# SAR Categories in Support of SNURs for 36 Chemical Substances

EPA Docket: EPA

- HQ

- OPPT

- 2010

- 1075

July 13, 2011

## Ecological Structure Activity Relationships | New Chemicals Program | USEPA

http://www.epa.gov/oppt/newchems/tools/21ecosar.htm [7/13/2011 12:45:39 PM] You are here: EPA Home Chemical Safety & Pollution Prevention Pollution, Prevention & Toxics New Chemicals Program Ecological Structure Activity Relationships (ECOSAR) 

# New Chemicals

Contact Us 

## Search: All EPA This Area



# Ecological Structure Activity Relationships (ECOSAR)

v. 1.00a, February, 2009

"You will need Adobe Reader to view some of the files on this page. See EPA's PDF page to learn more."



## What is ECOSAR?

The Ecological Structure Activity Relationships (ECOSAR) Class Program is a computerized predictive system that estimates the aquatic toxicity of industrial chemicals. The program estimates a chemical's acute (short-term) toxicity and chronic (long-term or delayed) toxicity to aquatic organisms such as fish, aquatic invertebrates, and aquatic plants by using Structure Activity Relationships (SARs).

What is a Structure Activity Relationship (SAR)?

Structure Activity Relationships, or SARs, is a technique routinely used by the U.S. EPA Office of Pollution Prevention and Toxics under the New Chemicals Program to estimate the toxicity of industrial chemicals being reviewed in response to Pre-Manufacture Notices mandated under Section 5 of the Toxic Substances Control Act (TSCA). Through publication of ECOSAR, the U.S. EPA provides public access to the same methods the EPA uses for evaluating aquatic toxicity.

How Does ECOSAR Work?

ECOSAR uses SARs to predict the aquatic toxicity of untested chemicals based on their structural similarity to chemicals for which aquatic toxicity data are available. The toxicity data used to build the SARs are collected from publicly available experimental studies and confidential submissions submitted to the U.S. EPA New Chemicals Program. The SARs in ECOSAR express correlations between a compound's physicochemical properties and its aquatic toxicity within specific chemical classes.

ECOSAR contains a library of class-based SARs for predicting aquatic toxicity, overlaid with an expert decision tree based on expert rules for selecting the appropriate chemical class for the compound. ECOSAR version 1.00 is programmed to identify over 120 chemical classes and allows access to over 440 SARs. The SARs estimate acute and chronic toxicity endpoints for fish, aquatic invertebrates, and green algae (species used in standard U.S. EPA New Chemicals Program aquatic toxicity profiles) along with limited SARs for other salt water and terrestrial species, where data were available.

Many of the SARs have been validated through studies published in the open literature or through validation activities conducted by the U.S. EPA is conjunction with other regulatory agencies. For access to some of the ECOSAR validation activities, see the publications attached below under the ECOSAR Documentation section, or visit the U.S. EPA’s Sustainable Futures/Publications webpage. New Chemicals

Home

Basic Information

PMN Forms and

Information

Premanufacture

Notice Status

New Chemicals

Policies

Guidance Materials

Chemical

Categories Report

Consent Orders and

Significant New Use Rules

ECOSAR:

Ecological Structural Activity Relationships Importing and

Exporting New Chemicals Share

## Ecological Structure Activity Relationships | New Chemicals Program | USEPA

http://www.epa.gov/oppt/newchems/tools/21ecosar.htm [7/13/2011 12:45:39 PM] What Information Do I Need to Use ECOSAR?

Descriptions of Chemical Structure Entered using Simplified Molecular Input Line Entry System (SMILES) notation or CAS Registry number if the CAS is available in the look-up data base within ECOSAR. ECOSAR will also accept a .mol file for single chemical entry, or .sdf file or string files to perform batch runs. Octanol/water Partitioning Coefficient (Kow) If measured Kow values are not available, ECOSAR will estimate Kow using the EPISuite (WSKowwin) module and use the value in subsequent toxicity predictions. Charge density and other information may also be required for some chemical classes

With this information, ECOSAR can perform a SAR analysis and automatically estimate standard toxicity values for a chemical of interest.

How Are ECOSAR Data Used?

The U.S. EPA Office of Pollution Prevention and Toxics uses SARs to predict the aquatic toxicity of new industrial chemicals in the absence of test data. The use of SARs has been an accepted practice in the U.S. EPA New Chemicals Program for estimating the aquatic toxicity of industrial chemicals for over 25 years. Environmental assessors, chemical manufactuerers, chemical suppliers, and other regulatory agencies have used ECOSAR to develop quantitative screening level toxicity profiles for fish, aquatic invertebrates, and green algae. For more information on the use of ECOSAR in assessing aquatic toxicity of industrial chemicals when measured data are not available, please visit the U.S. EPA’s Sustainable Futures webpage and review the training material developed by EPA.

The Sustainable Futures Initiative is a voluntary program that encourages chemical developers to use EPA's models and methods to screen new chemicals for potential risks early in the development process. The overall goal of the program is to provide public access to predictive tools that can assist in chemical management decisions and ultimately allow the production of safer chemicals. Sustainable Futures Partners and other interested stakeholders are free to use these materials. The Sustainable Futures site contains presentations, including an over view of ECOSAR with a discussion of what the method does, necessary model inputs, how to interpret results, and how the results are used in a U.S. EPA New Chemicals Program screening level assessment.

How can Community Groups use ECOSAR?

Community groups can use ECOSAR in ways similar to those listed above to estimate aquatic toxicity. However, technical assistance from specialists is advisable as the program was designed for use by individuals with experience and knowledge of organic chemistry, ecotoxicology, and SARs.

What Type of Computer System Do I Need?

Software Required: Microsoft Windows 95 or later (including 98, ME, NT, XP and Vista).

Hardware: IBM-compatible computer with an 80386, 80486 or more recent processor; 2 MB RAM minimum; at least 30 MB available disk space.

What Do I Need to Know to Run the Program and Model Results?

The program requires an understanding of organic chemistry, ecotoxicology, and SARs.

How Can I Obtain ECOSAR?

Download ECOSAR by selecting the following link EcoSarsetup.exe (19MB) . ECOSAR is a self-extracting file. Once it is copied to diskette or hard drive, execute (double-click) the file to install the program.

Download the latest ECOSAR User's Guide (PDF) (39 pps, 241KB). This file also requires the Acrobat Reader which is available below.

## Ecological Structure Activity Relationships | New Chemicals Program | USEPA

http://www.epa.gov/oppt/newchems/tools/21ecosar.htm [7/13/2011 12:45:39 PM] Download the latest ECOSAR Technical Reference Manual (PDF) (45 pps, 585KB). This file also requires the Acrobat Reader which is available below.

How Can I Obtain Additional Information about ECOSAR and Structure Activity Relationships?

The U.S. EPA, in conjunction with various public partners and interested public sponsors, provides training on the use and application of models used within the New Chemicals Program including ECOSAR. For additional information about ECOSAR and other predictive tools used by the U.S. EPA Office of Pollution Preventions and Toxics, please visit the U.S. EPA’s Sustainable Futures webpage for training and information on models for assessing industrial chemicals.

ECOSAR Documentation:

1

. OPPT's report: U.S. EPA/EC Joint Project on the Evaluation of (Quantitative) Structure Activity Relationships: Final report (PDF) (364 pps, 16.64 MB) This file requires the Acrobat Reader which is available below. This file is very large and may take a while to download. Also, it has elements that may cause problems to those using Adobe Reader 5.0.

2

. OECD's Monograph: Joint Project on the Evaluation of (Quantitative) Structure Activity Relationships (PDF) (81 pps, 159 KB) This file requires the Acrobat Reader which is available below.

Model Updates to ECOSAR for Version 1.00a Release

Over 80 additional chemical classes were added to version 1.00; ECOSAR now contains over 118 chemical classes and over 440 SARs based on publicly available and confidential experimental data Updates to the ECOSAR help file system New technical reference sheets will be available in the help menu for all chemical classes including the non-confidential training set chemicals for each endpoint within a class. All octanol-water partition coefficient (Kow) values for the training set chemicals were updated to reflect the newest method from EPISuite (WSKowwin)

Additional Updates to ECOSAR Include

The water solubility (WS) module in ECOSAR was updated to reflect the newest method available from EPISuite (WSKowwin).

Next Steps in the Future Development of ECOSAR

Identify additional data points to increase training sets for all chemical classes and soliciting contribution of additional data from interested partners Refining data sets and regression analysis for neutral organics and chemical classes with excess toxicity and investigating outliers identified during statistical analysis Investigating predictive methods for inorganics and organometallics Incorporating a limited number of SARs for polymer evaluation

U.S. EPA Technical Contacts:

Kelly E. Mayo-Bean, U.S. EPA Risk Assessment Division (7403M) 1200 Pennsylvania Ave., N.W. Washington, DC 20460-0001 Phone: 202-564-7662 Fax: 202-564-9063 email: mayo.kelly@epa.gov

Gordon G. Cash, U.S. EPA Risk Assessment Division (7403) U.S. Environmental Protection Agency 1200 Pennsylvania Avenue, NW Washington, DC 20460-0001

## Ecological Structure Activity Relationships | New Chemicals Program | USEPA

http://www.epa.gov/oppt/newchems/tools/21ecosar.htm [7/13/2011 12:45:39 PM] EPA Home Privacy and Security Notice Contact Us
http://www.epa.gov/oppt/newchems/tools/21ecosar.htm Print As-Is
Last updated on Monday, August 30, 2010 

## Phone: 202-564-8923 Fax: 202-564-9063 E-mail: cash.gordon@epa.gov

Model Development Contact:

Bill Meylan Syracuse Research Corporation Environmental Science Center 6225 Running Ridge Road North Syracuse, NY 13212 phone: 315 452-8421 fax: 315 452-8440 e-mail: meylan@srcinc.com SRC website: http://www.syrres.com/what-we-do/environment.aspx

# 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 coefficients (Kow) 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 = 117 + 23; 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 amines.

LIMITATIONS: For aliphatic amines with log Kow values greater than 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 petrochemicals 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 (eds). 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. Biodegradation 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 inbow trout of represent ative compounds 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 effects of chemicals on seven aquatic species. Environ. Toxicol. Chem. 5:831-840.

Platz RD, and Nabholz JV. 1990. Generic environme ntal hazard assessment 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 ment 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 Wisconsin-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 toxicity data from Premanufacture 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 toxicity data from data submitted 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 coefficients (Kow) 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 amines.

LIMITATIONS: For aliphatic amines with log Kow values greater than 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 chemicals 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 effects of chemicals 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 selective serotonin reuptake inhibitors to Ceriodaphnia dubia. Env Tox & Chem 23:2229-2233.

LeBlanc GA. 1980. Acute Toxicity of priority pollutants to water flea ( Daphnia 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. magna and D. pulex . Env Tox & Chem 14:2085- 2088.

Platz RD, and Nabholz JV. 1990. Generic environme ntal hazard assessment 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 Daphnia pulex

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

U.S. Environmental Protection Agency (USEPA). 1990. Summary of structure-activity data files: University of Wisconsin-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 toxicity data from Premanufacture 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 toxicity data from data submitted 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 partition 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 amines.

LIMITATIONS: If the log Kow value is greater than 7, or if t he 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) 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. Biodegradation 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 assessment 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 Wisconsin-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 toxicity data from Premanufacture 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 toxicity data from data submitted 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 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 11/2007

FISH ChV

ESTIMATED TOXICITY: The fish chronic values (ChV) used to develop this SAR were measured and the octanol water partition coefficients (Kow) 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 amines.

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 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. 1995. Chronic 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 toxicity data from Premanufacture 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 toxicity data from data submitted 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 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) = -0.0977 (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 amines.

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) 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 assessment 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 toxicity data from Premanufacture 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 toxicity data from data submitted 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 op 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 amines 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 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) 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. Biodegradation and toxicity of selected amines on aquatic org anisms. Chemosphere 9:753-762.

Platz RD, and Nabholz JV. 1990. Generic environme ntal hazard assessment 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 toxicity tests 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 toxicity data from Premanufacture 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 toxicity data from data submitted 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. Predictions 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 molecular 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 amines.

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 (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 toxicity data from Premanufacture 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. Predictions 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 (mM/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 amines.

LIMITATIONS: If the log Kow value is greater than 6, 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 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 toxicity data from Premanufacture 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. Predictions 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 (mM/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 amines.

LIMITATIONS: If the log Kow value is greater than 7.0, 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) 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 ison 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 toxicity data from Premanufacture 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 amines SAR fish (SW) chronic 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 molecular 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 amines.

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:

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) endpoint. Predictions 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 amines.

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:

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) endpoint. 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 amines.

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 toxicity data from Premanufacture 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 coefficients (Kow) 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 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) 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 toxicity data from Premanufacture 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 coefficients (Kow) 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 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) 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 contaminants 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 toxicity data from Premanufacture 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 partition 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 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) 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 toxicity data from Premanufacture 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. Predictions 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 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 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. Predictions 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 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) 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 toxicity data from Premanufacture 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 op 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 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) 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 toxicity data from Premanufacture Notifications (PMN). Wash ington DC: Risk Assessment Division (RAD), OPPT, USEPA, 1400 Pennsylvania Ave., N.W. (Unpublished test data.)

# SAR Amides 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 coefficients (Kow) 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) = -0.7909 (log Kow) + 0.6916

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

# ) = 0.9275. To convert the LC50 from mM/L to mg/L , multiply by the molecular weight of the compound.

Maximum K ow 

# : 5 Maximum MW: 1000

GRAPH:


# SAR for: Amides, Fish 96-h LC50

y = -0.7909x + 0.6916
R 2 

### = 0.9275

n = 6 + 6 

## -6.0 -4.0 -2.0 0.0 2.0 4.0 6.0

-3.0 -2.0 -1.0 0.0 1.0 2.0 3.0 4.0 5.0 6.0 7.0 8.0 9.0



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



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

LIMITATIONS: No limitations known at this time.

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 177 0.76 1 0.7 290 0.21 P94-0638 analog P94-_____ 607-00-1 N,N-Diphenylformamide 197 MF 1.9 26.3 -0.87 DUL 607-00-1 N,N-Diphenylformamide 197 MF 1.9 35.1 -0.75 DUL 180982-91-6; 1 Mixture of acetamide, 2-hy d 519 2.6 2.9 2.9 -2.25 8(e) - 14829 CBI CBI 603 4.6 1.3 -2.67 P99-____ CBI CBI 400 5.3 4.9 0.3 -3.12 8(e) - ____

CBI CBI 557 3.2 7.3 4.8 * * P91-____ analog 5 P91-____ CBI CBI 571 3.7 7.8 6.8 * * P91-____ analog 4 P91-____

000000-00-0 N-ethyl-6- trifluoromethytetradecafluo ro-1-heptanesulfonamide and isomers 527 4.2 7.8 0.189 -3.45 8(e) - 4438 CBI CBI 606 3.5 8 2.1 * * P90-____ P90-____ CBI CBI 527 4 8.5 * * 8(e) - ____ CBI CBI 527 4 8.5 34 -1.19 8(e) -____

* indicates no effects at saturation SAR data not Included in regression equation:

Data not used in SAR:



# REFERENCES: Brooke LT, Call DJ, Geiger DL, Northcott CE, and Piorier SH (eds). 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]

Tomlin, C.D.S. (Editor). 1997. The pesticide manual. 11 th 

# edition. The British Crop Protection Council. Farnham, UK.

U.S. Environmental Protection Agency (USEPA). 1990. Summary of structure-activity data files: University of Wisconsin-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. [DUL]

U.S. Environmental Protection Agency (USEPA). 20 06. Database of environmental toxicity data from Premanufacture 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 toxicity data from data submitted 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 Amides 8/2008

DAPHNID 48-h LC50

ESTIMATED TOXICITY: The daphnid 48-h LC50 values used to develop this SAR were measured, and the octanol water partition coefficients (Kow) 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) = -0.6409 (log Kow) + 0.1423

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

# ) = 0.7848. To convert the LC50 from mM/L to mg/L , multiply by the molecular weight of the compound.

Maximum K ow 

# : 5 Maximum MW: 1000

GRAPH: 

# SAR for: Amides, Daphnid 48-h LC50

y = -0.6409x + 0.1423
R 2 

## = 0.7848

n = 3 + 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 Daphnid 48-hLC50 (mmol/L)



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

LIMITATIONS: No limitations known at this time.

DATA:CAS No. Chemical Name M.W. log Kow (CLogP) log Kow (EPI) log Kow (M) Daphnid 48- h LC50 (mg/L) Log Daphnid 48-h LC50 (mmol/L) Reference (Meas. log Kow) Reference (Daphnid 48-h LC50 CBI CBI 177 0.76 1 0.7 120 -0.17 P94-____ P94-____ 180982-91-6; Mixture of acetamide, 2-hy d 519 2.6 2.9 2 -2.41 8(e)-14829 CBI CBI 603 4.6 2.2 -2.44 P99-____

CBI CBI 557 3.2 7.3 4.8 * * P91-____; analog 5 P91-____ CBI CBI 571 3.7 7.8 6.8 * * P91-____; analog 4 P91-____ 000000-00-0 N-ethyl-6- 527 4.2 7.8 0.06 -3.94 8(e) - 4438 CBI CBI 606 3.5 8 2.1 * * P90-____ P90-____ CBI CBI 527 4 8.5 0.386 -3.14 8(e) - ____ CBI CBI 527 4 8.5 3.2 -2.22 8(e) - ____

CBI CBI 0.04 8(e)-____ SAR Data Not Included in Regression Equation:

Data not used in SAR:

* indicates no effects at saturation



# REFERENCES: U.S. Environmental Protection Agency (USEPA). 20 06. Database of environmental toxicity data from Premanufacture 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 toxicity data from data submitted 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 Amides 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 partition 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) = -0.2786 (log Kow) - 2.1009

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

# ) = N/A. To convert the EC50 from mM/L to mg/L, mult iply by the molecular weight of the compound.

Maximum K ow 

# : > 8.0 Maximum MW: 1000

GRAPH: 

# SAR for: Amides, Algal 96-hr EC50

y = -0.2786x - 2.1009 n = 2 + 1



# -6.00 -4.00 -2.00 0.00 2.00 4.00 6.00

-2.0 -1.0 0.0 1.0 2.0 3.0 4.0 5.0 6.0 7.0 8.0 9.0 

# Log Kow (EPI)Log Algal 96 hr EC50mmol/L)



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

LIMITATIONS: No limitations known at this time.

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. log Kow) Reference (Algal 96-h EC50)

180982-91-6; 180982-90-5 Mixture of acetamide, 2- hydroxy-n-[3- octyloxy)propyl]- and acetamide, n-[3- (decyloxy)propyl]-2- h y drox y - 519 2.6 2.9 0.64 -2.91 8(e)-14829 CBI CBI 603 4.6 0.25 -3.38 P99-____ CBI CBI 606 3.5 8 2.1 13.6 -1.65 P90-____ P90-____

Geometric Mean 574 4.7 1.30 -2.65 Geometric Mean (8(e)- 14829,P99-____, P90-____) Zeroed Line 0 0 -2.65

CBI CBI 0.12 8(e)-_____ SAR Data Not Included in Regression Equation:

Data not used in SAR:

* indicates no effects at saturation



# REFERENCES: U.S. Environmental Protection Agency (USEPA). 20 06. Database of environmental toxicity data from Premanufacture 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 toxicity data from data submitted 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 Amides 8/2008

FISH ChV

ESTIMATED TOXICITY: The fish chronic value (ChV) used to devel op this SAR was measured, and the octanol water partition coefficient (Kow) was calculated using t he computer program, KOWWIN (Version 1.67). The SAR equation used to estimate toxicity wa s developed from the single available data point and the slope of the F96 Amides SAR equation, and is:

Log 96-h EC50 (mmol/L) = -0.7909 (log Kow) – 1.5367

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, mult iply by the molecular weight of the compound.

Maximum K ow 

# : > 8.0 Maximum MW: 1000

GRAPH: 

# SAR for: Amides, Fish ChV

y = -0.7909x - 1.5367 n = 1 + 1 

# -6.0 -4.0 -2.0 0.0 2.0 4.0 6.0

-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 amides.

LIMITATIONS: No limitations known at this time.

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. log Kow) Reference (Fish ChV) 619-80-7 4-Nitrobenzamide 166 0 0.56 0.82 1.74 -1.98 DUL

8 8 -7.86 Approximate Value From F96 Slope

SAR Data Not Included in Regression Equation:

Data not used in SAR:

* indicates no effects at saturation



# REFERENCES: U.S. Environmental Protection Agency (USEPA). 1990. Summary of structure-activity data files: University of Wisconsin-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. [DUL]

# SAR Amides 8/2008

DAPHNID ChV

ESTIMATED TOXICITY: No adequate data were available for the amides daphnid chronic value (ChV) SAR. Predictions for this endpoint were estimated using the acute- to-chronic ratio and the slope of the D48 amides SAR. The SAR equation used to estimate toxicity is:

Log ChV (mmol/L) = -0.6409 (log Kow) – 1.7374

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: Amides, Daphnid ChV

y = -0.6409x - 1.7374 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 Daphnid ChV(mmol/L)



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

LIMITATIONS: No limitations known at this time.

DATA:

CAS No. Chemical Name M.W. log Kow (CLogP) log Kow (EPI) log Kow (M) Daphnid ChV (mg/L) Log Daphnid ChV (mmol/L) Reference (Meas. log Kow) Reference (Daphnid ChV) 1/10 D48 0 0 -1.74 D48 Amides SAR

8 8 -6.86 Approximate Value From D48 Slope

SAR Data Not Included in Regression Equation:

Data not used in SAR:

* indicates no effects at saturation 

# REFERENCES:

# SAR Amides 8/2008

GREEN ALGAE ChV

ESTIMATED TOXICITY: The green algae chronic values (ChV) used to devel op 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 (log Kow) – 2.7771

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

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

Maximum K ow 

# : 8 Maximum MW: 1000

GRAPH: 

# SAR for: Amides, Algal ChV

y = -2.7771

n = 2 + 1 

# -6.00 -4.00 -2.00 0.00 2.00 4.00 6.00

-2.0 -1.0 0.0 1.0 2.0 3.0 4.0 5.0 6.0 7.0 8.0 9.0 

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



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

LIMITATIONS: No limitations known at this time.

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. log Kow) Reference (Algal ChV) CBI CBI 603 4.6 0.12 -3.70 P99-____ CBI CBI 606 3.5 8 2.1 8.5 -1.85 P90-____ P90-____ Geometric Mean (GM) 604 4 6 1 -2.78 GM Of Available Data

8 8 -2.78 Approximate Value With A Slope Of 0

SAR Data Not Included in Regression Equation:

Data not used in SAR:

* indicates no effects at saturation



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

# SAR Anilines (Aromatic Amines) 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 coefficients (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) = -0.5206 (log K ow 

# ) + 0.2013

The LC50 is in millimoles per liter (mM/L); N = 58 + 3; and the Coefficient of Determination (R 2 

# ) = 0.6715. To convert the LC50 from mM/L to mg/L, multiply by the molecular weight of the compound.

Maximum K ow 

# : >7.8 Maximum MW: 1000

GRAPH:


# SAR for: Anilines, Fish 96-h LC50

y = -0.5206x + 0.2013
R 2 

## = 0.6715 n = 58 + 3 

# -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 7.0 8.0 

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



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

LIMITATIONS: Di- and tri-nitroanilines are more toxic than predicted; a fish 96-h LC50 SAR has been developed for dinitroanilines.

# 2,3,5,6-Tetrachloroaniline is 19 times more toxic than predicted by this SAR. Tetrabromoaniline may be more toxic than predicted by this SAR as well.

N-substituted anilines are less toxic than predicted by this SAR; for these compounds use the neutral organics fish 96-h LC50 SAR.

DATA:

CAS No. Chemical Name M.W. log Kow (CLogP) log Kow (EPI ) log Kow (M) Fish 96 hr LC50 (mg/L) Log Fish 96 hr LC50 (mmol/L) Reference (Meas. Kow) Reference (Fish 96-hr LC50) 121-57-3 4-Amino-benzenesulfonic a c 173 -0.94 -2.1 -2.16 100.4 -0.24 Okamoto et al, 1991 Greim et al., 1994 5123-63-7 2-(Diethylamino)-benzenes u 251 MF -1.8 -1.6 3400 1.13 Sangster, 1994 Greim et al., 1994 81-16-3 2-Amino-1-naphthalene-sul f 223 0.23 -0.91 -1.16 6000 1.43 Hansch & Leo, 1985 Greim et al., 1994 CBI CBI 498 1.2 -0.9 160 -0.49 P02-____ CBI CBI 242 0.94 -0.79 150 -0.21 P95-____ 17584-12-2 3-Amino-5,6-dimethyl-1,2,4

- 124 0.11 -0.05 952 0.89 DUL 95-80-7 2,4-Diaminotoluene 122 0.14 0.16 0.14 1420 1.07 Debnath et al., 1992 DUL 88-68-6 Anthranilamide 136 0.35 0.44 0.35 395 0.46 Pomona, 1987 DUL 99-03-6 m-Aminoacetophenone 135 0.86 0.76 0.83 382 0.45 Dunn et al., 1983 DUL 62-53-3 Aniline 93 0.92 1.1 0.9 134 0.16 Hansch & Leo, 1985 DUL 62-53-3 Aniline 93 0.92 1.1 0.9 75.5 -0.09 Hansch & Leo, 1985 DUL 62-53-3 Aniline 93 0.92 1.1 0.9 114 0.09 Hansch & Leo, 1985 DUL 62-53-3 Aniline 93 0.92 1.1 0.9 32 -0.46 Hansch & Leo, 1985 Ewell et al., 1986. 5600-21-5 2-Amino-4-chloro-6-methyl p 144 0.83 1.1 147 0.01 DUL 5600-21-5 2-Amino-4-chloro-6-methyl p 144 0.83 1.1 136 -0.02 DUL 70-69-9 4'-Aminopropiophenone 149 1.4 1.3 146 -0.01 DUL 371-40-4 4-Fluoroaniline 111 1.4 1.3 1.15 16.9 -0.82 Hansch & Leo, 1985 DUL 1072-97-5 2-Amino-5-bromopyridine 173 1.3 1.4 177 0.01 DUL 100-01-6 p-Nitroaniline 138 1.3 1.5 1.39 125 -0.04 Hansch & Leo, 1985 DUL 106-49-0 4-Toluidine 107 1.4 1.6 1.39 149 0.14 Hansch & Leo, 1985 DUL 106-49-0 4-Toluidine 107 1.4 1.6 1.39 171 0.20 Hansch & Leo, 1985 DUL 95-51-2 2-Chloroaniline 128 1.9 1.7 1.9 5.81 -1.34 Hansch & Leo, 1985 DUL 95-51-2 2-Chloroaniline 128 1.9 1.7 1.9 5.68 -1.35 Hansch & Leo, 1985 DUL 95-51-2 2-Chloroaniline 128 1.9 1.7 1.9 1.9 -1.83 Hansch & Leo, 1985 8e-4156 106-47-8 4-Chloroaniline 128 1.9 1.7 1.83 30.6 -0.62 Sangster, 1994 DUL 106-47-8 4-Chloroaniline 128 1.9 1.7 1.83 32.5 -0.60 Sangster, 1994 Veith & Broderius 95-51-2 2-Chlorobenzeneamine 128 1.9 1.7 1.9 1 -2.11 Hansch & Leo, 1985 8(e)-4156 5922-60-1 2-Amino-5-chorobenzonitril e 153 1.8 1.8 28.6 -0.73 DUL 106-40-1 p-Bromoaniline 172 2.1 2 2.26 47.5 -0.56 Hansch & Leo, 1985 DUL 121-87-9 2-Chloro-4-nitroaniline 173 2.2 2.1 21.5 -0.91 DUL 121-87-9 2-Chloro-4-nitroaniline 173 2.2 2.1 18.9 -0.96 DUL 121-87-9 2-Chloro-4-nitroaniline 173 2.2 2.1 20.2 -0.93 Veith & Broderius 589-16-2 4-Ethylaniline 121 2 2.1 1.96 73 -0.22 Hansch & Leo, 1985 DUL 771-60-8 2,3,4,5,6-Pentafluoroanilin e 183 2.2 2.1 37.1 -0.69 DUL 393-39-5 a,a,a-4-Tetrafluoro-o-toluidi 179 2.5 2.2 29.6 -0.78 DUL 2357-47-3 a,a,a,a-Tetrafluoro-m-toluid 179 2.5 2.2 30.1 -0.77 DUL CBI CBI 236 2.2 2.2 45 -0.72 P92-____ 615-65-6 2-Chloro-4-methylaniline 142 2.4 2.3 35.9 -0.60 DUL 95-76-1 3,4-Dichloroanaline 162 2.8 2.4 2.69 7 -1.36 Hansch & Leo, 1985 DUL 95-76-1 3,4-Dichloroanaline 162 2.8 2.4 2.69 8.06 -1.30 Hansch & Leo, 1985 DUL 95-76-1 3,4-Dichloroanaline 162 2.8 2.4 2.69 7.7 -1.32 Hansch & Leo, 1985 DUL 616-86-4 4-Ethyoxy-2-nitroaniline 182 2.4 2.6 26 -0.85 DUL 634-67-3 2,3,4-Trichloroaniline 196 3.6 3 3.33 3.56 -1.74 Sangster, 1994 DUL 2,3,6-Trichloroaniline 196 3.6 3 3.64 -1.73 Veith & Broderius 104-13-2 4-Butylaniline 149 3 3.1 3.05 10.2 -1.16 Martin-Villoore et al., 1986 DUL 1484-26-0 3-Benzyloxyaniline 199 3.2 3.1 9.14 -1.34 DUL CBI CBI 298 2.8 3.2 0.54 -2.74 P01-____ 39905-57-2 4-Hexyloxyaniline 193 3.6 3.6 2.8 -1.84 DUL 39905-57-2 4-Hexyloxyaniline 193 3.6 3.6 3.23 -1.78 DUL 2894-51-1 2-Amino-4'-chlorobenzophe 232 3.9 3.7 2.12 -2.04 DUL 24544-04-5 2,6-Diisopropylaniline 177 3.7 4 14.2 -1.10 DUL 24544-04-5 2,6-Diisopropylaniline 177 3.7 4 16.5 -1.03 DUL 24544-04-5 2,6-Diisopropylaniline 177 3.7 4 15.3 -1.06 Veith & Broderius 3481-20-7 2,3,5,6-Tetrachloroaniline 217 3.6 3.7 4.1 0.27 -2.91 Sangster, 1994 Veith & Broderius CBI CBI 420 4.3 4 2.4 -2.24 P90-____ 16245-79-7 4-Octylaniline 205 5.1 5.1 0.119 -3.24 DUL 37529-30-9 4-Decylaniline 233 6.2 6 0.0625 -3.57 DUL Mixture of N-Ethyl-6-trifluor o 527 4.2 7.8 0.189 -3.45 8(e)-4438

SAR data not included in Regression Equation: CBI CBI 556 3.6 2.7 * * P97-____ CBI CBI 417 6.7 6.5 > 4.49 * * P88-____ P88-____ CBI CBI 420 10 9.7 >7.38 * * P00-____ P00-____

Data not included in SAR: 1126-34-7 3-Aminobenzenesulfonic a c 195 0.69 -3.9 -3.4 >10,000 >1.71 Sangster, 1994 Greim et al., 1994; inequality 98-40-8 3-(Ethylamino)-4-methyl-be 215 0.25 -0.5 220-460 0.3-10.0 Greim et al., 1994; range 127-68-4 3-Nitrobenzenesulfonic aci d 225 1.7 -3.1 -2.16 >500 >0.35 Sangster, 1994 Greim et al., 1994; inequality 104-42-7 4-Dodecylaniline 261 7.2 7 >3200 >1.09 DUL; inequality 3481-20-7 2,3,5,6-Tetrachloroaniline 231 4.3 3.7 4.1 0.27 -2.93 Sangster, 1994 DUL *no effects at saturation

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

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

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

Greim H, Ahlers J, Bias R, Broecker B, Hollander H, Gelbke HP, Klimisch HJ, Mangelsdorf I, Paetz A, Schong N, Stropp G, Vogel R, Weber C, Ziegler-Skulakakis K, Bayer E. 1994.Toxicity and ecotoxicity of sulfonic acids: Structure-activity relationship. Chemosphere. 28(12):2203-2236.

U.S. Environmental Protection Agency (USE PA). 1990. Summary of structure-activity 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 Premanufacture 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 and Broderius SJ. 1987. Structure-toxicity relationships for industrial chemicals causing type (II) narcosis syndrom e. In: Kaiser KLE (ed.). QSAR in Environmental Toxicology-II. Boston, MA: D. Reidel Pub. Co., pp. 385-391.

# SAR Anilines (Aromatic Amines ) 7/2008

FISH 14-day LC50 (Mortality)

ESTIMATED TOXICITY: The fish 14-day LC50 values used to develop this SAR were measured, and the octanol water partition coefficients (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) = -1.0803 log K ow 

# + 1.1904

The LC50 is in millimoles per liter (mM/L); N = 17 + 0; and the Coefficient of Determination (R 2 

# ) = 0.7564. To convert the LC50 from mM/L to mg/L, multiply by the molecular weight of the compound.

Maximum K ow 

# : >3.7 Maximum MW: 1000

GRAPH:


# SAR for: Anilines, Fish 14-d LC50

y = -1.0803x + 1.1904
R 2 

## = 0.7564 n = 17 + 0 

# -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 anilines.

LIMITATIONS: Di- and tri-nitroanilines are more toxic than predicted.

# 2,3,5,6-Tetrachloroaniline is 19 times more toxic than predicted by this SAR. Tetrabromoaniline may be more toxic than predicted by this SAR as well.

N-substituted anilines are less toxic than predicted by this SAR; for these compounds use the neutral organics fish 14-d LC50 SAR.

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 (Endpoint) 62-53-3 Aniline 93 0.92 1.1 0.9 125 0.13 Hansch & Leo, 1985 Hermans et al., 1984 95-53-4 2-Methylaniline 107 1.4 1.6 1.32 81.3 -0.12 Hansch & Leo, 1985 Hermans et al., 1984 108-44-1 3-Methylaniline 107 1.4 1.6 1.4 36.3 -0.47 Hansch & Leo, 1985 Hermans et al., 1984 106-49-0 4-Methylaniline 107 1.4 1.6 1.39 10.7 -1.00 Hansch & Leo, 1985 Hermans et al., 1984 95-51-2 2-Chloroaniline 128 1.9 1.7 1.9 6.2 -1.31 Hansch & Leo, 1985 Hermans et al., 1984 108-42-9 3-Chloroaniline 128 1.9 1.7 1.88 13.4 -0.98 Hansch & Leo, 1985 Hermans et al., 1984 106-47-8 4-Chloroaniline 128 1.9 1.7 1.83 26 -0.69 Sangster, 1994 Hermans et al., 1984 578-54-1 2-Ethylaniline 121 1.9 2.1 1.74 74.7 -0.21 Hansch & Leo, 1985 Hermans et al., 1984 587-02-0 3-Ethylaniline 121 1.9 2.1 27.1 -0.65 Hermans et al., 1984 589-16-2 4-Ethylaniline 121 2 2.1 1.96 29.1 -0.62 Hansch & Leo, 1985 Hermans et al., 1984 95-82-9 2,5-Dichloroaniline 162 2.7 2.4 2.75 1.65 -1.99 Sangster, 1994 Hermans et al., 1984 554-00-7 2,4-Dichloroaniline 162 2.7 2.4 2.78 6.3 -1.41 Sangster, 1994 Hermans et al., 1984 626-43-7 3,5-Dichloroaniline 162 2.8 2.4 2.9 3.9 -1.62 Hansch & Leo, 1985 Hermans et al., 1984 95-76-1 3,4-Dichloroanaline 162 2.8 2.4 2.69 6.3 -1.41 Hansch & Leo, 1985 Hermans et al., 1984 634-67-3 2,3,4-Trichloroaniline 196 3.6 3 3.33 1.4 -2.15 Sangster, 1994 Hermans et al., 1984 636-30-6 2,4,5-Trichloroaniline 196 3.6 3 3.45 2 -1.99 Sangster, 1994 Hermans et al., 1984 3481-20-7 2,3,5,6-Tetrachloroaniline 231 4.3 3.7 4.1 0.36 -2.81 Sangster, 1994 Hermans et al., 1984

SAR data not included in Regression Equation:

Data not included in SAR:

*no effects at saturation



# REFERENCES: Hermans J, Leeuwangh P, and Musch A. 1984. Quantitative structure-activity relationships and mixture toxicity studies of chloro- and alkylanilines at an acute lethal toxicity levels to the guppy, Poecilia reticulata . Ecotoxicology and Environmental Safety 8: 388-394.

# SAR Anilines (Aromatic Amines) 6/26/2008

DAPHNID 48-h LC50

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

Log 48-h LC50 (mmol/L) = -0.1992 (log K ow 

# ) - 1.6254

The LC50 is in millimoles per liter (mM/L); N = 30 + 3; and the Coefficient of Determination (R 2 

# ) = 0.1773. To convert the LC50 from mM/L to mg/L, multiply by the molecular weight of the compound.

Maximum K ow 

# : >7.8 Maximum MW: 1000

GRAPH:


# SAR for: Anilines, Daphnid 48-h LC50

y = -0.1992x - 1.6254
R 2 

## = 0.1773 n = 30 + 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 Daphnid 48-h LC50 (mmol/



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

LIMITATIONS: Di- and tri-nitroanilines are more toxic than predicted by this SAR; a daphnid 48-h LC50 SAR has been developed for dinitroanilines.

# Tetrachloro- and tetrabromo-aniline may be 20 times more toxic than predicted by this SAR.

N-substituted anilines are less toxic than predicted by this SAR; for these compounds use the daphnid 48-h LC50 SAR for neutral organics.

DATA:

CAS No. Chemical Name M.W. log Kow (CLogP) log Kow (EPI ) log Kow (M) Daphnid 48- h LC50 (mg/L) Log Daphnid 48-h LC50 (mmol/L) Reference (Meas. log Kow) Reference (Daphnia 48-hr LC50) CBI CBI 498 1.2 -0.9 7.1 -1.85 P02-____ 98-40-8 3-(Ethylamino)-4-methyl-be 215 0.25 -0.5 154 -0.14 Greim et al., 1994 591-27-5 m-Aminophenol 109 0.2 0.2 0.21 1.1 -2.00 Hansch et al., 1995 Kuhn et al., 1989 123-30-8 p-Aminophenol 109 0.2 0.2 0.04 0.24 -2.66 Hansch & Leo, 1995 Kuhn et al., 1989 99-92-3 4-Aminoacetophenone 135 0.9 0.8 0.83 5 -1.43 Hansch & Leo, 1995 Kuhn et al., 1989 62-53-3 Aniline 93 0.9 1.1 0.9 0.64 -2.16 Hansch & Leo, 1995 Sloof et al., 1983 62-53-3 Aniline 93 0.9 1.1 0.9 0.1 -2.97 Hansch & Leo, 1995 Canton & Adema, 1978 62-53-3 Aniline 93 0.9 1.1 0.9 0.68 -2.14 Hansch & Leo, 1995 Canton & Adema, 1978 62-53-3 Aniline 93 0.9 1.1 0.9 0.3 -2.49 Hansch & Leo, 1995 Kuhn et al., 1989 95-84-1 2-Amino-4-methoxyphenol 123 1.3 1.1 1.16 3 -1.61 Debnath et al., 1992 Kuhn et al., 1989 104-94-9 p-Methoxyaniline 123 1 1.2 0.95 1.9 -1.81 Hansch & Leo, 1995 Kuhn et al., 1989 62-53-3 Aniline 93 0.92 1.1 0.9 0.21 -2.65 Hansch & Leo, 1985 Ewell et al., 1986. 95-51-2 o-Chloroaniline 128 1.9 1.7 1.9 1.8 -1.85 Hansch & Leo, 1995 Kuhn et al., 1989 108-42-9 m-Chloroaniline 128 1.9 1.7 1.88 0.35 -2.56 Hansch & Leo, 1995 Kuhn et al., 1989 106-47-8 p-Chloroaniline 128 1.9 1.7 1.83 0.31 -2.62 Sangster, 1994 Kuhn et al., 1989 92-87-5 Benzidine 184 1.6 1.9 1.34 0.6 -2.49 Hansch & Leo, 1995 Kuhn et al., 1989 97-50-7 5-Chloro-2,4-dimethoxyanili 188 1.8 1.9 1.62 -2.06 Kuhn et al., 1989 615-36-1 o-Bromoaniline 172 2.1 2 2.11 3 -1.76 Hansch & Leo, 1995 Kuhn et al., 1989 98-16-8 3-Trifluoromethylaniline 161 2.3 2 2.29 2.7 -1.78 Debnath et al., 1992 Kuhn et al., 1989 578-54-1 o-Ethylaniline 121 2.1 2.1 1.74 14 -0.94 Hansch & Leo, 1995 Kuhn et al., 1989 589-16-2 p-Ethylaniline 121 2.1 2.1 1.96 2 -1.78 Hansch & Leo, 1995 Kuhn et al., 1989 CBI CBI 236 2.2 2.2 33 -0.85 P92-____ 95-68-1 2,4-Dimethylaniline 121 2.2 2.2 1.68 9.9 -1.09 Hansch et al., 1995 Kuhn et al., 1989 95-74-9 3-Chloro-4-methylaniline 142 2.6 2.3 0.62 -2.36 Kuhn et al., 1989 554-00-7 2,4-Dichloroaniline 162 2.8 2.4 2.78 2.7 -1.78 Sangster, 1994 Kuhn et al., 1989 608-31-1 2,6-Dichloroaniline 162 2.8 2.4 2.76 1.4 -2.06 Sangster, 1994 Kuhn et al., 1989 89-63-4 4-Chloro-2-nitroaniline 173 2.6 2.7 2.72 3.2 -1.73 Debnath et al., 1992 Kuhn et al., 1989 CBI CBI 298 2.8 3.2 11 -1.43 P01-____ CBI CBI 420 4.3 4 1.3 -2.51 P90-____ 000000-00-0 Mixture of N-Ethyl-6-trifluor o 527 4.2 7.8 0.06 -3.94 8(e)-8556

SAR data not included in Regression Equation: CBI CBI 417 6.7 6.5 > 4.49 * * P88-____ P88-____ CBI CBI 420 10 9.7 >7.38 * * P00-____ CBI CBI 556 3.6 2.7 * * P97-____

Data not included in SAR: 1126-34-7 3-Aminobenzenesulfonic a c 195 0.69 -3.9 -3.4 >500 >0.41 Sangster, 1994 Greim et al., 1994; inequality 5123-63-7 2-(Diethylamino)-benzenes u 251 MF -1.8 -1.6 >500 >0.30 Sangster, 1994 Greim et al., 1994; inequality *indicates no effects at saturation



# REFERENCES: Canton JH and Adema DMM. 1978. Reproducibility of short-term and reproduction toxicity experiments with Daphnia magna and comparison of the sensitivity of Daphnia magna with Daphnia pulex and Daphnia cucullata in short-term experiments. Hydrobiologia 2: 135-140.

Greim H, Ahlers J, Bias R, Broecker B, Hollander H, Gelbke HP, Klimisch HJ, Mangelsdorf I, Paetz A, Schong N, Stropp G, Vogel R, Weber C, Ziegler-Skulakakis K, Bayer E. 1994.Toxicity and ecotoxicity of sulfonic acids: Structure-activity relationship. Chemosphere. 28(12):2203-2236.

Kuhn R, Pattard M, Pernak K-D and Winter A. 1989. Results of the harmful effects of selected water pollutants (anilines, phenols, aliphatic compounds) to Daphnia magna

. Water Research 23: 495-499.

Sloof W, Canton JH, and Hermens JLM. 1983. Comparison of the susceptibility of 22 freshwater species to 15 chemical compounds . I. (Sub)Acute toxicity tests. Aquatic Toxicology 4: 113-128.

# U.S. Environmental Protection Agency (USEPA). 2006. Database of environmental toxicity data from Premanufacture 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 Anilines (Aromatic Amines) 7/2008

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 partition coefficients (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) = -0.0947 (log K ow 

# ) - 1.1382

The EC50 is in millimoles per liter (mM/L); N = 4 + 2; and the Coefficient of Determination (R 2 

# ) = 0.1835. To convert the EC50 from mM/L to mg/L, multiply by the molecular weight of the compound.

Maximum K ow 

# : >4 Maximum MW: 1000

GRAPH:



# SAR for: Anilines, Algal 96-h EC50

y = -0.0947x - 1.1382
R 2 

## = 0.1835

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 96-h EC50 (mmol/L



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

LIMITATIONS: Di- and tri-nitroanilines are more toxic than predicted by this SAR.

Tetrachloro- and tetrabromo-aniline may be 20 times more toxic than predicted by this SAR.

# N-substituted anilines are less toxic than predicted by this SAR; for these compounds use the algae 96-h EC50 SAR for neutral organics.

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. log Kow) Reference (Algal 96-h EC50) CBI CBI 498 1.2 -0.9 34 -1.17 P02-____ CBI CBI 236 2.2 2.2 36 -0.82 P92-____ CBI CBI 298 2.8 3.2 3.4 -1.94 P01-____ CBI CBI 420 4.3 4 15.5 -1.43 P90-____

SAR data not included in Regression Equation: CBI CBI 556 3.6 2.7 * * P97-____ CBI CBI 420 10 9.7 >7.38 * * P00-____ P00-____

Data not included in SAR: 1126-34-7 3-Aminobenzenesulfonic a c 195 0.69 -3.9 -3.4 >500 >0.41 Sangster, 1994 Greim et al., 1994; inequality * indicates no effects at saturation



# REFERENCES: Greim H, Ahlers J, Bias R, Broecker B, Hollander H, Gelbke HP, Klimisch H, Mangelsdorf I, Paetz A, Schone N, Stroppe G, Vogel R, Weber C, Ziegler-Skylakakis K, and Bayer E. 1994. Toxicity and ecotoxicity of sulfonic acids: Structure-activity relationship. Chemosphere, 28:2203-2236.

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

# SAR Anilines (Aromatic Amines) 7/2008

FISH ChV

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

Log ChV (mmol/L) = -0.7157 (log K ow 

# ) - 1.93

The ChV is in millimoles per liter (mM/L); N = 17 + 0; and the Coefficient of Determination (R 2 

# ) = 0.3196. To convert the ChV from mM/L to mg/L, multiply by the molecular weight of the compound.

Maximum K ow 

# : >4.3 Maximum MW: 1000

GRAPH:


# SAR for: Anilines, Fish Chronic Value

y = -0.7157x - 1.93
R 2 

### = 0.3196 n = 17 + 0 

## -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 anilines with log Kow values less than 8.0 and molecular weights less than 1000.

LIMITATIONS:

# N-substituted anilines are less toxic than predicted by this SAR; for these compounds use the neutral organics fish ChV SAR.

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. log Kow) Reference (Fish ChV) 62-53-3 Aniline 93 0.92 1.1 0.9 0.569 -2.21 Hansch & Leo, 1985 DUL (VN sheet) 62-53-3 Aniline 93 0.92 1.1 0.9 1.8 -1.71 Hansch & Leo, 1985 VanLeeuwen, 1990 95-51-2 2-Chlorobenzeneamine 128 1.9 1.7 1.9 0.0037 -4.54 Hansch & Leo, 1985 8(e)-4165 108-42-9 3-Chloroaniline 128 1.9 1.7 1.88 1 -2.11 Hansch & Leo, 1985 VanLeeuwen, 1990 106-47-8 4-Chloroaniline 128 1.9 1.7 1.83 0.141 -2.96 Sangster, 1994 DUL 106-47-8 4-Choloraniline 128 1.9 1.7 1.83 0.4 -2.51 Sangster, 1994 Bresch, 1990 95-76-1 3,4-Dichloroaniline 162 2.6 2.4 2.69 0.0194 -3.92 Hansch & Leo, 1985 DUL 95-76-1 3,4-Dichloroaniline 162 2.6 2.4 2.69 0.0186 -3.94 Hansch & Leo, 1985 DUL 95-76-1 3,4-Dichloroaniline 162 2.6 2.4 2.69 0.0014 -5.06 Hansch & Leo, 1985 TSCA 8d, DCN 878214956 95-76-1 3,4-Dichloroaniline 162 2.6 2.4 2.69 0.001 -5.21 Hansch & Leo, 1985 8(e)-4734 95-76-1 3,4-Dichloroaniline 162 2.6 2.4 2.69 0.02 -3.91 Hansch & Leo, 1985 Call, 1987 (VN sheet) 95-76-1 3,4-Dichloroaniline 162 2.6 2.4 2.69 0.006 -4.43 Hansch & Leo, 1985 Call, 1987 (VN sheet) 626-43-7 3,5-Dichloroaniline 162 2.8 2.4 2.9 0.32 -2.70 Hansch & Leo, 1985 VanLeeuwen, 1990 99-30-9 2,6-Dichloro-4-nitrobenzen e 207 2.8 2.8 2.8 0.016 -4.11 Tomlin, 1997 TSCA Sect. 4, DCN 408976489 636-30-6 2,4,5-Trichloroaniline 196 3.6 3 3.45 0.056 -3.54 Sangster, 1994 VanLeeuwen, 1990 634-83-3 2,3,4,5-Tetrachloroaniline 231 4.3 3.7 4.27 0.032 -3.86 Sangster, 1994 VanLeeuwen, 1990 527-20-8 Pentachloroaniline 265 5.1 4.3 4.82 0.01 -4.42 Sangster, 1994 VanLeeuwen, 1990

SAR data not included in Regression Equation:

Data not included in SAR:

* indicates no effects at saturation



# REFERENCES: Bresch H, Beck H, Ehlermann D, Schlaszus H and Urbanek M. 1990. A long-term toxicity test comprising reproduction and growth of zebrafish with 4-chloroaniline. Archives of Environmental Contamination and Chemistry 19: 419-427.

Call DJ, Poirier SH, Knuth ML, Harting SL and Lindbery CA. 1987. Toxicity of 3,4- dichloroaniline to fathead minnow, Pimephales promelas , in acute and early life-stage exposures. Bulletin of Environmental Contamination and Toxicology 38: 352-358.

United States Environmental Protection Agency (USEPA). 1990. Rainbow trout early life stage toxicity test with 2,6-dichloro-4-nitrobenzeneamine. TSCA Section 4 Test Report. Washington, DC: Office of Toxic Substances, USEPA.

U.S. Environmental Protection Agency (USE PA). 1990. Summary of structure-activity 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 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.

# Van Leeuwen CJ, Adema DMM and Hermens J. 1990. Quantitative structure-activity relationships for fish early life stage toxicity. Aquatic Toxicology 16: 321-334.

Syracuse Research Corporation, Draft Report, 1996.

# SAR Anilines (Aromatic Amines ) 7/2008

DAPHNID ChV

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

Log ChV (mmol/L) = -0.3324 (log K ow 

# ) - 3.1752

The ChV is in millimoles per liter (mM/L); N = 4 + 0; and the Coefficient of Determination (R 2 

# ) = 0.6643. To convert the ChV from mM/L to mg/L, multiply by the molecular weight of the compound.

Maximum K ow 

# : >2.4 Maximum MW: 1000

GRAPH:


# SAR for: Anilines, Daphnid Chronic Value

y = -0.3324x - 3.1752
R 2 

## = 0.6643

n = 4 + 0 

# -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: This SAR may be used to estimate toxicity for anilines.

LIMITATIONS: N-substituted anilines are less toxic than predicted by this SAR; for these compounds use the daphnid ChV SAR for neutral organics.

DATA:CAS No. Chemical Name M.W. log Kow (CLogP) log Kow (EPI ) log Kow (M) Daphnid ChV (mg/L) Log Daphnid ChV (mmol/L) Reference (Meas. log Kow) Reference (Daphnia ChV) 62-53-3 Aniline 93 0.92 1.1 0.9 0.021 -3.65 Hansch & Leo, 1985 SRC Draft R eport 95-51-2 2-Chlorobenzeneamine 128 1.9 1.7 1.88 0.034 -3.58 Hansch & Leo, 1985 8(e)-9991 95-51-2 2-Chlorobenzeneamine 128 1.9 1.7 1.88 0.025 -3.71 Hansch & Leo, 1985 8(e)-4164 95-76-1 3,4-Dichloroaniline 162 2.8 2.4 2.69 0.014 -4.06 Hansch & Leo, 1985 8(e)-4734

SAR data not included in Regression Equation:

Data not included in SAR:

* indicates no effects at saturation



# REFERENCES: United States Environmental Protection Agency (USEPA). 1990. Daphnid Chronic Toxicity Tests with Aniline and 2-Chloroaniline. TSCA Sec. 4 Test Reports. Washington, DC. U.S. Environmental Protection Agency. Office of Toxic Substances.

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.

Syracuse Research Corporation, Draft Report, 1996

# SAR Anilines (Aromatic Amines ) 7/2008

GREEN ALGAE ChV

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

Log ChV (mmol/L) = -0.1267 (log K ow 

# ) - 1.2865

The ChV is in millimoles per liter (mM/L); N = 9 + 1; and the Coefficient of Determination (R 2 

# ) = 0.0649. To convert the ChV from mM/L to mg/L, multiply by the molecular weight of the compound.

Maximum K ow 

# : >4.0 Maximum MW: 1000

GRAPH:


# SAR for: Anilines, Algal Chronic Value

y = -0.1267x - 1.2865
R 2 

## = 0.0649

n = 9 + 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 ChV (mmol/L



# APPLICATION: This equation may be used to estimate toxicity for anilines.

LIMITATIONS: N-substituted anilines are less toxic than predicted by this SAR; for these compounds use the neutral organics green algae ChV SAR.

# 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. log Kow) Reference (Algal ChV) CBI CBI 498 1.2 -0.9 2.8 -2.25 P02-____ 62-53-3 Aniline 93 0.92 1.1 0.9 11 -0.93 Hansch & Leo, 1985 Sloof, 1983 62-53-3 Aniline 93 0.92 1.1 0.9 8 -1.07 Hansch & Leo, 1985 Sloof, 1983 62-53-3 Aniline 93 0.92 1.1 0.9 16 -0.76 Hansch & Leo, 1985 Sloof, 1983 62-53-3 Aniline 93 0.92 1.1 0.9 10 -0.97 Hansch & Leo, 1985 Sloof, 1983 CBI CBI 236 2.2 2.2 26 -0.96 P92-____ CBI CBI 556 3.6 2.7 3.6 -2.19 P97-____ CBI CBI 298 2.8 3.2 0.57 -2.72 P01-____ CBI CBI 420 4.3 4 8.1 -1.71 P90-____

SAR data not included in Regression Equation: CBI CBI 420 10 9.7 >7.38 * * P00-____ P00-____

Data not included in SAR:

* indicates no effects at saturation



# REFERENCES: Sloof, W.; Canton, J.H.; and J.L.M. Hermens. 1983. Comparison of the susceptibility of 22 freshwater species to 15 chemical compounds. I. (Sub)Acute toxicity tests. Aquatic Toxicology. 4:113-128.

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

# SAR Anilines, Amino, Meta 6/15/2006

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 coefficients (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) = -0.7469 (log Kow) + 0.8843

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 compound.

Maximum K ow 

# : 7.0 Maximum MW: 1000

GRAPH: 

# SAR for: Anilines, amino meta, Fish 96-h LC50

y = -0.7469x + 0.8843 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 96-h LC50 (mmol/L



# APPLICATION: This equation may be used to estimate toxicity for meta or 1,3 substituted amino anilines with log Kow values less than 7.0 and molecular weights less than 1000.

LIMITATIONS: 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) 108-45-2 m-Phenylenediamine 108 -0.31 -0.39 -0.33 1618 1.18 Hansch, C. et al., 1995 U.S. EPA, 1991 Kow Limit 7 7 -4.34 NO Cutoff NO SAR

SAR Data Not Included in Regression Equation:

Data Not Included in SAR:

* indicates no effects at saturation



# REFERENCES: United States Environmental Protection Agency (USEPA). 1991. OTS TSCA Section 4 database. Washington, DC: USEPA, Office of Toxic Substances.

# SAR Anilines, Amino, Meta 6/15/2006

DAPHNID 48-h LC50

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

Log 48-h LC50 (mmol/L) = -0.4137 (log Kow) - 1.4239

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 compound.

Maximum K ow 

# : 7.0 Maximum MW: 1000

GRAPH: 

# SAR for: Anilines, amino meta, Daphnia 48-h LC50

y = -0.4137x - 1.4239 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 Daphnia 48-h LC5(mmol/L)



# APPLICATION: This equation may be used to estimate toxicity for meta or 1,3 substituted amino anilines with log Kow values less than 7.0 and molecular weights less than 1000.

LIMITATIONS: 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) Daphnia 48

- h LC50 (mg/L) Log Daphnia 48-h LC50 (mmol/L) Reference (Meas. Kow) Reference (Daphnia 48-h LC50) 108-45-2 m-Phenylenediamine 108 -0.31 -0.39 -0.33 5.9 -1.26 Hansch, C. et al., 1995 U.S. EPA, 1991 Kow Limit 7 7 -4.32 NO Cutoff NO SAR

SAR Data Not Included in Regression Equation:

Data Not Included in SAR:

* indicates no effects at saturation



# REFERENCES: United States Environmental Protection Agency (USEPA). 1991. OTS TSCA Section 4 database. Washington, DC: USEPA, Office of Toxic Substances.

# SAR Anilines, Amino, Meta 6/15/2006

GREEN ALGAE 96-h EC50

ESTIMATED TOXICITY: The green algae 96-h EC50 values used to develop this SAR were measured and the octanol water partition coefficients (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) = -0.2617 (log Kow) - 1.7553

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

# ) = N/A. 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: Anilines, amino meta, Algal 96-h EC50

y = -0.2617x - 1.7553 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 Algal 96-h EC50 (mmol/L



# APPLICATION: This equation may be used to estimate toxicity for meta or 1,3 substituted amino anilines with log Kow values less than 6.4 and molecular weights less than 1000.

LIMITATIONS: If the log Kow value is greater than 7.0, 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) Algal 96-h EC50 (mg/L) Log Algal 96- h EC50 (mmol/L) Reference (Meas. Kow) Reference (Algal 96-h EC50) 108-45-2 m-Phenylenediamine 108 -0.31 -0.39 -0.33 2.4 -1.65 Hansch, C. et al., 1995 8(e)-4195/U.S. EPA, 1991 Kow Limit 6.4 6.4 -3.43 NO Cutoff NO SAR

SAR Data Not Included in Regression Equation:

Data Not Included in SAR:

* indicates no effects at saturation



# REFERENCES: United States Environmental Protection Agency (USEPA). 1991. OTS TSCA Section 4 database. Washington, DC: USEPA, Office of Toxic Substances.

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 Anilines, Amino, Meta 6/15/2006

FISH ChV

ESTIMATED TOXICITY: No adequate data were available for the anilines, amino meta fish chronic value (ChV) SAR endpoint. Predictions for this endpoint were estimated using the acute-to-chronic ratio, and were based on the acute fish SAR for anilines, amino meta. The SAR equation used to estimate toxicity is:

Log ChV (mmol/L) = -0.7682 (log Kow) - 0.1241

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: Anilines, amino meta, Fish ChV

y = -0.7682x - 0.1241 n = 0 + 2 

# -6.50 -4.50 -2.50 -0.50 1.50 3.50 5.50

-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 meta or 1,3 substituted amino anilines.

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 ChV (mg/L) Log Fish ChV (mmol/L) Reference (Meas. Kow) Reference (Fish ChV)

108-45-2 m-Phenylenediamine 108 -0.31 -0.39 -0.33 161.8 0.18 Hansch, C. et al., 1995 1/10 F96 Anilines, amino meta 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 Anilines, Amino, Meta 6/15/2006

DAPHNID 16-Day ChV

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

Log ChV (mmol/L) = -0.2895 (log Kow) - 3.3743

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

# ) = 0.9973. 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: Anilines, amino meta, Daphnia ChV (16-Day)

y = -0.2895x - 3.3743
R 2 

## = 0.9973

n = 2 + 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 Daphnia ChV (mmol/L



# APPLICATION: This equation may be used to estimate toxicity for meta or 1,3 substituted amino anilines with log Kow values less than 8.0 and molecular weights less than 1000.

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) Daphnia ChV (mg/L) Log Daphnia ChV (mmol/L) Reference (Meas. Kow) Reference (Daphnia ChV) 108-45-2 m-phenylenediamine 108 -0.31 -0.39 -0.33 0.05 -3.33 Hansch, C. et al., 1995 8(e)-4210 108-45-2 m-phenylenediamine 108 -0.31 -0.39 -0.33 0.07 -3.19 Hansch, C. et al., 1995 U.S. EPA, 1991 Kow Limit 8 8 -5.69 NO Cutoff NO SAR

SAR Data Not Included in Regression Equation:

Data Not Included in SAR:

* indicates no effects at saturation



# REFERENCES: United States Environmental Protection Agency (USEPA). 1991. OTS TSCA Section 4 database. Washington, DC: USEPA, Office of Toxic Substances.

# SAR Anilines, Amino, Meta 6/15/2006

GREEN ALGAE ChV

ESTIMATED TOXICITY: No adequate data were available for the anilines, amino meta green algae chronic value(ChV) SAR endpoint. Predictions for this endpoint were estimated using the acute-tochronic ratio, and were based on the acute green algae SAR for anilines, amino meta. The SAR equation used to estimate toxicity is:

Log ChV (mmol/L) = -0.121 (log Kow) - 3.412

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: Anilines, amino meta, Algal ChV

y = -0.121x - 3.412 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 Algal ChV (mmol/L



# APPLICATION: This SAR may be used to estimate toxicity for meta or 1,3 substituted amino anilines.

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) Algal ChV (mg/L) Log Algal ChV (mmol/L) Reference (Meas. Kow) Reference (Algal ChV)

108-45-2 m-Phenylenediamine 108 -0.31 -0.39 -0.33 0.6 -2.26 Hansch, C. et al., 1995 1/4 GA96 Anilines, amino ortho SAR Kow Limit 8 8 -4.38 NO Cutoff NO SAR

SAR Data Not Included in Regression Equation:

Data Not Included in SAR:

* indicates no effects at saturation



# REFERENCES:

# SAR Anilines, Amino, Ortho 6/15/2006

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 coefficients (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) = -0.5775 (log Kow) - 0.2976

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 compound.

Maximum K ow 

# : 7.0 Maximum MW: 1000

GRAPH:


# SAR for: Anilines, amino ortho, Fish 96-h LC50

y = -0.5775x - 0.2976 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 96-h LC50 (mmol/L



# APPLICATION: This equation may be used to estimate toxicity for ortho or 1,2 substituted amino anilines with log Kow values less than 7.0 and molecular weights less than 1000.

LIMITATIONS: 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) 95-54-5 o-Phenylenediamine 108 -0.31 0.16 0.15 44 -0.39 Hansch, C. et al., 1995 U.S. EPA TSCA, 1991 Kow Limit 7 7 -4.34 NO Cutoff NO SAR

SAR Data Not Included in Regression Equation:

Data Not Included in SAR:

* indicates no effects at saturation



# REFERENCES: United States Environmental Protection Agency (USEPA). 1991. OTS TSCA Section 4 database. Washington, DC: USEPA, Office of Toxic Substances.

# SAR Anilines, Amino, Ortho 6/15/2006

DAPHNID 48-h LC50

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

Log 48-h LC50 (mmol/L) = -0.3262 (log Kow) - 2.0368

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 compound.

Maximum K ow 

# : 7.0 Maximum MW: 1000

GRAPH:


# SAR for: Anilines, amino ortho, Daphnia 48-h LC50

y = -0.3262x - 2.0368 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 Daphnia 48-h LC5(mmol/L)



# APPLICATION: This equation may be used to estimate toxicity for ortho or 1,2 substituted amino anilines with log Kow values less than 7.0 and molecular weights less than 1000.

LIMITATIONS: 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) Daphnia 48

- h LC50 (mg/L) Log Daphnia 48-h LC50 (mmol/L) Reference (Meas. Kow) Reference (Daphnia 48-h LC50) 95-54-5 o-Phenylenediamine 108 -0.31 0.16 0.15 0.88 -2.09 Hansch, C. et al., 1995 U.S. EPA TSCA, 1991 Kow Limit 7 7 -4.32 NO Cutoff NO SAR

SAR Data Not Included in Regression Equation:

Data Not Included in SAR:

* indicates no effects at saturation



# REFERENCES: United States Environmental Protection Agency (USEPA). 1991. OTS TSCA Section 4 database. Washington, DC: USEPA, Office of Toxic Substances.

# SAR Anilines, Amino, Ortho 6/15/2006

GREEN ALGAE 96-h EC50

ESTIMATED TOXICITY: The green algae 96-h EC50 values used to develop this SAR were measured , and the octanol water partition coefficients (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) = -0.0963 (log Kow) - 2.8139

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

# ) = N/A. 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: Anilines, amino ortho, Algal 96-h EC50

y = -0.0963x - 2.8139 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 Algal 96-h EC50 (mmol/L



# APPLICATION: This equation may be used to estimate toxicity for ortho or 1,2 substituted amino anilines with log Kow values less than 6.0 and molecular weights less than 1000.

LIMITATIONS: 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) Algal 96-h EC50 (mg/L) Log Algal 96- h EC50 (mmol/L) Reference (Meas. Kow) Reference (Algal 96-h EC50)

95-54-5 o-Phenylenediamine 108 -0.31 0.16 0.15 0.16 -2.83 Hansch, C. et al., 1995 8(E)-4195/U.S. EPA TSCA, 1991 Kow Limit 6.4 6.4 -3.43 NO Cutoff NO SAR

SAR Data Not Included in Regression Equation:

Data Not Included in SAR:

* indicates no effects at saturation



# REFERENCES: United States Environmental Protection Agency (USEPA). 1991. OTS TSCA Section 4 database. Washington, DC: USEPA, Office of Toxic Substances.

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 Anilines, Amino, Ortho 6/2008

FISH ChV

ESTIMATED TOXICITY: No adequate data were available for the anilines, amino ortho fish chronic value (ChV) SAR endpoint. Predictions for this endpoint were estimated using the acute-to-chronic ratio, and were based on the acute fish SAR for anilines, amino ortho. The SAR equation used to estimate toxicity is:

Log ChV (mmol/L) = -0.6225 (log Kow) - 1.2904

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 

# : 8.0 Maximum MW: 1000

GRAPH:


# SAR for: Anilines, amino ortho, Fish ChV

y = -0.6225x - 1.2904 n = 0 + 2 

# -6.50 -4.50 -2.50 -0.50 1.50 3.50 5.50

-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 ortho or 1,2 amino anilines

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 ChV (mg/L) Log Fish ChV (mmol/L) Reference (Meas. Kow) Reference (Fish ChV)

95-54-5 o-Phenylenediamine 108 -0.31 0.16 0.15 4.4 -1.39 Hansch, C. et al., 1995 ACR10; U.S. EPA TSCA, 1991 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 Anilines, Amino, Ortho 6/2008

DAPHNID ChV

ESTIMATED TOXICITY: No adequate data were available for the anilines, amino ortho daphnid chronic value(ChV) SAR endpoint. Predictions for this endpoint were estimated using the acute-tochronic ratio, and were based on the acute daphnid SAR for anilines, amino ortho. The SAR equation used to estimate toxicity is:

Log ChV (mmol/L) = -0.3318 (log Kow) - 3.0359

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 

# : 8.0 Maximum MW: 1000

GRAPH:


# SAR for: Anilines, amino ortho, Daphnia ChV

y = -0.3318x - 3.0359 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 Daphnia ChV (mmol/L



# APPLICATION: This SAR may be used to estimate toxicity for anilines, amino ortho.

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) Daphnia ChV (mg/L) Log Daphnia ChV (mmol/L) Reference (Meas. Kow) Reference (Da phnia ChV)

05-54-5 o-Phenylenediamine 108 -0.31 0.16 0.15 0.088 -3.09 Hansch, C. et al., 1995 ACR10; U.S. EPA TSCA, 1991 Kow Limit 8 8 -5.69 NO Cutoff NO SAR

SAR Data Not Included in Regression Equation:

Data Not Included in SAR:

* indicates no effects at saturation



# REFERENCES:

# SAR Anilines, Amino, Ortho 6/15/2006

GREEN ALGAE ChV

ESTIMATED TOXICITY: No adequate data were available for the anilines, amino ortho green algae chronic value(ChV) SAR endpoint. Predictions for this endpoint were estimated using the acute-tochronic ratio, and were based on the acute green algae SAR for anilines, amino ortho. The SAR equation used to estimate toxicity is:

Log ChV (mmol/L) = -0.121 (log Kow) - 3.412

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 

# : 8.0 Maximum MW: 1000

GRAPH:


# SAR for: Anilines, amino ortho, Algal ChV

y = -0.121x - 3.412 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 Algal ChV (mmol/L



# APPLICATION: This SAR may be used to estimate toxicity for anilines, amino ortho.

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) Algal ChV (mg/L) Log Algal ChV (mmol/L) Reference (Meas. Kow) Reference (Algal ChV) 95-54-5 o-Phenylenediamine 108 -0.31 0.16 0.15 0.04 -3.43 Hansch, C. et al., 1995 ACR4; U.S. EPA TSCA, 1991 Kow Limit 8 8 -4.38 NO Cutoff NO SAR

SAR Data Not Included in Regression Equation:

Data Not Included in SAR:

* indicates no effects at saturation



# REFERENCES:

# SAR Anilines, Amino, Para 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 coefficients (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) = -0.0325 (log Kow) - 2.9436

The LC50 is in millimoles per liter (mM/L); N = 10 + 1; and the Coefficient of Determination (R 2 

# ) = 0.0164. To convert the LC50 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: Anilines, amino para, Fish 96-h LC50

y = -0.0325x - 2.9436
R 2 

## = 0.0164 n = 10 + 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 96-h LC50 (mmol/L



# APPLICATION: This equation may be used to estimate toxicity for para or 1,4 substituted amino anilines with log Kow values less than 7.0 and molecular weights less than 1000.

LIMITATIONS: 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) 106-50-3 p-Phenylenediamine 108 -0.31 -0.39 -0.3 0.06 -3.26 Hansch, C. et al., 1995 U.S. EPA TSCA, 1991

101-96-2 1,4-Benzenediamine, N,N'- bis(1-methylpropyl)- 220 3.9 3.5 0.18 -3.09 8(e)-9738

101-96-2 1,4-Benzenediamine, N,N'- bis(1-methylpropyl)- 220 3.9 3.5 0.13 -3.23 8(e)-9745

3081-01-4 N-(1,4-dimethylpentyl)-N'- phenyl-1,4- Benzenediamine 282 5.9 5.2 0.3 -2.97 8(e)-8901

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

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

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

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

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

3081-01-4 N-(1,4-dimethylpentyl)-N'- phenyl-1,4- Benzenediamine 282 5.9 5.2 0.8 -2.55 8(e)-9898 Kow Limit 7 7 -4.34 NO Cutoff NO SAR

SAR Data Not Included in Regression Equation:

Data Not Included in SAR:

* indicates no effects at saturation



# REFERENCES: United States Environmental Protection Agency (USEPA). 1991. OTS TSCA Section 4 database. Washington, DC: USEPA, Office of Toxic Substances.

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 Anilines, Amino, Para 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 coefficients (Kow) were calculated using the computer program, KOWWIN (Version 1.67). The SAR equation used to estimate toxicity is:

Log 48-h LC50 (mmol/L) = -0.2026 (log Kow) - 2.5492

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

# ) = 0.7728. To convert the LC50 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: Anilines, amino para, Daphnia 48-h LC50

y = -0.2026x - 2.5492
R 2



## = 0.7728 n = 2 + 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 Daphnia 48-h LC50 (mmol/L



# APPLICATION: This equation may be used to estimate toxicity for para or 1,4 substituted amino anilines with log Kow values less than 7.0 and molecular weights less than 1000.

LIMITATIONS: 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) Daphnia 48

- h LC50 (mg/L) Log Daphnia 48-h LC50 (mmol/L) Reference (Meas. Kow) Reference (Daphnia 48-h LC50) 106-50-3 p-Phenylenediamine 108 -0.31 -0.39 -0.3 0.28 -2.59 Hansch, C. et al., 1995 U.S. EPA TSCA, 1991

3081-01-4 N-(1,4-dimethylpentyl)-N'- phenyl-1,4- Benzenediamine 282 5.9 5.2 0.21 -3.13 8(e)-9897 Kow Limit 7 7 -4.32 NO Cutoff NO SAR

SAR Data Not Included in Regression Equation:

Data Not Included in SAR:

* indicates no effects at saturation



# REFERENCES: United States Environmental Protection Agency (USEPA). 1991. OTS TSCA Section 4 database. Washington, DC: USEPA, Office of Toxic Substances.

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 Anilines, Amino, Para 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 partition coefficients (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) = -0.0872 (log Kow) -2.5488

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

# ) = 0.4289. 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: Anilines, amino para, Algal 96-h EC50

y = -0.0872x - 2.5488
R 2 

## = 0.4289

n = 2 + 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 equation may be used to estimate toxicity for para or 1,4 substituted amino anilines with log Kow values less than 6.4 and molecular weights less than 1000.

LIMITATIONS: If the log Kow value is greater than 7.0, 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) Algal 96-h EC50 (mg/L) Log Algal 96- h EC50 (mmol/L) Reference (Meas. Kow) Reference (Algal 96-h EC50) 106-50-3 p-Phenylenediamine 108 -0.31 -0.39 -0.3 0.28 -2.59 Hansch, C. et al., 1995 1991

3081-01-4 N-(1,4-dimethylpentyl)-N'- phenyl-1,4- Benzenediamine 282 5.9 5.2 0.7 -2.61 8(e)-9170 Kow Limit 6.4 6.4 -3.43 NO Cutoff NO SAR

SAR Data Not Included in Regression Equation:

Data Not Included in SAR:

* indicates no effects at saturation



# REFERENCES: United States Environmental Protection Agency (USEPA). 1991. OTS TSCA Section 4 database. Washington, DC: USEPA, Office of Toxic Substances.

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 Anilines, Amino, Para 6/2008

FISH ChV

ESTIMATED TOXICITY: No adequate data were available for the anilines, amino para fish chronic value SAR endpoint. Predictions for this endpoint were estimated using the acute-to-chronic ratio, and were based on the acute fish SAR for anilines, amino para. The SAR equation used to estimate toxicity is:

Log ChV (mmol/L) = -0.2908 (log Kow) – 3.9436

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: Anilines, amino para, Fish ChV

y = -0.2908x - 3.9436 n = 0 + 2 

# -6.50 -4.50 -2.50 -0.50 1.50 3.50 5.50

-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 para or 1,4 amino anilines.

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 ChV (mg/L) Log Fish ChV (mmol/L) Reference (Meas. Kow) Reference (Fish ChV)

0 0 -3.94 1/10 F96 Anilines, amino para 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 Anilines, Amino, Para 6/2008

DAPHNID ChV

ESTIMATED TOXICITY: No adequate data were available for the anilines, amino para daphnid chronic value(ChV) SAR endpoint. Predictions for this endpoint were estimated using the acute-tochronic ratio, and were based on the acute daphnid SAR for anilines, amino para. The SAR equation used to estimate toxicity is:

Log ChV (mmol/L) = -0.2676 (log Kow) - 3.5492

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: Anilines, amino para, Daphnia ChV

y = -0.2676x - 3.5492 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 Daphnia ChV (mmol/L)



# APPLICATION: This SAR may be used to estimate toxicity for para or 1,4 amino anilines.

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) Daphnia ChV (mg/L) Log Daphnia ChV (mmol/L) Reference (Meas. Kow) Reference (Da phnia ChV)

1/10 D48 0 0 -3.55 1/10 D48 Anilines, amino para SAR Kow Limit 8 8 -5.69 NO Cutoff NO SAR

SAR Data Not Included in Regression Equation:

Data Not Included in SAR:

* indicates no effects at saturation



# REFERENCES:

# SAR Anilines, Amino, Para 11/2007

GREEN ALGAE ChV

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

Log ChV (mmol/L) = -0.4971 (log Kow) - 0.403

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 

# : 8.0 Maximum MW: 1000

GRAPH:


# SAR for: Anilines, amino para, Algal ChV

y = -0.4971x - 0.403 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 Algal ChV (mmol/L



# APPLICATION: This SAR may be used to estimate toxicity for para or 1,4 amino anilines.

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) Algal ChV (mg/L) Log Algal ChV (mmol/L) Reference (Meas. Kow) Reference (Algal ChV)

3081-01-4 N-(1,4-dimethylpentyl)-N'- phenyl-1,4- Benzenediamine 282 5.9 5.2 0.3 -2.97 8(e)-9170 Kow Limit 8 8 -4.38 NO Cutoff NO SAR

SAR Data Not Included in Regression Equation:

Data Not Included in SAR:

* indicates no effects at saturation



# REFERENCES: 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.

# SAR Benzyl Halides 6/28/2006

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 coefficients (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) = -0.2617 (log Kow) - 1.9867

The LC50 is in millimoles per liter (mM/L); N = 5 + 1; and the Coefficient of Determination (R 2 

# ) = 0.3299. To convert the LC50 from mM/L to mg/L, multiply by the molecular weight of the compound.

Maximum K ow 

# : 6 Maximum MW: 1000

GRAPH:


# SAR for: Benzyl halides, Fish 96-h LC50

y = -0.2617x - 1.9867
R 2 

## = 0.3299

n = 5 + 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 96-h LC50 (mmol/L)



# APPLICATION: This SAR may be used to estimate the toxicity for benzyl halides with log Kow value <6.0 and molecular weights <1000.

Benzyl halides with a carboxylic acid substitution will be about 10 times less toxic than the toxicity value predicted using this SAR with a log Kow and MW for the free acid. Therefore, for benzyl halides with a carboxylic acid substitution, predict the toxicity value for the free acid and multiply by 10.

# Benzyl fluorides may be less toxic than predicted.

LIMITATIONS: For benzyl halides which are liquids at room temperature and with log Kow values greater than 6.0, a test duration of greater than 96 hours will be required for proper expression of toxicity. Also, if the toxicity value obtained by the use of this equation exceeds the water solubility of the 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. log Kow) Reference (Fish 96-h LC50) 100-44-7 Chloromethyl benzene 127 2.7 2.8 2.3 0.19 -2.83 Hansch & Leo, 1985. Curtis , 1978. 611-19-8 o-Chlorobenzylchloride 161 3.4 3.4 0.65 -2.39 8e-11001 623-25-6 a,a'-Dichloro-p-xylene 175 3.6 3.6 0.039 -3.65 DUL 30030-25-2 Chloromethyl styrene 153 3.4 3.7 0.31 -2.69 DUL 13209-15-9 a,a,a',a'-Tetrabromo-o- 422 5.1 4.3 0.437 -2.98 DUL Kow Limit 6 6 -3.60 NO Cutoff NO SAR; Fish14-d LC50

SAR Data Not Included in Regression Equation:

Data Not Included in SAR:

* indicates no effects at saturation



# REFERENCES: Curtis MW, Copeland TL, Ward CH. 1978. Aquatic toxicity of substances proposed for spill prevention regulation. Proc. Natl. Conf. Control of Hazardous Material Spills. P.93- 103.

Brooke LT, Call DJ, Geiger DL, Northcott CE, and Piorier SH (eds). 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]

U.S. Environmental Protection Agency (USE PA). 1990. Summary of structure-activity 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 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 Benzyl Halides 6/28/2006

FISH 14-day LC50 (Mortality)

ESTIMATED TOXICITY: The fish 14-day LC50 values used to develop this SAR were measured and the octanol water partition coefficients (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) = -0.1954 (log Kow) - 2.3507

The LC50 is in millimoles per liter (mM/L); N = 4 + 1; and the Coefficient of Determination (R 2 

# ) = 0.4095. 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: Benzyl halides, Fish 14-d LC50

y = -0.1954x - 2.3507
R 2 

## = 0.4095

n = 4 + 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 the toxicity for benzyl halides with log Kow values < 6.0 and molecular weights <1000.

Benzyl halides with a carboxylic acid substitution will be about 10 times less toxic than the toxicity value predicted using this SAR with a log Kow and MW for the free acid.

# Therefore, for benzyl halides with a carboxylic acid substitution, predict the toxicity value for the free acid and multiply by 10.

Benzyl fluorides may be less toxic than predicted.

LIMITATIONS: For benzyl halides which are liquids at room temperature and with log Kow values greater than 6.0, a test duration of greater than 14 days will be required for proper expression of toxicity. Also, if the toxicity value obtained by the use of this equation exceeds the water solubility of the 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 14-d LC50 (mg/L) Log Fish 14-d LC50 (mmol/L) Reference (Meas. log Kow) Reference (Fish 14-d LC50) 000000-00-0 1-Bromomethyl-4- 216 2.7 2.7 0.108 -3.30 Hermens et al., 1985. 100-44-7 Chloromethyl benzene 127 2.7 2.8 2.3 0.39 -2.51 Hansch & Leo, 1985. Hermens et al., 1985. 626-16-4 1,3- 175 3.3 3.6 2.72 0.12 -3.16 Hansch & Leo, 1985. Koneman, 1981. 000000-00-0 1-(chloromethyl)-2,4- 195 4.1 4.1 3.82 0.23 -2.93 Hansch & Leo, 1985. Koneman, 1981. 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: Hermens, J. Busser, F. Leeuwanch, P. and A. Musch. 1985. Quantitative correlation studies between the acute lethal toxcity of 15 organic halides to the guppy ( Poecilla reticulata ) and chemical reactivity towards 4-nitrobenzylpyridine. Toxicological and Environmental Chemistry. 9:219-236.

Konemann, H. 1981. Quantitative structure-activity relationships in fish toxicity studies. Part I: Relationship for 50 industrial pollutants. Toxicology. 19:209-221

# SAR Benzyl Halides 6/28/2006

DAPHNID 48-h LC50

ESTIMATED TOXICITY: No adequate data were available for the benzyl halides SAR acute daphnia endpoint. Predictions for this endpoint are based on SARs for neutral organics. The SAR equation used to estimate toxicity is:

Log 48-h LC50 (mmol/L) = -0.7937 log Kow + 1.2353

The LC50 is in millimoles per liter (mM/L) . 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, Daphnia 48-h LC50

-6 -4 -2 0 2 4 6

-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 the toxicity for benzyl halides with log Kow value <6.0 and molecular weights <1000.

Benzyl halides with a carboxylic acid substitution will be about 10 times less toxic than the toxicity value predicted using this SAR with a log Kow and MW for the free acid. Therefore, for benzyl halides with a carboxylic acid substitution, predict the toxicity value for the free acid and multiply by 10.

# Benzyl fluorides may be less toxic than predicted.

LIMITATIONS: If the log Kow is greater than 5, 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) Daphnia 48

- h LC50 (mg/L) Log Daphnia 48-h LC50 (mmol/L) Reference (Meas. log Kow) Reference (Daphnia 48-h LC50)

Kow Limit 6 6 -3.53 NO Cutoff NO SAR

SAR Data Not Included in Regression Equation:

Data Not Included in SAR: 611-19-8 o-Chlorobenzylchloride 161 3.4 3.4 0.56 - 0.75 -2.5 - -2.3 8(e)-11001

* indicates no effects at saturation



# REFERENCES: 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 Benzyl Halides 6/28/2006

GREEN ALGAE 96-h EC50

ESTIMATED TOXICITY: No adequate data were available for the benzyl halide acute green algae SAR. Predictions for this endpoint were estimated using the chronic-to-acute ratio, and were based on the chronic green algae SAR for benzyl halides. The SAR equation used to estimate toxicity is:

Log 96-h EC50 (mmol/L) = -1.0076 (log Kow) + 3.0184

The EC50 is in millimoles per liter (mM/L). 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: Benzyl halides, Algal 96-h EC50

y = -1.0076x + 3.0184 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 Algal 96-h EC50(mmol/L)



# APPLICATION: This SAR may be used to estimate toxicity for benzyl halides with log Kow values <6.4 and molecular weights <1000.

Benzyl halides with a carboxylic acid substitution will be about 10 times less toxic than the toxicity value predicted using this SAR with a log Kow and MW for the free acid. Therefore, for benzyl halides with a carboxylic acid substitution, predict the toxicity value for the free acid and multiply by 10.

Benzyl fluorides may be less toxic than predicted.

# LIMITATIONS: For benzyl halides which are liquids at room temperature and with log Kow values >6.4 and <8.0, use the SAR for green algal Chronic Value. Also, if the toxicity value obtained by the use of this equation exceeds the water solubility of the compound (measured or estimated), effects 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) Algal 96-h EC50 (mg/L) Log Algal 96- h EC50 (mmol/L) Reference (Meas. log Kow) Reference (Algal 96-h EC50) 10 0

- 44

- 7 Ch l orome th y l b enzene 12 7 2

. 7 2

. 8 2

. 3 20 0 0

. 20 H ansc h & L eo, 19 85

. 4 x GA Ch V Kow Limit 6.4 6.4 -3.43 NO Cutoff NO SAR

SAR Data Not Included in Regression Equation:

Data Not Included in SAR:

* indicates no effects at saturation



# REFERENCES:

# SAR Benzyl Halides 6/28/2006

FISH ChV

ESTIMATED TOXICITY: No adequate data were available for the benzyl halide fish chronic value (ChV) SAR. Predictions for this endpoint were estimated using the acute-to-chronic ratio, and were based on the acute fish SAR for benzyl halides. The SAR equation used to estimate toxicity is:

Log ChV (mmol/L) = -0.4103 (log Kow) - 2.9876

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: Benzyl halides, Fish ChV

y = -0.4103x - 2.9876 n = 0 + 2 

# -8.00 -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 benzyl halides with log Kow values <8.0 and molecular weights <1000.

Benzyl halides with a carboxylic acid substitution will be about 10 times less toxic than the toxicity value predicted using this SAR with a log Kow and MW for the free acid.

# Therefore, for benzyl halides with a carboxylic acid substitution, predict the toxicity value for the free acid and multiply by 10.

Benzyl fluorides may be less toxic than predicted.

LIMITATIONS: If the log Kow value is greater than 8, 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 ChV (mg/L) Log Fish ChV (mmol/L) Reference (Meas. log Kow) Reference (Fish ChV) 1/10 F96 0 0 -2.99 1/10 F96 Benzyl Halides 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 Benzyl Halides 6/28/2006

Daphnia ChV

ESTIMATED TOXICITY: No adequate data were available for the benzyl halides SAR daphnia chronic value (ChV) endpoint. Predictions for this endpoint are based on SARs for neutral organics. The neutral organic SAR equation used to estimate toxicity is:

Log Daphnia ChV (mmol/L) = -0.7169 (log Kow) + 0.0472

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: Neutral Organics, Daphnia ChV

-8.00 -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 benzyl halides with log Kow values <8.0 and molecular weights <1000.

Benzyl halides with a carboxylic acid substitution will be about 10 times less toxic than the toxicity value predicted using this SAR with a log Kow and MW for the free acid. Therefore, for benzyl halides with a carboxylic acid substitution, predict the toxicity value for the free acid and multiply by 10.

Benzyl fluorides may be less toxic than predicted.

# 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.

REFERENCES:

# SAR Benzyl Halides 6/28/2006

GREEN ALGAE ChV

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

Log ChV (mmol/L) = -0.7645 (log Kow) + 1.7356

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 

# : 8.0 Maximum MW: 1000

GRAPH:


# SAR for: Benzyl halides, Algal ChV

y = -0.7645x + 1.7356 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 Algal ChV (mmol/L)



# APPLICATION: This SAR may be used to estimate toxicity for benzyl halides with log Kow values <8.0 and molecular weights <1000.

Benzyl halides with a carboxylic acid substitution will be about 10 times less toxic than the toxicity value predicted using this SAR with a log Kow and MW for the free acid.

# Therefore, for benzyl halides with a carboxylic acid substitution, predict the toxicity value for the free acid and multiply by 10.

Benzyl fluorides may be less toxic than predicted.

LIMITATIONS: If the algal ChV obtained by the use of this equation exceeds the water solubility of the compound (measured or estimated), effects would not be expected during an exposure period of 96 hours.

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. log Kow) Reference (Algal ChV) 100-44-7 Chloromethyl benzene 127 2.7 2.8 2.3 50 -0.40 Hansch & Leo, 1985. Bringmann and Kuhn, 1980. Kow Limit 8 8 -4.38 NO Cutoff NO SAR

SAR Data Not Included in Regression Equation:

Data Not Included in SAR:

* indicates no effects at saturation



# REFERENCES: Bringmann, G. and R. Kuhn. 1980. Comparison of the toxicity thresholds of water pollutants to bacteria, algae, and protozoa in the cell multiplication inhibition test. Water Research. 14:231-241.

# SAR Benzyl Halides 6/28/2006

MYSID (SW) 96-h LC50 (Mortality)

ESTIMATED TOXICITY:

The mysid 96-h LC50 values used to develop this SAR were measured and the octanol water partition coefficients (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) = -0.2511 (log Kow) - 2.2547

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 compound.

Maximum K ow 

# : 5 Maximum MW: 1000

GRAPH:


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

y = -0.2511x - 2.2547 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 Mysid (SW) 96-h LC50 (mmol/L)



# APPLICATION: This SAR may be used to estimate the toxicity for benzyl halides with log Kow values < 5.0 and molecular weights <1000.

# Benzyl halides with a carboxylic acid substitution will be about 10 times less toxic than the toxicity value predicted using this SAR with a log Kow and MW for the free acid. Therefore, for benzyl halides with a carboxylic acid substitution, predict the toxicity value for the free acid and multiply by 10.

Benzyl fluorides may be less toxic than predicted.

LIMITATIONS: If the log Kow value is greater than 5, 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) SW Invertebrates 96-h LC50

(mg/L) Log SW Invertebrates 96-h LC50 (mmol/L) Reference (Meas. log Kow) Reference (LC50) 100-44-7 Chloromethyl benzene 127 2.7 2.8 2.3 0.14 -2.96 Hansch & Leo, 1985. Curtis, 1979. Kow Limit 5 5 -3.51 NO Cutoff NO SAR

SAR Data Not Included in Regression Equation:

Data Not Included in SAR:

* indicates no effects at saturation



# REFERENCES: Curtis MW, Copeland TL, Ward CH. 1979. Acute toxicity of 12 industrial chemicals to freshwater and saltwater organisms. Water Res. 13(2):137-141.

# SAR Benzyl Halides 6/28/2006

MYSID (SW) ChV

ESTIMATED TOXICITY: No adequate data were available for the benzyl halide mysid chronic value (ChV) SAR. Predictions for this endpoint were estimated using the acute-to-chronic ratio, and were based on the acute saltwater invertebrate SAR for benzyl halides. The SAR equation used to estimate toxicity is:

Log ChV (mmol/L) = -0.987 (log Kow) – 1.1941

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: Benzyl Halides, Mysid (SW) ChV

y = -0.987x - 1.1941 n = 0 + 2 

# -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/L)



# APPLICATION: This SAR may be used to estimate chronic toxicity for benzyl halides.

Benzyl halides with a carboxylic acid substitution will be about 10 times less toxic than the toxicity value predicted using this SAR with a log Kow and MW for the free acid. Therefore, for benzyl halides with a carboxylic acid substitution, predict the toxicity value for the free acid and multiply by 10.

# Benzyl fluorides may be less toxic than predicted.

LIMITATIONS: If the log Kow value is greater than 8, or if the compound is solid and the ChV exceeds the water solubility by 10X, no effects at saturation expected.

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) 100-44-7 Chloromethyl benzene 127 2.7 2.8 2.3 0.014 -3.96 Hansch & Leo, 1985. 1/10 Mysid 96h value 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:

# SAR Epoxides, Mono 8/3/2006

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 coefficients (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) = -0.5309 (log Kow) + 0.0733

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

# ) = 0.9457. 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: Epoxides, Mono, Fish 96-h LC50

y = -0.5309x + 0.0733
R 2



## = 0.9457 n = 7 + 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 equation may be used to estimate toxicity for monoepoxides with log Kow values less than 5.0 and molecular weights less than 1000.

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.

Monoepoxides, which are significantly more toxic than predicted by this SAR based on the fish 14-d LC50 SAR, are epichlorohydrin, and epibromohydrin.

Endrin has an excess toxicity of over 33,000 times the value predicted by this SAR. Diepoxides are significantly more toxic than predicted by this SAR and a SAR for diepoxides has been developed.

DATA:

CAS No. Chemical Name M.W. CLogP Kow SRC log Kow Meas. log Kow Fish 96-h LC50 (mg/L) Log Fish 96-h LC50 (mmol/L) Reference (Meas. log Kow) Reference (Fish 96-h LC50) 75-21-8 Ethylene oxide 44 -0.8 -0.05 -0.3 84 0.28 Hansch et al., 1995 Conway et al., 1983 106-92-3 Allyl glycidyl ether 114 -0.33 0.45 30 -0.58 Bridie et al., 1979 CBI CBI 156 -0.54 1.1 54 -0.46 P98-___

_ 122-60-1 Phenyl glycidyl ethe r 150 1.1 1.6 43 -0.54 Bridie et al., 1979 000000-00-0 (rel-(2R,3S)-3-(2- 330 2.8 3.5 3.2 -2.01 8e-13697 000000-00-0 (rel-(2R,3S)-3-(2- 330 2.8 3.5 5.6 -1.77 8e-13697 CBI CBI 228 3.3 3.7 3.29 5 -1.66 Aster P95-___

_ Kow Limit 5 5 -2.65 NO Cutoff NO SAR

SAR Data Not Included in Regression Equation: CBI CBI 411 4.1 4.5 3.2 * * Not specified P92-____

Data Not Included in SAR: 72-20-8 Endrin 381 2.9 5.5 5.2 0.00041 -5.97 Debruijn et al., 1989 U.S. EPA WQC, 1986; excess t o 2443-39-2 9,10-Epoxystearic acid 298 5.1 6.4 1.5 -2.30 Leach and Thakore, 1975 * indicates no effects at saturation



# REFERENCES: Bridie, A.L., Wolff, C.J.M., and M. Winter. 1979. The acute toxicity of some petrochemicals to goldfish. Water Research. 13: 623-626.

Conway, R.A., Waggy, G.T., Speigel, M.H., and R.L. Berglund. 1983. Environmental fate and effects of ethylene oxide. Environmental Science and Technology. 17: 107-112.

Leach, J.M. and A.N. Thakore. 1975. Isolation and identification of constituents toxic to juvenile rainbow trout ( Salmo gairdneri ) in caustic extraction effluents from kraft pulpmill bleach plants. Journal of the Fisheries Research Board of Canada. 32: 1249.

Unites States Environmental Protection Agency (USEPA). 1986. Water Quality Criteria for 1986. Washington, DC. USEPA.

U.S. Environmental Protection Agency (USEPA). 2006. Database of environmental toxicity data from Premanufacture 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 Epoxides, Mono 8/3/2006

FISH 14-day LC50 (Mortality)

ESTIMATED TOXICITY: The fish 14-day LC50 values used to develop this SAR were measured and the octanol water partition coefficients (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) = -0.4648 (log Kow) - 0.1716

The LC50 is in millimoles per liter (mM/L); N = 8 + 2; and the Coefficient of Determination (R 2 

# ) = 0.881. 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: Epoxides, Mono, Fish 14-d LC50

y = -0.4648x - 0.1716
R 2 

## = 0.881 n = 8 + 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 14-d LC50 (mmol/L



# APPLICATION: This equation may be used to estimate toxicity for monoepoxides with log Kow values less than 6.0 and molecular weights less than 1000.

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.

Monoepoxides which are significantly more toxic t han predicted by this SAR are epichlorohydrin (53 X excess toxicity), and epibromohydrin (57 X excess toxicity).

Diepoxides are significantly more toxic than predicted by this SAR and a SAR for diepoxides has been developed.

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. log Kow) Reference (Fish 14-d LC50) 556-52-5 Glycidol 74 -1.5 -1.1 -0.95 50 -0.17 Deneer et al., 1988 Deneer et al., 1988 75-56-9 Propylene oxide 58 -0.3 0.37 0.06 31.9 -0.26 Deneer et al., 1988 Deneer et al., 1988 106-88-7 1,2-Epoxybutane 72 0.3 0.86 32.9 -0.34 Deneer et al., 1988 96-09-3 Styrene oxide 120 0.7 1.6 1.61 7.07 -1.23 Hansch et al., 1995 Deneer et al., 1988 1436-34-6 1,2-Epoxyhexane 100 1.3 1.9 1.93 18.6 -0.73 Deneer et al., 1988 Deneer et al., 1988 2984-50-1 1,2-Epoxyoctane 128 2.4 2.8 10.4 -1.09 Deneer et al., 1988 2404-44-6 1,2-Epoxydecane 156 3.4 3.8 3.26 -1.68 Deneer et al., 1988 2855-19-8 1,2-Epoxydodecane 184 4.5 4.8 1.11 -2.22 Deneer et al., 1988 Kow Limit 6 6 -3.60 NO Cutoff NO SAR

SAR Data Not Included in Regression Equation: 7320-37-8 1,2-Epoxyhexadecane 240 6.6 6.8 * * Deneer et al., 1988

Data Not Included in SAR: 106-89-8 Epichlorohydrin 92 -0.2 0.63 0.45 0.651 -2.15 Deneer et al., 1988 Deneer et al., 1988; excess toxi c 3132-64-7 Epibromohydrin 137 -0.1 0.72 0.85 0.807 -2.23 Deneer et al., 1988 Deneer et al., 1988; excess toxi c

* indicates no effects at saturation



# REFERENCES: Deneer, J.W., Sinnige, T.L., Seinen, W., and J.L.M. Hermens. 1988. A quantitative structure-activity relationship for the acute toxicity of some epoxy compounds to the guppy. Aquatic Toxicology. 13: 195-204.

# SAR Epoxides, Mono 8/3/2006

DAPHNID 48-h LC50

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

Log 48-h LC50 (mmol/L) = -0.6676 (log Kow) + 0.7387

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

# ) = 0.973. 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: Epoxides, Mono, Daphnia 48-h LC50

y = -0.6676x + 0.7387
R 2 

## = 0.973 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 Daphnia 48-h LC50 (mmol/L



# APPLICATION: This equation may be used to estimate toxicity for monoepoxides with log Kow values less than 5.0 and molecular weights less than 1000.

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.

# Monoepoxides that may be significantly more toxic than predicted by this SAR based on the fish 14-d LC50 SAR, are epichlorohydrin, and epibromohydrin.

Endrin has an excess toxicity of over 33,000 times the value predicted by this SAR. Diepoxides are significantly more toxic than predicted by this SAR and a SAR for diepoxides has been developed.

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. log Kow) Reference (Daphnia 48-h LC50) 75-21-8 Ethylene oxide 44 -0.8 -0.05 -0.3 137 0.49 Hansch et al., 1995 Conway et al., 1983 CBI CBI 156 -0.54 1.1 341 0.34 P98-____ 000000-00-0 (rel-(2R,3S)-3-(2- 330 2.8 3.5 8.7 -1.58 8e-13697 CBI CBI 228 3.3 3.7 3.29 4.8 -1.68 Aster P95-____ Kow Limit 5 5 -2.73 NO Cutoff NO SAR

SAR Data Not Included in Regression Equation: CBI CBI 411 4.1 4.5 3.2 * * Not specified P92-____

Data Not Included in SAR:

* indicates no effects at saturation



# REFERENCES: Conway, R.A., Waggy, G.T., Speigel, M.H., and R.L. Berglund. 1983. Environmental fate and effects of ethylene oxide. Environmental Science and Technology. 17: 107-112.

U.S. Environmental Protection Agency (USEPA). 2006. Database of environmental toxicity data from Premanufacture 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 Epoxides, Mono 8/3/2006

GREEN ALGAE 96-h EC50

ESTIMATED TOXICITY: The green algae 96-h EC50 values used to develop this SAR were measured and the octanol water partition coefficients (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) = -0.6934 (log Kow) + 0.7712

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

# ) = 0.9458. 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: Epoxides, Mono, Algal 96-h EC50

y = -0.6934x + 0.7712
R 2 

## = 0.9458

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 monoepoxides.

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.

Monoepoxides that may be significantly more toxic than predicted by this SAR based on the fish 14-d LC50 SAR, are epichlorohydrin, and epibromohydrin.

Endrin has an excess toxicity of over 33,000 times the value predicted by this SAR. Diepoxides are significantly more toxic than predicted by this SAR and a SAR for diepoxides has been developed.

# 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. log Kow) Reference (Algal 96-h EC50) CBI CBI 156 -0.54 1.1 306 0.29 P98-____ 000000-00-0 (rel-(2R,3S)-3-(2- 330 2.8 3.5 2.3 -2.16 8e-13697 CBI CBI 228 3.3 3.7 3.29 3.5 -1.81 Aster P95-____ Kow Limit 6.4 6.4 -3.43 NO Cutoff NO SAR

SAR Data Not Included in Regression Equation:

Data Not Included in SAR:

* indicates no effects at saturation



# REFERENCES: U.S. Environmental Protection Agency (USEPA). 2006. Database of environmental toxicity data from Premanufacture 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 Epoxides, Mono 8/3/2006

FISH ChV

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

Log ChV (mmol/L) = -0.3567 (log Kow) - 3.4162

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

# ) = 0.8582. 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: Epoxides, Mono, Fish ChV

y = -0.3567x - 3.4162
R 2 

## = 0.8582

n = 2 + 1 

# -8.00 -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 Fish ChV (mmol/L



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

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.

# Monoepoxides that may be significantly more toxic than predicted by this SAR based on the fish 14-d LC50 SAR, are epichlorohydrin, and epibromohydrin.

Endrin has an excess toxicity of over 33,000 times the value predicted by this SAR. Diepoxides are significantly more toxic than predicted by this SAR and a SAR for diepoxides has been developed.

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. log Kow) Reference (Fish ChV) 000000-00-0 chlorophenyl)-2-(4- 330 2.8 3.5 0.017 -4.29 8e-13697 000000-00-0 (rel-(2R,3S)-3-(2- 330 2.8 3.5 0.003 -5.04 8e-13697 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: 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 Epoxides, Mono 8/3/2006

DAPHNID ChV

ESTIMATED TOXICITY: No adequate data were available for the epoxides, mono daphnid chronic value (ChV) SAR. Prediction for this endpoint were estimated using the acute-to-chronic ratio and were based on the acute daphnid SAR for expoxides, mono. The SAR equation used to estimate toxicity is:

Log ChV (mmol/L) = -0.6786 (log Kow) - 0.2613

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: Epoxides, Mono, Daphnia ChV

y = -0.6786x - 0.2613 n = 0 + 2 

# -6 -4 -2 0 2 4 6

-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 monoepoxides.

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.

Monoepoxides that may be significantly more toxic than predicted by this SAR based on the fish 14-d LC50 SAR, are epichlorohydrin, and epibromohydrin.

# Endrin has an excess toxicity of over 33,000 times the value predicted by this SAR. Diepoxides are significantly more toxic than predicted by this SAR and a SAR for diepoxides has been developed.

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. log Kow) Reference (Daphnia ChV) D48 SAR 0 0 -0.2613 1/10 D48 Epoxides, mono SAR Kow Limit 8 8 -5.69 NO Cutoff NO SAR

SAR Data Not Included in Regression Equation:

Data Not Included in SAR:

* indicates no effects at saturation



# REFERENCES:

# SAR Epoxides, Mono 8/3/2006

GREEN ALGAE ChV

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

Log ChV (mmol/L) = -0.6111 (log Kow) + 0.5084

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 

# : 8.0 Maximum MW: 1000

GRAPH:


# SAR for: Epoxides, mono, Algal ChV

y = -0.6111x + 0.5084 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 Algal ChV (mmol/L



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

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.

# Monoepoxides that may be significantly more toxic than predicted by this SAR based on the fish 14-d LC50 SAR, are epichlorohydrin, and epibromohydrin.

Endrin has an excess toxicity of over 33,000 times the value predicted by this SAR. Diepoxides are significantly more toxic than predicted by this SAR and a SAR for diepoxides has been developed.

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. log Kow) Reference (Algal ChV)

CBI CBI 156 -0.54 1.1 107 -0.16 P98-____ Kow Limit 8 8 -4.38 NO Cutoff NO SAR

SAR Data Not Included in Regression Equation:

Data Not Included in SAR:

* indicates no effects at saturation



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

# SAR Epoxides, Mono Acid Substituted 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 coefficients (Kow) 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) = -0.531 (log Kow) + 1.1

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

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

Maximum K ow 

# : >6.4 Maximum MW: 1000

GRAPH: 

# SAR for: Epoxides, Mono Acid Substituted, Fish 96-h LC50

y = -0.531x + 1.1 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 96-h LC50 (mmol/L)



# APPLICATION: This SAR may be used to estimate toxicity for monoepoxides with an acid substitution. Input predicted log Kow of free acid from EPIWIN.

LIMITATIONS: Not known at this time.

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) 10.6X 0 1.10 Monoepoxides F96 SAR 2443-39-2 9,10-Epoxystearic acid 298 5.1 6.4 1.5 -2.30 Leach and Thakore, 1975

SAR Data Not Included in Regression Equation:

Data Not Included in SAR:

* indicates no effects at saturation



# REFERENCES: Leach JM, Thakore AN. 1975. Isolation and identification of constituents toxic to juvenile Rainbow trout ( Salmo gairdneri ) in caustic extraction effluents from Kraft pulp mill.

# SAR Epoxides, Mono Acid Substituted 11/2007

DAPHNID 48-h LC50

ESTIMATED TOXICITY: No adequate data were available for the acid-substituted monoepoxides daphnid acute toxicity SAR. Predictions for this endpoint were estimated using the acute daphnid SAR for monoesters. The SAR equation used to estimate toxicity is:

Log 48-h LC50 (mmol/L) = -0.68 (log Kow) + 1.8

The LC50 is in millimoles per liter (mM/L). To c onvert 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: Epoxides, Mono Acid Substituted, Daphnia 48-h LC50

y = -0.68x + 1.8 n = 0 + 2 

# -6 -4 -2 0 2 4 6

-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 monoepoxides with an acid substitution. Input predicted log Kow of free acid from EPIWIN.

LIMITATIONS: Not known at this time.

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) 10.6X 0 1.8 Monoepoxides D48 SAR 10.6X 5 -1.60 Monoepoxides D48 SAR

SAR Data Not Included in Regression Equation:

Data Not Included in SAR:

* indicates no effects at saturation



# REFERENCES:

# SAR Epoxides, Mono Acid Substituted 11/2007

GREEN ALGAE 96-h EC50

ESTIMATED TOXICITY: No adequate data were available for the ac id-substituted monoepoxides green algae acute toxicity SAR. Predictions for this endpoint we re estimated using the acute green algae SAR for monoesters. The SAR equation used to estimate toxicity is:

Log 96-h EC50 (mmol/L) = -0.6875 (log Kow) + 1.8

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

Maximum K ow 

# : 6.4 Maximum MW: 1000

GRAPH: 

# SAR for: Epoxides, Mono Acid Substituted, Algal 96-h EC50

y = -0.6875x + 1.8 n = 0 + 2 

# -6 -4 -2 0 2 4 6

-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 monoepoxides with an acid substitution. Input predicted log Kow of free acid from EPIWIN.

LIMITATIONS: Not known at this time.

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) 10.6 X 0 1.8 Monoepoxides GA96 SAR 10.6 X 6.4 -2.60 Monoepoxides GA96 SAR

SAR Data Not Included in Regression Equation:

Data Not Included in SAR:

* indicates no effects at saturation

# REFERENCES:

# SAR Epoxides, Mono Acid Substituted 11/2007

FISH ChV

ESTIMATED TOXICITY: No adequate data were available for the acid-sub stituted monoepoxides fish chronic value (ChV) SAR. Predictions for this endpoint were estimated using the fish ChV SAR for monoesters. The SAR equation used to estimate toxicity is:

Log ChV (mmol/L) = -0.35 (log Kow) - 2.4

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, mult iply by the molecular weight of the compound.

Maximum K ow 

# : 8.0 Maximum MW: 1000

GRAPH: 

# SAR for: Epoxides, Mono Acid Substituted, Fish ChV

y = -0.35x - 2.4 n = 0 + 2 

# -6 -4 -2 0 2 4 6

-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 monoepoxides with an acid substitution. Input predicted log Kow of free acid from EPIWIN.

LIMITATIONS: Not known at this time.

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) 10.6X 0 -2.4 Monoepoxides FChV SAR 10.6X 8 -5.20 Monoepoxides FChV SAR

SAR Data Not Included in Regression Equation:

Data Not Included in SAR:

* indicates no effects at saturation



# REFERENCES:

# SAR Epoxides, Mono Acid Substituted 11/2007

DAPHNID ChV

ESTIMATED TOXICITY: No adequate data were available for the acid-substituted monoepoxides daphnid chronic value (ChV) SAR. Predictions for this endpoint were estimated using the daphnid ChV SAR for monoesters. The SAR equation used to estimate toxicity is:

Log ChV (mmol/L) = -0.6825 (log Kow) + 0.76

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, mult iply by the molecular weight of the compound.

Maximum K ow 

# : 8.0 Maximum MW: 1000

GRAPH: 

# SAR for: Epoxides Mono Acid Substituted, Daphnia ChV

y = -0.6825x + 0.76 n = 0 + 2 

# -8 -6 -4 -2 0 2 4

-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 monoepoxides with an acid substitution. Input predicted log Kow of free acid from EPIWIN.

LIMITATIONS: Not known at this time.

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) 10.6X 0 0.76 Monoepoxides DChV SAR 10.6X 8 -4.70 Monoepoxides DChV SAR

SAR Data Not Included in Regression Equation:

Data Not Included in SAR:

* indicates no effects at saturation



# REFERENCES:

# SAR Epoxides, Mono Acid Substituted 11/2007

GREEN ALGAE ChV

ESTIMATED TOXICITY: No adequate data were available for the acid-substituted monoepoxides green algae chronic value (ChV) SAR. Predictions for this endpoint were estimated using the green algae ChV SAR for monoesters. The SAR equation us ed to estimate toxicity is:

Log ChV (mmol/L) = -0.6125 (log Kow) + 1.5

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, mult iply by the molecular weight of the compound.

Maximum K ow 

# : 8.0 Maximum MW: 1000

GRAPH: 

# SAR for: Epoxides, Mono Acid Substituted, Algal ChV

y = -0.6125x + 1.5 n = 0 + 2 

# -6 -4 -2 0 2 4 6

-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 monoepoxides with an acid substitution. Input predicted log Kow of free acid from EPIWIN.

LIMITATIONS: Not known at this time.

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) 10.6X 0 1.5 Monoepoxides GAChV SAR 10.6X 8 -3.40 Monoepoxides GAChV SAR

SAR Data Not Included in Regression Equation:

Data Not Included in SAR:

* indicates no effects at saturation



# REFERENCES:

# SAR Epoxides, Poly 8/3/2006

FISH 96-h LC50 (Mortality)

ESTIMATED TOXICITY: No adequate data were available for the polyepoxides SAR fish acute (96-hour) toxicity endpoint. Predictions for this endpoint are based on the polyepoxides SAR for the freshwater fish 14-d LC50 endpoint. The SAR equation used to estimate toxicity is:

Log 14-d LC50 (mmol/L) = -0.3487 (log Kow) - 1.3539

The LC50 is in millimoles per liter (mM/L) . To convert the LC50 from mM/L to mg/L, multiply by the molecular weight of the compound.

Maximum K ow 

# : 5 Maximum MW: 1000

GRAPH:


# SAR for: Epoxides, Poly, Fish 96-h LC50

F14-d Polyepoxides SAR Equation y = -0.3487x - 1.3539 

# -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 polyepoxides.

LIMITATIONS: If the log Kow value is greater than 5, 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. log Kow) Reference (Fish 96-h LC50)

Kow Limit 5 5 -2.65 NO Cutoff NO SAR

SAR Data Not Included in Regression Equation:

000000-00-0 Diglycidyl ether of bisphenol A 340 3.1 3.8 5.3 * * - Bailey and Rhinehart, 1976 CBI CBI 334 4.2 5.1 * * P01-____

CBI CBI 368 4.9 5.5 *1.18 *-2.49 L96-____; P88-____; F48 CBI CBI 609 7.1 7.7 * * P91-____ precurso r

Data Not Included in SAR: 000000-00-0 1,3,5-Triazine-2,4,6(1H,3H, 5 297 MF 1.2 0.457 >77 >-0.59 L00129 8e-11501; inequality

* indicates no effects at saturation



# REFERENCES: Bailey, R.E. and W.L. Rhinehart. 1976. Evaluation of D.E.R. 331, diglycidyl ether of bisphenol-A, in the aquatic environment. R&D Report D0004653. Midland, MI: The Dow Chemical Company.

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

# SAR Epoxides, Poly 8/3/2006

FISH 14-day LC50 (Mortality)

ESTIMATED TOXICITY: The fish 14-day LC50 values used to develop this SAR were measured and the octanol water partition coefficients (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) = -0.3487 (log Kow) - 1.3539

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

# ) = 0.87. 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: Epoxides, Poly, Fish 14-d LC50

y = -0.3487x - 1.3539
R 2 

## = 0.87 n = 2 + 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 polyepoxides.

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. log Kow) Reference (Fish 14-d LC50) 1464-53-5 1,3-Butadiene diepoxide 86 -1.8 -0.58 -0.28 2.66 -1.51 Deneer et al., 1988 Deneer et al., 1988 2426-07-5 1,2,7,8-Diepoxyoctane 142 -0.2 1.4 6.64 -1.33 Deneer et al., 1988 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: Deneer, J.W., Sinnige, T.L., Seinen, W., and J.L.M. Hermens. 1988. A quantitative structure-activity relationship for the acute toxicity of some epoxy compounds to the guppy. Aquatic Toxicology. 13: 195-204.

# SAR Epoxides, Poly 8/3/2006

DAPHNID 48-h LC50

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

Log 48-h LC50 (mmol/L) = -0.5144 (log Kow) - 0.1579

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

# ) = 0.999. 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: Epoxides, Poly, Daphnia 48-h LC50

y = -0.5144x - 0.1579
R 2 

## = 0.999 n = 2 + 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 Daphnia 48-h LC50 (mmol/L



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

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) Daphnia 48

- h LC50 (mg/L) Log Daphnia 48-h LC50 (mmol/L) Reference (Meas. log Kow) Reference (Daphnia 48-h LC50) CBI CBI 297 MF 1.2 0.457 46 -0.81 L-00-____ L-00-____ CBI CBI 297 MF 1.2 0.457 54 -0.74 L-00-____ L-00-____ Kow Limit 5 5 -2.73 NO Cutoff NO SAR

SAR Data Not Included in Regression Equation:

000000-00-0 Diglycidyl ether of bisphenol A 340 3.1 3.8 5.3 * * - Bailey and Rhinehart, 1976 CBI CBI 334 4.2 5.1 * * P01-____

Data Not Included in SAR:

* indicates no effects at saturation



# REFERENCES: Bailey, R.E. and W.L. Rhinehart. 1976. Evaluation of D.E.R. 331, diglycidyl ether of bisphenol-A, in the aquatic environment. R&D Report D0004653. Midland, MI: The Dow Chemical Company.

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

# SAR Epoxides, Poly 7/2008

GREEN ALGAE 96-h EC50

ESTIMATED TOXICITY: No adequate data were available for the polyepoxides SAR green algae toxicityendpoint. Predictions for this endpoint are based on the green algae SAR for monoepoxides. The determined equation used to estimate toxicity is:

Log 48-h EC50 (mmol/L) = -0.6934 (log Kow) + 0.7712

The LC50 is in millimoles per liter (mM/L) . 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: Epoxides, Mono, Algal 96-h EC50

y = -0.6934x + 0.7712
R 2 

## = 0.9458

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 polyepoxides.

LIMITATIONS: If the log Kow value is greater than 6.4, or if the compound is solid and the LC50 exceeds the water solubility by 10X, no effects at saturation are predicted.

REFERENCES:

# SAR Epoxides, Poly 8/3/2006

FISH ChV

ESTIMATED TOXICITY: No adequate data were available for the polyepoxides fish chronic value (ChV) SAR. Predictions for this endpoint were estimated using the acute-to-chronic ratio and were based on the acute 14-day fish SAR for polyepoxides. The SAR equation used to estimate toxicity is:

Log ChV (mmol/L) = -0.4895 (log Kow) – 2.3539

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: Epoxides, Poly, Fish ChV

y = -0.4895x - 2.3539 n = 0 + 2



# -8.00 -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 Fish ChV (mmol/L



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

LIMITATIONS: If the log Kow value is greater than 8, 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 ChV (mg/L) Log Fish ChV (mmol/L) Reference (Meas. log Kow) Reference (Fish ChV)
1/10 F14-d SAR 0 0 -2.35 1/10 F14-d Polyepoxide 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 Epoxides, Poly 8/3/2006

DAPHNID ChV

ESTIMATED TOXICITY: No adequate data were available for the polyepoxides daphnid chronic value (ChV) SAR. Predictions for this endpoint were estimated using the acute-to-chronic ratio and were based on the acute daphnid SAR for polyepoxides. The SAR equation used to estimate toxicity is:

Log ChV (mmol/L) = -0.5665 (log Kow) - 1.1579

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: Epoxides, Poly, Daphnia ChV

y = -0.5665x - 1.1579 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 Daphnia ChV (mmol/L



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

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) Daphnia ChV (mg/L) Log Daphnia ChV (mmol/L) Reference (Meas. log Kow) Reference (Daphnia ChV) 1/10 D48 Epoxides, poly 0 0 -1.16 D48 Epoxides, poly Kow Limit 8 8 -5.69 NO Cutoff NO SAR

SAR Data Not Included in Regression Equation:

Data Not Included in SAR:

* indicates no effects at saturation



# REFERENCES:

# SAR Epoxides, Poly 7/2008

GREEN ALGAE ChV

ESTIMATED TOXICITY: No adequate data were available for the polyepoxides SAR green algae toxicityendpoint. Predictions for this endpoint are based on the green algae SAR for monoepoxides. The determined equation used to estimate toxicity is:

Log ChV (mmol/L) = -0.6111 (log Kow) + 0.5084

The LC50 is in millimoles per liter (mM/L) . To convert the LC50 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: Epoxides, mono, Algal ChV

y = -0.6111x + 0.5084 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 Algal ChV (mmol/L



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

LIMITATIONS: If the log Kow value is greater than 6.4, or if the compound is solid and the LC50 exceeds the water solubility by 10X, no effects at saturation are predicted.

REFERENCES:

# SAR Esters (Phosphate) 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 coefficients (Kow) 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) = -0.7913 (log Kow) + 1.2105

The LC50 is in millimoles per liter (mM/L); N = 18 + 4; and the Coefficient of Determination (R 2 

# ) = 0.8915. To convert the LC50 from mM/L to mg/L , multiply by the molecular weight of the compound.

Maximum K ow 

# : 5 Maximum MW: 1000

GRAPH: 

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

y = -0.7913x + 1.2105
R 2 

## = 0.8915 n = 18 + 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 Fish 96-h LC50 (mmol/L



# APPLICATION: This SAR may be used to estimate toxicity for t he following classes of phosphate esters all of which are weak acetylcholinesterase inhibitors: 1. Tri-alkyl phosphate esters 2. Tri-phenyl phosphate esters 3. Halogenated tri-alkyl phosphate esters 4. Halogenated tri-phenyl phosphate esters

Some halogenated tri-alkylphosphate esters may be significantly more toxic than predicted by this SAR as a result of their strong acetylcholinestera se and cholinesterase inhibition. These include: 1. 1,2-dibromoethyldiethyl phosphate ester - 400 X 2. 1,2-dichloroethyldiethyl phosphate ester - approx. 30 X

# 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 96-h LC50 (mg/L) Log Fish 96-h LC50 (mmol/L) Reference (Meas. Kow) Reference (Fish 96-h LC50) 512-56-1 Trimethyl phosphate 140 -0.46 -0.60 -0.65 7010 1.70 Hansch & Leo, 1985 DUL

115-96-8 Tris(betachloroethyl) phosphate 285 0.8 1.6 1.4 90 -0.50 Chem Inspect Test Inst, 1992 US EPA (1991)/Nabholz, 1985 and 1986

115-96-8 Tris(betachloroethyl) phosphate 286 0.8 1.6 1.4 210 -0.13 Chem Inspect Test Inst, 1992 US EPA (1991)/Nabholz, 1985 and 1986

1080-32-6 Diethyl benzylphosphonate 228 1.8 2.1 336 0.17 DUL

78-51-3 Tris(2- butoxyethyl)phosphate 398 4.3 3.0 3.8 11.2 -1.55 Chem Inspect Test Inst, 1992 DUL

26604-51-3 Tris(dichloropropyl) phosphate 431 3.0 3.6 3.6 -2.08 US EPA (1991)/Nabholz, 1985 and 1986 26604-51-3 Tris(dichloropropyl) 431 3.0 3.6 5.1 -1.93 US EPA (1991)/Nabholz, 1985 126-73-8 Tributyl phosphate 266 3.7 3.8 4.0 11 -1.38 Hansch & Leo, 1985 DUL/Nabholz, 1985 and 1986 126-73-8 Tributyl phosphate 266 3.7 3.8 4.0 8.18 -1.51 Hansch & Leo, 1985 DUL/Nabholz, 1985 and 1986

126-73-8 Tributyl phosphate 266 3.7 3.8 4.0 8.8 -1.48 Hansch & Leo, 1985 US EPA (1991)/Nabholz, 1985 and 1986

126-73-8 Tributyl phosphate 266 3.7 3.8 4.0 9.6 -1.44 Hansch & Leo, 1985 US EPA (1991)/Nabholz, 1985 and 1986

126-73-8 Tributyl phosphate 266 3.7 3.8 4.0 11.8 -1.35 Hansch & Leo, 1985 US EPA (1991)/Nabholz, 1985 and 1986

126-73-8 Tributyl phosphate 266 3.7 3.8 4.0 11.4 -1.37 Hansch & Leo, 1985 US EPA (1991)/Nabholz, 1985 and 1986

126-72-7 Tris(2,3-dibromopropyl) phosphate 698 3.7 4.2 4.3 1.33 -2.72 Sangster, 1994 (avg) US EPA (1991)/Nabholz, 1985 and 1986

126-72-7 Tris(2,3-dibromopropyl) phosphate 698 3.7 4.2 4.3 1.45 -2.68 Sangster, 1994 (avg) US EPA (1991)/Nabholz, 1985 and 1986 115-86-6 Triphenyl phosphate 326 4.5 4.7 4.59 0.87 -2.57 Hansch & Leo, 1985 DUL 115-86-6 Triphenyl phosphate 326 4.5 4.7 4.59 0.7 -2.67 Hansch & Leo, 1985 US EPA (1991) 115-86-6 Triphenyl phosphate 326 4.5 4.7 4.59 1.2 -2.43 Hansch & Leo, 1985 US EPA (1991) Kow Limit 5 5 -2.65 NO Cutoff NO SAR

SAR Data Not Included in Regression Equation:

26444-49-5 Diphenyl cresyl phosphate 340 5.3 5.2 3.7 @ 25C 1.3 

### * -2.42 MITI SIDS 68952-35-2 Tricresyl phosphate 368 5.1 6.3 0.75 

### * -2.69 8(e)-4458 CBI CBI 350 6.7 6.8 

### * P95-____

Data Not Included in SAR:

CBI CBI 503 3.3 -0.47 0.20 >2400 0.68 CBI CBI

CBI CBI 503 3.3 -0.47 0.20 >2100 0.62 CBI CBI 78-40-0 Triethyl phosphate 182 0.57 0.87 0.8 >100 >0.26 Hansch & Leo, 1985 Ewell et al., 1986 75431-49-1 Tris (2,6-dichlorophenyl) 533 9.1 8.6 6 -1.95 DUL; NOEC

* indicates no effects at saturation



# REFERENCES: Brooke LT, Call DJ, Geiger DL, Northcott CE, and Piorier SH (eds). 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]

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

Nabholz JV. 1985. Environmental Hazard As sessment of PMN __-____. Washington DC: Environmental Review Division (TS-796), Offi ce of Toxic Substances, United States Environmental Protection Agency, 20460-0001.

# Nabholz JV. 1986. Addendum to SAR for Haloge nated Alkyl Phosphate Esters. Washington DC: Environmental Effects Branch, Health and Envir onmental Review Division (TS-796), Office of Toxic Substances, United States Envi ronmental Protection Agency, 20460-0001.

U.S. Environmental Protection Agency (USEPA). 1990. Summary of structure-activity data files: University of Wisconsin-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. [DUL]

U.S. Environmental Protection Agency (USEPA) . 1991. OTS PMN ECOT OX. Washington, DC: Office of Toxic Substances, USEPA.

U.S. Environmental Protection Agency (USEPA). 20 06. Database of environmental toxicity data from Premanufacture 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 toxicity data from data submitted 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 Esters (Phosphate) 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 coefficients (Kow) 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) = - 0.5003 (log Kow) + 0.079

The LC50 is in millimoles per liter (mM/L); N = 3 + 4; and the Coeffici ent of Determination (R 2 

# ) = 0.7039. 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: Esters (phosphate), Daphnia 48-h LC50

y = -0.5003x + 0.079
R 2 

## = 0.7039

n = 3 + 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 Daphnia 48-h LC5(mmol/L)



# APPLICATION: This SAR may be used to estimate toxicity for t he following classes of phosphate esters all of which are weak acetylcholinesterase inhibitors: 1. Tri-alkyl phosphate esters 2. Tri-phenyl phosphate esters 3. Halogenated tri-alkyl phosphate esters 4. Halogenated tri-phenyl phosphate esters

Some halogenated tri-alkylphosphate esters are si gnificantly more toxic than predicted by this SAR as a result of their strong acetylcholinestera se and cholinesterase inhibition. These include: 1. 1,2-dibromoethyldiethyl phosphate ester - 400 X 2. 1,2-dichloroethyldiethyl phosphate ester - approx. 30 X

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) Daphnia 48

- h LC50 (mg/L) Log Daphnia 48-h LC50 (mmol/L) Reference (Meas. Kow) Reference (Daphnia 48-h LC50) CBI CBI 503 3.3 -0.47 0.2 117 -0.63 Unknown CBI 78-40-0 Triethyl phosphate 182 0.57 0.87 0.8 330 0.26 Hansch & Leo, 1985 SIDS 78-40-0 Triethyl phosphate 182 0.57 0.87 0.8 350 0.28 Hansch & Leo, 1985 SIDS Kow Limit 5 5 -2.73 NO Cutoff NO SAR

SAR Data Not Included in Regression Equation: 68952-35-2 Tricresyl phosphate 368 5.1 6.3 0.27 

### * -3.13 8(e)-4458 CBI CBI 350 6.7 6.8 

### * P95-____

68937-41-7 Phenol, Isopropylated, phosphate (3:1) 326 8.7 9.1 0.83 -2.59 8(e)-4483

Data Not Included in SAR:

* indicates no effects at saturation



# REFERENCES: SIAR. 1998. SIDS Initial Assess ment Report. SIAR for the 5 th 

# SIAM. Triethyl phosphate. Sponsor country: NS.

SciFinder. 1997. http://www.cas.org/SCIFINDER

U.S. Environmental Protection Agency (USEPA). 20 06. Database of environmental toxicity data from Premanufacture 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 toxicity data from data submitted 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 Esters (Phosphate) 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 partition 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) = -0.7459 (log Kow) + 1.3434

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

# ) = 1. 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: Esters (phosphate), Algal 96-h EC50

y = -0.7459x + 1.3434
R 2



## = 1 n = 2 + 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 96-h EC50 (mmol/L



# APPLICATION: This SAR may be used to estimate toxicity for t he following classes of phosphate esters all of which are weak acetylcholinesterase inhibitors: 1. Tri-alkyl phosphate esters 2. Tri-phenyl phosphate esters 3. Halogenated tri-alkyl phosphate esters 4. Halogenated tri-phenyl phosphate esters

Some halogenated tri-alkylphosphate esters may be significantly more toxic than predicted by this SAR as a result of their strong acetylcholinestera se and cholinesterase inhibition. These include:

# 1. 1,2-dibromoethyldiethyl phosphate ester - 400 X 2. 1,2-dichloroethyldiethyl phosphate ester - approx. 30 X

LIMITATIONS: 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) Algal 96-h EC50 (mg/L) Log Algal 96- h EC50 (mmol/L) Reference (Meas. Kow) Reference (Algal 96-h EC50) 78-40-0 Triethyl phosphate 182 0.57 0.87 0.8 900.8 0.69 SIDS

26444-49-5 Diphenyl cresyl phosphate 340 5.3 5.2 3.7 @ 25C 0.99 -2.54 MITI SIDS Kow Limit 6.4 6.4 -3.43 NO Cutoff NO SAR

SAR Data Not Included in Regression Equation: CBI CBI 350 6.7 6.8 

### * P95-____

Data Not Included in SAR: CBI CBI 503 3.3 -0.47 0.2 >700 >0.14 CBI CBI

* indicates no effects at saturation



# REFERENCES: SciFinder. 1997. http://www.cas.org/SCIFINDER

SIAR. 1998. SIDS Initial Assess ment Report. SIAR for the 5 th 

# SIAM. Triethyl phosphate. Sponsor country: NS.

SIAR. 1998. SIDS Initial Assess ment Report. SIAR for the 7 th 

# SIAM. Diphenyl cresyl phosphate. Sponsor country: Japan.

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

# SAR Esters (Phosphate) 11/2007

FISH ChV

ESTIMATED TOXICITY: No adequate data were available for the phos phate esters fish chronic value (ChV) SAR endpoint. Predictions for this endpoint were estima ted using the acute-to-chronic ratio, and were based on the acute fish SAR for phosphate esters. The SAR equation used to estimate toxicity is:

Log ChV (mmol/L) = -0.8101 (log Kow) + 0.2105

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, mult iply by the molecular weight of the compound.

Maximum K ow 

# : 8 Maximum MW: 1000

GRAPH: 

# SAR for: Esters (phosphate), Fish ChV

y = -0.8101x + 0.2105 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 t he following classes of phosphate esters all of which are weak acetylcholinesterase inhibitors: 1. Tri-alkyl phosphate esters 2. Tri-phenyl phosphate esters 3. Halogenated tri-alkyl phosphate esters 4. Halogenated tri-phenyl phosphate esters

Some halogenated tri-alkylphosphate esters may be significantly more toxic than predicted by this SAR as a result of their strong acetylcholinestera se and cholinesterase inhibition. These include: 1. 1,2-dibromoethyldiethyl phosphate ester - 400 X

# 2. 1,2-dichloroethyldiethyl phosphate ester - approx. 30 X

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 ChV (mg/L) Log Fish ChV (mmol/L) Reference (Meas. Kow) Reference (Fish ChV) 0 0 0.21 1/10 F96 Phosphate Esters Kow Limit 8 8 -6.27 NO Cutoff NO SAR

SAR Data Not Included in Regression Equation:

Data Not Included in SAR:

115-86-6 Triphenyl ester phosphoric acid 326 4.5 4.7 4.59 0.087-0.23 -3.6- -3.2 Hansch et al., 1995 8(e)-9435

1241-94-7 2-Ethylhexyl diphenyl phosphate (92%) 362 5.8 6.3 5.73

. 0212-0.0508 -4.2- -3.9 Hansch et al., 1995 8(e)-12070

* indicates no effects at saturation



# REFERENCES: U.S. Environmental Protection Agency (USEPA). 20 06. Database of environmental toxicity data from data submitted 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 Esters (Phosphate) 11/2007

DAPHNID ChV

ESTIMATED TOXICITY: The daphnid chronic values (ChV) used to devel op 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) = -0.8084 (log Kow) + 0.7775

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, mult iply by the molecular weight of the compound.

Maximum K ow 

# : 8.0 Maximum MW: 1000

GRAPH: 

# SAR for: Esters (phosphate), Daphnia ChV

y = -0.8084x + 0.7775 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 Daphnia ChV (mmol/L



# APPLICATION: This SAR may be used to estimate toxicity for t he following classes of phosphate esters all of which are weak acetylcholinesterase inhibitors: 1. Tri-alkyl phosphate esters 2. Tri-phenyl phosphate esters 3. Halogenated tri-alkyl phosphate esters 4. Halogenated tri-phenyl phosphate esters

Some halogenated tri-alkylphosphate esters may be significantly more toxic than predicted by this SAR as a result of their strong acetylcholinestera se and cholinesterase inhibition. These include: 1. 1,2-dibromoethyldiethyl phosphate ester - 400 X 2. 1,2-dichloroethyldiethyl phosphate ester - approx. 30 X

# 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) Daphnia ChV (mg/L) Log Daphnia ChV (mmol/L) Reference (Meas. Kow) Reference (Daphnia ChV)

126-73-8 Tributyl phosphate 266 3.5 3.8 4 1.35 -2.29 Hansch & Leo, 1985 TSCA Sect. 4, DCN: 409121292 Kow Limit 8 8 -5.69 NO Cutoff NO SAR

SAR Data Not Included in Regression Equation:

Data Not Included in SAR: 29761-21-5 Diphenyl isodeyl phosate 390 6.9 7.3 0.0038-0.0076 -5.01- -4.71 8(e)-10004

* indicates no effects at saturation



# REFERENCES: U.S. Environmental Protection Agency (USEPA). 20 06. Database of environmental toxicity data from data submitted 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 Esters (Phosphate) 11/2007

GREEN ALGAE ChV

ESTIMATED TOXICITY: The green algae chronic values (ChV) used to devel op 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) = -1.4204 (log Kow) + 6.9829

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

# ) = 0.9771. 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 (phosphate), Algal ChV

y = -1.4204x + 6.9829
R 2



## = 0.9771 n = 2 + 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 ChV (mmol/L



# APPLICATION: This SAR may be used to estimate toxicity for t he following classes of phosphate esters all of which are weak acetylcholinesterase inhibitors: 1. Tri-alkyl phosphate esters 2. Tri-phenyl phosphate esters 3. Halogenated tri-alkyl phosphate esters 4. Halogenated tri-phenyl phosphate esters

Some halogenated tri-alkylphosphate esters may be significantly more toxic than predicted by this SAR as a result of their strong acetylcholinestera se and cholinesterase inhibition. These include:

# 1. 1,2-dibromoethyldiethyl phosphate ester - 400 X 2. 1,2-dichloroethyldiethyl phosphate ester - approx. 30 X

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) Algal ChV (mg/L) Log Algal ChV (mmol/L) Reference (Meas. Kow) Reference (Algal ChV) CBI CBI 350 6.7 6.8 0.02 -2.53 P95-____ CBI CBI 350 6.7 6.8 0.01 -2.83 P95-____ Kow Limit 8 8 -4.38 NO Cutoff NO SAR

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 toxicity data from Premanufacture Notifications (PMN). Wash ington DC: Risk Assessment Division (RAD), OPPT, USEPA, 1400 Pennsylvania Ave., N.W. (Unpublished test data.)

# SAR Esters (Phosphinates) 8/8/2006

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 coefficients (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) = -0.2916 (log Kow) - 1.1919

The LC50 is in millimoles per liter (mM/L); N = 1 + 2; 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 compound.

Maximum K ow 

# : 5.0 Maximum MW: 1000

GRAPH:


# SAR for: Phosphinate Esters, Fish 96-h LC50

y = -0.2916x - 1.1919 n = 1 + 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 phosphinate esters.

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 96-h LC50 (mg/L) Log Fish 96-h LC50 (mmol/L) Reference (Meas. Kow) Reference (Fish 96-h LC50) CBI CBI 261 MF 0.38 1.72 13 -1.30 P96-____ Kow Limit 5 5 -2.65 NO Cutoff NO SAR

SAR Data Not Included in Regression Equation: CBI CBI 423 8 10 

### * P-90-____

Data Not Included in SAR:

* indicates no effects at saturation



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

# SAR Esters (Phosphinates) 8/8/2006

DAPHNID 48-h LC50

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

Log 48-h LC50 (mmol/L) = -0.2547 (log Kow) - 1.4565

The LC50 is in millimoles per liter (mM/L); N = 1 + 2; 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 compound.

Maximum K ow 

# : 5.0 Maximum MW: 1000

GRAPH:


# SAR for: Phosphinate Esters, Daphnia 48-h LC50

y = -0.2547x - 1.4565 n = 1 + 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 phosphinate esters.

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) Daphnia 48

- h LC50 (mg/L) Log Daphnia 48-h LC50 (mmol/L) Reference (Meas. Kow) Reference (Daphnia 48-h LC50) CBI CBI 261 MF 0.38 1.72 7.3 -1.55 P96-____ Kow Limit 5 5 -2.73 NO Cutoff NO SAR

SAR Data Not Included in Regression Equation: CBI CBI 423 8 10 

### * P-90-____

Data Not Included in SAR:

* indicates no effects at saturation



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

# SAR Esters (Phosphinates) 8/8/2006

GREEN ALGAE 16-h EC50

ESTIMATED TOXICITY: The green algae 96-h EC50 values used to develop this SAR were measured and the octanol water partition coefficients (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) = -0.2284 (log Kow) - 1.9681

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

# ) = N/A. 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: Phosphinate Esters, Algal 16-h EC50

y = -0.2284x - 1.9681 n = 1 + 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 16-h EC50 (mmol/L



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

LIMITATIONS: 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) Algal 16-h EC50 (mg/L) Log Algal 16- h EC50 (mmol/L) Reference (Meas. Kow) Reference (Algal 16-h EC50) CBI CBI 261 MF 0.38 1.72 2.3 -2.05 P96-___

_ Kow Limit 6.4 6.4 -3.43 NO Cutoff NO SAR

SAR Data Not Included in Regression Equation: CBI CBI 423 8 10 

### * P-90-___

_
Data Not Included in SAR:

* indicates no effects at saturation



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

# SAR Esters (Phosphinates) 8/8/2006

FISH ChV

ESTIMATED TOXICITY: No adequate data were available for phosphinate esters fish chronic value (ChV) SAR. Predictions for this endpoint were estimated using the acute-to-chronic ratio and were based on the acute fish SAR for phosphinate esters. The SAR equation used to estimate toxicity is:

Log ChV (mmol/L) = -0.5206 (log Kow) - 2.1049

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: Phosphinate Esters, Fish ChV

y = -0.5206x - 2.1049 n = 0 + 2 

# -8.00 -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 Fish ChV (mmol/L



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

LIMITATIONS: If the log Kow value is greater than 8.0, 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 ChV (mg/L) Log Fish ChV (mmol/L) Reference (Meas. Kow) Reference (Fish ChV)

CBI CBI 261 MF 0.38 1.72 1.3 -2.30 P96-____; 1/10 F96 Phosphinate 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 Esters (Phosphinates) 8/8/2006

DAPHNID ChV

ESTIMATED TOXICITY: No adequate data were available for phosphinate esters daphnid chronic value (ChV) SAR. Predictions for this endpoint were estimated using the acute-to-chronic ratio and were based on the acute daphnid SAR for phosphinate esters. The SAR equation used to estimate toxicity is:

Log ChV (mmol/L) = -0.4092 (log Kow) - 2.416

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: Phosphinate Esters, Daphnia ChV

y = -0.4092x - 2.416 n = 0 + 2 

# -8.00 -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 phosphinate esters.

LIMITATIONS: If the log Kow value is greater than 8.0, 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) Daphnia ChV (mg/L) Log Daphnia ChV (mmol/L) Reference (Meas. Kow) Reference (Daphnia ChV)

CBI CBI 261 MF 0.38 1.72 0.7 -2.57 P96-____; D48 Phosphinate esters SAR Kow Limit 8 8 -5.69 NO Cutoff NO SAR

SAR Data Not Included in Regression Equation:

Data Not Included in SAR:

* indicates no effects at saturation



# REFERENCES:

# SAR Esters (Phosphinates) 8/8/2006

GREEN ALGAE ChV

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

Log ChV (mmol/L) = -0.1264 (log Kow) - 3.3686

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 

# : 8.0 Maximum MW: 1000

GRAPH:


# SAR for: Phosphinate Esters, Algal ChV

y = -0.1264x - 3.3686 n = 1 + 1 

# -8.00 -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 Algal ChV (mmol/L



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

LIMITATIONS: If the log Kow value is greater than 8.0, 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) Algal ChV (mg/L) Log Algal ChV (mmol/L) Reference (Meas. Kow) Reference (Algal ChV) CBI CBI 261 MF 0.38 1.72 0.1 -3.42 P96-____ Kow Limit 8 8 -4.38 NO Cutoff NO SAR

SAR Data Not Included in Regression Equation:

Data Not Included in SAR:

* indicates no effects at saturation



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

# SAR Esters (Phosphinates) 8/8/2006

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 water partition coefficients (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) = -0.2963 (log Kow) - 1.2285

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 compound.

Maximum K ow 

# : 5.0 Maximum MW: 1000

GRAPH:


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

y = -0.2963x - 1.2285 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 (SW) 96-h LC50 (mmol/L



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

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) CBI CBI 261 MF 0.38 1.72 11.9 -1.34 P96-___

_ Kow Limit 5 5 -2.71 NO Cutoff NO SAR

SAR Data Not Included in Regression Equation:

Data Not Included in SAR:

* indicates no effects at saturation



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

# SAR Esters (Phosphinates) 8/8/2006

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 octanol water partition coefficients (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) = -0.2914 (log Kow) - 2.0531

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 compound.

Maximum K ow 

# : 5.0 Maximum MW: 1000

GRAPH:


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

y = -0.2914x - 2.0531 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 Mysid (SW) 96-h LC50 (mmol/



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

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) 96-h LC50

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

LC50 (mmol/L) Reference (Meas. Kow) Reference (Mysid SW 96-h LC50) CBI CBI 261 MF 0.38 1.72 1.79 -2.16 P96-____ Kow Limit 5 5 -3.51 NO Cutoff NO SAR

SAR Data Not Included in Regression Equation:

Data Not Included in SAR:

* indicates no effects at saturation



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

# SAR Esters (Phosphinates) 8/8/2006

FISH (SW) ChV

ESTIMATED TOXICITY: No adequate data were available for the phosphinate esters saltwater fish chronic value (ChV) SAR. Predictions for this endpoint were estimated using the acute-to-chronic ratio and were based on the acute saltwater fish SAR for phosphinate esters. The SAR equation used to estimate toxicity is:

Log ChV (mmol/L) = -0.314 (log Kow) - 2.2181

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: Phosphinate Esters, Fish (SW) ChV

y = -0.314x - 2.2181 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 phosphinate esters.

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)

CBI CBI 261 MF 0.38 1.72 1.2 -2.34 P96-____; 1/10 F96 (SW) Phosphinate 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 (Phosphinates) 8/8/2006

MYSID SHRIMP (SW) ChV

ESTIMATED TOXICITY: No adequate data were available for the phosphinate esters mysid shrimp chronic value (ChV) SAR. Predictions for this endpoint were estimated using the acute-to-chronic ratio and were based on the acute mysid shrimp SAR for phosphinate esters. The SAR equation used to estimate toxicity is:

Log ChV (mmol/L) = -0.778 (log Kow) - 2.8657

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: Phosphinate Esters, Mysid (SW) ChV

y = -0.778x - 2.8657 n = 0 + 2 

# -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 phosphinate esters.

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)

CBI CBI 261 MF 0.38 1.72 0.18 -3.16 P96-____; 1/10 M48 (SW) Phosphinate esters SAR 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:

# SAR Esters, Monothiophosphates 8/8/2006

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 coefficients (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) = -0.5896 (log Kow) + 0.0471

The LC50 is in millimoles per liter (mM/L); N = 8 + 1; and the Coefficient of Determination (R 2 

# ) = 0.7707. 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: Esters, Monothiophosphates, Fish 96-h LC50

y = -0.5896x + 0.0471
R 2



## = 0.7707 n = 8 + 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 96-h LC50 (mmol/L



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

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 96-h LC50 (mg/L) Log Fish 96-h LC50 (mmol/L) Reference (Meas. Kow) Reference (Fish 96-h LC50) CBI CBI 167 MF -0.32 2.6 780 0.67 Shake flask method P89-___

_ CBI CBI 179 0.45 -0.29 0.28 35 -0.71 Hansch et al., 1995 P89-____ (analog) 115-90-2 Fensulfothion 308 2.2 2.4 2.2 43.2 -0.85 Hansch & Leo, 1985 DUL 8065-48-3 Demeton 258 MF 3.2 16 -1.21 DUL 333-41-5 Diazinon 304 3.5 3.9 3.8 9.35 -1.51 Hansch & Leo, 1985 DUL

2104-64-5 o-Ethyl-o(pnitrophenylphenyl)phospho nothiolate (EPN) 323 4.6 4.5 4.8 0.0786 -3.61 Chem Inspect Test Inst., 1992 DUL 2921-88-2 Chlorpyrifos 351 4.4 4.7 4.96 0.2 -3.24 Sangster, 1994 DUL 2921-88-2 Chlorpyrifos 351 4.4 4.7 4.96 0.506 -2.84 Sangster, 1994 DUL Kow Limit 5 5 -2.65 NO Cutoff NO SAR

SAR Data Not Included in Regression Equation:

Data Not Included in SAR:

* indicates no effects at saturation



# REFERENCES: Brooke LT, Call DJ, Geiger DL, Northcott CE, and Piorier SH (eds). 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]

U.S. Environmental Protection Agency (USE PA). 1990. Summary of structure-activity 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 Premanufacture Notifications (PMN). Washington DC: Risk Assessment Division (RAD), OPPT, USEPA, 1400 Pennsylvania Ave., N.W. (Unpublished test data.)

# SAR Esters, Monothiophosphates 8/8/2006

DAPHNID 48-h LC50

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

Log 48-h LC50 (mmol/L) = -0.4822 (log Kow) - 0.3216

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

# ) = 0.9009. 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: Esters, Monothiophosphates, Daphnia 48-h LC50

y = -0.4822x - 0.3216
R 2



## = 0.9009 n = 2 + 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 Daphnia 48-h LC5(mmol/L)



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

LIMITATIONS: If the log Kow value is greater than 6.4, 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) Daphnia 48

- h LC50 (mg/L) Log Daphnia 48-h LC50 (mmol/L) Reference (Meas. Kow) Reference (Daphnia 48-h LC50) CBI CBI 167 MF -0.32 2.6 350 0.32 Shake flask method P89-____ CBI CBI 179 0.45 -0.29 0.28 38 -0.67 Hansch et al., 1995 P89-____ (analog) Kow Limit 5 5 -2.73 NO Cutoff NO SAR

SAR Data Not Included in Regression Equation:

Data Not Included in SAR:

* indicates no effects at saturation



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

# SAR Esters, Monothiophosphates 8/8/2006

GREEN ALGAE 96-h EC50

ESTIMATED TOXICITY: The green algae 96-h EC50 values used to develop this SAR were measured and the octanol water partition coefficients (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) = -0.4678 (log Kow) - 0.5705

The EC50 is in millimoles per liter (mM/L); N = 5 + 1; and the Coefficient of Determination (R 2 

# ) = 0.9003. 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: Esters, Monothiophosphates, Algal 96-h EC50

y = -0.4678x - 0.5705
R 2 

## = 0.9003

n = 5 + 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 monothiophosphate esters.

LIMITATIONS: 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) Algal 96-h EC50 (mg/L) Log Algal 96- h EC50 (mmol/L) Reference (Meas. Kow) Reference (Algal 96-h EC50) CBI CBI 167 MF -0.32 2.6 280 0.22 Shake flask method P89-____ CBI CBI 179 0.45 -0.29 0.28 17 -1.02 Hansch et al., 1995 P89-____ (analog) 2310-17-0 Phosalone 368 4.5 4.3 4.38 1.12 -2.52 Hansch, C etal., 1995 Graff, L et al., 2003 2310-17-0 Phosalone 368 4.5 4.3 4.38 0.42 -2.94 Hansch, C etal., 1996 Graff, L et al., 2003 2310-17-0 Phosalone 368 4.5 4.3 4.38 1.26 -2.47 Hansch, C etal., 1997 Graff, L et al., 2003 Kow Limit 6.4 6.4 -3.43 NO Cutoff NO SAR

SAR Data Not Included in Regression Equation:

Data Not Included in SAR:

* indicates no effects at saturation



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

Graff L., Isnard P., Cellier P., Bastide J., Cambon J.P., Narbonne J.F., Budzinski H., Vasseur P.. 2003. Toxicity of chemicals to microalgae in river and in standard waters. Environ Toxicol Chem 22(6): 1368-1379.

# SAR Esters, Monothiophosphates 8/8/2006

FISH ChV

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

Log ChV (mmol/L) = -0.7527 (log Kow) - 0.4553

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

# ) = 0.9371. 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, Monothiophosphates, Fish ChV

y = -0.7527x - 0.4553
R 2 

## = 0.9371

n = 3 + 1 

# -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 monothiophosphate esters.

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 ChV (mg/L) Log Fish ChV (mmol/L) Reference (Meas. Kow) Reference (Fish ChV) 115-90-2 Fensulfothion 308 2.2 2.4 2.2 6.69 -1.66 Hansch, C et al., 1995 DUL 298-00-0 Methyl Parathion 263 2.8 2.8 2.86 0.35 -2.88 Hansch, C et al., 1995 DUL

2104-64-5 o-Ethyl-o(pnitrophenylphenyl)phospho nothiolate (EPN) 323 4.6 4.5 4.78 0.0149 -4.34 Chem Inspect Test Inst., 1992 DUL 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: U.S. Environmental Protection Agency (USE PA). 1990. Summary of structure-activity 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]

# SAR Esters, Monothiophosphates 8/8/2006

DAPHNID ChV

ESTIMATED TOXICITY: No adequate data were available for the monothiophosphate esters daphnid chronicvalue (ChV) SAR. Predictions for this endpoint were estimated using the acute-tochronic ratio, and were based on the acute daphnid SAR for monothiophosphate esters. The SAR equation used to estimate toxicity is:

Log ChV (mmol/L) = -0.5461 (log Kow) - 1.3216

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: Esters, Monothiophosphates, Daphnia ChV

y = -0.5461x - 1.3216 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 Daphnia ChV (mmol/L



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

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) Daphnia ChV (mg/L) Log Daphnia ChV (mmol/L) Reference (Meas. Kow) Reference (Daphnia ChV)

0 0 -1.32 1/10 D48 Esters, Monothiophosphate SAR Kow Limit 8 8 -5.69 NO Cutoff NO SAR

SAR Data Not Included in Regression Equation:

Data Not Included in SAR:

* indicates no effects at saturation



# REFERENCES:

# SAR Esters, Monothiophosphates 8/8/2006

GREEN ALGAE ChV

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

Log ChV (mmol/L) = -0.4981 (log Kow) - 0.3953

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 

# : 8.0 Maximum MW: 1000

GRAPH:


# SAR for: Esters, Monothiophosphates, Algal ChV

y = -0.4981x - 0.3953 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 Algal ChV (mmol/L



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

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) Algal ChV (mg/L) Log Algal ChV (mmol/L) Reference (Meas. Kow) Reference (Algal ChV) CBI CBI 167 MF -0.32 2.6 97 -0.24 Shake flask method P89-____ Kow Limit 8 8 -4.38 NO Cutoff NO SAR

SAR Data Not Included in Regression Equation:

Data Not Included in SAR:

* indicates no effects at saturation



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

# SAR Esters, Monothiophosphates 8/8/2006

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 water partition coefficients (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) = -0.3543 (log Kow) - 0.9372

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

# ) = 0.9999. 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: Esters, Monothiophosphates, Fish (SW) 96-h LC50

y = -0.3543x - 0.9372
R 2 

## = 0.9999

n = 2 + 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 (SW) 96-h LC50 (mmol/L



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

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) 333-41-5 Diazinon 304 3.5 3.9 3.8 1.457 -2.32 Hansch & Leo, 1985 Zaroogian et al., 1985 2921-88-2 Chloropyrifos 351 4.4 4.7 4.96 0.881 -2.60 Sangster, 1994 Zaroogian et al., 1985 Kow Limit 5 5 -2.71 NO Cutoff NO SAR

SAR Data Not Included in Regression Equation:

Data Not Included in SAR:

* indicates no effects at saturation



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

# SAR Esters, Monothiophosphates 8/8/2006

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 octanol water partition coefficients (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) = -0.2316 log Kow – 3.9456

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

# ) = 0.4044. 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: Esters, Monothiophosphates, Mysid (SW) 96-h LC50

y = -0.2316x - 3.9456
R 2 

## = 0.4044

n = 2 + 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 (SW) 96-h LC5(mmol/L)



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

LIMITATIONS: If the log Kow value is greater than 5, 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) 96-h LC50

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

LC50 (mmol/L) Reference (Meas. Kow) Reference (Mysid SW 96-h LC50)

2104-64-5 O-Ethyl-O(pnitrophenylphenyl)phospho nothioate (EPN) 323 4.6 4.5 4.8 0.0032 -5.00 Chem. Inspect. Test Insti, 199 2 Zaroogian et al., 1985 21609-90-5 Leptophos 412 6.4 6.3 6.3 0.0033 -5.10 Hansch & Leo, 1985 Zaroogian et al., 1985 NO SAR 6.4 6.4 -5.72

SAR Data Not Included in Regression Equation:

Data Not Included in SAR:

* indicates no effects at saturation



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

# SAR Esters, Monothiophosphates 8/8/2006

FISH (SW) ChV

ESTIMATED TOXICITY: No adequate data were available for the monothiophosphate saltwater fish chronic value (ChV) SAR. Predictions for this endpoint were estimated using the acute-to-chronic ratio, and were based on the acute saltwater fish SAR for monothiophosphate esters. The SAR equation used to estimate toxicity is:

Log ChV (mmol/L) = -0.3491 (log Kow) - 1.9372

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: Esters, Monothiophosphates, Fish (SW) ChV

y = -0.3491x - 1.9372 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 monothiophosphate esters.

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 -1.94 1/10 F96 (SW) Esters, Monothiophosphates 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, Monothiophosphates 8/8/2006

MYSID SHRIMP (SW) ChV

ESTIMATED TOXICITY: No adequate data were available for the monothiophosphate saltwater mysid chronicvalue (ChV) SAR. Predictions for this endpoint were estimated using the acute-tochronic ratio, and were based on the acute saltwater mysid SAR for monothiophosphate esters. The SAR equation used to estimate toxicity is:

Log 96-h LC50 (mmol/L) = -0.5181 log Kow – 4.9456

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: Esters, Monothiophosphates, Mysid (SW) ChV

y = -0.5181x - 4.9456 n = 0 + 2 

# -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 monothiophosphate esters.

LIMITATIONS: If the log Kow value is greater than 8, 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)

0 0 -4.95 1/10 Mysid 96-h Esters, Monothiophosphates SAR 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:

# SAR Esters, Monothiophosphates 8/8/2006

EARTHWORM 14-d LC50 (Mortality)

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

Log 14-d LC50 (mmol/kg) = -0.1572 (log Kow) + 0.7684

The LC50 is in millimoles per kilogram dry weight soil (mM/kg dry weight); N = 1 + 1; and the Coefficient 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 

# : 8.0 Maximum MW: 1000

GRAPH:


# SAR for: Esters, Monothiophosphates, Earthworm 14-d LC50

y = -0.1572x + 0.7684 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 monothiophosphate esters.

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) Earthworm 14-d LC50 (mg/kg) Log Earthworm 14

-

d LC50 (mmol/kg) Reference (Meas. Kow) Reference (Earthworm 14-d LC50) CBI CBI 167 MF -0.32 2.6 1100 0.82 Shake flask method P89-___

_ Kow Limit 6 6 -0.17 NO Cutoff NO SAR

SAR Data Not Included in Regression Equation:

Data Not Included in SAR:

* indicates no effects at saturation



# REFERENCES: U.S. Environmental Protection Agency (USEPA). 2006. Database of environmental toxicity data from Premanufacture Notifications (PMN). Washington 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 coefficients (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) = -0.5717 (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 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) 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 ecotoxicity 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 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]

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 phthalate esters . Environmental Toxicology and Chemistry, 16 (5): 875-891.

U.S. Environmental Protection Agency (USE PA). 1990. Summary of structure-activity 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 Premanufacture 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 chemicals 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 coefficients (Kow) were calculated 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 phthalate 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 water partition coefficients (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 ecotoxicity 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 eighteen phthalate esters . Environmental Toxicology and Chemistry, 16 (5): 875-891.

U.S. Environmental Protection Agency (USEPA). 2006. Database of environmental toxicity data from Premanufacture 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 water partition coefficients (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 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) 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 ecotoxicity 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 eighteen phthalate esters . Environmental Toxicology and Chemistry, 16 (5): 875-891.

U.S. Environmental Protection Agency (USEPA). 2006. Database of environmental toxicity data from Premanufacture 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 coefficients (Kow) were calculated 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 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) 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 eighteen phthalate esters . Environmental Toxicology and Chemistry, 16 (5): 875-891.

U.S. Environmental Protection Agency (USE PA). 1990. Summary of structure-activity 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 Premanufacture 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 coefficients (Kow) were calculated 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 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) 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 memorandum 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 eighteen phthalate esters . Environmental Toxicology and Chemistry, 16 (5): 875-891.

U.S. Environmental Protection Agency (USEPA). 2006. Database of environmental toxicity data from Premanufacture 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 water partition coefficients (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 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) 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 ecotoxicity 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 Premanufacture 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 water partition coefficients (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 eighteen phthalate 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 models 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 octanol water partition coefficients (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 phthalate 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 structure activity models 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 water partition coefficients (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 coefficients (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 phthalate 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 water partition coefficients (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 Coefficient 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 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 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 organic chemicals to the earthworm Eisenia fetida . Journal of Environmental Quality 14: 383-388.

# SAR Esters, Dithiophosphate 5/2008

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 coefficients (Kow) 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) = -0.5533 (log Kow) - 1.3331

The LC50 is in millimoles per liter (mM/L); N = 13; and the Coefficient of Determination (R 2 

# ) = 0.4127. 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: Esters, Dithiophosphates, Fish 96-h LC50

y = -0.5533x - 1.3331
R 2 

## = 0.4127

n = 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 to xicity for dithiophosphates esters.

LIMITATIONS: If the log Kow value is greater than 5.0, 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 96-h LC50 (mg/L) Log Fish 96-h LC50 (mmol/L) Reference (Meas. log Kow) Reference (Fish 96-h LC50) 60-51-1 Dimethoate 229 0.28 0.28 0.78 5.8 -1.60 Hansch et al., 1995 Mayer, 1965-1983 60-51-1 Dimethoate 229 0.28 0.28 0.78 6.2 -1.57 Hansch et al., 1995 Tomlin, 1997 60-51-1 Dimethoate 229 0.28 0.28 0.78 6.0 -1.58 Hansch et al., 1995 Tomlin, 1997 121-75-5 Malathion 330 2.4 2.3 2.4 9.0 -1.56 Hansch & Leo, 1985 Mount & Stephan, 1967 121-75-5 Malathion 330 2.4 2.3 2.4 14.1 -1.37 Hansch & Leo, 1985 DUL 121-75-5 Malathion 330 2.4 2.3 2.4 0.048 -3.84 Hansch & Leo, 1985 Mayer, 1965-1983 121-75-5 Malathion 330 2.4 2.3 2.4 0.1 -3.52 Hansch & Leo, 1985 Tomlin, 1997 298-04-4 Disulfoton 274 4.0 3.9 4.02 3.98 -1.84 Hansch & Leo, 1985 DUL 298-04-4 Disulfoton 274 4.0 3.9 4.02 0.039 -3.85 Hansch & Leo, 1985 Tomlin, 1997 298-04-4 Disulfoton 274 4.0 3.9 4.02 3.0 -1.96 Hansch & Leo, 1985 Tomlin, 1997 13071-79-9 Terbufos 288 4.5 4.2 4.48 0.0133 -4.34 Hansch et al., 1995 DUL 13071-79-9 Terbufos 288 4.5 4.2 4.48 0.01 -4.46 Hansch et al., 1995 Tomlin, 1997 13071-79-9 Terbufos 288 4.5 4.2 4.48 0.004 -4.86 Hansch et al., 1995 Tomlin, 1997 Kow Limit 5 5 -2.65 NO Cutoff NO SAR

SAR Data Not Included in Regression Equation: 786-19-6 Carbophenothion 343 5.5 5.2 5.3 0.24 -3.16 Hansch & Leo, 1985 DUL

Data Not Included in SAR:

* indicates no effects at saturation



# REFERENCES: Brooke LT, Call DJ, Geiger DL, Northcott CE, and Pi orier SH (eds). 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]

Mayer F.L., Ellersiek M.R.. 1965-1983. Data Base for 410 Chemicals and 66 Species of Freshwater Animals. USGS Columbia Environmental Research Center (CERC).

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

Tomlin, C.D.S. (Editor). 1997. The pesticide ma nual. 11th edition. The British Crop Protection Council. Farnham, UK.

U.S. Environmental Protection Agency (USEPA). 1990. Summary of structure-activity data files: University of Wisconsin-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. [DUL]

# SAR Esters, Dithiophosphate 5/2008

DAPHNID 48-h LC50

ESTIMATED TOXICITY: The daphnid 48-h LC50 values used to develop this SAR were measured and the octanol water partition coefficients (Kow) 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 (log Kow) – 5.39

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

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

Maximum K ow 

# : 5 Maximum MW: 1000

GRAPH: 

# SAR for: Esters, Dithiophosphates, Daphnia 48-h LC50

y = 0x - 5.39

n= 2 + 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 Daphnia 48-h LC50 (mmol/L)



# APPLICATION: This SAR may be used to estimate to xicity for dithiophosphates esters.

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) Daphnia 48

- h LC50 (mg/L) Log Daphnia 48-h LC50 (mmol/L) Reference (Meas. log Kow) Reference (Daphnia 48-h LC50) 121-75-5 Malathion 330 2.4 2.3 2.4 0.002 -5.26 Hansch & Leo, 1985 Sanders & Cope, 1966 121-75-5 Malathion 330 2.4 2.3 2.4 0.001 -5.52 Hansch & Leo, 1985 Mayer, 1965-1983 Kow Limit 5.0 5.0 -2.73 NO Cutoff NO SAR

SAR Data Not Included in Regression Equation:

Data Not Included in SAR:

* indicates no effects at saturation



# REFERENCES: Mayer F.L., Ellersiek M.R.. 1965-1983. Data Base for 410 Chemicals and 66 Species of Freshwater Animals. USGS Columbia Environmental Research Center (CERC).

Sanders H.O., Cope O.B.. 1966. Toxicity of severa l pesticides to two species of cladocerans. Trans. Amer. Fish. Soc. 95:165-169.

# SAR Esters, Dithiophosphate 5/2008

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 partition 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) = -0.5949 (log Kow) + 0.2592

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

# ) = 0.9809. 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: Esters, Dithiophosphates, Algal 96-h EC50

y = -0.5949x + 0.2592
R 2 

## = 0.9809

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 dithiophosphate esters.

LIMITATIONS: 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) Algal 96-h EC50 (mg/L) Log Algal 96- h EC50 (mmol/L) Reference (Meas. log Kow) Reference (Algal 96-h EC50) 60-51-1 Dimethoate 229 0.28 0.28 0.78 282.3 0.09 Hansch et al., 1995 Tomlin, 1997 2310-17-0 Phosalone 368 4.3 4.38 0.93 -2.60 Graff, 2003 640-15-3 Thiometon 246 2.9 3.15 12.8 -1.28 Tomlin, 1997 Tomlin, 1997 Kow Limit 6.4 6.4 -3.43 NO Cutoff NO SAR SAR Data Not Included in Regression Equation:

Data Not Included in SAR:

* indicates no effects at saturation



# REFERENCES: Graff L., Isnard P., Cellier P., Bastide J., Cambon JP, Narbonne JF, Budzinski H., Vasseur P. 2003. Toxicity of chemicals to microalgae in river and in standard waters. Environmental Toxicology and Chemistry, 22(6):1368-1379.

Tomlin, C.D.S. (Editor). 1997. The pesticide ma nual. 11th edition. The British Crop Protection Council. Farnham, UK.

# SAR Esters, Dithiophosphate 5/2008

FISH ChV

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

Log ChV (mmol/L) = -0.8668 (log Kow) – 0.4196

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

# ) = 0.2239. 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, Dithiophosphates, Fish ChV

y = -0.8668x - 0.4196
R 2 

## = 0.2239 n = 7



# -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 dithiophosphate esters.

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 ChV (mg/L) Log Fish ChV (mmol/L) Reference (Meas. log Kow) Reference (Fish ChV) 298-04-4 Disulfoton 274 4.0 3.9 4.02 0.16 -3.23 Hansch & Leo, 1986 DUL 298-04-4 Disulfoton 274 4.0 3.9 4.02 0.23 -3.08 Hansch & Leo, 1986 Call et al., 1989/DUL 298-04-4 Disulfoton 274 4.0 3.9 4.02 0.246 -3.05 Hansch & Leo, 1986 DUL 13071-79-9 Terbufos 288 4.5 4.2 4.48 0.000462 -5.79 Hansch et al., 1995 DUL 13071-79-9 Terbufos 288 4.5 4.2 4.48 0.003 -4.98 Hansch et al., 1995 Call et al., 1989/DUL 786-19-6 Carbophenothion 343 5.5 5.2 5.33 0.008 -4.63 Hansch & Leo, 1985 Call et al., 1989/DUL 786-19-6 Carbophenothion 343 5.5 5.2 5.33 0.00845 -4.61 Hansch & Leo, 1985 DUL 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: Call D.J., Poirier S.H., Lindberg C.A., Harti ng S.L., Markee T.P., Brooke L.T., Zarvan N., Northcott C.E.. 1989. Toxicity of selected unc oupling and acetylcholinesterase-inhibiting pesticides to the Fathead minnow (Pimephales promel as). In: D.L. Weigman (Ed.). Pesticides in Terrestrial and Aquatic Environmen ts, Proc. Natl. Res. Conf., Virg inia Polytechnic Inst. and State Univ., Blacksburg, VA: 317-336.

U.S. Environmental Protection Agency (USEPA). 1990. Summary of structure-activity data files: University of Wisconsin-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. [DUL]

# SAR Esters, Dithiophosphate 5/2008

DAPHNID ChV

ESTIMATED TOXICITY: No adequate data were available for the dithiophosphate esters daphnid chronic value (ChV) endpoint. Predictions for this endpoint are esti mated using the acute-to-chronic ratio and were based on the acute daphnid SAR for dithiophosphate esters. The SAR equation used to estimate toxicity is:

Log ChV (mmol/L) = 0 (log Kow) – 6.39

The ChV is in millimoles per lit er (mM/L); n= 0 + 2. To conv ert 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, Dithiophosphates, Daphnia ChV

y = -0.000x - 6.39 n = 0 + 2 

# -10.00

-8.00 -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 dithiophosphates esters.

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) Daphnia ChV (mg/L) Log Daphnia ChV (mmol/L) Reference (Meas. log Kow) Reference (Daphnia ChV) 0 0 -6.39 y-intercept

121-75-5 Malathion 330 2.4 2.3 2.4 0.0001 -6.39 Hansch & Leo, 1985 1/10 D48 Esters, Dithiophosphate SAR Kow Limit 8 8 -5.69 NO Cutoff NO SAR

SAR Data Not Included in Regression Equation:

Data Not Included in SAR:

* indicates no effects at saturation



# REFERENCES:

# SAR Esters, Dithiophosphate 5/2008

GREEN ALGAE ChV

ESTIMATED TOXICITY: No adequate data were available for the dithiophosphate esters green algae chronic value (ChV) endpoint. Predictions for this endpoint are esti mated using the acute-to-chronic ratio and were based on the acute daphnid SAR for dithiophosphate esters. The SAR equation used to estimate toxicity is:

Log Green Algae ChV (mmol/L) = -0.5046 (log Kow) – 0.343

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: Esters, Dithiophosphates, Algal ChV

y = -0.5046x - 0.343 n = 0 + 2 

# -6 -4 -2 0 2 4 6

-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 dithiophosphate esters.

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) Algal ChV (mg/L) Log Algal ChV (mmol/L) Reference (Meas. log Kow) Reference (Algal ChV)

1/4 GA96 0 0 -0.343 1/4 GA96 Esters, Dithiophosphate SAR Kow Limit 8 8 -4.38 NO Cutoff NO SAR

SAR Data Not Included in Regression Equation:

Data Not Included in SAR:

* indicates no effects at saturation



# REFERENCES:

# SAR Esters, Dithiophosphate 5/2008

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 water partition coefficients (Kow) were calc ulated using the computer program, KOWWIN (Version 1.67). The SAR equation used to estimate toxicity is:

Log 96-h LC50 (mmol/L) = 0 (log Kow) – 3.19

The LC50 is in millimoles per liter (mM/L). To c onvert 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: Esters, Dithiophosphates, Fish (SW) 96-h LC50

y = -3.19 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) 96-h LC50(mmol/L)



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

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 (SW) Fish 96-h

LC50 (mmol/L) Reference (Meas. log Kow) Reference (Fish (SW) 96-h LC50) 121-75-5 Malathion 330 2.4 2.3 2.4 0.051 -3.81 Hansch & Leo, 1985 Hansen & P 298-04-4 Disulfoton 274 4 3.9 4 0.739 -2.57 Hansch & Leo, 1985 Zaroogian et al., 1985

301 3.0 3.0 0.194 -3.19 Geometric Mean of Malathion & Disulfoton 0 0

- 3

. 19

SAR Data Not Included in Regression Equation:

Data Not Included in SAR:

* indicates no effects at saturation



# REFERENCES: Hansen DJ, Parish PR. 1977. Suitability of Sheepshead minnows ( Cyprinodon variegatus ) for lifecycle toxicity tests. In: F.L. Mayer and J.L. Hamelink (Eds.) Aquatic Toxicology and Hazard Evaluation, 1 st 

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

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

# SAR Esters, Dithiophosphate 5/2008

FISH (SW) ChV

ESTIMATED TOXICITY: The fish (SW) chronic values (ChV) used to develop 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 (log Kow) – 4.7445

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, mult iply by the molecular weight of the compound.

Maximum K ow 

# : 8.0 Maximum MW: 1000

GRAPH: 

# SAR for: Esters, Dithiophosphates, Fish (SW) ChV

y = 0.00x - 4.7445 n = 1 + 1 

# -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 (SW) ChV (mmol/L)



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

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. log Kow) Reference (Fish (SW) ChV) 121-75-5 Malathion 330 2.4 2.3 2.4 0.006 -4.74 Hansch & Leo, 1985 Hansen & P 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: Hansen DJ, Parish PR. 1977. Suitability of Sheepshead minnows ( Cyprinodon variegatus ) for lifecycle toxicity tests. In: F.L. Mayer and J.L. Hamelink (Eds.) Aquatic Toxicology and Hazard Evaluation, 1 st 

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

# SAR Methacrylates 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 coefficients (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) = –0.6845 (log Kow) + 0.6381

The LC50 is in millimoles per liter (mM/L); N = 12 + 4; and the Coefficient of Determination (R 2 

# ) = 0.7139. To convert the LC50 from mM/L to mg/L, multiply by the molecular weight of the compound.

Maximum K ow 

# : 5 Maximum MW: 1000

Graph:



# SAR for: Methacrylates, Fish 96-h LC50

y = -0.6845x + 0.6381
R 2 

## = 0.7139 n = 12 + 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 Fish 96-h LC50(mmol/L)



# Application: This SAR may be used to estimate toxicity for methacrylates and polyacrylates. Allyl methacrylate is about 35 times more toxic than predicted by SAR.

Limitations: If the log Kow value is greater than 5, or if the compound is solid and the LC50 exceeds the water solubility by 10X, no effects at saturation are expected.

# 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)

868-77-9 2-Hydroxyethyl methacrylate 130 0.3 0.3 0.47 227 0.24 Hansch et al., 1995 DUL

2530-85-0 3-(Trimethoxysilyl)propyl methacrylate 248 MF 0.75 175 -0.15 U.S. EPA, 1991; Nabholz & Platz, 1987 80-62-6 Methyl methacrylate 100 1.1 1.3 1.38 259 0.41 Hansch et al., 1995 DUL

80-62-6 Methyl methacrylate 100 1.1 1.3 1.38 151 0.18 Hansch et al., 1995 U.S. EPA, 1991; Nabholz & Platz, 1987 80-62-6 Methyl methacrylate 100 1.1 1.3 1.38 191 0.28 Hansch et al., 1995 Bailey at al., 1985

2370-63-0 2-Ethoxyethyl methacrylate 158 1.5 1.5 27.7 -0.76 DUL 2455-24-5 Tetrahydrofurfuryl 170 1.5 1.8 34.7 -0.69 DUL 96-05-9 Allyl methacrylate 126 1.7 2.1 0.99 -2.10 DUL 4655-34-9 Isopropyl methacrylate 128 1.9 2.2 2.25 38 -0.53 Hansch & Leo, 1985 DUL CBI CBI 203 1.8 2.3 32 -0.80 8e-____ CBI CBI 203 1.8 2.3 34 -0.78 8e-____ 2495-37-6 Benzyl methacrylate 176 2.9 3.0 2.53 4.67 -1.58 Sangster, 1993 DUL Kow Limit 5 5 -2.65 NO Cutoff NO SAR

SAR Data Not Included in Regression Equation: CBI CBI 282 4.7 4.9 

### * P96-____ CBI CBI 332 4.7 5.4 

### * P99-____ CBI CBI 553 8 7.6 1.9 

### * Unknown P91-____

Data Not Included in SAR:

* indicates no effects at saturation



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

Brooke LT, Call DJ, Geiger DL, Northcott CE, and Piorier SH (eds). 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]

Nanholz JV and Platz RD. 1987. Environmental effects of acrylates and methacrylates. I. Category Program Support Document - Generic Snur and II. Generic Environmental Hazard Assessment (Addendum to Standard Review of PMN __-___/___). Washington, D.C.: Environmental Effects Branch, Health and Environmental Review Division (TS-796). Office of Toxic Substances, United States Environmental Protection Agency 20460-0001.

U.S. Environmental Protection Agency (USEPA). 1990. Summary of structure-activity data files: University of Wisconsin-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. [DUL]

U.S. Environmental Protection Agency (USEPA) . 2006. Database of environmental toxicity data from Premanufacture 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 Methacrylates 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 coefficients (Kow) were calculated using the computer program, KOWWIN (Version 1.67). The SAR equation used to estimate toxicity is:

Log LC50 (mmol/L) = -0.6214 log Kow + 0.377

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 compound.

Maximum K ow 

# : 5 Maximum MW: 1000

Graph:



# SAR for: Methacrylates, Daphnia 48-h LC50

y = -0.6214x + 0.377 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 Daphnia 48-h LC50 (mmol/L)



# Application: This SAR may be used to estimate toxicity for methacrylates and polyacrylates. Allyl methacrylate is about 35 times more toxic than predicted by SAR.

Limitations:

# If the log Kow value is greater than 5, or if the compound is solid and the LC50 exceeds the water solubility by 10X, no effects at saturation are expected.

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 203 1.8 2.3 18 -1.05 8e-____ Kow Limit 5 5 -2.73 NO Cutoff NO SAR

SAR Data Not Included in Regression Equation: CBI CBI 282 4.7 4.9 

### * P96-____ CBI CBI 332 4.7 5.4 

### * P99-____ CBI CBI 553 8 7.6 1.9 

### * Unknown P91-____

Data Not Included in SAR:

* indicates no effects at saturation



# References: 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 Methacrylates 12/2007

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 partition coefficients (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) = -0.1761 (log Kow) - 2.3032

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

# ) = N/A. 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: Methacrylates, Algal 96-h EC50

y = -0.1761x - 2.3032 n = 1 + 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 96-h EC50(mmol/L)



# Application: This SAR may be used to estimate toxicity for methacrylates.

Limitations: 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 expected.

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 185 1.5 0.64 0.71 -2.42 8e-_____ Kow Limit 6.4 6.4 -3.43 NO Cutoff NO SAR

SAR Data Not Included in Regression Equation: CBI CBI 332 4.7 5.4 

### * P99-____

Data Not Included in SAR:

* indicates no effects at saturation



# References: U.S. Environmental Protection Agency (USEPA) . 2006. Database of environmental toxicity data from Premanufacture 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 Methacrylates 12/2007

FISH ChV

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

Log ChV (mmol/L) = -0.7385 (log Kow) - 0.3619

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, mult iply by the molecular weight of the compound.

Maximum K ow 

# : 8.0 Maximum MW: 1000

Graph: 

# SAR for: Methacrylates, Fish ChV

y = -0.7385x - 0.3619 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 methacrylates.

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 expected.

# 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) 0 0 -0.36 1/10 F96 Methacrylates 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 Methacrylates 12/2007

DAPHNID ChV

ESTIMATED TOXICITY: No adequate data were available for the methacrylates daphnid chronic value (ChV) SAR. Predictions for this endpoint were estimated using the acute-to-chronic ratio, and were based on the acute daphnid SAR for methacrylates. The SAR equation used to estimate toxicity is:

Log ChV (mmol/L) = -0.6382 log Kow + 0.5843

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, mult iply by the molecular weight of the compound.

Maximum K ow 

# : 8.0 Maximum MW: 1000

Graph: 

# SAR for: Methacrylates, Daphnid ChV

y = -0.6382x - 0.5843 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 Daphnid ChV (mmol/L)



# Application: This SAR may be used to estimate toxicity for methacrylates.

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 expected.

# 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 203 1.8 2.3 1.8 -2.05 1/10 D48 Methacrylates SAR; Kow Limit 8 8 -5.69 NO Cutoff NO SAR

SAR Data Not Included in Regression Equation:

Data Not Included in SAR:

* indicates no effects at saturation



# References:

# SAR Methacrylates 12/2007

GREEN ALGAE ChV

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

Log ChV (mmol/L) = -0.233 (log Kow) - 2.516

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

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

Maximum K ow 

# : 8.0 Maximum MW: 1000

Graph:



# SAR for: Methacrylates, Algal ChV

y = -0.233x - 2.516 n = 1 + 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 methacrylates.

# 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 expected.

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 185 1.5 0.64 0.4 -2.67 8e-_____ Kow Limit 8 8 -4.38 NO Cutoff NO SAR

SAR Data Not Included in Regression Equation: CBI CBI 332 4.7 5.4 

### * P99-____

Data Not Included in SAR:

* indicates no effects at saturation



# References: U.S. Environmental Protection Agency (USEPA) . 2006. Database of environmental toxicity data from Premanufacture 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 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 coefficients (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 = 203 + 13; 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 cess toxicity 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, 198188-06-2 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 minnow. Environ. Toxicol. Chem. 24: p.3121

Brooke LT, Call DJ, Geiger DL, Northcott CE, and Pior ier SH (eds). 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 industrial chemicals: 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 compounds 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 effects 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 selected 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- dichlorophenol, 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 structure-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 chemicals 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 accumulation in fish. Ecotox icology and Environmental Safety 6:501-512. United States Environmental Protection Agency (DUL). 1992. Aquatic toxicity database. Duluth, MN: USEPA, ERL - Duluth.

SIAR. 1998. SIDS Initial Assessment Report. SIAR for the 5th SIAM. V anilin. Sponsor country: Norway.

U.S. Environmental Protection Agency (USEPA). 1980. Ambient Water Quality Criteria 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. Dynamic 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 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). 2006. Database of environmental toxicity data from Premanufacture 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 tionships 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 endpoint 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 molecular 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 cess toxicity 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 coefficients (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 Determination (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 cess toxicity 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 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) 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., 1989SAR 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 relationships 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 compounds 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 of 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 ( Daphnia 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 susceptibility of 22 freshwater 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 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.

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 Premanufacture 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 EC50 (Growth)

ESTIMATED TOXICITY: The green algae 96-h EC50 values used to develop this 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 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 Determination (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 cess toxicity 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) 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 substances. Bull. Environ. Contam. Toxicol. 55:922-928.

Graff L, Isnard P, Cellier P, Bastide J, Combon JP, Narbonne JF, Budzinski H, and Vasseur P. 2003. Toxicity of chemicals 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 ( Scenedesmus 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 chlorophenols 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 Premanufacture 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 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 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) = -0.5981 (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 cess toxicity 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 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 minnow. 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 selected 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 compounds to aquatic biota. Arch. Environ. Contam. Toxicol. 9:557-568.

Hedtke SF, West CW, Allen KN, Norberg-King TJ, a nd Mount DI. 1986. Toxicity 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 pentachlorophenol 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 chemicals 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 accumulation in fish. Ecotox icology and Environmental Safety 6:501-512. United States Environmental Protection Agency (DUL). 1992. Aquatic toxicity database. Duluth, MN: USEPA, ERL - Duluth.

Spehar RL, Nelson HP, Swanson MJ, and Renos JW . 1985. Pentachlorophenol toxicity amphipods and fathead minnows at different test pH values. Environ. Toxicol. Chem. 4:389-397.

United States Environmental Protection Agency (U SEPA1). 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 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). 1990. Summary of structure-activity data files: University of Wisconsin-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 Premanufacture 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 tionships 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 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) = 0.0077 (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 cess toxicity 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 compounds to aquatic biota. Arch. Environ. Contam. Toxicol. 9:557-568.

United States Environmental Protection Agency (USEPA). 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). 1990. Summary of structure-activity data files: University of Wisconsin-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 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 Phenols 12/2007

DAPHNID 21-d ChV

ESTIMATED TOXICITY: The daphnid chronic values (ChV) used to develop this 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 cess toxicity 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 that predicted 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 pollutants 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 and reproduction toxicity test for Ceriodaphnia dubia . Environ. Toxicol. Chem. 10:217-224.

Stephenson GL, Kaushik NK, Solomon KR. 1991 Acute toxi city of pure pentachlorophenol 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 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 Premanufacture 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 Phenols 12/2007

GREEN ALGAE ChV

ESTIMATED TOXICITY: The green algae chronic values (ChV) used to develop this 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) = -0.6144 (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 cess toxicity 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.

# 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 ( Scenedesmus subspicatus ) in the cell multiplication inhibition test. Water Res. 24:31-38

Slooff W, Canton JH, and Hermens JLM. 1983. Comparison of the susceptibility 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 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 Premanufacture 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 coefficients (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 cess toxicity 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 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) 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. Acute toxicity of para-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 Premanufacture 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 species 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 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) = -0.4089 (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 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) 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 Durkin, P.R. 1985. 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 lemna gibba 7-d LC50 values used to develop this 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 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 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) 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 comparison 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.

# SAR Substituted Urea 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 coefficients (Kow) 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) = - 0.7282 (log Kow) + 0.9139

The LC50 is in millimoles per liter (mM/L); N = 3 + 1; and the Coeffici ent of Determination (R 2 

# ) = 0.9774. 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: Substituted Urea, Fish 96-h LC50

y = -0.7282x + 0.9139
R 2 

## = 0.9774

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 Fish 96-h LC50 (mmol/L)



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

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 96-h LC50 (mg/L) Log Fish 96-h LC50 (mmol/L) Reference (Meas. Kow) Reference (Fish 96-h LC50) 314-40-9 Bromacil 261 3 1.7 2.11 186 -0.15 Hansch & Leo, 1985 DUL 18691-97-9 Methabenzthiazuron 221 2.7 2.64 15.9 -1.14 Tomlin C., 1997 Tomlin C., 1997 330-54-1 Diuron 233 2.7 2.7 2.68 14.2 -1.22 Hansch et al., 1995 DUL Kow Limit 5 5 -2.65 NO Cutoff NO SAR

SAR Data Not Included in Regression Equation:

Data Not Included in SAR:

* indicates no effects at saturation



# REFERENCES: Brooke LT, Call DJ, Geiger DL, Northcott CE, and Piorier SH (eds). 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]

Tomlin, C.D.S. (Editor). 1997. The pesticide ma nual. 11th edition. The British Crop Protection Council. Farnham, UK.

U.S. Environmental Protection Agency (USEPA). 1990. Summary of structure-activity data files: University of Wisconsin-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. [DUL]

# SAR Substituted Urea 8/2008

DAPHNIA 48-h LC50

ESTIMATED TOXICITY: The daphnid 48-h LC50 values used to develop this SAR were measured and the octanol water partition coefficients (Kow) 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) = -0.8136 (log Kow) + 1.3381

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

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

Maximum K ow 

# : 5.0 Maximum MW: 1000

GRAPH: 

# SAR for: Substituted Urea, Daphnia 48-h LC50

y = -0.8136x + 1.3381 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 Daphnia 48-h LC50 (mmol/L)



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

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) Daphnia 48

- h LC50 (mg/L) Log Daphnia 48-h LC50 (mmol/L) Reference (Meas. Kow) Reference (Daphnia 48-h LC50) 18691-97-9 Methabenzthiazuron 221 2.7 2.64 30.6 -0.86 Tomlin C., 1997 Tomlin C., 1997 Kow Limit 5 5 -2.73 NO Cutoff NO SAR

SAR Data Not Included in Regression Equation:

Data Not Included in SAR:

* indicates no effects at saturation



# REFERENCES: Tomlin, C.D.S. (Editor). 1997. The pesticide ma nual. 11th edition. The British Crop Protection Council. Farnham, UK.

# SAR Substituted Urea 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 partition 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) = -0.0516 (log Kow) - 3.0998

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

# ) = N/A. To convert the EC50 from mM/L to mg/L, mult iply by the molecular weight of the compound.

Maximum K ow 

# : 6.4 Maximum MW: 1000

GRAPH: 

# SAR for: Substituted Urea, Algal 96-h EC50

y = -0.0516x - 3.0998 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 Algal 96-h EC50 (mmol/L)



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

LIMITATIONS: 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 effe cts 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 215 2.3 2.3 2.3 0.13 -3.22 8(e)-___

_ Kow Limit 6.4 6.4 -3.43 NO Cutoff NO SAR

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 toxicity data from data submitted 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 Substituted Urea 8/2008

FISH ChV

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

Log ChV (mmol/L) = -0.6843 (log Kow) - 0.9847

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

# ) = 0.8133. 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: Substituted Urea, Fish ChV

y = -0.6843x - 0.9847
R 2 

## = 0.8133

n = 2 + 1 

# -6.50 -4.50 -2.50 -0.50 1.50 3.50 5.50

-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 substituted urea

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 ChV (mg/L) Log Fish ChV (mmol/L) Reference (Meas. Kow) Reference (Fish ChV) 314-40-9 Bromacil 261 3 1.7 2.11 18.7 -1.14 Hansch & Leo, 1985 DUL 330-54-1 Diuron 233 2.7 2.7 2.68 0.022 -4.02 Hansch et al., 1995 DUL 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: U.S. Environmental Protection Agency (USEPA). 1990. Summary of structure-activity data files: University of Wisconsin-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. [DUL]

# SAR Substituted Urea 8/2008

Daphnia ChV

ESTIMATED TOXICITY: No adequate data were available for the substituted urea daphnid chronic value (ChV) SAR. Predictions for this endpoint were estimated using the acute-to-chronic ratio, and were based on the acute daphnid SAR for substituted urea. T he SAR equation used to estimate toxicity is:

Log Daphnia ChV (mmol/L) = -0.7229 (log Kow) + 0.0931

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, mult iply by the molecular weight of the compound.

Maximum K ow 

# : 8 Maximum MW: 1000

GRAPH: 

# SAR for: Substituted Urea, Daphnia ChV LC50

y = -0.7229x + 0.0931 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 Daphnia 48-h LC50 (mmol/L)



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

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) Daphnia ChV (mg/L) Log Daphnia ChV (mmol/L) Reference (Meas. Kow) Reference (Daphnia ChV) 18691-97-9 Methabenzthiazuron 221 2.7 2.64 3.06 -1.86 Tomlin C., 1997 ACR10; Tomlin C., 1997 Kow Limit 8 8 -5.69 NO Cutoff NO SAR

SAR Data Not Included in Regression Equation:

Data Not Included in SAR:

* indicates no effects at saturation



# REFERENCES:

# SAR Substituted Urea 8/2008

GREEN ALGAE ChV

ESTIMATED TOXICITY: No adequate data were available for the substituted urea green algae chronic value (ChV) SAR. Predictions for this endpoint were estimated using the acute-to-chronic ratio, and were based on the acute green algae SAR for substituted urea. The SAR equation used to estimate toxicity is:

Log ChV (mmol/L) = -0.0981 (log Kow) – 3.5948

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, mult iply by the molecular weight of the compound.

Maximum K ow 

# : 8.0 Maximum MW: 1000

GRAPH: 

# SAR for: Substituted Urea, Algal ChV

y = -0.0981x - 3.5948 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 Algal ChV (mmol/L)



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

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) Algal ChV (mg/L) Log Algal ChV (mmol/L) Reference (Meas. Kow) Reference (Algal ChV) CBI CBI 215 2.3 2.3 2.3 0.0325 -3.82 ACR10; 8(e)-___

_ Kow Limit 8 8 -4.38 NO Cutoff NO SAR

SAR Data Not Included in Regression Equation:

Data Not Included in SAR:

* indicates no effects at saturation



# REFERENCES: