### EPISUITE oleylamine 20150702.doc

1 EPI Suite Results For Oleylamine HCL CAS 112 - 90 - 3

H3 C N H2

SMILES : CCCCCCCCC=CCCCCCCCCN CHEM : 9 - Octadecen - 1 - amine, (Z) - MOL FOR: C18 H37 N1 MOL WT : 267.50

------------------------------ EPI SUMMARY (v4.11) -------------------------- Physical Property Inputs: Log Kow (octanol - water): ------ Boiling Point (deg C) : ------ Melting Point (deg C) : ------ Vapor Pressure (mm Hg) : ------ Water Solubility (mg/L): ------ Henry LC (atm-m3/mole) : ------ KOWWIN Program (v1.68) Results:

=============================== Log Kow(version 1.68 estimate): 7.50 SMILES : CCCCCCCCC=CCCCCCCCCN CHEM : 9 - Octadecen - 1 - amine, (Z) - MOL FOR: C18 H37 N1 MOL WT : 267.50

------- + ----- + -------------------------------------------- + --------- + -------- TYPE | NUM | LOGKOW FRAGMENT DESCRIPTION | COEFF | VALUE

------- + ----- + -------------------------------------------- + --------- + -------- Frag | 1 | - CH3 [aliphatic carbon] | 0.5473 | 0.5473 Frag | 15 | - CH2 - [aliphatic carbon] | 0.4911 | 7.3665 Frag | 2 | =CH - or =C< [olefinc carbon] | 0.3836 | 0.7672 Frag | 1 | - NH2 [aliphatic attach] | - 1.4148 | - 1.4148 Const | | Equation Constant | | 0.2290

------- + ----- + -------------------------------------------- + --------- + -------- Log Kow = 7.4952

### EPISUITE oleylamine 20150702.doc

2

MPBPVP (v1.43) Program Results:
=============================== Experimental Database Structure Match: Name : cis - 9 - Octadecenylamine CAS Num : 000112 - 90 - 3 Exp MP (deg C): 246 Exp BP (deg C): --- Exp VP (mm Hg): --- SMILES : CCCCCCCCC=CCCCCCCCCN CHEM : 9 - Octadecen - 1 - amine, (Z) - MOL FOR: C18 H37 N1 MOL WT : 267.50

------------------------ SUMMARY MPBVP v1.43 -------------------- Boili ng Point: 345.55 deg C (Adapted Stein and Brown Method) Melting Point: 97.64 deg C (Adapted Joback Method) Melting Point: 88.11 deg C (Gold and Ogle Method) Mean Melt Pt : 92.87 deg C (Joback; Gold,Ogle Methods) Selected MP: 92.87 deg C (Mean Val ue) Vapor Pressure Estimations (25 deg C): (Using BP: 345.55 deg C (estimated)) (Using MP: 246.00 deg C (exp database)) VP: 3.32E - 007 mm Hg (Antoine Method) : 4.43E - 005 Pa (Antoine Method) VP: 6.73E - 007 mm Hg (Modified Grain Method) : 8.98E - 005 Pa ( Modified Grain Method) VP: 2.15E - 006 mm Hg (Mackay Method) : 0.000287 Pa (Mackay Method) Selected VP: 6.73E - 007 mm Hg (Modified Grain Method) : 8.98E - 005 Pa (Modified Grain Method) Subcooled liquid VP: 0.000168 mm Hg (25 deg C, Mod - Grain method) : 0 .0224 Pa (25 deg C, Mod - Grain method)

------- + ----- + -------------------- + ---------- + --------- TYPE | NUM | BOIL DESCRIPTION | COEFF | VALUE

------- + ----- + -------------------- + ---------- + --------- Group | 1 | - CH3 | 21.98 | 21. 98 Group | 15 | - CH2 - | 24.22 | 363.30 Group | 2 | =CH - | 27.95 | 55.90 Group | 1 | - NH2 | 61.98 | 61.98 * | | Equation Constant | | 198.18 =============+====================+==========+========= RESULT - uncorr| BOILING POINT in deg Kelvin | 701.34 RESULT - corr | BOILING POINT in deg Kelvin | 618.71 | BOILING POINT in deg C | 345.55

-------------------------------------------------------

------- + ----- + ---------------- ---- + ---------- + --------- TYPE | NUM | MELT DESCRIPTION | COEFF | VALUE

------- + ----- + -------------------- + ---------- + --------- Group | 1 | - CH3 | - 5.10 | - 5.10 Group | 15 | - CH2 - | 11.27 | 169.05 Group | 2 | =CH - | 8.73 | 17.46

### EPISUITE oleylamine 20150702.doc

3

Group | 1 | - NH2 | 66.89 | 66.89 * | | Equation Constant | | 122.50 =============+====================+==========+========= RESULT | MELTING POINT in deg Kelvin | 370.80 | MELTING POINT in deg C | 97.64

------------------------------------------------------- Water Sol from Kow (WSKOW v1.42) Results:
======================================== Water Sol: 0.07639 mg/L SMILES : CCCCCCCCC=CCCCCCCCCN CHEM : 9 - Octade cen - 1 - amine, (Z) - MOL FOR: C18 H37 N1 MOL WT : 267.50

---------------------------------- WSKOW v1.42 Results ------------------------ Log Kow (estimated) : 7.50 Log Kow (experimental): not available from database Log Kow used by Water solubility estima tes: 7.50 Equation Used to Make Water Sol estimate: Log S (mol/L) = 0.796 - 0.854 log Kow - 0.00728 MW + Correction (used when Melting Point NOT available) Correction(s): Value

-------------------- ----- Amine, aliphatic 1.008 Log Water Solubility (in moles/L) : - 6.544 Water Solubility at 25 deg C (mg/L): 0.07639 WATERNT Program (v1.01) Results:

=============================== Water Sol (v1.01 est): 0.034387 mg/L SMILES : CCCCCCCCC=CCCCCCCCCN CHEM : 9 - Octadecen - 1 - amine, (Z) - MOL FOR: C18 H37 N1 MOL WT : 267.50

------- + ----- + -------------------------------------------- + ---------- + --------- TYPE | NUM | WATER SOLUBILITY FRAGMENT DESCRIPTION | COEFF | VALUE

------- + ----- + -------------------------------------------- + ------- --- + --------- Frag | 1 | - CH3 [aliphatic carbon] | - 0.3213 | - 0.3213 Frag | 15 | - CH2 - [aliphatic carbon] | - 0.5370 | - 8.0553 Frag | 2 | =CH - or =C< [olefinc carbon] | - 0.3646 | - 0.7292 Frag | 1 | - NH2 [aliphatic attach] | 1.9656 | 1.9656 Const | | Equation Constant | | 0.2492

------- + ----- + -------------------------------------------- + ---------- + --------- Log Water Sol (moles/L) at 2 5 dec C = - 6.8909 Water Solubility (mg/L) at 25 dec C = 0.034387

### EPISUITE oleylamine 20150702.doc

4

ECOSAR Program (v1.11) Results: =============================== ECOSAR Version 1.11 Results Page SMILES : CCCCCCCCC=CCCCCCCCCN CHEM : 9 - Octadecen - 1 - amine, (Z) - CAS Num: ChemID1: MOL FOR: C18 H37 N1 MOL WT : 267.50 Log Kow: 7.495 (EPISuite Kowwin v1.68 Estimate) Log Kow: (User Entered) Log Kow: (PhysProp DB exp value - for comparison only) Melt Pt: (User Entered for Wat Sol estimate) Melt Pt: 246. 00 (deg C, PhysProp DB exp value for Wat Sol est) Wat Sol: 0.0007759 (mg/L, EPISuite WSKowwin v1.43 Estimate) Wat Sol: (User Entered) Wat Sol: (PhysProp DB exp value)

-------------------------------------- Values used to Genera te ECOSAR Profile

-------------------------------------- Log Kow: 7.495 (EPISuite Kowwin v1.68 Estimate) Wat Sol: 0.0007759 (mg/L, EPISuite WSKowwin v1.43 Estimate)

-------------------------------------- ECOSAR v1.11 Class - specific Estimations

--- ----------------------------------- Aliphatic Amines Predicted ECOSAR Class Organism Duration End Pt mg/L (ppm) =========================== ================== ======== ====== ========== Aliphatic Amines : Fish 96 - hr LC50 0.013 * Aliphatic Amines : Daphnid 48 - hr LC50 0.003 * Aliphatic Amines : Green Algae 96 - hr EC50 0.000663 Aliphatic Amines : Fish ChV 0.000105 Aliphatic Amines : Daphnid ChV 0.000435 Aliphatic Amines : Green Algae ChV 0.000349 =========================== ================== ======== ====== ========== Neutral Organic SAR : Fish 96 - hr LC50 0.003 * (Baseline Toxicity) : Daphnid 48 - hr LC50 0.002 * : Green Algae 96 - hr EC50 0.015 * : Fish ChV 0.0004 54 : Daphnid ChV 0.000963 * : Green Algae ChV 0.012 * Note: * = asterisk designates: Chemical may not be soluble enough to measure this predicted effect. If the effect level exceeds the water solubilit y by 10X, typically no effects at saturation (NES) are reported.

### EPISUITE oleylamine 20150702.doc

5

------------------------------ Class Specific LogKow Cut - Offs

------------------------------ If the log Kow of the chemical is greater than the endpoint specific cut - offs presented below, t hen no effects at saturation are expected for those endpoints. Aliphatic Amines:

---------------- Maximum LogKow: 6.0 (Fish, Mysid LC50) Maximum LogKow: 5.0 (Daphnid LC50) Maximum LogKow: 7.0 (Green Algae EC50) Maximum LogKow: 8.0 (Fish, Daphnid ChV) Maximum LogKow: 7.0 (Green Algae ChV) Baseline Toxicity SAR Limitations:

--------------------------------- Maximum LogKow: 5.0 (Fish 96 - hr LC50; Daphnid LC50) Maximum LogKow: 6.4 (Green Algae EC50) Maximum LogKow: 8.0 (ChV)

HENRYWIN (v3.20) Program Resul ts: ============================= Bond Est : 8.23E - 004 atm-m3/mole (8.34E+001 Pa -m3/mole) Group Est: 5.73E - 004 atm-m3/mole (5.81E+001 Pa -m3/mole) SMILES : CCCCCCCCC=CCCCCCCCCN CHEM : 9 - Octadecen - 1 - amine, (Z) - MOL FOR: C18 H37 N1 MOL WT : 267.50

--- ------------------------ HENRYWIN v3.20 Results --------------------------

---------- + --------------------------------------------- + --------- + ---------- CLASS | BOND CONTRIBUTION DESCRIPTION | COMMENT | VALUE

---------- + -------------------- ------------------------- + --------- + ---------- HYDROGEN | 33 Hydrogen to Carbon (aliphatic) Bonds | | - 3.9493 HYDROGEN | 2 Hydrogen to Carbon (olefinic) Bonds | | - 0.2010 HYDROGEN | 2 Hydrogen to Nitrogen Bonds | | 2.5670 FRAGMENT | 14 C - C | | 1.6283 FRAGMENT | 2 C - Cd | | 0.1269 FRAGMENT | 1 C - N | | 1.3010 FRAGMENT | 1 Cd=Cd | | 0.0000

---------- + --------------------------------------------- + --------- + ---------- RESULT | BOND ESTIMATION METHOD for LWAPC VALUE | TOTAL | 1.473

---------- + --------------------------------- ------------ + --------- + ---------- HENRYs LAW CONSTANT at 25 deg C = 8.23E - 004 atm-m3/mole = 3.37E - 002 unitless = 8.34E+001 Pa -m3/mole

-------- + ----------------------------------------------- + ------------ + -------- | GROUP CONTRIBUTION DESCRIPTION | COMMENT | VALUE

-------- + ----------------------------------------------- + ------------ + -------- | 1 CH3 (X) | | - 0.62

### EPISUITE oleylamine 20150702.doc

6

| 12 CH2 (C)(C) | | - 1.80 | 2 CH2 (C)(Cd) | | - 0.46 | 1 CH2 (C)(N) | | - 0.08 | 2 CdH (C) | | 0.44 | 1 NH2 (C) | | 4.15

-------- + ----------------------------------------------- + ------------ + -------- RESULT | GROUP ESTIMATION METHOD for LOG GAMMA VALUE | TOTAL | 1.63

-------- + ----------------------------------------------- + ------------ + -------- HENRYs LAW CONSTANT at 25 deg C = 5.73E - 004 atm-m3/mole = 2.34E - 002 unitless = 5.81E+001 Pa -m3/mole For Henry LC Comparison Purposes: Exper Database: none available User - Entered Henry LC: not entered Henrys LC [via VP/WSol estimate using User - Entered or Estimated values]: HLC: 3.101E - 006 atm-m3/mole (3.142E - 001 Pa -m3/mole) VP: 6.73E - 007 mm Hg (source: MPBPVP) WS: 0.0764 mg/L (source: WSKOWWIN) Log Octanol -Air (KOAWIN v1.10) Results:

====================================== Log Koa: 8.973 SMILES : CCCCCCCCC= CCCCCCCCCN CHEM : 9 - Octadecen - 1 - amine, (Z) - MOL FOR: C18 H37 N1 MOL WT : 267.50

--------------------------- KOAWIN v1.10 Results -------------------------- Log Koa (octanol/air) estimate: 8.973 Koa (octanol/air) estimate: 9.398e+008 Using: Log Kow: 7 .50 (KowWin est) HenryLC: 0.000823 atm-m3/mole (HenryWin est) Log Kaw: - 1.473 (air/water part.coef.) LogKow : ---- (exp database) LogKow : 7.50 (KowWin estimate) Henry LC: --- atm-m3/mole(exp database) Henry LC: 0.000823 atm-m3/mole (HenryWin bond estimate) Log Koa (octanol/air) estimate: 8.973 (from KowWin/HenryWin) BIOWIN (v4.10) Program Results:
============================== SMILES : CCCCCCCCC=CCCCCCCCCN CHEM : 9 - Octadecen - 1 - amine, (Z) - MOL FOR: C18 H37 N1 MOL WT : 267.50

--------------- ------------ BIOWIN v4.10 Results ----------------------------

### EPISUITE oleylamine 20150702.doc

7

Biowin1 (Linear Model Prediction) : Biodegrades Fast Biowin2 (Non - Linear Model Prediction): Biodegrades Fast Biowin3 (Ultimate Biodegradation Timeframe): Weeks Biowin4 (Primary Biodegra dation Timeframe): Days Biowin5 (MITI Linear Model Prediction) : Biodegrades Fast Biowin6 (MITI Non - Linear Model Prediction): Biodegrades Fast Biowin7 (Anaerobic Model Prediction): Biodegrades Fast Ready Biodegradability Prediction: YES

------ + --- -- + -------------------------------------------- + --------- + --------- TYPE | NUM | Biowin1 FRAGMENT DESCRIPTION | COEFF | VALUE

------ + ----- + -------------------------------------------- + --------- + --------- Frag | 1 | Linear C4 terminal ch ain [CCC - CH3] | 0.1084 | 0.1084 Frag | 1 | Aliphatic amine [ - NH2 or - NH - ] | 0.1538 | 0.1538 MolWt| * | Molecular Weight Parameter | | - 0.1274 Const| * | Equation Constant | | 0.7475 ============+============================================+=========+========= RESULT | Biowin1 (Linear Biodeg Probability) | | 0.8825 ============+============================================+=========+=========

------ + ----- + -------------------------------------------- + --------- + --------- TYPE | NUM | Biowin2 FRAGMENT DESCRIPTION | COEFF | VALUE

------ + ----- + -------------------------------------------- + --------- + --------- Frag | 1 | Linear C4 terminal chai n [CCC - CH3] | 1.8437 | 1.8437 Frag | 1 | Aliphatic amine [ - NH2 or - NH - ] | 1.1099 | 1.1099 MolWt| * | Molecular Weight Parameter | | - 3.7985 ============+============================================+=========+========= RESULT | Biowin2 (Non - Linear Biodeg Probability) | | 0.8969 ============+============================================+=========+========= A Probability Greater Than or Equal to 0.5 indicates -- > Biodegrades Fast A Probability Le ss Than 0.5 indicates -- > Does NOT Biodegrade Fast

------ + ----- + -------------------------------------------- + --------- + --------- TYPE | NUM | Biowin3 FRAGMENT DESCRIPTION | COEFF | VALUE

------ + ----- + -------------------------------------- ------ + --------- + --------- Frag | 1 | Linear C4 terminal chain [CCC - CH3] | 0.2983 | 0.2983 Frag | 1 | Aliphatic amine [ - NH2 or - NH - ] | 0.0244 | 0.0244 MolWt| * | Molecular Weight Parameter | | - 0.5911 C onst| * | Equation Constant | | 3.1992 ============+============================================+=========+========= RESULT | Biowin3 (Survey Model - Ultimate Biodeg) | | 2.9308 ============+============================================+=========+=========

------ + ----- + -------------------------------------------- + --------- + --------- TYPE | NUM | Biowin4 FRAGMENT DESCRIPTION | COEFF | VALUE

------ + ----- + ---------------------------------------- ---- + --------- + --------- Frag | 1 | Linear C4 terminal chain [CCC - CH3] | 0.2691 | 0.2691 Frag | 1 | Aliphatic amine [ - NH2 or - NH - ] | 0.0433 | 0.0433 MolWt| * | Molecular Weight Parameter | | - 0.3859 Con st| * | Equation Constant | | 3.8477 ============+============================================+=========+========= RESULT | Biowin4 (Survey Model - Primary Biodeg) | | 3.7741 ============+============================================+=========+========= Result Classification: 5.00 - > hours 4.00 - > days 3.00 - > weeks

### EPISUITE oleylamine 20150702.doc

8

(Primary & Ultimate) 2.00 - > months 1.00 - > longer

------ + ----- + -------------------------------------------- + --------- + --------- TYPE | NUM | Biowin5 FRAGMENT DESCRIPTION | COEFF | VALUE

------ + ----- + -------------------------------------------- + --------- + --------- Frag | 1 | Aliphatic amine [ - NH2 or - NH - ] | 0.0333 | 0.0333 Frag | 1 | Methyl [ - CH 3] | 0.0004 | 0.0004 Frag | 15 | - CH2 - [linear] | 0.0494 | 0.7412 Frag | 2 | - C=CH [alkenyl hydrogen] | 0.0062 | 0.0124 MolWt| * | Molecular Weight Parameter | | - 0.7958 Const| * | Equation Constant | | 0.7121 ============+============================================+=========+========= RESULT | Biowin5 (MITI Linear Biodeg Probability) | | 0.7036

============+============================================+=========+=========

------ + ----- + -------------------------------------------- + --------- + --------- TYPE | NUM | Biowin6 FRAGMENT DESCRIPTION | COEFF | VALUE

------ + ----- + ----------------- --------------------------- + --------- + --------- Frag | 1 | Aliphatic amine [ - NH2 or - NH - ] | - 0.2845 | - 0.2845 Frag | 1 | Methyl [ - CH3] | 0.0194 | 0.0194 Frag | 15 | - CH2 - [linear] | 0.4295 | 6.4424 Frag | 2 | - C=CH [alkenyl hydrogen] | 0.0285 | 0.0570 MolWt| * | Molecular Weight Parameter | | - 7.7225 ============+============================================+=========+========= RESULT |Biowin6 (MITI Non - Linear Biodeg Probability)| | 0.7384 ============+============================================+=========+========= A Probability Greater Than or Equal to 0.5 indicates -- > Readily Degradable A Probability Less Than 0.5 indic ates -- > NOT Readily Degradable

------ + ----- + -------------------------------------------- + --------- + --------- TYPE | NUM | Biowin7 FRAGMENT DESCRIPTION | COEFF | VALUE

------ + ----- + -------------------------------------------- + --------- + - -------- Frag | 1 | Linear C4 terminal chain [CCC - CH3] | - 0.3177 | - 0.3177 Frag | 1 | Aliphatic amine [ - NH2 or - NH - ] | 0.1773 | 0.1773 Frag | 1 | Methyl [ - CH3] | - 0.0796 | - 0.0796 Frag | 15 | - CH2 - [linear] | 0.0260 | 0.3898 Frag | 2 | - C=CH [alkenyl hydrogen] | - 0.0735 | - 0.1470 Const| * | Equation Constant | | 0.8361 ============+============================================+=========+========= RESULT | Biowin7 (Anaerobic Linear Biodeg Prob) | | 0.8589 ============+============================================+=========+========= A Probability Greater Than or Equal to 0.5 indicates -- > Biodegrades Fas t A Probability Less Than 0.5 indicates -- > Does NOT Biodegrade Fast Ready Biodegradability Prediction: (YES or NO)

---------------------------------------------- Criteria for the YES or NO prediction: If the Biowin3 (ultimate survey model) result is "we eks" or faster (i.e. "days", "days to weeks", or "weeks" AND the Biowin5 (MITI linear model) probability is >= 0.5, then the prediction is YES (readily biodegradable). If this condition is not satisfied, the prediction is NO (not readily biodegradable). This method is based on application of Bayesian analysis to ready biodegradation data (see Help). Biowin5 and 6 also predict ready biodegradability, but for degradation in the OECD301C test only; using data from the Chemicals

### EPISUITE oleylamine 20150702.doc

9

Evaluation and Research Insti tute Japan (CERIJ) database. BioHCwin (v1.01) Program Results:

============================== SMILES : CCCCCCCCC=CCCCCCCCCN CHEM : 9 - Octadecen - 1 - amine, (Z) - MOL FOR: C18 H37 N1 MOL WT : 267.50

-------------------------- BioHCwin v1.01 Results ------- -------------------- NO Estimate Possible ... Structure NOT a Hydrocarbon (Contains atoms other than C, H or S ( - S - )) AEROWIN Program (v1.00) Results:

=============================== Sorption to aerosols (25 Dec C)[AEROWIN v1.00]: Vapor pressure (liqui d/subcooled): 0.0224 Pa (0.000168 mm Hg) Log Koa (Koawin est ): 8.973 Kp (particle/gas partition coef. (m3/ug)): Mackay model : 0.000134 Octanol/air (Koa) model: 0.000231 Fraction sorbed to airborne particulates (phi): Junge - Pankow model : 0.00481 Mackay model : 0.0106 Octanol/air (Koa) model: 0.0181 AOP Program (v1.92) Results:
=========================== SMILES : CCCCCCCCC=CCCCCCCCCN CHEM : 9 - Octadecen - 1 - amine, (Z) - MOL FOR: C18 H37 N1 MOL WT : 267.50

------------------- SUMMARY (AOP v1.92): HYDROXYL RADICALS (25 deg C) -------- Hydrogen Abstraction = 29.8413 E - 12 cm3/molecule - sec Reaction with N, S and - OH = 21.0000 E - 12 cm3/molecule - sec Addition to Triple Bonds = 0.0000 E - 12 cm3/molecule - sec Addition to Olef inic Bonds = 56.4000 E - 12 cm3/molecule - sec [Cis - isomer] Addition to Olefinic Bonds = 64.0000 E - 12 cm3/molecule - sec [Trans - isomer] Addition to Aromatic Rings = 0.0000 E - 12 cm3/molecule - sec Addition to Fused Rings = 0.0000 E - 12 cm3/molecule - sec OVE RALL OH Rate Constant = 107.2413 E - 12 cm3/molecule - sec [Cis - isomer] OVERALL OH Rate Constant = 114.8413 E - 12 cm3/molecule - sec [Trans - isomer] HALF - LIFE = 1.197 Hrs (12 - hr day; 1.5E6 OH/cm3) [Cis - isomer] HALF - LIFE = 1.118 Hrs (12 - hr day; 1.5E6 OH/cm3) [Trans - isomer]

------------------- SUMMARY (AOP v1.91): OZONE REACTION (25 deg C) ----------- OVERALL OZONE Rate Constant = 13.000000 E - 17 cm3/molecule - sec [Cis - ] OVERALL OZONE Rate Constant = 20.000000 E - 17 cm3/molecule - sec [Trans - ] HALF - LIFE = 2.116 H rs (at 7E11 mol/cm3) [Cis - isomer] HALF - LIFE = 1.375 Hrs (at 7E11 mol/cm3) [Trans - isomer]

### EPISUITE oleylamine 20150702.doc

10

NOTE: Reaction with Nitrate Radicals May Be Important! Experimental Database: NO Structure Matches Fraction sorbed to airborne particulates (phi): 0.00771 (Junge - P ankow, Mackay avg) 0.0181 (Koa method) Note: the sorbed fraction may be resistant to atmospheric oxidation KOCWIN Program (v2.00) Results:

============================== SMILES : CCCCCCCCC=CCCCCCCCCN CHEM : 9 - Octadecen - 1 - amine, (Z) - MOL FOR: C18 H37 N1 MOL WT : 267.50

--------------------------- KOCWIN v2.00 Results --------------------------- Koc Estimate from MCI:

--------------------- First Order Molecular Connectivity Index ........... : 9.414 Non - Corrected Log Koc (0.5213 MCI + 0.60) ...... .... : 5.5074 Fragment Correction(s): 1 Nitrogen to Carbon (aliphatic) ( - N - C).. : - 0.2127 Corrected Log Koc .................................. : 5.2947 Estimated Koc: 1.971e+005 L/kg <=========== Koc Estimate from Log Kow:

--------------------- ---- Log Kow (Kowwin estimate) ......................... : 7.50 Non - Corrected Log Koc (0.55313 logKow + 0.9251) .... : 5.0736 Fragment Correction(s): 1 Nitrogen to Carbon (aliphatic) ( - N - C).. : - 0.0218 Corrected Log Koc ........................... ....... : 5.0518 Estimated Koc: 1.127e+005 L/kg <=========== HYDROWIN Program (v2.00) Results:
================================ SMILES : CCCCCCCCC=CCCCCCCCCN CHEM : 9 - Octadecen - 1 - amine, (Z) - MOL FOR: C18 H37 N1 MOL WT : 267.50

----------------- ---------- HYDROWIN v2.00 Results --------------------------- Currently, this program can NOT estimate a hydrolysis rate constant for the type of chemical structure entered!! ONLY Esters, Carbamates, Epoxides, Halomethanes (containing 1 - 3 halogens), Spe cific Alkyl Halides & Phosphorus Esters can be estimated!!

### EPISUITE oleylamine 20150702.doc

11

When present, various hydrolyzable compound - types will be identified. For more information, (Click OVERVIEW in Help or see the User's Guide) ***** CALCULATION NOT PERFORMED *****

BCFBAF Program (v3.01) Results:
============================== SMILES : CCCCCCCCC=CCCCCCCCCN CHEM : 9 - Octadecen - 1 - amine, (Z) - MOL FOR: C18 H37 N1 MOL WT : 267.50

--------------------------------- BCFBAF v3.01 -------------------------------- Summary Results: Lo g BCF (regression - based estimate): 3.28 (BCF = 1.93e+003 L/kg wet - wt) Biotransformation Half - Life (days) : 21.2 (normalized to 10 g fish) Log BAF (Arnot - Gobas upper trophic): 5.33 (BAF = 2.12e+005 L/kg wet - wt) Log Kow (experimental): not available from database Log Kow used by BCF estimates: 7.50 Equation Used to Make BCF estimate: Log BCF = - 0.49 log Kow + 7.554 + Correction Correction(s): Value Alkyl chains (8+ - CH2 - groups) - 0.596 Estimated Log BCF = 3.285 (BCF = 1927 L/ kg wet - wt)

=========================================================== Whole Body Primary Biotransformation Rate Estimate for Fish:

===========================================================

------ + ----- + -------------------------------------------- + ----- ---- + --------- TYPE | NUM | LOG BIOTRANSFORMATION FRAGMENT DESCRIPTION | COEFF | VALUE

------ + ----- + -------------------------------------------- + --------- + --------- Frag | 1 | Linear C4 terminal chain [CCC - CH3] | 0.0341 | 0.0341 Frag | 1 | Aliphatic amine [ - NH2 or - NH - ] | 0.4067 | 0.4067 Frag | 1 | Methyl [ - CH3] | 0.2451 | 0.2451 Frag | 15 | - CH2 - [linear] | 0.0242 | 0.3628 Frag | 2 | - C=CH [alkenyl hydrogen] | 0.0988 | 0.1977 Frag | 2 | - C=CH [alkenyl hydrogen] | 0.0000 | 0.0000 L Kow| * | Log Kow = 7.50 (KowWin estimate) | 0.3073 | 2.3036 MolWt| * | Molecular Weight Parameter | | - 0.6860 Const| * | Equation Constant | | - 1.5371 ============+============================================+=========+========= RESULT | LOG Bio Half - Life (days) | | 1.3270 RESULT | Bio Half - Life (days) | | 21.23 NOTE | Bio Half - Life Normalized to 10 g fish at 15 deg C | ============+============================================+=========+========= Biotransformation Rate Constant: kM (Rate Constant): 0.0 3264 /day (10 gram fish) kM (Rate Constant): 0.01836 /day (100 gram fish) kM (Rate Constant): 0.01032 /day (1 kg fish) kM (Rate Constant): 0.005805 /day (10 kg fish)

### EPISUITE oleylamine 20150702.doc

12

Arnot - Gobas BCF & BAF Methods (including biotransformation rate estimates): Estimated Log BCF (upper trophic) = 2.999 (BCF = 996.7 L/kg wet - wt) Estimated Log BAF (upper trophic) = 5.326 (BAF = 2.118e+005 L/kg wet - wt) Estimated Log BCF (mid trophic) = 3.146 (BCF = 1401 L/kg wet - wt) Estimated Log BAF (mid trophic) = 5.406 (BAF = 2 .55e+005 L/kg wet - wt) Estimated Log BCF (lower trophic) = 3.191 (BCF = 1553 L/kg wet - wt) Estimated Log BAF (lower trophic) = 5.456 (BAF = 2.856e+005 L/kg wet - wt) Arnot - Gobas BCF & BAF Methods (assuming a biotransformation rate of zero): Estimated Log BCF (upper trophic) = 3.812 (BCF = 6480 L/kg wet - wt) Estimated Log BAF (upper trophic) = 7.160 (BAF = 1.446e+007 L/kg wet - wt)

Volatilization From Water

========================= Chemical Name: 9 - Octadecen - 1 - amine, (Z) - Molecular Weight : 267 .50 g/mole Water Solubility : ----- Vapor Pressure : ----- Henry's Law Constant: 0.000573 atm-m3/mole (estimated by Group SAR Method) RIVER LAKE

--------- --------- Water Depth (meters): 1 1 Wind Veloc ity (m/sec): 5 0.5 Current Velocity (m/sec): 1 0.05 HALF - LIFE (hours) : 3.34 173.6 HALF - LIFE (days ) : 0.1392 7.232 STP Fugacity Model: Predicted Fate in a Wastewater Treatment Facility

====================================================================== (using 10000 hr Bio P,A,S) PROPERTIES OF: 9 - Octadecen - 1 - amine, (Z) -

------------- Molecular weight (g/mol) 267.5 Aqueous solubility (mg/l) 0 Vapour pressure (Pa) 0 (atm) 0 (mm Hg) 0 Henry 's law constant (Atm-m3/mol) 0.000573 Air - water partition coefficient 0.023434 Octanol - water partition coefficient (Kow) 3.16228E+007 Log Kow 7.5 Biomass to water partition coefficient 6.32456E+006 Temperature [deg C] 25 Biodeg rate constants (h^ - 1),half life in biomass (h) and in 2000 mg/L MLSS (h):

- Primary tank 0.00 9999.21 10000.00

-Aeration tank 0.00 9999.21 10000.00

- Settling tank 0.00 9999.21 10000.00

### EPISUITE oleylamine 20150702.doc

13

STP Overall Chemical Mass Balance:

--------------------------------- g/h mol/h percent Influent 1.00E+001 3.7E - 002 100.00 Primary sludge 5.98E+000 2.2E - 002 5 9.85 Waste sludge 3.33E+000 1.2E - 002 33.34 Primary volatilization 7.37E - 005 2.8E - 007 0.00 Settling volatilization 1.63E - 004 6.1E - 007 0.00 Aeration off gas 1.34E - 003 5 .0E - 006 0.01 Primary biodegradation 1.75E - 002 6.5E - 005 0.18 Settling biodegradation 4.26E - 003 1.6E - 005 0.04 Aeration biodegradation 5.60E - 002 2.1E - 004 0.56 Final water effluent 6 .02E - 001 2.3E - 003 6.02 Total removal 9.40E+000 3.5E - 002 93.98 Total biodegradation 7.78E - 002 2.9E - 004 0.78 Level III Fugacity Model (Full - Output): ======================================= Chem Name : 9 - Octadecen - 1 - amine, (Z) - Molecular Wt: 267.5 Henry's LC : 0.000573 atm-m3/mole (Henrywin program) Vapor Press : 6.73e - 007 mm Hg (Mpbpwin program) Liquid VP : 3.16e - 006 mm Hg (super - cooled) Melting Pt : 92.9 deg C (Mpbpwin program) Lo g Kow : 7.5 (Kowwin program) Soil Koc : 1.97e+005 (KOCWIN MCI method) Mass Amount Half - Life Emissions (percent) (hr) (kg/hr) Air 0.101 1.12 1000 Water 13.8 360 1000 Soil 58.1 720 1000 Sediment 28 3.24e+003 0 Fugacity Reaction Advection Reaction Advection (atm) (kg/hr) (kg/hr) (percent) (percent) Air 1.29e - 012 1.12e+003 18.2 37.4 0.606 Wate r 9.3e - 010 481 250 16 8.33 Soil 2.64e - 011 1.01e+003 0 33.7 0 Sediment 5.73e - 010 108 10.1 3.61 0.338 Persistence Time: 603 hr Reaction Time: 664 hr Advection Time: 6 .5e+003 hr Percent Reacted: 90.7 Percent Advected: 9.27 Half - Lives (hr), (based upon Biowin (Ultimate) and Aopwin): Air: 1.123 Water: 360 Soil: 720

### EPISUITE oleylamine 20150702.doc

14

Sediment: 3240 Biowin estimate: 2.931 (weeks ) Advection Times (hr): Air: 100 Wat er: 1000 Sediment: 5e+004



### ....