1.4592 n = 2 

# -6.00 -4.00 -2.00 0.00 2.00 4.00 6.00

-3.0 -2.0 -1.0 0.0 1.0 2.0 3.0 4.0 5.0 6.0 7.0 8.0 

# Log Kow (EPI)Log Mysid SW ChV (mmol/



# Application: Solvents, non-reactive, non-ionizable neutral organic compounds

1. Alcohols 2. Acetals 3. Ketones 4. Ethers

# 5. Alkyl halides 6. Aryl halides 7. Aromatic hydrocarbons 8. Halogenated aromatic hydrocarbons 9. Halogenated aliphatic hydrocarbons 10. Sulfides and di-sulfides

Limitations: If the log Kow value is greater than 5.0, or if the compound is solid and the ChV exceeds the water solubility by 10X , no effects at saturatio n are predicted.

Data:

CAS No. Chemical Name M.W. log Kow (CLogP) log Kow (EPI ) log Kow (M) Mysid SW ChV (mg/L) Log Mysid SW ChV (mmol/L) Reference (Meas. Kow) Reference (ChV) CBI CBI 113 2 2.2 4.09 -1.44 CBI 85-01-8 Phenanthrene 178 4.5 4.4 4.46 0.0081 -4.34 Hansch & Leo, 1985 CAS - ETFS

Data not used in SAR: 8001-35-2 Toxaphene 414 4.3 6.8 0.00179 -5.36 ETFS; excess toxicity



# References: 

# U.S. Environmental Protection Agency (USEPA). 2006. Database of environmental toxicity data from Pr emanufacture Notifications (PMN). Washington DC: Risk Assessment Division (RAD), OPPT, USEPA, 1400 Pennsylvania Ave., N.W. (Unpublished test data.)

U.S. Environmental Prot ection Agency (USEPA). 1992. Environmental Toxicity Fact Sheet (ETFS). Washington DC: Office of Water, USEPA, 1400 Pennsylvania Avenue NW.

# SAR NEUTRAL ORGANICS 07/20/2006

EARTHWORM 14-d LC50

ESTIMATED TOXICITY: The earthworm 14-d LC50 values used to develop this SAR were measured and the octanol wat er partition coefficient s (Kow) were calculated using the computer program, KOWWIN (Version 1.67). The SAR equation used to estimate toxicity is:

Log 14-d LC50 (mmol/L) = - 0.1037 log K ow 

# + 0.4476

The LC50 is in millimoles per liter (mM/L); N = 8; and the Coefficient of Determination (R 2 

# ) = 0.5067. To convert the LC50 from mM/L to mg/L, multiply by the molecular weight of the compound.

Maximum K ow 

# : 6.0 Maximum MW: 1000

Graph:
SAR for: Neutral Organics Class, Earthworm 14-d LC50

y = -0.1037x + 0.4476
R 2 

## = 0.5067 n = 8 

## -6.00 -4.00 -2.00 0.00 2.00 4.00 6.00

-3.0 -2.0 -1.0 0.0 1.0 2.0 3.0 4.0 5.0 6.0 7.0 8.0



## Log Kow (EPI)Log Algal 96-h EC50 (mmol/kg



# Application: Solvents, non-reactive, non-ionizable neutral organic compounds

1. Alcohols 2. Acetals 3. Ketones 4. Ethers 5. Alkyl halides 6. Aryl halides

# 7. Aromatic hydrocarbons 8. Halogenated aromatic hydrocarbons 9. Halogenated aliphatic hydrocarbons 10. Sulfides and di-sulfides

Limitations:

Data:

CAS No. Chemical Name M.W. log Kow (CLogP) log Kow (EPI ) log Kow (M) Earthworm 14-d LC50 (mg/kg) Log Earthworm 14- d LC50 (mmol/kg) Reference (Meas. Kow) Reference (LC50) 98-95-3 Nitrobenzene 123 1.9 1.8 1.85 319 0.41 Hansch & Leo, 1985 Neuhauser, 1986 78-87-5 1,2-Dichloropropane 113 2.0 2.3 1.98 127 0.05 Sangster, 1994 Neuhauser, 1985 106-46-7 p-Dichlorobenzene 147 3.6 3.3 3.44 229 0.19 Hansch et al., 1995 Van Gestel et al., 1991 120-82-1 1,2,4-Trichlorobenzene 181 4.2 3.9 4.02 197 0.04 Hansch et al., 1995 Neuhauser, 1986 87-61-6 1,2,3-Trichlorobenzene 181 4 3.9 4.05 134 -0.13 Sangster, 1994 Van Gestel et al., 1991 86-73-7 Fluorene 166 4.1 4.0 4.18 173 0.02 Hansch et al., 1995 Neuhauser, 1985 634-66-2 1,2,3,4-Tetrachlorobenze n 216 4.6 4.6 4.6 223 0.01 Hansch, C. et al. 1995 Van Gestel et al., 1991 608-93-5 Pentachlorobenzene 250 5.2 5.2 5.17 238 -0.02 Hansch & Leo, 1985 Van Gestel et al., 1991

SAR data not included in regression equation:

Data not included in SAR:

* indicates no effects at saturation



# References: Belfroid et al.. 1995. Hydrophobic Organic Chemicals in Earthworms. Environ. Sci. & Pollut. Res. 2(1):11 (data from Van Gestel et al., 1991)

Neuhauser, E.F., Durkin, P.R., Malecki, M.R. and Anatra, M. 1986. Comparative toxicity of ten organic chemicals to four earthworm species. Comp. Biochem. Physiol. 83C: 19 7- 200.

Neuhauser, E.F., Loehr, R.C., Malecki, M.R., Milligan, D.L. and Durkin, P.R. 1985. The toxicity of selected organ ic chemicals to the earth worm Eisenia fetida . Journal of Environmental Quality 14: 383-388.

# SAR Phenols 12/2007

FISH 96-h LC50 (Mortality)

ESTIMATED TOXICITY: The fish 96-h LC50 values used to develop this SAR were measured and the octanol water partition coeffici ents (Kow) were calculated using the co mputer program, KOWWIN (Version 1.67). The SAR equation used to estimate toxicity is:

Log 96-h LC50 (mmol/L) = -0.7322 (log Kow) + 0.6378

The LC50 is in millimoles per liter (mM/L); N = 20 3 + 1 3; and the Coefficient of Determination (R 2 

# ) = 0.8393. To convert the LC50 from mM/L to mg/L, mult iply by the molecular weight of the compound.

Maximum K ow 

# : 7.0 Maximum MW: 1000

Graph: 

# SAR for: Phenols, Fish 96-h LC50

y = -0.7322x + 0.6378
R 2 

# = 0.8393 n = 203 + 13 

# -6.00 -4.00 -2.00 0.00 2.00 4.00 6.00

-3.0 -2.0 -1.0 0.0 1.0 2.0 3.0 4.0 5.0 6.0 7.0 8.0



# Log Kow (EPI)Log Fish 96-h LC50 (mmol/L)



# Application: This SAR may be used to estimate toxicity for phenols.

Limitations: Phenols which contain the following groups may have ex ce ss toxi city compared with the values predicted by this SAR:

1,2-di(OH) groups (e.g., catechol)

# If the log Kow value is greater than 7.0, or if the compound is solid and the LC50 exceeds the water solubility by 10X, no effects at saturation are predicted.

Data:

CAS No. Chemical Name M.W. log Kow (CLogP) log Kow (EPI ) log Kow (M) Fish 96-h LC50 (mg/L) Log Fish 96-h LC50 (mmol/L) Reference (Meas. Kow) Reference (Fish 96-h LC50) 103-90-2 4-Acetamidophenol 151 0.49 0.27 0.46 814 0.73 Sangster, 1994 DUL 621-42-1 3-Acetamidophenol 151 0.49 0.27 0.73 1130 0.87 Hansch & Leo, 1985 DUL 614-80-2 2-Acetamidophenol 151 0.72 0.62 0.72 22.1 -0.83 Hansch & Leo, 1985 DUL 614-80-2 2-Acetamidophenol 151 0.72 0.62 0.72 33 -0.66 Hansch & Leo, 1985 DUL 15128-82-2 3-Hydroxy-2-nitropyridine 140 0.92 0.72 167 0.08 DUL 6636-78-8 2-Chloro-3-pyridinol 130 1.4 0.97 622 0.68 DUL 108-46-3 Resorcinol 110 0.81 1 0.8 40 -0.44 Hansch, C. et al., 1995 Ewell et al., 1986 108-46-3 Resorcinol 110 0.81 1 0.8 100 -0.04 Hansch, C. et al., 1995 Degraeve, 1980 108-46-3 Resorcinol 110 0.81 1 0.8 110 0.00 Hansch, C. et al., 1995 Curtis & Ward, 1981 120-80-9 Catechol 110 0.89 1 0.88 3.5 -1.50 Hansch & Leo, 1985 Datasheet 120-80-9 Catechol 110 0.89 1 0.88 8.9 -1.09 Hansch & Leo, 1985 Degraeve, 1980 120-80-9 Catechol 110 0.89 1 0.88 9.22 -1.08 Hansch & Leo, 1985 DUL 65-45-2 2-Hydroxybenzamide 137 1.3 1 1.28 101 -0.13 Hansch & Leo, 1985 DUL

121-33-5 Vanillin 152 1.4 1.1 1.21; 1.23 57 -0.43 Hansch & Leo, 1985; SIDS SIDS 121-33-5 Vanillin 152 1.4 1.1 1.21 123 -0.09 Hansch & Leo, 1985 SIDS 6602-32-0 2-Bromo-3-pyridinol 174 1.5 1.2 469 0.43 DUL 108-95-2 Phenol 94 1.5 1.5 1.46 8.9 -1.02 Hansch & Leo, 1985 Degraeve, 1980 108-95-2 Phenol 94 1.5 1.5 1.46 10.2 -0.96 Hansch & Leo, 1985 EPA, 1980 CBI CBI 94 1.5 1.5 1.46 13 -0.86 Hansch & Leo, 1985 P98-____ CBI CBI 94 1.5 1.5 1.46 12.31 -0.88 Hansch & Leo, 1985 P05-____ 108-95-2 Phenol 94 1.5 1.5 1.46 16.4 -0.76 Hansch & Leo, 1985 EPA, 1980 108-95-2 Phenol 94 1.5 1.5 1.46 16.7 -0.75 Hansch & Leo, 1985 EPA, 1980 108-95-2 Phenol 94 1.5 1.5 1.46 19 -0.69 Hansch & Leo, 1985 EPA, 1980 108-95-2 Phenol 94 1.5 1.5 1.46 24.8 -0.58 Hansch & Leo, 1985 DUL 108-95-2 Phenol 94 1.5 1.5 1.46 26 -0.56 Hansch & Leo, 1985 EPA, 1980 108-95-2 Phenol 94 1.5 1.5 1.46 28.8 -0.51 Hansch & Leo, 1985 DUL 108-95-2 Phenol 94 1.5 1.5 1.46 29.8 -0.50 Hansch & Leo, 1985 Konemann & Musch, 1981 108-95-2 Phenol 94 1.5 1.5 1.46 32 -0.47 Hansch & Leo, 1985 Ewell et al., 1986 108-95-2 Phenol 94 1.5 1.5 1.46 32.4 -0.46 Hansch & Leo, 1985 DUL 108-95-2 Phenol 94 1.5 1.5 1.46 34.9 -0.43 Hansch & Leo, 1985 EPA, 1980 108-95-2 Phenol 94 1.5 1.5 1.46 36 -0.42 Hansch & Leo, 1985 EPA, 1980 108-95-2 Phenol 94 1.5 1.5 1.46 36.3 -0.41 Hansch & Leo, 1985 EPA, 1980

108-95-2 Phenol 94 1.5 1.5 1.46 37 -0.40 Hansch & Leo, 1985 Veith GD & Broderius SJ, 1987 108-95-2 Phenol 94 1.5 1.5 1.46 43 -0.34 Hansch & Leo, 1985 Saarikoski & Viluksela, 1982 108-95-2 Phenol 94 1.5 1.5 1.46 44.5 -0.32 Hansch & Leo, 1985 EPA, 1980 108-95-2 Phenol 94 1.5 1.5 1.46 49.7 -0.28 Hansch & Leo, 1985 DUL 108-95-2 Phenol 94 1.5 1.5 1.46 67.5 -0.14 Hansch & Leo, 1985 Degraeve 150-19-6 3-Methoxyphenol 124 1.6 1.6 1.34 74 -0.22 Hansch & Leo, 1985 DUL

150-19-6 3-Methoxyphenol 124 1.6 1.6 1.34 74 -0.22 Hansch & Leo, 1985 Veith GD & Broderius SJ, 1987 150-76-5 4-Methoxyphenol 124 1.6 1.6 1.58 110 -0.05 Hansch & Leo, 1985 DUL

150-76-5 4-Methoxyphenol 124 1.6 1.6 1.58 110 -0.05 Hansch & Leo, 1985 Veith GD & Broderius SJ, 1987 16879-02-0 6-Chloro-2-pyridinol 130 0.93 1.7 214 0.22 DUL 4214-79-3 5-Chloro-2-pyridinol 130 1.8 1.7 1140 0.94 DUL 2138-22-9 4-Chlorocatechol 145 2 1.7 1.58 -1.96 DUL CBI CBI 212 1.6 1.7 1.2 60 -0.55 HPLC P98-____ 100-02-7 4-Nitrophenol 139 1.9 1.9 1.91 31.7 -0.64 Hansch & Leo, 1985 Broderius et al., 2005 100-02-7 4-Nitrophenol 139 1.9 1.9 1.91 6.93 -1.30 Hansch & Leo, 1985 Marking, 1991 100-02-7 4-Nitrophenol 139 1.9 1.9 1.91 14.2 -0.99 Hansch & Leo, 1985 Saarikoski & Viluksela, 1982 100-02-7 4-Nitrophenol 139 1.9 1.9 1.91 37.3 -0.57 Hansch & Leo, 1985 DUL 100-02-7 4-Nitrophenol 139 1.9 1.9 1.91 41 -0.53 Hansch & Leo, 1985 DUL 100-02-7 4-Nitrophenol 139 1.9 1.9 1.91 41 -0.53 Hansch & Leo, 1985 Holcombe, GW et al., 1984 100-02-7 4-Nitrophenol 139 1.9 1.9 1.91 58.6 -0.38 Hansch & Leo, 1985 DUL 554-84-7 3-Nitrophenol 139 1.9 1.9 2 11.8 -1.07 Hansch, C. et al., 1995 Saarikoski & Viluksela, 1982 88-75-5 2-Nitrophenol 139 1.9 1.9 1.8 160 0.06 Hansch & Leo, 1985 DUL 106-44-5 p-Cresol 108 2 2.1 1.95 7.9 -1.14 Hansch & Leo, 1985 Datasheet 106-44-5 4-Methylphenol 108 2 2.1 1.94 16.5 -0.82 Hansch & Leo, 1985 Veith GD & Broderius SJ, 1987 106-44-5 p-Cresol 108 2 2.1 1.95 28.6 -0.58 Hansch & Leo, 1985 Datasheet 108-39-4 m-Cresol 108 2 2.1 1.95 8.9 -1.08 Hansch & Leo, 1985 Datasheet 108-39-4 3-Methylphenol 108 2 2.1 1.96 23.1 -0.67 Hansch, C. et al., 1995 Saarikoski & Viluksela, 1982108-39-4 m-Cresol 108 2 2.1 1.95 55.9 -0.29 Hansch & Leo, 1985 Datasheet 1319-77-3 mixed-Cresol 108 2 2.1 1.95 12.8 -0.93 Hansch & Leo, 1985 DUL 95-48-7 o-Cresol 108 2 2.1 1.95 8.4 -1.11 Hansch & Leo, 1985 Datasheet 95-48-7 o-Cresol 108 2 2.1 1.95 14 -0.89 Hansch & Leo, 1985 DUL 95-48-7 o-Cresol 108 2 2.1 1.95 18.2 -0.77 Hansch & Leo, 1985 Datasheet

552-41-0 2'-Hydroxy-4'- methoxyacetophenone 166 2 2.1 54.9 -0.48 DUL

552-41-0 2'-Hydroxy-4'- methoxyacetophenone 166 2 2.1 87.8 -0.28 DUL

2150-47-2 Methyl, 2,4- dihydroxybenzoate 168 1.9 2.1 45.8 -0.56 DUL 106-48-9 4-Chlorophenol 129 2.5 2.2 2.39 6.11 -1.32 Hansch, C. et al., 1995 DUL 106-48-9 4-Chlorophenol 129 2.5 2.2 2.39 8.5 -1.18 Hansch, C. et al., 1995 Saarikoski & Viluksela, 1982 108-43-0 3-Chlorophenol 129 2.5 2.2 2.25; 2.5 6.4 -1.30 Hansch, C. et al., 1995; Unkn o Konemann & Musch, 1981 95-57-8 2-Chlorophenol 129 2.2 2.2 2.15 9.41 -1.14 Hansch, C. et al., 1995 DUL

95-57-8 2-Chlorophenol 129 2.2 2.2 2.15 9.41 -1.14 Hansch, C. et al., 1995 Veith GD & Broderius SJ, 1987 95-57-8 2-Chlorophenol 129 2.2 2.2 2.15 11.2 -1.06 Hansch, C. et al., 1995 Konemann & Musch, 1981 95-57-8 2-Chlorophenol 129 2.2 2.2 2.15 13.8 -0.97 Hansch, C. et al., 1995 DUL 95-57-8 2-Chlorophenol 129 2.2 2.2 2.15 13.8 -0.97 Hansch, C. et al., 1995 Saarikoski & Viluksela, 1982

769-28-8 3-Cyano-4,6-dimethyl-2- hydroxypyridine 148 1.8 2.3 157 0.03 DUL 3428-24-8 4,5-Dichlorocatechol 179 2.7 2.3 0.89 -2.30 DUL CBI CBI 120 2.2 2.4 10 -1.08 L96-___

_ 105-67-9 2,4-Dimethylphenol 122 2.5 2.6 2.3 16.6 -0.87 Hansch & Leo, 1985 DUL 105-67-9 2,4-Dimethylphenol 122 2.5 2.6 2.3 16.6 -0.87 Hansch & Leo, 1985 Holcombe, GW et al., 1984 123-07-9 4-Ethylphenol 122 2.5 2.6 2.58 10.4 -1.07 Hansch & Leo, 1985 DUL

123-07-9 4-Ethylphenol 122 2.5 2.6 2.58 10.4 -1.07 Hansch & Leo, 1985 Veith GD & Broderius SJ, 1987 2460-49-3 4,5-Dichloroguaiacol 193 2.9 2.6 3.26 4.47 -1.64 Hansch & Leo, 1985 DUL

2460-49-3 4,5-Dichloro-2- methoxyphenol 193 2.9 2.6 3.26 4.8 -1.60 Hansch, C. et al., 1995 Saarikoski & Viluksela, 1982 59-50-7 4-Chloro-3-methylphenol 143 3 2.7 3.1 4.05 -1.55 Hansch, C. et al., 1995 DUL

59-50-7 4-Chloro-3-methylphenol 143 3 2.7 3.1 5.72 -1.40 Hansch, C. et al., 1995 Veith GD & Broderius SJ, 1987 59-50-7 4-Chloro-3-methylphenol 143 3 2.7 3.1 7.38 -1.29 Hansch, C. et al., 1995 DUL

6640-27-3 2-Chloro-4-methylphenol 143 2.7 2.7 35.9 -0.60 Veith GD & Broderius SJ, 1987 90-15-3 1-Naphthol 144 2.7 2.7 2.85 3.57 -1.61 Hansch & Leo, 1985 Broderius et al., 2005 90-15-3 1-Naphthol 144 2.7 2.7 2.85 4.63 -1.49 Hansch & Leo, 1985 DUL

90-15-3 1-Naphthol 144 2.7 2.7 2.85 4.63 -1.49 Hansch & Leo, 1985 Veith GD & Broderius SJ, 1987 120-83-2 2,4-Dichlorophenol 163 3 2.8 3.06 4.2 -1.59 Hansch, C. et al., 1995 Konemann & Musch, 1981 120-83-2 2,4-Dichlorophenol 163 3 2.8 3.06 5.5 -1.47 Hansch, C. et al., 1995 Saarikoski & Viluksela, 1982 120-83-2 2,4-Dichlorophenol 163 3 2.8 3.06 7.75 -1.32 Hansch, C. et al., 1995 DUL 120-83-2 2,4-Dichlorophenol 163 3 2.8 3.06 7.75 -1.32 Hansch, C. et al., 1995 Holcombe, GW et al., 1984

120-83-2 2,4-Dichlorophenol 163 3 2.8 3.06 7.75 -1.32 Hansch, C. et al., 1995 Veith GD & Broderius SJ, 1987 591-35-5 3,5-Dichlorophenol 163 3.3 2.8 3.62 2.7 -1.78 Hansch, C. et al., 1995 Konemann & Musch, 1981 87-65-0 2,6-Dichlorophenol 163 2.6 2.8 2.75 7.8 -1.32 Hansch, C. et al., 1995 Saarikoski & Viluksela, 1982

17754-90-4 4-(Diethylamino) salicyaldehyde 193 3 2.8 5.36 -1.56 DUL 1745-81-9 2-Allylphenol 134 2.6 2.9 15 -0.95 DUL

1745-81-9 2-Allylphenol 134 2.6 2.9 15 -0.95 Veith GD & Broderius SJ, 1987

1891-95-8 3,5-Dichloro-4- hydroxybenzonitrile 188 2.5 2.9 24.3 -0.89 DUL 1761-61-1 5-Bromosalicylaldehyde 201 2.8 2.9 1.3 -2.19 DUL

88-30-2 3-Trifluoromethyl-4- nitrophenol 207 2.8 2.9 9.14 -1.36 DUL 645-56-7 4-Propylphenol 136 3 3 3.2 11 -1.09 Sangster,1993 DUL

645-56-7 4-Propylphenol 136 3 3 3.2 11 -1.09 Sangster,1993 Veith GD & Broderius SJ, 1987 118-61-6 Ethyl salicylate 166 3 3.1 2.95 19.8 -0.92 Korenman & Danilov, 1990 DUL 118-61-6 Ethyl salicylate 166 3 3.1 2.95 20.7 -0.90 Korenman & Danilov, 1990 DUL

2539-26-6 3,4,5-Trichloro-2,6- dimethoxyphenol 258 2.9 3.1 3.74 3.4 -1.88 Hansch, C. et al., 1995 Saarikoski & Viluksela, 1982 2416-94-6 2,3,6-Trimethylphenol 136 2.9 3.2 2.67 0.39 -2.54 Sangster, 1993 Saarikoski & Viluksela, 1982 2416-94-6 2,3,6-Trimethylphenol 136 2.9 3.2 2.67 8.2 -1.22 Sangster, 1993 DUL 527-60-6 2,4,6-Trimethylphenol 136 3 3.2 2.73 13 -1.02 Sangster,1993 DUL

88-04-0 4-Chloro-3,5- dimethylphenol 156 3.5 3.3 3.27 3.4 -1.66 Daylight, 1999 Saarikoski & Viluksela, 1982 90-43-7 2-Phenylphenol 170 3.1 3.3 3.09 4.09 -1.62 Pomona, 1987 Broderius et al., 2005 90-43-7 2-Phenylphenol 170 3.1 3.3 3.09 4.79 -1.55 Pomona, 1987 Broderius et al., 2005 90-43-7 2-Phenylphenol 170 3.1 3.3 3.09 6.15 -1.44 Pomona, 1987 DUL

90-43-7 2-Phenylphenol 170 3.1 3.3 3.09 6.15 -1.44 Pomona, 1987 Veith GD & Broderius SJ, 1987 87-17-2 Salicylanilide 213 3.3 3.3 3.27 3.95 -1.73 Hansch & Leo, 1985 DUL 98-54-4 p-tert-Butylphenol 150 3.3 3.4 3.31 5.15 -1.46 Hansch & Leo, 1985 DUL

98-54-4 4-Tert-butylphenol 150 3.3 3.4 3.31 5.15 -1.46 Hansch, C. et al., 1995 Veith GD & Broderius SJ, 1987

1689-84-5 3,5-Dibromo-4- hydroxybenzonitrile 277 2.9 3.4 11.5 -1.38 DUL

1689-84-5 3,5-Dibromo-4- hydroxybenzonitrile 277 2.9 3.4 13.8 -1.30 DUL

89-83-8 Phenol, 5-methyl-2-(1- methylethyl)- 150 3.4 3.5 3.3 3.2 -1.67 Hansch, C. et al., 1995 Ewell et al., 1986 609-19-8 3,4,5-Trichlorophenol 197 3.8 3.5 4.01 1.1 -2.25 Hansch, C. et al., 1995 Konemann & Musch, 1981

### 88-06-2 2,4,6-Trichlorophenol 197 3.4 3.5 3.69 2.3 -1.93 Hansch, C. et al., 1995 Saarikoski & Viluksela, 1982 88-06-2 2,4,6-Trichlorophenol 197 3.4 3.5 3.69 2.8 -1.85 Hansch, C. et al., 1995 DUL

88-06-2 2,4,6-Trichlorophenol 197 3.4 3.5 3.69 4.55 -1.64 Hansch, C. et al., 1995 Veith GD & Broderius SJ, 1987 88-06-2 2,4,6-Trichlorophenol 197 3.4 3.5 3.69 4.55 -1.64 Hansch, C. et al., 1995 DUL 88-06-2 2,4,6-Trichlorophenol 197 3.4 3.5 3.69 9.16 -1.33 Hansch, C. et al., 1995 DUL 933-75-5 2,3,6-Trichlorophenol 197 3.2 3.5 3.77 5.1 -1.59 Hansch, C. et al., 1995 Konemann & Musch, 1981 933-78-8 2,3,5-Trichlorophenol 197 3.6 3.5 3.84 1.6 -2.09 Hansch, C. et al., 1995 Konemann & Musch, 1981 95-95-4 2,4,5-Trichlorophenol 197 3.6 3.5 3.72 1.2 -2.22 Hansch, C. et al., 1995 Saarikoski & Viluksela, 1982 831-82-3 p-Phenoxyphenol 186 3.8 3.6 3.35 4.95 -1.57 Hansch et al., 1995 DUL

831-82-3 4-Phenoxyphenol 186 3.8 3.6 3.35 4.96 -1.57 Hansch, C. et al., 1995 Veith GD & Broderius SJ, 1987 1689-82-3 p-Phenylazophenol 198 4 3.6 1.17 -2.23 DUL

1689-82-3 p-Phenylazophenol 198 4 3.6 1.17 -2.23 Veith GD & Broderius SJ, 1987 1689-82-3 p-Phenylazophenol 198 4 3.6 1.64 -2.08 Broderius et al., 2005

NK 3,4,5-Trichloro-2- methoxyphenol 227 3.3 3.6 3.77 2.1 -2.03 Hansch, C. et al., 1995 Saarikoski & Viluksela, 1982 1198-55-6 Tetrachlorocatechol 248 3.3 3.6 4.29 1.27 -2.29 Hansch & Leo, 1985 DUL

1198-55-6 3,4,5,6-Tetrachloro-2- hydroxyphenol 248 3.3 3.6 4.3 2.5 -2.00 Hansch, C. et al., 1995 Saarikoski & Viluksela, 1982 CBI CBI 207 3.8 3.7 4.4 -1.67 P91-____

88-85-7 2-Sec-butyl-4,6- dinitrophenol 240 3.7 3.7 3.6 0.41 -2.77 Hansch et al., 1995 DUL

88-85-7 2-Sec-butyl-4,6- dinitrophenol 240 3.7 3.7 3.6 0.7 -2.54 Hansch et al., 1995 DUL 118-55-8 Phenyl salicylate 214 4 3.8 1.18 -2.26 DUL

90-59-5 3,5- Dibromosalicylaldehyde 280 3.4 3.8 0.85 -2.52 DUL 80-46-6 p-tert-Pentylphenol 164 3.8 3.9 2.59 -1.80 DUL

80-46-6 4-Tert-pentylphenol 164 3.8 3.9 2.59 -1.80 Veith GD & Broderius SJ, 1987

1689-83-4 3.5-Diiodo-4- hydroxybenzonitrile 371 3.3 3.9 3.43 6.8 -1.74 Comer, J. et al., 1995 DUL

2409-55-4 2-Tert-butyl-4- methylphenol 164 3.8 4 2.1 -1.89 Saarikoski & Viluksela, 1982 4901-51-3 2,3,4,5-Tetrachlorophenol 232 4.1 4.1 4.21 0.41 -2.75 Hansch, C. et al., 1995 DUL 4901-51-3 2,3,4,5-Tetrachlorophenol 232 4.1 4.1 4.21 0.77 -2.48 Hansch, C. et al., 1995 Konemann & Musch, 1981 58-90-2 2,3,4,6-Tetrachlorophenol 232 3.8 4.1 4.45 1.03 -2.35 Hansch, C. et al., 1995 DUL 58-90-2 2,3,4,6-Tetrachlorophenol 232 3.8 4.1 4.45 1.1 -2.32 Hansch, C. et al., 1995 Saarikoski & Viluksela, 1982 935-95-5 2,3,5,6-Tetrachlorophenol 232 3.8 4.1 3.88 1.4 -2.22 Hansch, C. et al., 1995 Konemann & Musch, 1981 118-79-6 2,4,6-Tribromophenol 331 3.9 4.2 4.13 6.54 -1.70 Hansch & Leo, 1985 DUL 87-86-5 Pentachlorophenol 266 4.3 4.7 5.12 0.0986 -3.43 Hansch, C. et al., 1995 DUL CBI CBI 266 4.3 4.7 5.12 0.13 -3.31 Hansch, C. et al., 1995 P02-____ CBI CBI 266 4.3 4.7 5.12 0.14 -3.28 Hansch, C. et al., 1995 P01-____ Positive Control CBI CBI 266 4.3 4.7 5.12 0.15 -3.25 Hansch, C. et al., 1995 P98-____ Positive Control CBI CBI 266 4.3 4.7 5.12 0.19 -3.15 Hansch, C. et al., 1995 P98-____ Positive Control CBI CBI 266 4.3 4.7 5.12 0.19 -3.15 Hansch, C. et al., 1995 P00-____ Positive Control CBI CBI 266 4.3 4.7 5.12 0.19 -3.15 Hansch, C. et al., 1995 P92-____ Positive Control CBI CBI 266 4.3 4.7 5.12 0.19 -3.15 Hansch, C. et al., 1995 P92-____ Positive Control CBI CBI 266 4.3 4.7 5.12 0.21 -3.10 Hansch, C. et al., 1995 P00-____ Positive Control 87-86-5 Pentachlorophenol 266 4.3 4.7 5.12 0.222 -3.08 Hansch, C. et al., 1995 DUL 87-86-5 Pentachlorophenol 266 4.3 4.7 5.12 0.237 -3.05 Hansch, C. et al., 1995 DUL

87-86-5 Pentachlorophenol 266 4.3 4.7 5.12 0.24 -3.04 Hansch, C. et al., 1995 Veith GD & Broderius SJ, 1987 87-86-5 Pentachlorophenol 266 4.3 4.7 5.12 0.24 -3.04 Hansch, C. et al., 1995 DUL CBI CBI 266 4.3 4.7 5.12 0.24 -3.04 Hansch, C. et al., 1995 L92-____ Positive Control CBI CBI 266 4.3 4.7 5.12 0.24 -3.04 Hansch, C. et al., 1995 P93-____ Positive Control CBI CBI 266 4.3 4.7 5.12 0.24 -3.04 Hansch, C. et al., 1995 P94-____ Positive Control CBI CBI 266 4.3 4.7 5.12 0.24 -3.04 Hansch, C. et al., 1995 P94-____ Positive Control CBI CBI 266 4.3 4.7 5.12 0.24 -3.04 Hansch, C. et al., 1995 P90-____ Positive Control CBI CBI 266 4.3 4.7 5.12 0.24 -3.04 Hansch, C. et al., 1995 P92-____ Positive Control 87-86-5 Pentachlorophenol 266 4.3 4.7 5.12 0.242 -3.04 Hansch, C. et al., 1995 DUL CBI CBI 266 4.3 4.7 5.12 0.26 -3.01 Hansch, C. et al., 1995 P94-____ Positive Control 87-86-5 Pentachlorophenol 266 4.3 4.7 5.12 0.261 -3.01 Hansch, C. et al., 1995 DUL CBI CBI 266 4.3 4.7 5.12 0.28 -2.98 Hansch, C. et al., 1995 P94-____ Positive Control 87-86-5 Pentachlorophenol 266 4.3 4.7 5.12 0.301 -2.95 Hansch, C. et al., 1995 DUL 87-86-5 Pentachlorophenol 266 4.3 4.7 5.12 0.32 -2.92 Hansch, C. et al., 1995 Ewell et al., 1986 87-86-5 Pentachlorophenol 266 4.3 4.7 5.12 0.32 -2.92 Hansch, C. et al., 1995 Ewell et al., 1986 CBI CBI 266 4.3 4.7 5.12 0.33 -2.91 Hansch, C. et al., 1995 P95-____ Positive Control CBI CBI 266 4.3 4.7 5.12 0.33 -2.91 Hansch, C. et al., 1995 P95-____ Positive Control CBI CBI 266 4.3 4.7 5.12 0.34 -2.89 Hansch, C. et al., 1995 P95-____ Positive Control 87-86-5 Pentachlorophenol 266 4.3 4.7 5.12 0.35 -2.88 Hansch, C. et al., 1995 DUL 87-86-5 Pentachlorophenol 266 4.3 4.7 5.12 0.38 -2.85 Hansch, C. et al., 1995 Konemann & Musch, 1981 87-86-5 Pentachlorophenol 266 4.3 4.7 5.12 0.381 -2.84 Hansch, C. et al., 1995 DUL 87-86-5 Pentachlorophenol 266 4.3 4.7 5.12 0.44 -2.78 Hansch, C. et al., 1995 Saarikoski & Viluksela, 1982 CBI CBI 288 4.3 4.7 0.081 -3.55 P92-____CBI CBI 288 4.3 4.7 0.088 -3.51 P92-____ CBI CBI 288 4.3 4.7 0.103 -3.45 P93-____ Positive Control CBI CBI 288 4.3 4.7 0.12 -3.38 P94-____ Positive Control CBI CBI 288 4.3 4.7 0.24 -3.08 P94-___

_ CBI CBI 288 4.3 4.7 0.4 -2.86 P01-____ Positive Control CBI CBI 270 5.1 5 0.54 -2.70 8(e)-___

_ 609-23-4 2,4,6-Triiodophenol 472 4.6 5 1.21 -2.59 DUL

140-66-9 4-(Tert-octyl) phenol 206 5.2 5.3 0.21 -2.99 TSCA 8(e) Triage Data Summary 140-66-9 4-(Tert-octyl) phenol 206 5.2 5.3 0.25 -2.92 8(e)-2453 104-40-5 Nonylphenol 220 6.2 6 5.76 0.14 -3.20 Itokawa et al., 1989 DUL

104-40-5 4-Nonylphenol 220 6.2 6 5.76 0.14 -3.20 Veith GD & Broderius SJ, 1987 25154-52-2 p-Nonylphenol 220 6.6 6 5.76 0.3 -2.87 Itokawa, H. et al., 1989 8(e)-10001 608-71-9 Pentabromophenol 489 4.9 6 0.093 -3.72 DUL 732-26-3 2,4,6-Tri-tert-butylphenol 262 7 6.4 6.06 0.0609 -3.63 Chem Inspect Test Inst., 1992 DUL

SAR Data Not Included in Regression Equation:

CBI CBI 355 4.5 3.8 4.5@ pH 6.3 

### * Unknown P92-____ CBI CBI 355 4.5 3.8 7.3; >4.3 

### * HPLC; shake flask P01-____ CBI CBI 353 5.9 4.9 

### * P88- CBI CBI 316 7.2 5.6 

### * P94-____ CBI CBI 426 7.2 6.4 

### * P94-____ CBI CBI 371 5.1 6.9 

### * 2.5 

### * -2.17 P94-____ CBI CBI 262 7 7 

### * 0.6 

### * -2.64 P01-____ CBI CBI 553 8 7.6 * P91-____ CBI CBI 438 8.9 7.8 * P90-____ CBI CBI 531 7.9 8.9 *1.9 *-2.45 P95-____ CBI CBI 451 10 9 * P91-____/8(e)-____ CBI CBI 347 11 10 * P94-____ CBI CBI 644 9.3 12 * P90-____

Data Not Included in SAR: 1987-50-4 4-Heptylphenol 192 5.1 5 0.2 to 0.3 -2.98 to -2.81 Knut-Erik T. et al., 1995

* indicates no effects at saturation



# References: Alexander HC, Dill DC, Smith LW, Guiney PD, and Do rn P. 1988 . Bisphenol A : Acute aquatic toxicity. Environ. Toxicol. Chem. 7:19-26.

Broderius et al.. 2005. Toxicity of mixtures to t he fathead minn ow. Environ. Toxicol. Chem. 24: p.3121

Brooke LT, Call DJ, Geiger DL, Northcott CE, and Pior ier SH (ed s). 1984-1990 Acute toxicities of organic chemicals to Fathead minnows ( Pimephales promelas )

. Superior, WI: Center for Lake Superior Environmental Studies, University of Wisconsin-Superior. Volume 1-5. [note: the five volumes have different author sequence & publication years; DUL]

Curtis MW and Ward CH. 1981. Aquatic toxicity of forty industri al ch emicals: Testing in support of hazardous substance spill pr evention regulation. Journal of Hydr ology 51:359-367.

DeGraeve GM, Geiger DL, Meyer JS, Bergman HL. 1980. Acute and embryo-larval toxicity of phenolic comp oun ds to aquatic biota. Arch. Environ. Contam. Toxicol. 9:557-568.

Ewell WS, Gorsuch JW, Kringle RO, Robillard KA, and Spiegel RC. 1986. Simultaneous evolution of the acute effe cts of chemicals on seven aquatic species. Environ. Toxicol. Chem. 5:831-840.

Holcombe GW, Phipps GL, Knuth M, and Felhaber T. 1984. The acute toxicity of sele cted substituted phenols, benzenes, and benzioic ac id esters to fathead minnows, Pimephales promelas. Environ. Pollution, Ser. A, 35:367-381.

Holcombe GW, Phipps GL, and Fiandt JT. 1982. Effects of phenol, 2,4-dimethylphenol, 2,4- dichl o rophenol, and pentachlorophenol on embryo, larval, and early-juvenile fathead minnows ( Pimephales promelas) . Arch. Environ. Contam. Toxicol. 11:73-78.

# Knut-Erik T, Olsen AJ, Ingebrigtsen K, Johnsen S, and Zachariassen KE. 1995. Toxicity and toxicokinetic behavior of 4-Heptylphenol in juvenile cod ( Gadus morhua). Fifth SETAC-Europe Congress, Environmental Science and Vulner able Ecosystems. (Abstract: 0208)

Konemann H, and Musch A. 1981. Quantitat ive structu r e-activity relationships in fish toxicity studies. Part 2: The influence of pH on the SAR of chlorophenols. Toxicology 19:223-228.

Marking LL, Howe GE, and Bills TD. 1991. Temperature and pH effects on acute and chronic toxicity of four ch emi cals to amphipods ( Gammarus pseudolimnaeus ) and rainbow trout ( Oncorhynchus mykiss ). EPA/600/X-90/286. Gulf Breeze, FL: Environmental Re search Laboratory, Offi ce of Research and Development, United States Environm ental Protection Agency. August.

Saarikoski J and Viluksela M. 1982. Relation between physiochemical properties of phenol and their toxicity and accumulatio n in fish. Ecotox icology and Environmental Safety 6:501-512. United States Environmental Protection Agency (DUL). 1992. Aquatic toxicity databa se. Dul uth, MN: USEPA, ERL - Duluth.

SIAR. 1998. SIDS Initial Assessment Report. SIAR for the 5th SIAM. V anilin. Spon sor country: Norway.

U.S. Environmental Protection Agency (USEPA). 1980. Ambient Water Quality Criteri a for Phenol. EPA440-5-80-066. Washington, DC: Crit eria and Standards Division, Office of Water Regulations and Standards, USEPA.

U.S. Environmental Protection Agen cy (USEPA). 1984. Dynami c 14-day ac ute toxicity of octylphenol to rainbow trout ( Salmo gairdneri). TSCA Section 4(d). Document No. 40-8462075. Washington, DC: OTS Public Files, USEPA. Fiche No. 0507489 (2).

U.S. Environmental Protection Agency (USEPA). 2006. Database of environmental toxicity data from data submitted u n der the “Toxic Substance Control Act” (TSCA). Public Law 94-469, 90 Stat. 2003, October 11, 1976. Washington DC: OPPT, USEPA, 1400 Pennsylvania Ave., N.W.

U.S. Environmental Protection Agency (USEPA). 2006. Database of environmental toxicity data from Premanufac t ure Notifications (PMN). Washington DC: Risk Assessment Division (RAD), OPPT, USEPA, 1400 Pennsylvania Ave., N.W. (Unpublished test data.)

Veith GD and Broderius SJ. 1987. Structure-toxicity rela tionship s for industrial chemicals causing type (II) narcosis syndrome. IN: Kaiser KLE ( ed.). QSAR in Environmental Toxicology - II. New York: D. Reidel Publishing Company. pp. 385-391.

# SAR Phenols 12/2007

FISH 14-d LC50 (Mortality)

ESTIMATED TOXICITY: No adequate data were available for the phenols SAR fish 14-d LC50 endpoint. Predictions for this endp oint are based on SARs for neutral organics. The neutral organic SAR equation used to estimate toxicity is:

Log LC50 (mmol/L) = -0.8729 log Kow + 1.6375

To convert the LC50 from mM/L to mg/L, multip ly by the mole cula r weight of the compound.

Maximum K ow 

# : 6.4 Maximum MW: 1000

Graph:



# SAR for: Phenols, Fish 14-d LC50

-6.00 -4.00 -2.00 0.00 2.00 4.00 6.00

-3.0 -2.0 -1.0 0.0 1.0 2.0 3.0 4.0 5.0 6.0 7.0 8.0 

# Log Kow (EPI)Log Fish 14-d LC50 (based onmmol/L)



# Application: This SAR may be used to estimate toxicity for phenols.

Limitations: Phenols which contain the following groups may have ex ce ss toxi city compared with the values predicted by this SAR:

1,2-di(OH) groups (e.g., catechol)

# If the log Kow value is greater than 6.4, or if the compound is solid and the EC50 exceeds the water solubility by 10X, no effects at saturation are predicted.

Data:

CAS No. Chemical Name M.W. log Kow (CLogP) log Kow (EPI ) log Kow (M) Fish 14-d LC50 (mg/L) Log Fish 14-d LC50 (mmol/L) Reference (Meas. Kow) Reference (Fish 14-d LC50)

140-66-9 4-(1,1,3,3- Tetramethylbutyl)-phenol 206 5.2 5.3 0.12 -3.23 8(e)-9729

SAR Data Not Included in Regression Equation:

Data Not Included in SAR:

* indicates no effects at saturation



# References:

# SAR Phenols 12/2007

DAPHNID 48-h LC50 (Mortality)

ESTIMATED TOXICITY: The daphnid 48-h LC50 values used to develop this SAR were measured and the octanol water partition coeffici ents (Kow) were calculated using the co mputer program, KOWWIN (Version 1.67). The SAR equation used to estimate toxicity is:

Log 48-h LC50 (mmol/L) = - 0.5667 (log Kow) - 0.1481

The LC50 is in millimoles per liter (mM/L); N = 63 + 7; and the Coefficient of Dete rmination (R 2 

# ) = 0.7034. To convert the LC50 from mM/L to mg/L, multiply by the molecular weight of the compound.

Maximum K ow 

# : 7 Maximum MW: 1000

Graph: 

# SAR for: Phenols, Daphnia 48-h LC50

y = -0.5667x - 0.1481
R 2 

# = 0.7034 n = 63 + 7 

# -6.00 -4.00 -2.00 0.00 2.00 4.00 6.00

-3.0 -2.0 -1.0 0.0 1.0 2.0 3.0 4.0 5.0 6.0 7.0 8.0



# Log Kow (EPI)Log Daphnia 48-h LC50(mmol/L)



# Application: This SAR may be used to estimate toxicity for phenols.

Limitations: Phenols which contain the following groups may have ex ce ss toxi city compared with the values predicted by this SAR: 1,2-di(OH) groups (e.g., catechol)

If the log Kow value is greater than 5.5, or if the comp ound i s solid and the LC50 exceeds the water solubility by 10X, no effects at saturation are predicted.

Data:CAS No. Chemical Name M.W. log Kow (CLogP) log Kow (EPI ) log Kow (M) Daphnia 48

- h LC50 (mg/L) Log Daphnia 48-h LC50 (mmol/L) Reference (Meas. Kow) Reference (Daphnia 48-h LC50) 701-82-6 3-Hydroxyphenylurea 152 0.18 -0.12 93 -0.21 Kuhn, R. et al., 1989 108-95-2 Phenol 94 1.5 1.5 1.46 3.1 -1.48 Hansch & Leo, 1985 Oris, 1991 108-95-2 Phenol 94 1.5 1.5 1.46 10 -0.97 Hansch & Leo, 1985 Kuhn, R. et al., 1989 108-95-2 Phenol 94 1.5 1.5 1.46 14 -0.83 Hansch & Leo, 1985 EPA, 1980 108-95-2 Phenol 94 1.5 1.5 1.46 36.39 -0.41 Hansch & Leo, 1985 EPA, 1980 767-00-0 4-Hydroxybenzonitrile 119 1.6 1.6 1.6 15 -0.90 Hansch, C. et al., 1995 Kuhn, R. et al., 1989 500-99-2 3,5-Dimethoxyphenol 154 1.6 1.7 1.64 2.7 -1.76 Hansch, C. et al., 1995 Kuhn, R. et al., 1989 CBI CBI 212 1.6 1.7 1.2 71 -0.48 HPLC P98-____ 100-02-7 P-Nitrophenol 139 1.9 1.9 1.91 4.7 -1.47 Hansch & Leo, 1985 Kuhn, R. et al., 1989 88-75-5 O-Nitrophenol 139 1.9 1.9 1.8 17 -0.91 Hansch & Leo, 1985 Kuhn, R. et al., 1989 100-02-7 4-Nitrophenol 139 1.9 1.9 1.91 22 -0.80 Hansch & Leo, 1985 Le Blanc, G., 1980 106-44-5 p-Cresol 108 2 2.1 1.95 7.7 -1.15 Hansch & Leo, 1985 Kuhn, R. et al., 1989 95-48-7 o-Cresol 108 2 2.1 1.95 9.5 -1.06 Hansch & Leo, 1985 Sloof, 1983 95-48-7 o-Cresol 108 2 2.1 1.95 9.6 -1.05 Hansch & Leo, 1985 Sloof, 1983 95-48-7 o-Cresol 108 2 2.1 1.95 16.4 -0.82 Hansch & Leo, 1985 Sloof, 1983 106-44-5 p-Cresol 108 2 2.1 1.95 22.7 -0.68 Hansch & Leo, 1985 DeGraeve 106-48-9 p-Chlorophenol 129 2.5 2.2 2.39 2.5 -1.71 Hansch, C. et al., 1995 Kuhn, R. et al., 1989 95-57-8 2-Chlorophenol 129 2.2 2.2 2.15 2.6 -1.70 Hansch, C. et al., 1995 Le Blanc, G., 1980 106-48-9 4-Chlorophenol 129 2.5 2.2 2.39 4.1 -1.50 Hansch, C. et al., 1995 Le Blanc, G., 1980 CBI CBI 120 2.2 2.4 1.9 -1.80 L96-____ 95-56-7 o-Bromophenol 173 2.4 2.4 2.35 0.9 -2.28 Hansch, C. et al., 1995 Kuhn, R. et al., 1989 98-17-9 3-(Trifluoromethyl)phenol 162 2.9 2.5 2.95 11 -1.17 Hansch, C. et al., 1995 Kuhn, R. et al., 1989 105-67-9 2,4-Dimethylphenol 122 2.5 2.6 2.3 2.1 -1.76 Hansch & Leo, 1985 Le Blanc, G., 1980 123-07-9 p-Ethylphenol 122 2.5 2.6 2.58 5.7 -1.33 Hansch & Leo, 1985 Kuhn, R. et al., 1989 6640-27-3 4-Chloro-6-methylphenol 143 3 2.7 2.63 0.29 -2.69 Hansch, C. et al., 1995 Le Blanc, G., 1980 120-83-2 2,4-Dichlorophenol 163 3 2.8 3.06 1.4 -2.07 Hansch, C. et al., 1995 Kuhn, R. et al., 1989 120-83-2 2,4-Dichlorophenol 163 3 2.8 3.06 2.6 -1.80 Hansch, C. et al., 1995 Le Blanc, G., 1980 576-24-9 2,3-Dichlorophenol 163 2.8 2.8 2.84 3.1 -1.72 Kuhn, R. et al., 1989 87-65-0 2,6-Dichlorophenol 163 2.6 2.8 2.75 3.4 -1.68 Hansch, C. et al., 1995 Kuhn, R. et al., 1989 527-60-6 2,4,6-Trimethylphenol 136 3 3.2 2.73 3.3 -1.62 Sangster,1993 Kuhn, R. et al., 1989

88-04-0 4-Chloro-3,5- dimethylphenol 156 3.5 3.3 3.27 4.5 -1.54 Daylight, 1999 Kuhn, R. et al., 1989 90-43-7 o-Phenylphenol 170 3.1 3.3 3.09 1.5 -2.05 Pomona, 1987 Kuhn, R. et al., 1989 98-54-4 4-tert-Butylphenol 150 3.3 3.4 3.31 3.9 -1.59 Hansch & Leo, 1985 Kuhn, R. et al., 1989

1570-65-6 2,4-Dichloro-6- methylphenol 177 3.5 3.4 0.43 -2.61 Le Blanc, G., 1980 95-95-4 2,4,5-Trichlorophenol 197 3.6 3.5 3.72 0.9 -2.34 Hansch, C. et al., 1995 Kuhn, R. et al., 1989 88-06-2 2,4,6-Trichlorophenol 197 3.4 3.5 3.69 2.2 -1.95 Hansch, C. et al., 1995 Kuhn, R. et al., 1989 95-95-4 2,4,5-Trichlorophenol 197 3.6 3.5 3.72 2.7 -1.86 Hansch, C. et al., 1995 Le Blanc, G., 1980 88-06-2 2,4,6-Trichlorophenol 197 3.4 3.5 3.69 6 -1.52 Hansch, C. et al., 1995 Le Blanc, G., 1980 CBI CBI 207 3.8 3.7 2.7 -1.88 P91-____

Nk 2'-Methyl-2-hydroxy-3- nitrobenzanilide 272 3.5 3.7 0.947 -2.46 Dai & Wang, 2000

Nk 2'-Ethoxy-2-hydroxy-5- nitrobenzanilide 302 3.4 3.7 0.653 -2.67 Dai & Wang, 2000

Nk 2'-Ethoxy-2-hydroxy-3- nitrobenzanilide 302 3.4 3.7 0.836 -2.56 Dai & Wang, 2000

Nk 4'-Methoxy-2-hydroxy-5- nitrobenzanilide 288 3.5 3.8 0.637 -2.66 Dai & Wang, 2000

Nk 4'-Methoxy-2-hydroxy-3- nitrobenzanilide 288 3.5 3.8 0.654 -2.64 Dai & Wang, 2000 58-90-2 2,3,4,6-Tetrachlorophenol 232 3.8 4.1 4.45 0.29 -2.90 Hansch, C. et al., 1995 Le Blanc, G., 1980 935-95-5 2,3,5,6-Tetrachlorophenol 232 3.8 4.1 3.88 0.57 -2.61 Hansch, C. et al., 1995 Le Blanc, G., 1980 Nk 4'-Methyl-2-hydroxy-3- 272 4 4.2 0.735 -2.57 Dai & Wang, 2000 Nk 4'-Methyl-2-hydroxy-5- 272 4 4.2 0.753 -2.56 Dai & Wang, 2000

NK 4'-Chloro-2-hydroxy-5- nitrobenzanilide 293 4.3 4.3 0.137 -3.33 Dai & Wang, 2000

NK 4'-Chloro-2-hydroxy-3- nitrobenzanilide 293 4.3 4.3 0.17 -3.24 Dai & Wang, 2000

Nk 4'-Ethoxy-2-hydroxy-3- nitrobenzanilide 302 4 4.3 0.483 -2.80 Dai & Wang, 2000

NK 2'-Methyl-3'-chloro-2- hydroxy-5-nitrobenzanilide 307 4.3 4.3 0.288 -3.03 Dai & Wang, 2000

NK 2'-Methyl-5'-chloro-2- hydroxy-5-nitrobenzanilide 307 4.3 4.3 0.301 -3.01 Dai & Wang, 2000

NK 2'-Methyl-3'-chloro-2- hydroxy-3-nitrobenzanilide 307 4.3 4.3 0.327 -2.97 Dai & Wang, 2000

NK 2'-Methyl-5'-chloro-2- hydroxy-3-nitrobenzanilide 307 4.3 4.3 0.36 -2.93 Dai & Wang, 2000 CBI CBI 366 MF 4.4 2 -2.26 P94-____ 87-86-5 Pentachlorophenol 266 4.3 4.7 5.12 0.48 -2.74 Hansch, C. et al., 1995 Sloof, 1983 87-86-5 Pentachlorophenol 266 4.3 4.7 5.12 0.55 -2.68 Hansch, C. et al., 1995 Kuhn, R. et al., 1989 87-86-5 Pentachlorophenol 266 4.3 4.7 5.12 0.68 -2.59 Hansch, C. et al., 1995 Le Blanc, G., 1980 87-86-5 Pentachlorophenol 266 4.3 4.7 5.12 1.5 -2.25 Hansch, C. et al., 1995 Sloof, 1983 87-86-5 Pentachlorophenol 266 4.3 4.7 5.12 2 -2.12 Hansch, C. et al., 1995 Sloof, 1983 140-66-9 4-(Tert-octyl) phenol 206 5.2 5.3 0.27 -2.88 8(e)-2454 1138-52-9 3,5-Di-tert-butylphenol 206 5.1 5.3 1.7 -2.08 Kuhn, R. et al., 1989

### SAR Data Not Included in Regression Equation:

CBI CBI 355 4.5 3.8 4.5 @ pH 6.3 * Unknown P92-____ CBI CBI 316 7.2 5.6 * P94-____ CBI CBI 426 7.2 6.4 * P94-____ CBI CBI 553 8 7.6 * P91-____ CBI CBI 531 7.9 8.9 

### * 3.3 

### * -2.21 P95-____ CBI CBI 451 10 9 * P91-____/8(e)-____ CBI CBI 644 9.3 12 * P90-____

Data Not Included in SAR:

* indicates no effects at saturation



# References: Dai J, Wang L. 2000. Quantitative structure-toxicity relation ship s for derivatives of benzanilides to Daphnia magna. Bull. Environ. Contam. Toxicol. 65:366-374.

DeGraeve GM, Geiger DL, Meyer JS, Bergman HL. 1980. Acute and embryo-larval toxicity of phenolic comp oun ds to aquatic biota. Arch. Envi ron. Contam. Toxicol. 9(5):557-568.

Kuhns RM, Pattard KD, Pernak, Winter A. 1989. Resu lts of the harmful effects o f selected water pollutants (Anilines, Phenols, Aliphatic Compounds) to Daphnia magna . Water Res. 23(4):495-499.

LeBlanc GA. 1980. Acute Toxicity of priority pollutants to water flea ( Da phni a magna) . Bulletin of Environmental Contamination and Toxicology 24:684-691.

Oris et al. 1991. Environ. Toxicol. Chem. 10, 217-224.

Sloof W, Canton JH, and Hermens JLM. 1983. Compar ison of the su sceptibility of 22 freshwa ter species to 15 chemical compounds. I. (Sub)Acute toxici ty tests. Aquatic Toxicology 4: 113-128.

U.S. Environmental Protection Agency (USEPA). 2006. Database of environmental toxicity data from data submitted u n der the “Toxic Substance Control Act” (TSCA). Public Law 94-469, 90 Stat. 2003, October 11, 1976. Washington DC: OPPT, USEPA, 1400 Pennsylvania Ave., N.W.

United States Environmental Protection Agency (USEPA1). 1984. Dynamic 14-day acute toxicity of

oc tylphenol to rainbow trout ( Salm o gairdneri). TSCA Section 4(d). Document No. 40-8462075. Washington, DC: OTS Public Files, USEPA. Fiche No. 0507489 (2).

U.S. Environmental Protection Agency (USEPA). 2006. Database of environmental toxicity data from Premanufac t ure Notifications (PMN). Washington DC: Risk Assessment Division (RAD), OPPT, USEPA, 1400 Pennsylvania Ave., N.W. (Unpublished test data.).

# SAR Phenols 12/2007

GREEN ALGAE 96-h EC 50 (Growth)

ESTIMATED TOXICITY: The green algae 96-h EC50 values used to develop this SAR we re measured a nd the octanol water partition coefficients (Kow) were calculated using t he computer program, KOWWIN (Version 1.67). The SAR equation used to estimate toxicity is:

Log 96-h EC50 (mmol/L) = -0.6089 (log Kow) + 0.599

The EC50 is in millimoles per liter (mM/L); N = 40 + 4; and the Coefficient of Dete rmination (R 2 

# ) = 0.6748. To convert the EC50 from mM/L to mg/L, multiply by the molecular weight of the compound.

Maximum K ow 

# : 7 Maximum MW: 1000

Graph: 

# SAR for: Phenols, Algal 96-h EC50

y = -0.6089x + 0.599
R 2 

# = 0.6748 n = 40 + 4 -6.00 -4.00 -2.00 0.00 2.00 4.00 6.00

-3.0 -2.0 -1.0 0.0 1.0 2.0 3.0 4.0 5.0 6.0 7.0 8.0



# Log Kow (EPI)Log Algal 96-h EC50 (mmol/L)



# Application: This SAR may be used to estimate toxicity for phenols.

Limitations: Phenols which contain the following groups may have ex ce ss toxi city compared with the values predicted by this SAR:

1,2-di(OH) groups (e.g., catechol)

If the log Kow value is greater than 6.4, or if the comp ound i s solid and the EC50 exceeds the water solubility by 10X, no effects at saturation are predicted.

# Data:

CAS No. Chemical Name M.W. log Kow (CLogP) log Kow (EPI ) log Kow (M) Algal 96-h EC50 (mg/L) Log Algal 96- h EC50 (mmol/L) Reference (Meas. Kow) Reference (Algal 96-h EC50) 108-95-2 Phenol 94 1.5 1.5 1.46 150 0.20 Hansch & Leo, 1985 Shigeoka, 1988 108-95-2 Phenol 94 1.5 1.5 1.46 370 0.60 Hansch & Leo, 1985 Shigeoka, 1988 500-99-2 3,5-Dimethoxy phenol 154 1.6 1.7 1.64 110 -0.15 Hansch, C. et al., 1995 Kuhn & Pattard, 1990 CBI CBI 212 1.6 1.7 1.2 68 -0.49 HPLC P98-____ 100-02-7 4-Nitrophenol 139 1.9 1.9 1.91 26 -0.73 Hansch & Leo, 1985 Kuhn & Pattard, 1990 106-44-5 p-Cresol 108 2 2.1 1.95 7.8 -1.14 Hansch & Leo, 1985 Kuhn & Pattard, 1990 106-48-9 4-Chlorophenol 129 2.5 2.2 2.39 8 -1.21 Hansch, C. et al., 1995 Kuhn & Pattard, 1990 108-43-0 3-Chlorophenol 129 2.5 2.2 2.25; 2.5 29 -0.65 Hansch, C. et al., 1995; Unkn o Shigeoka, 1988 106-48-9 4-Chlorophenol 129 2.5 2.2 2.39 29 -0.65 Hansch, C. et al., 1995 Shigeoka, 1988 106-48-9 4-Chlorophenol 129 2.5 2.2 2.39 38 -0.53 Hansch, C. et al., 1995 Shigeoka, 1988 95-57-8 2-Chlorophenol 129 2.2 2.2 2.15 50 -0.41 Hansch, C. et al., 1995 Kuhn & Pattard, 1990 95-57-8 2-Chlorophenol 129 2.2 2.2 2.15 70 -0.27 Hansch, C. et al., 1995 Shigeoka, 1988 95-57-8 2-Chlorophenol 129 2.2 2.2 2.15 170 0.12 Hansch, C. et al., 1995 Shigeoka, 1988 CBI CBI 120 2.2 2.4 3.5 -1.54 L96-____ 95-56-7 2-Bromophenol 173 2.4 2.4 2.35 60 -0.46 Hansch, C. et al., 1995 Kuhn & Pattard, 1990 12167-20-3 Nitrocresol 153 2.4 2.5 2.37 12 -1.11 Hansch, C. et al., 1995 Kuhn & Pattard, 1990 591-35-5 3,5-Dichlorophenol 163 3.3 2.8 3.62 0.89 -2.26 Hansch, C. et al., 1995 Comber et al., 1995 591-35-5 3,5-Dichlorophenol 163 3.3 2.8 3.62 2.3 -1.85 Hansch, C. et al., 1995 Shigeoka, 1988 95-77-2 3,4-Dichlorophenol 163 3.2 2.8 3.3 3.2 -1.71 Hansch, C. et al., 1995 Shigeoka, 1988 576-24-9 2,3-Dichlorophenol 163 2.8 2.8 2.84 5 -1.51 Shigeoka, 1988 120-83-2 2,4-Dichlorophenol 163 3 2.8 3.06 9.2 -1.25 Hansch, C. et al., 1995 Shigeoka, 1988 87-65-0 2,6-Dichlorophenol 163 2.6 2.8 2.75 9.7 -1.23 Hansch, C. et al., 1995 Shigeoka, 1988 120-83-2 2,4-Dichlorophenol 163 3 2.8 3.06 11.5 -1.15 Hansch, C. et al., 1995 Kuhn & Pattard, 1990 120-83-2 2,4-Dichlorophenol 163 3 2.8 3.06 14 -1.07 Hansch, C. et al., 1995 Shigeoka, 1988 87-65-0 2,6-Dichlorophenol 163 2.6 2.8 2.75 29 -0.75 Hansch, C. et al., 1995 Shigeoka, 1988 527-60-6 2,4,6-Trimethylphenol 136 3 3.2 2.73 17 -0.90 Sangster,1993 Kuhn & Pattard, 1990 15950-66-0 2,3,4-Trichlorophenol 197 3.5 3.5 3.8 2 -1.99 Hansch, C. et al., 1995 Shigeoka, 1988 88-06-2 2,4,6-Trichlorophenol 197 3.4 3.5 3.69 3.5 -1.75 Hansch, C. et al., 1995 Shigeoka, 1988 88-06-2 2,4,6-Trichlorophenol 197 3.4 3.5 3.69 10 -1.29 Hansch, C. et al., 1995 Shigeoka, 1988 CBI CBI 207 3.8 3.7 8.4 -1.39 P91-____ 58-90-2 2,3,4,6-Tetrachlorophenol 232 3.8 4.1 4.45 1.3 -2.25 Hansch, C. et al., 1995 Shigeoka, 1988 58-90-2 2,3,4,6-Tetrachlorophenol 232 3.8 4.1 4.45 10.1 -1.36 Hansch, C. et al., 1995 Shigeoka, 1988

3516-95-8 1-(2-Hydroxyphenyl)-3- phenyl-1-propanone 226 4.2 4.2 0.64 -2.55 8(e)-15485 87-86-5 Pentachlorophenol 266 4.3 4.7 5.12 0.1 -3.42 Hansch, C. et al., 1995 Graff, L. et al., 2003 87-86-5 Pentachlorophenol 266 4.3 4.7 5.12 0.42 -2.80 Hansch, C. et al., 1995 Shigeoka, 1988 87-86-5 Pentachlorophenol 266 4.3 4.7 5.12 10.3 -1.41 Hansch, C. et al., 1995 Shigeoka, 1988 140-66-9 4-(Tert-octyl) phenol 206 5.2 5.3 1.6 -2.11 8(e)-2453 CBI CBI 316 7.2 5.6 3.16 -2.00 P94-____ 104-40-5 Nonylphenol 220 6.2 6 5.76 0.53 -2.62 Itokawa et al., 1989 Graff, L. et al., 2003 CBI CBI 277 6.4 6.3 0.12 -3.36 P01-____

SAR Data Not Included in Regression Equation:

CBI CBI 355 4.5 3.8 4.5 @ pH 6.3 

### * Unknown P92-____ CBI CBI 355 4.5 3.8 7.3; >4.3 

### * HPLC; shake flask P01-____ CBI CBI 426 7.2 6.4 

### * P94-____ CBI CBI 531 7.9 8.9 

### * 12 

### * -1.645 P95-____

Data Not Included in SAR: 59-50-7 4-Chloro-3-methylphenol 143 3 2.7 3.1 >10 >-1.16 Hansch, C. et al., 1995 Kuhn & Pattard, 1990

* indicates no effects at saturation



# References: Comber MHI, Smyth DV, Thompson RS. 1995. Assessment of the toxicity to algae of colored substa nces. Bull. Environ. Contam. Tox icol. 55:922-928.

Graff L, Isnard P, Cellier P, Bastide J, Combon JP, Narbonne JF, Budzinski H, and Vasseur P. 2003. Toxicity of ch emical s to microalgae in river and in standard waters. Environmental Toxicology and Chemistry, Vol. 22, No.6, pp.1368-1379.

Kuhn R and Pattard M. 1990. Results of the harmful effects of water pollutants to green algae ( Sce ned esmus subspicatus ) in the cell multiplication inhibition test. Water Res. 24:31-38.

Shigeoka T, Sato Y, Takeda Y, Yoshida K, Yamauchi F. 1988. Acute toxicity of chloro phe nols to green algae, Selenastrum capricornutum and Chlorella vulgar is, and quantitative structure-activity relationships. Environmental Toxicology and Chemistry ETOCDK 7(10):847-857.

# United States Environmental Protection Agency (USEPA1). 1984. Dynamic 14-day acute toxicity of octylphenol to rainbow trout ( Salmo gairdneri). TSCA Section 4(d). Document No. 40-8462075. Washington, DC: OTS Public Files, USEPA. Fiche No. 0507489 (2).

U.S. Environmental Protection Agency (USEPA). 2006. Database of environmental toxicity data from Premanufac t ure Notifications (PMN). Washington DC: Risk Assessment Division (RAD), OPPT, USEPA, 1400 Pennsylvania Ave., N.W. (Unpublished test data.)

U.S. Environmental Protection Agency (USEPA). 2006. Database of environmental toxicity data from data submitted u n der the “Toxic Substance Control Act” (TSCA). Public Law 94-469, 90 Stat. 2003, October 11, 1976. Washington DC: OPPT, USEPA, 1400 Pennsylvania Ave., N.W.

# SAR Phenols 12/2007

FISH 30-d ChV

ESTIMATED TOXICITY: The fish 30-d chronic values (ChV) used to develop this SAR were measured and the octanol water partition coefficient s (Ko w) were calculated using t he computer program, KOWWIN (Version 1.67). The SAR equation used to estimate toxicity is:

Log ChV (mmol/L) = -0.5981 (log Kow) - 0.7616

The ChV is in millimoles per liter (mM/L); N = 40; and the Coefficient of Determination (R 2 

# ) = 0.7369. To convert the ChV from mM/L to mg/L, multiply by the molecular weight of the compound.

Maximum K ow 

# : 8.0 Maximum MW: 1000

Graph:



# SAR for: Phenols, Fish (30-Day) ChV

y = -0.5981x - 0.7616
R 2 

# = 0.7369 n = 40 

# -6.00 -4.00 -2.00 0.00 2.00 4.00 6.00

-3.0 -2.0 -1.0 0.0 1.0 2.0 3.0 4.0 5.0 6.0 7.0 8.0 

# Log Kow (EPI)Log Fish ChV (mmol/L)



# Application: This SAR may be used to estimate toxicity for phenols.

Limitations: Phenols which contain the following groups may have ex ce ss toxi city compared with the values predicted by this SAR:

# 1,2-di(OH) groups (e.g, catechol)

If the log Kow value is greater than 8.0, or if the comp ound i s solid and the ChV exceeds the water solubility by 10X, no effects at saturation are predicted. A test duration of more than 30 days may result in a lower chronic toxicity; at 60 days the toxicity will be 20x lower than predicted by this SAR for phenols with a log Kow of 1.5 and 4x lower for phenols with a log Kow of 5.3. For an exposure of 60 days, a separate SAR has been developed.

Data:

CAS No. Chemical Name M.W. log Kow (CLogP) log Kow (EPI ) log Kow (M) Fish (30 Day) ChV (mg/L) Log Fish (30 Day) ChV (mmol/L) Reference (Meas. Kow) Reference (Fish (30 Day) ChV) 108-95-2 Phenol 94 1.5 1.5 1.46 1.4 -1.83 Hansch & Leo, 1985 Degraeve, 1980 108-95-2 Phenol 94 1.5 1.5 1.46 2.56 -1.56 Hansch & Leo, 1985 US EPA, 1980 108-95-2 Phenol 94 1.5 1.5 1.46 2.56 -1.56 Hansch & Leo, 1985 Holcomb, 1982 108-95-2 Phenol 94 1.5 1.5 1.46 2.87 -1.52 Hansch & Leo, 1985 DUL 51-28-5 2,4-Dinitro-phenol 184 1.8 1.7 1.67 0.272 -2.83 Hansch, C. et al., 1995 DUL 51-28-5 2,4-Dinitro-phenol 184 1.8 1.7 1.67 0.79 -2.37 Hansch, C. et al., 1995 Call et al., 1989 100-02-7 4-Nitrophenol 139 1.9 1.9 1.91 8.29 -1.22 Hansch & Leo, 1985 Broderius et al., 2005 100-02-7 4-Nitrophenol 139 1.9 1.9 1.91 1.65 -1.93 Hansch & Leo, 1985 DUL 100-02-7 4-Nitrophenol 139 1.9 1.9 1.91 3.38 -1.61 Hansch & Leo, 1985 Marking, 1991 106-44-5 p-Cresol 108 2 2.1 1.95 1.86 -1.76 Hansch & Leo, 1985 DUL 534-52-1 4,6-Dinitro-o-cresol 198 2.3 2.3 2.12 0.27 -2.87 Hansch, C. et al., 1995 DUL 105-67-9 2,4-Dimethylphenol 122 2.5 2.6 2.3 0.491 -2.40 Hansch & Leo, 1985 DUL 105-67-9 2,4-Dimethylphenol 122 2.5 2.6 2.3 2.41 -1.70 Hansch & Leo, 1985 DUL 105-67-9 2,4-Dimethylphenol 122 2.5 2.6 2.3 2.5 -1.69 Hansch & Leo, 1985 Holcomb, 1982 105-67-9 2,4-Dimethylphenol 122 2.5 2.6 2.3 2.5 -1.69 Hansch & Leo, 1985 DUL 120-83-2 2,4-Dichlorophenol 163 3 2.8 3.06 0.353 -2.66 Hansch, C. et al., 1995 DUL 120-83-2 2,4-Dichlorophenol 163 3 2.8 3.06 0.37 -2.64 Hansch, C. et al., 1995 Holcomb, 1982 90-43-7 2-Phenylphenol 170 3.1 3.3 3.09 1.21 -2.15 Pomona, 1987 DUL 90-43-7 2-Phenylphenol 170 3.1 3.3 3.09 1.9 -1.95 Pomona, 1987 Broderius et al., 2005 90-43-7 2-Phenylphenol 170 3.1 3.3 3.09 2.33 -1.86 Pomona, 1987 Broderius et al., 2005 87-17-2 Salicylanilide 213 3.3 3.3 3.27 0.0878 -3.38 Hansch & Leo, 1985 DUL

1689-84-5 3,5-Dibromo-4- hydroxybenzonitrile 277 2.9 3.4 0.504 -2.74 DUL 1689-82-3 p-Phenylazophenol 198 4 3.6 0.645 -2.49 Broderius et al., 2005

88-85-7 2-Sec-butyl-4,6- dinitrophenol (Dinoseb) 240 3.7 3.7 3.6 0.03 -3.90 Hansch et al., 1995 Call et al., 1989

88-85-7 2-Sec-butyl-4,6- dinitrophenol (Dinoseb) 240 3.7 3.7 3.6 0.0458 -3.72 Hansch et al., 1995 DUL

88-85-7 2-Sec-butyl-4,6- dinitrophenol (Dinoseb) 240 3.7 3.7 3.56 0.13 -3.27 Hansch, C. et al., 1995 Call et al., 1989

97-23-4 2,2-Methylene-bis-(4- chlorophenol) 269 4.9 4.3 4.26 0.122 -3.34 Hansch, C. et al., 1995 DUL CBI CBI 366 MF 4.4 0.25 -3.17 P94-___

_ 87-86-5 Pentachlorophenol 266 4.3 4.7 5.12 0.024 -4.04 Hansch, C. et al., 1995 Spehar,1985 87-86-5 Pentachlorophenol 266 4.3 4.7 5.12 0.0244 -4.04 Hansch, C. et al., 1995 DUL 87-86-5 Pentachlorophenol 266 4.3 4.7 5.12 0.04 -3.82 Hansch, C. et al., 1995 Spehar,1985 87-86-5 Pentachlorophenol 266 4.3 4.7 5.12 0.0404 -3.82 Hansch, C. et al., 1995 DUL 87-86-5 Pentachlorophenol 266 4.3 4.7 5.12 0.049 -3.73 Hansch, C. et al., 1995 Spehar,1985 87-86-5 Pentachlorophenol 266 4.3 4.7 5.12 0.057 -3.67 Hansch, C. et al., 1995 Holcomb, 1982 87-86-5 Pentachlorophenol 266 4.3 4.7 5.12 0.0636 -3.62 Hansch, C. et al., 1995 DUL 87-86-5 Pentachlorophenol 266 4.3 4.7 5.12 0.089 -3.48 Hansch, C. et al., 1995 Spehar,1985 87-86-5 Pentachlorophenol 266 4.3 4.7 5.12 0.0892 -3.47 Hansch, C. et al., 1995 DUL 87-86-5 Pentachlorophenol 266 4.3 4.7 5.12 0.144 -3.27 Hansch, C. et al., 1995 Hedtke, 1986 140-66-9 4-(Tert-octyl) phenol 206 5.2 5.3 0.04 -3.71 Datasheet

70-30-4 2,2-Methylene-bis-(3,4,6- trichlorophenol) (hexachlorophene 407 7.1 6.9 7.54 0.012 -4.53 Hansch, C. et al., 1995 Call et al., 1989

SAR Data Not Included in Regression Equation:

Data Not Included in SAR: 108-46-3 Resorcinol 110 0.81 1 0.8 <3.16 <-1.54 Hansch, C. et al., 1995 Degraeve, 1980 108-95-2 Phenol 94 1.5 1.5 1.46 <3.26 <-1.46 Hansch & Leo, 1985 DUL 95-48-7 o-Cresol 108 2 2.1 1.95 <1.33 <-1.91 Hansch & Leo, 1985 DUL 534-52-1 4,6-Dinitro-o-cresol 198 2.3 2.3 2.12 <0.183 <-3.03 Hansch, C. et al., 1995 DUL 95-95-4 2,4,5-Trichlorophenol 197 3.6 3.5 3.72 <0.0788 <-3.4 Hansch, C. et al., 1995 Saarikoski & Viluksela, 1982

1689-82-3 4-Phenyl azo phenol 198 4 3.6 <0.219 <-2.96 Veith GD & Broderius SJ, 1987/ DUL

70-30-4 2,2-Methylene-bis-(3,4,6- trichlorophenol) (hexachlorophene 407 7.1 6.9 7.54 <0.00289 <-5.15 Hansch, C. et al., 1995 DUL

* indicates no effects at saturation

# References: Broderius et al.. 2005. Toxicity of mixtures to t he fathead minn ow. Environ. Toxicol. Chem. 24: p.3121

Call DJ, Poirier SH, Lindberg CA, Harting SL, Markee TP, Brooke LT, Zarvan N, Northcott CE. 1989. Toxicity of sel e cted uncoupling and Acetylcholineste rase-inhibiting pesticides to the Fathead minnow ( Pimephales promelas ). Proc. Natl. Res. Conf., Virginia Poly technic Inst. and State Univ., Blacksburg, VA:317-336.

DeGraeve GM, Geiger DL, Meyer JS, Bergman HL. 1980. Acute and embryo-larval toxicity of phenolic comp oun ds to aquatic biota. Arch. Environ. Contam. Toxicol. 9:557-568.

Hedtke SF, West CW, Allen KN, Norberg-King TJ, a nd Mount DI. 1986. Toxicit y of pentachlorophenol to aquatic organisms under naturally varying and controll ed conditions. Environ. Toxicol. Chem. 5:531-542.

Holcomb GW, Phipps GL, and Fiandt JT. 1982. Effects of phenol, 2,4-dimethylphenol, 2,4-dichlorophenol, and pe ntachl orophenol on embryo, larval, and early-juvenile fathead minnows ( Pimephales promelas). Arch. Environ.Contam. Toxicol. 11:73-78.

Marking LL, Howe GE, and Bills TD. 1991. Temperature and pH effects on acute and chronic toxicity of four ch emi cals to amphipods ( Gammarus pseudolimnaeus ) and rainbow trout ( Oncorhynchus mykiss ). EPA/600/X-90/286. Gulf Breeze, FL: Environmental Re search Laboratory, Offi ce of Research and Development, United States Environm ental Protection Agency. August.

Saarikoski J and Viluksela M. 1982. Relation between physiochemical properties of phenol and their toxicity and accumulatio n in fish. Ecotox icology and Environmental Safety 6:501-512. United States Environmental Protection Agency (DUL). 1992. Aquatic toxicity databa se. Dul uth, MN: USEPA, ERL - Duluth.

Spehar RL, Nelson HP, Swanson MJ, and Renos JW

. 1985. Penta chlorophenol toxicity amphipods and fathead minnows at different test pH values. Environ. Toxicol. Chem. 4:389-397.

United States Environmental Protection Agency (U SE PA1). 1980. Ambient Water Quality Criteria for Phenol. EPA-440-5-80-066. Washington, DC: Criteria and Standards Di vision, Office of Water Regulations and Standards, USEPA.

United States Environmental Protection Agency (USEPA2). 1984. Dynamic 14-day acute toxicity of

oc tylphenol to rainbow trout ( Salm o gairdneri). TSCA Section 4(d). Document No. 40-8462075. Washington, DC: OTS Public Files, USEPA. Fiche No. 0507489 (2).

U.S. Environmental Protection Agency (USEPA). 1990. Summary of structure-activity data files: University of Wisco nsi n-Superior (UWS) and ORD En vironmental Research Laboratory, Duluth, MN (ERL-D) research team. Computer printout from Environmental Effects Branch, HERD, U.S. EPA, Washington, DC. [DUL]

U.S. Environmental Protection Agency (USEPA). 2006. Database of environmental toxicity data from Premanufac t ure Notifications (PMN). Washington DC: Risk Assessment Division (RAD), OPPT, USEPA, 1400 Pennsylvania Ave., N.W. (Unpublished test data.)

Veith GD and Broderius SJ. 1987. Structure-toxicity rela tionship s for industrial chemicals causing type (II) narcosis syndrome. IN: Kaiser KLE ( ed.). QSAR in Environmental Toxicology - II. New York: D. Reidel Publishing Company. pp. 385-391.

# SAR Phenols 12/2007

FISH 60-d ChV

ESTIMATED TOXICITY: The fish 60-d chronic values (ChV) used to develop this SAR were measured and the octanol water partition coefficient s (Ko w) were calculated using t he computer program, KOWWIN (Version 1.67). The SAR equation used to estimate toxicity is:

Log ChV (mmol/L) = 0.0077 (log Kow) - 4.5107

The ChV is in millimoles per liter (mM/L); N = 3; and the Coefficient of Determination (R 2 

# ) = 0.0145. To convert the ChV from mM/L to mg/L, multiply by the molecular weight of the compound.

Maximum K ow 

# : 8.0 Maximum MW: 1000

Graph:



# SAR for: Phenols, Fish (60-Day) ChV

y = 0.0x - 4.5107
R 2 

## = 0.0145 n = 3 

# -6.00 -4.00 -2.00 0.00 2.00 4.00 6.00

-3.0 -2.0 -1.0 0.0 1.0 2.0 3.0 4.0 5.0 6.0 7.0 8.0 

# Log Kow (EPI)Log Fish ChV (mmol/L)



# Application: This SAR may be used to estimate toxicity for phenols.

Limitations: Phenols which contain the following groups may have ex ce ss toxi city compared with the values predicted by this SAR:

1,2-di(OH) groups (e.g, catechol)

# If the log Kow value is greater than 8.0, or if the compound is solid and the ChV exceeds the water solubility by 10X, no effects at saturation are predicted. A test duration of more or less then 60-days may results in greater then or less then estimated toxicity.

Data:

CAS No. Chemical Name M.W. log Kow (CLogP) log Kow (EPI ) log Kow (M) Fish (60-d) ChV (mg/L) Log Fish (60- d) ChV (mmol/L) Reference (Meas. Kow) Reference (Fish (60-d) ChV)

88-85-7 2-Sec-butyl-4,6- dinitrophenol 240 3.7 3.7 3.6 0.00791 -4.48 Hansch et al., 1995 DUL

140-66-9 4-(1,1,3,3- Tetramethylbutyl)-phenol 206 5.2 5.3 0.0061 -4.53 8(e)-9765

140-66-9 4-(1,1,3,3- Tetramethylbutyl)-phenol 206 5.2 5.3 0.008 -4.41 U.S. EPA, 1984

SAR Data Not Included in Regression Equation:

Data Not Included in SAR: 108-95-2 Phenol 94 1.5 1.5 1.46 <0.2 <-2.67 Hansch & Leo, 1985 Degraeve, 1980

* indicates no effects at saturation



# References: DeGraeve GM, Geiger DL, Meyer JS, Bergman HL. 1980. Acute and embryo-larval toxicity of phenolic comp oun ds to aquatic biota. Arch. Environ. Contam. Toxicol. 9:557-568.

United States Environmental Protection Agency (USEPA). 1984. Dynamic 14-day acute toxicity of

oc tylphenol to rainbow trout ( Salm o gairdneri). TSCA Section 4(d). Document No. 40-8462075. Washington, DC: OTS Public Files, USEPA. Fiche No. 0507489 (2).

U.S. Environmental Protection Agency (USEPA). 1990. Summary of structure-activity data files: University of Wisco nsi n-Superior (UWS) and ORD En vironmental Research Laboratory, Duluth, MN (ERL-D) research team. Computer printout from Environmental Effects Branch, HERD, U.S. EPA, Washington, DC. [DUL]

U.S. Environmental Protection Agency (USEPA). 2006. Database of environmental toxicity data from data submitted u n der the “Toxic Substance Control Act” (TSCA). Public Law 94-469, 90 Stat. 2003, October 11, 1976. Washington DC: OPPT, USEPA, 1400 Pennsylvania Ave., N.W.

# SAR Phenols 12/2007

DAPHNID 21-d ChV

ESTIMATED TOXICITY: The daphnid chronic values (ChV) used to develop thi s SAR were measured and the octanol water partition coefficients (Kow) were calculated using t he computer program, KOWWIN (Version 1.67). The SAR equation used to estimate toxicity is:

Log ChV (mmol/L) = -0.5674 (log Kow) - 0.8674

The ChV is in millimoles per liter (mM/L); N = 14; and the Coefficient of Determination (R 2 

# ) = 0.7016. To convert the ChV from mM/L to mg/L, multiply by the molecular weight of the compound.

Maximum K ow 

# : 8.0 Maximum MW: 1000

Graph:



# SAR for: Phenols, Daphnia ChV

y = -0.5674x - 0.8674
R 2 

## = 0.7016 n = 14 

# -6.00 -4.00 -2.00 0.00 2.00 4.00

-3.0 -2.0 -1.0 0.0 1.0 2.0 3.0 4.0 5.0 6.0 7.0 8.0



# Log Kow (EPI)Log Daphnia ChV (mmol/L)



# Application: This SAR may be used to estimate toxicity for phenols.

Limitations: Phenols which contain the following groups may have ex ce ss toxi city compared with the values predicted by this SAR:

1,2-di(OH) groups (e.g., catechol)

3,5-Dimethoxyphenol has an excess toxicity of 18x th at predi cted by this SAR.

# If the log Kow value is greater than 8.0, or if the compound is solid and the ChV exceeds the water solubility by 10X, no effects at saturation are predicted.

Data:

CAS No. Chemical Name M.W. log Kow (CLogP) log Kow (EPI ) log Kow (M) Daphnia ChV (mg/L) Log Daphnia ChV (mmol/L) Reference (Meas. Kow) Reference (Daphnia ChV) 108-95-2 Phenol 94 1.5 1.5 1.46 4.9 -1.28 Hansch & Leo, 1985 Oris et al., 1991 500-99-2 3,5-Dimethoxyphenol 154 1.6 1.7 1.64 0.32 -2.68 Hansch, C. et al., 1995 Kuhn, R. et al., 1989 100-02-7 4-Nitrophenol 139 1.9 1.9 1.91 1.8 -1.89 Hansch & Leo, 1985 Kuhn, R. et al., 1989 106-44-5 4-Methylphenol 108 2 2.1 1.94 1.4 -1.89 Hansch & Leo, 1985 Kuhn, R. et al., 1989 95-57-8 2-Chlorophenol 129 2.2 2.2 2.15 0.5 -2.41 Hansch, C. et al., 1995 Kuhn, R. et al., 1989 106-48-9 4-Chlorophenol 129 2.5 2.2 2.39 0.84 -2.19 Hansch, C. et al., 1995 Kuhn, R. et al., 1989 95-56-7 2-Bromophenol 173 2.4 2.4 2.35 1.5 -2.06 Hansch et al., 1995 Kuhn, R. et al., 1989 12167-20-3 2-Nitro-para-cresol 153 2.4 2.5 2.37 3.2 -1.68 Hansch et al., 1995 Kuhn, R. et al., 1989 59-50-7 4-Chloro-3-methylphenol 143 3 2.7 3.1 1.8 -1.90 Hansch, C. et al., 1995 Kuhn, R. et al., 1989 120-83-2 2,4-Dichlorophenol 163 3 2.8 3.06 0.29 -2.75 Hansch, C. et al., 1995 Kuhn, R. et al., 1989 527-60-6 2,4,6-Trimethylphenol 136 3 3.2 2.73 0.16 -2.93 Sangster,1993 Kuhn, R. et al., 1989 CBI CBI 366 MF 4.4 0.13 -3.45 P94-____ 87-86-5 Pentachlorophenol 266 4.3 4.7 5.12 0.02 -4.12 Hansch, C. et al., 1995 Stephenson, 1991 140-66-9 4-(Tert-octyl) phenol 206 5.2 5.3 0.086 -3.38 U.S. EPA, 1984

SAR Data Not Included in Regression Equation:

Data Not Included in SAR: 87-86-5 Pentachlorophenol 266 4.3 4.7 5.12 <0.01 <-4.42 Hansch, C. et al., 1995 Stephenson, 1991 140-66-9 4-(Tert-octyl) phenol 206 5.2 5.3 <0.037 <-3.75 8(e)-9766

* indicates no effects at saturation



# References: Kuhn R, Pattard M, Pernak, K-D, and Winter A. 1989. Results of the harmful effect s of water pollutant s to Daphnia magna in the 21 day reproduction test. Water Res. 23:501-510.

Oris JT, Winner RW, and Moore MV. 1991. A four-day survival an d rep roduction toxicity test for Ceriodaphnia dubia . Environ. Toxicol. Chem. 10:217-224.

Stephenson GL, Kaushik NK, Solomon KR. 1991 Acute toxi city of pure p entachlorophenol and a technical formulation to three species of Daphnia. Ar ch. Environ. Contam. Toxicol. 20(1):73-80.

United States Environmental Protection Agency (USEPA). 1984. Dynamic 14-day acute toxicity of

oc tylphenol to rainbow trout ( Salm o gairdneri) . TSCA Section 4(d). Document No. 40-8462075. Washington, DC: OTS Public Files, USEPA. Fiche No. 0507489 (2).

U.S. Environmental Protection Agency (USEPA). 2006. Database of environmental toxicity data from Premanufac t ure Notifications (PMN). Washington DC: Risk Assessment Division (RAD), OPPT, USEPA, 1400 Pennsylvania Ave., N.W. (Unpublished test data.)

U.S. Environmental Protection Agency (USEPA). 2006. Database of environmental toxicity data from data submitted u n der the “Toxic Substance Control Act” (TSCA). Public Law 94-469, 90 Stat. 2003, October 11, 1976. Washington DC: OPPT, USEPA, 1400 Pennsylvania Ave., N.W.

# SAR Phenols 12/2007

GREEN ALGAE ChV

ESTIMATED TOXICITY: The green algae chronic values (ChV) used to develop this SAR were me asure d and the octanol water partition coefficients (Kow) were calculated using t he computer program, KOWWIN (Version 1.67). The SAR equation used to estimate toxicity is:

Log ChV (mmol/L) = -0.6144 (log Kow) + 0.2819

The ChV is in millimoles per liter (mM/L); N = 19 + 4; and the Coeffici ent of Determination (R 2 

# ) = 0.6711. To convert the ChV from mM/L to mg/L, multiply by the molecular weight of the compound.

Maximum K ow 

# : 8.0 Maximum MW: 1000

Graph:



# SAR for: Phenols, Algal ChV

y = -0.6144x + 0.2819
R 2 

## = 0.6711 n = 19 + 4 

# -6.00 -4.00 -2.00 0.00 2.00 4.00 6.00

-3.0 -2.0 -1.0 0.0 1.0 2.0 3.0 4.0 5.0 6.0 7.0 8.0



# Log Kow (EPI)Log Algal ChV (mmol/L)



# Application: This SAR may be used to estimate toxicity for phenols.

Limitations: Phenols which contain the following groups may have ex ce ss toxi city compared with the values predicted by this SAR:

1,2-di(OH) groups (e.g., catechol)

If the log Kow value is greater than 8.0, or if the comp ound i s solid and the ChV exceeds the water solubility by 10X, no effects at saturation are predicted.

# Data:

CAS No. Chemical Name M.W. log Kow (CLogP) log Kow (EPI ) log Kow (M) Algal ChV (mg/L) Log Algal ChV (mmol/L) Reference (Meas. Kow) Reference (Algal ChV) 500-99-2 3,5-Dimethoxyphenol 154 1.6 1.7 1.64 40 -0.59 Hansch, C. et al., 1995 Kuhn & Pattard, 1990 CBI CBI 212 1.6 1.7 1.2 50 -0.63 HPLC P98-___

_ 100-02-7 4-Nitrophenol 139 1.9 1.9 1.91 2.1 -1.82 Hansch & Leo, 1985 Kuhn & Pattard, 1990 106-44-5 p-Cresol 108 2 2.1 1.95 2.3 -1.67 Hansch & Leo, 1985 Kuhn & Pattard, 1990 95-48-7 o-Cresol 108 2 2.1 1.95 11 -0.99 Hansch & Leo, 1985 Sloof,1983 95-48-7 o-Cresol 108 2 2.1 1.95 34 -0.50 Hansch & Leo, 1985 Sloof,1983 95-48-7 o-Cresol 108 2 2.1 1.95 36 -0.48 Hansch & Leo, 1985 Sloof,1983 95-48-7 o-Cresol 108 2 2.1 1.95 65 -0.22 Hansch & Leo, 1985 Sloof,1983 106-48-9 4-Chlorophenol 129 2.5 2.2 2.39 3 -1.63 Hansch, C. et al., 1995 Kuhn & Pattard, 1990 95-57-8 2-Chlorophenol 129 2.2 2.2 2.15 24 -0.73 Hansch, C. et al., 1995 Kuhn & Pattard, 1990 CBI CBI 120 2.2 2.4 1.79 -1.83 L96-___

_ 95-56-7 2-Bromophenol 173 2.4 2.4 2.35 28 -0.79 Hansch, C. et al., 1995 Kuhn & Pattard, 1990 12167-20-3 Nitrocresol 153 2.4 2.5 2.37 6.3 -1.39 Hansch, C. et al., 1995 Kuhn & Pattard, 1990 59-50-7 4-Chloro-3-methylphenol 143 3 2.7 3.1 5.2 -1.44 Hansch, C. et al., 1995 Kuhn & Pattard, 1990 120-83-2 2,4-Dichlorophenol 163 3 2.8 3.06 2.4 -1.83 Hansch, C. et al., 1995 Kuhn & Pattard, 1990 527-60-6 2,4,6-Trimethylphenol 136 3 3.2 2.73 5.8 -1.37 Sangster,1993 Kuhn & Pattard, 1990 CBI CBI 207 3.8 3.7 6.4 -1.51 P91-___

_ CBI CBI 366 MF 4.4 0.7 -2.72 P94-___

_ CBI CBI 277 6.4 6.3 0.07 -3.60 P01-___

_ SAR Data Not Included in Regression Equation:

CBI CBI 355 4.5 3.8 4.5 @ pH 6.3 

### * Unknown P92-____ CBI CBI 355 4.5 3.8 7.3; >4.3 

### * HPLC; shake flask P01-____ CBI CBI 426 7.2 6.4 

### * P94-____ CBI CBI 531 7.9 8.9 

### * 7.2 

### * -1.868 P95-____

Data Not Included in SAR: 140-66-9 4-(Tert-octyl) phenol 206 5.2 5.3 <0.86 <-2.38 US EPA, 1984

* indicates no effects at saturation



# References: Kuhn R and Pattard M. 1990. Results of the harmful effects of water pollutants to green algae ( Sce ned esmus subspicatus ) in the cell multiplication inhibition test. Water Res. 24:31-38

Slooff W, Canton JH, and Hermens JLM. 1983. Comparison of the su sceptibil ity of 22 freshwater species to 15 chemical compounds. I.(Sub) Acute toxici ty tests. Aquatic Toxicology 4; 113-128.

United States Environmental Protection Agency (USEPA). 1984. Dynamic 14-day acute toxicity of

oc tylphenol to rainbow trout ( Salm o gairdneri) . TSCA Section 4(d). Document No. 40-8462075. Washington, DC: OTS Public Files, USEPA. Fiche No. 0507489 (2).

U.S. Environmental Protection Agency (USEPA). 2006. Database of environmental toxicity data from Premanufac t ure Notifications (PMN). Washington DC: Risk Assessment Division (RAD), OPPT, USEPA, 1400 Pennsylvania Ave., N.W. (Unpublished test data.)

# SAR Phenols 12/2007

FISH (SW) 96-h LC50 (Mortality)

ESTIMATED TOXICITY: The fish (sw) 96-h LC50 values used to develop this SAR were measured and the octanol water partition coeffici ents (Kow) were calculated using the co mputer program, KOWWIN (Version 1.67). The SAR equation used to estimate toxicity is:

Log 96-h LC50 (mmol/L) = -0.9959 (log Kow) + 1.0316

The LC50 is in millimoles per liter (mM/L); N = 5 + 2; and the Coeffici ent of Determination (R 2 

# ) = 0.8224. To convert the LC50 from mM/L to mg/L, multiply by the molecular weight of the compound.

Maximum K ow 

# : 5.0 Maximum MW: 1000

Graph:



# SAR for: Phenols, Fish (SW) 96-h LC50

y = -0.9959x + 1.0316
R 2 

## = 0.8224

n = 5 + 2 

# -6.00 -4.00 -2.00 0.00 2.00 4.00 6.00

-3.0 -2.0 -1.0 0.0 1.0 2.0 3.0 4.0 5.0 6.0 7.0 8.0



# Log Kow (EPI)Log Fish (SW) 96-h LC50 (mmol/L)



# Application: This SAR may be used to estimate toxicity for phenols.

Limitations: Phenols which contain the following groups may have ex ce ss toxi city compared with the values predicted by this SAR:

1,2-di(OH) groups (e.g., catechol)

# If the log Kow value is greater than 5.0, or if the comp ound i s solid and the LC50 exceeds the water solubility by 10X, no effects at saturation are predicted.

# Data:

CAS No. Chemical Name M.W. log Kow (CLogP) log Kow (EPI ) log Kow (M) Fish (SW) 96-h LC50

(mg/L) Log Fish (SW) 96-h

LC50 (mmol/L) Reference (Meas. Kow) Reference (Fish (SW) 96-h LC50) 88-89-1 2,4,6-Trinitrophenol 229 1.6 1.5 1.33 128.838 -0.25 Sangster, 1994 Zaroogian et al., 1985 100-02-7 4-Nitrophenol 139 1.9 1.9 1.91 26.507 -0.72 Hansch & Leo, 1985 Zaroogian et al., 1985 106-48-9 4-Chlorophenol 129 2.5 2.2 2.39 5.359 -1.38 Hansch, C. et al., 1995 Zaroogian et al., 1985 CBI CBI 163 3.3 2.8 3.62 0.87 -2.27 Hansch, C. et al., 1995 CBI 95-95-4 2,4,5-Trichlorophenol 197 3.6 3.5 3.72 1.681 -2.07 Hansch, C. et al., 1995 Zaroogian et al., 1985

SAR Data Not Included in Regression Equation:
104-40-5 Nonylphenol 220 6.2 6 5.76 

### * 70 

### * -0.5 Itokawa et al., 1989 Lussier, SM et al., 2000
104-40-5 Nonylphenol 220 6.2 6 5.76 

### * 142 

### * -0.19 Itokawa et al., 1989 Lussier, SM et al., 2000

Data Not Included in SAR:

* indicates no effects at saturation



# References: Lussier SM, Champlin D, LiVolsi J, Poucher S, and Pruell RJ. Acut e toxicity of p ara-nonylphenol to saltwater animals. Environmental toxicology and chemistry, Vol. 19, No. 3, pp. 617-621.

U.S. Environmental Protection Agency (USEPA). 2006. Database of environmental toxicity data from Premanufac t ure Notifications (PMN). Washington DC: Risk Assessment Division (RAD), OPPT, USEPA, 1400 Pennsylvania Ave., N.W. (Unpublished test data.)

Zarogian G, Heltshe JF, and Johnson M. 1985. Estimati on of toxicity to marine spe cies with structure activity models developed to estimate toxicity to freshwater fish. Aquatic Toxicology, 6:251-270.

# SAR Phenols 12/2007

EARTHWORM 14-d LC50 (Mortality)

ESTIMATED TOXICITY: The earthworm 14-d-h LC50 values used to develop this SAR were measu red and the octanol water partition coefficients (Kow) were calculated using t he computer program, KOWWIN (Version 1.67). The SAR equation used to estimate toxicity is:

Log 96-h EC50 (mmol/L) = -0.4089 (log Kow) + 0.7858

The LC50 is in millimoles per liter (mM/L); N = 3; and the Coefficient of Determination (R 2 

# ) = 0.4052. To convert the LC50 from mM/L to mg/L, multiply by the molecular weight of the compound.

Maximum K ow 

# : 6.4 Maximum MW: 1000

Graph:



# SAR for: Phenols, Earthworm 14-d LC50

y = -0.4089x + 0.7858
R 2 

## = 0.4052 n = 3 

# -6.00 -4.00 -2.00 0.00 2.00 4.00 6.00

-3.0 -2.0 -1.0 0.0 1.0 2.0 3.0 4.0 5.0 6.0 7.0 8.0



# Log Kow (EPI)Log Earthworm 14-d LC50(mmol/L)



# Application: This SAR may be used to estimate toxicity for phenols.

Limitations: If the log Kow value is greater than 6.4, or if the comp ound i s solid and the EC50 exceeds the water solubility by 10X, no effects at saturation are predicted.

Data:

### CAS No. Chemical Name M.W. log Kow (CLogP) log Kow (EPI ) log Kow (M) Earthworm 14-d LC50

(mg/L) Log Earthworm 14

-

d LC50 (mmol/L) Reference (Meas. Kow) Reference (Earthworm 14-d LC50) 108-95-2 Phenol 94 1.5 1.5 1.46 401 0.63 Hansch & Leo, 1985 Neuhauser et al., 1985 100-02-7 4-Nitrophenol 139 1.9 1.9 1.91 38 -0.56 Hansch & Leo, 1985 Neuhauser et al., 1985 88-06-2 2,4,6-Trichlorophenol 197 3.4 3.5 3.69 58 -0.53 Hansch, C. et al., 1995 Neuhauser et al., 1985

SAR Data Not Included in Regression Equation:

Data Not Included in SAR:

* indicates no effects at saturation



# References: Neuhauser, E.F., Loehr, R.C., Malecki, M.R., Milligan, D. L. and Du rkin, P.R. 198 5. The toxicity of selected organic chemicals to the earthworm Eisenia fetida. Journal of Environmental Quality 14: 383-388.

# SAR Phenols 12/2007

LEMNA GIBBA 7-d EC50

ESTIMATED TOXICITY: The lem na gibba 7-d LC50 values used to develop this SAR we re measured and the octanol water partition coefficients (Kow) were calculated using t he computer program, KOWWIN (Version 1.67). The SAR equation used to estimate toxicity is:

Log 96-h EC50 (mmol/L) = -0.8681 (log Kow) + 0.8303

The LC50 is in millimoles per liter (mM/L); N = 5; and the Coefficient of Determination (R 2 

# ) = 0.8562. To convert the LC50 from mM/L to mg/L, multiply by the molecular weight of the compound.

Maximum K ow 

# : 6.4 Maximum MW: 1000

Graph:



# SAR for: Phenols, L.gibba 7-d EC50

y = -0.8681x + 0.8303
R 2 

## = 0.8562 n = 5 

# -6.00 -4.00 -2.00 0.00 2.00 4.00 6.00

-3.0 -2.0 -1.0 0.0 1.0 2.0 3.0 4.0 5.0 6.0 7.0 8.0



# Log Kow (EPI)Log Daphnia ChV (mmol/L)



# Application: This SAR may be used to estimate toxicity for phenols.

Limitations: If the log Kow value is greater than 6.4, or if the comp ound i s solid and the EC50 exceeds the water solubility by 10X, no effects at saturation are predicted.

Data:CAS No. Chemical Name M.W. log Kow (CLogP) log Kow (EPI ) log Kow (M) L.gibba 7-d EC50 (mg/L) Log L.gibba 7

- d EC50 (mmol/L) Reference (Meas. Kow) Reference (L.gibba 7-d EC50) 108-95-2 Phenol 94 1.5 1.5 1.46 50.82 -0.27 Hansch & Leo, 1985 Sharma et al., 1997 106-48-9 4-Chlorophenol 129 2.5 2.2 2.39 23.5 -0.74 Hansch, C. et al., 1995 Sharma et al., 1997 120-83-2 2,4-Dichlorophenol 163 3 2.8 3.06 1.4995 -2.04 Hansch, C. et al., 1995 Sharma et al., 1997 95-95-4 2,4,5-Trichlorophenol 197 3.6 3.5 3.72 0.4146 -2.68 Hansch, C. et al., 1995 Sharma et al., 1997 58-90-2 2,4,5,6-Tetrachlorophenol 232 3.8 4.1 4.45 0.2783 -2.92 Hansch, C. et al., 1995 Sharma et al., 1997 87-86-5 Pentachlorophenol 266 4.3 4.7 5.12 0.5326 -2.70 Hansch, C. et al., 1995 Sharma et al., 1997

SAR Data Not Included in Regression Equation:

Data Not Included in SAR:

* indicates no effects at saturation



# References: Sharma HA, Barber JT, Ensley HE, and Polito MA. 1997. A com pari son of the toxicity and metabolism of phenol and chlorinated phenols by Lemna gibba , with special reference to 2,4,5-Trichlorophenol. Environmental Toxicology and Chemistry, Vol. 16, No. 2, pp. 346-350.