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AP42 Section: 7.1

Background Chapter 3

Reference: 17

Title: Henry’s Law Constants for HAPS,

Yaws, C.L.,

U. S. Environmental Protection Agency, September 30,1992. ,

I FINAL REPORT

HENRY'S LAW CONSTANTS FOR HAP'S ------

Carl L. Yaws, Consultant 685 Birchwood Port Neches, Texas 77651 409-880-8787 409-7276815

July 26, 1992 ABSTRACT

Results for Henry's law constant are presented for 109 organic chemicals in . Tbjs represents major coverage of about 872 % (109/IZS = 872 %) for the original ItIing of the 1990 Clean Air Act HAP'S. The results encompass representative values for most of the chemical families in the original Itt of HAP'S including aldehydes, amides, nitriles, ketones, , chlorides, anilioes, , ethers, bromides, diolefi disullides, cresols, amines, oxides, glycok and others. The results for Henry3 law constant at ambient conditions (3C) are based on experimental (38 compounds), water (22 compounds), VLE data (Ucompounds) and UNIFAC (36 compounds).

For water solubility, experimenlal data are available for 58 compounds. This reprwnts about 44.4 % coverage (%/El= 46.4 %) for the original listing of the 1990 Clcan Air Act HAP'S. A comparison (36 compounds) of experimental and calculated valucs using water solubility disdoscd favorable agreement for Henry's law constant at ambient conditions (25 C).

In the absence of solubility and VLE (vapor-liquid equilibrium) dah, values for compounds were estimated using UNIFAC (group contribution method). The UNIFAC method is based on group values (binary interaction and size parameters) for the molecular groups which are contained in compound. Most of the group values for UNlFAC are based on much simpler compounds than those contained in the HAP list. Also, most of the group values apply for compounds which are completely soluble in water. Many of the compounds in the HAP list contain and other complex structures which are only partially soluble in water. Thus, the estimates should be considered as rough approximations. Table of Contents

Section Page

1. HENRY'S LAW CONSTANT...... 1

REFERENCES .HENRY'S LAW CONSTANT...... 11

REFERENCES ....... 12

REFERENCES .WATER SOLUBILITY...... 16

REFERENCES .ACTIVITY COEFFICIENT AT INFINITE DILUTION... 19

Appendix

A . HENRY'S LAW CONSTANT .EQUATIONS ...... 20

B. HENRY'S LAW CONSTANT .CONVERSION FACTORS...... 24

C . HENRY'S LAW CONSTANT . EXPERIMENTAL VALUES ...... 25

D. VAPOR PRESSURE...... 31

E. WATER SOLUBILITY ...... 35

F. ACTIVITY COEFFICIENT AT INFINITE DILUTION...... 43 I 'B 'i SECTION I

HENRY'S LAW CONSTANT

ABSTRACT

Results for Henry's law constant are presented for 109 organic chemic& in water. This represents major cwerage of about 872 % (109/uS - 872 %) for the original lishg of the 1990 Clean Air Ad HAP'S. The results encompass representative values for most of the chemical families io the original list of HAP'S including aldehydes, amides, nitriles, ketones, adds, chlorides, anilines, benzenes, ethers, bromides, diolefm, disdides, crcso4 amines, oxides, ethylene glycols and others. The results for Henry's law constant at ambient conditions (25 C) are based on experimental (38 compounds), water solubility (22 compounds), VLE data (Ucompounds) and UNIFAC (36 compounds).

HENRY'S LAW CONSTANT

Henry's law constant for a component in solution is applicable at very, very low concentrations. Since many such dilute aqueous solutions are encountered in industrial and environmental practice,Henry's law constant is especially important in environmental applications.

The results Henry's law constant for organic chemicals are given in Table 1. The tabulation is applicable lo a wide variety of organic chemicals in contact with water at ambient conditions (25 C). The wide variety of chemicals includes aldehydes, amides, nitriles, ketones. adds. chlorides, anilines, benzenes, ethers, bromides, diolefuq disulfides, cresols, amines, oxides, ethylene glycols and others.

In Table 1. values for Henry's law constant are show for EPA, CMA and the present work. The last column in the tabulation provides the basis (experimental, solubility, VLE data or UNIFAC) of the values for the present work.

Table 2 presents results of the present work in the various units used for Henry's law constant (atm/mol fraction, atm/mol/m', kPa/mol fraction and kPa/mol/m').

A comparison of experimental and calculated (using water solubility) values for Henry's law constant at ambient conditions (25 C) is shown in Figure 1. The graph indudes data for many different organic chemicals (36 compounds). The graph discloses general agreement of experimental and calculated values.

EOUATIONS

Henry's law constant for a component in water may be determined from data for vapor pressure, water solubility and activity coeflicient at infinite dilution (The derivation of the equations is provided io the Appendix). The thermodynamic equations are briefly summarized below

1 '1

-H, = Y,-P,~'

where y = Henry's law constant, atm/mol fraction

P,"' = vapor pressure of organic chemical, atm

x, = solubility of organic chemical in water, mol fraction

7,- = aaivity wcfIiaent at Smite dilution

yW = mol fraction of water in vapor at ambient conditions (at 25 C, yHlo - 0.03117)

DISCUSSION

Experimental values for Henry's law constant at ambient conditions (25 C) are presented for 38 of the 125 organic compounds. This represents about 30.4 % coverage (38/125 = 30.4 5%) of the original Listing of the 1990 Clean Air Act HAP'S. The tabulated values for Henry's law constant are given in the Appendix of this report. A quick inspection of the tabulation discloses that there is general agreement of values among the several investigators. Examples ofgeneral agreement include benzene, carbon tetrachloride. chloroform, dichlorobenzene (I$), ethylbenzene, ethyl chloride, ethylene dichloride, toluene and many others.

Tabulated values for vapor pressure are provided for 117 of the 125 organic compounds. Since 117/lZ5 = 93.6 %, this represents appreciable major coverage of the organic compounds contained in the original Listing of the 1990 Clean Air Act HAP'S. These tabulated values (see Appendix) provide results for vapor pressure as a function of temperature using an eldended Antoine and Antoine equations. Using the provided correlation coelrcients, the equations can be used to provide vapor pressure values at ambient (25 C) and other !em peratures.

Experimental data for water solubility at ambient conditions (25 C) are presented for 58 of the 125 organic compounds. This represents about 46.4 % coverage (58/125 = 46.4 %) of the original listing of the 1990 Clean Air Act HAP'S. The tabulated values for water solubility are given in Appendix of this report. A quick inspection of the tabulation discloses that there is general agreement of values among most of the investigators. Examples of general agreement include , benzene, carbon tetrachloride, chloroform, dichlorobenzene (I&, hexane, ethylbenzene, ethylene dichloride, toluene and many others.

Results for activity coefficient at infinite dilution from VLE data (vapor-liquid equilibrium) &e presented for U compounds. Unfortunately, this number is much lower than anticipated since VLE data could not be located for many of the compounds.

In the absence of data, values for 45 compounds were estimated using UNIFAC (group contribution

'2 '3 method). The UNIFAC method is based on group values (binary interaction and size parameters) for the molecular groups which are contained in compound. Most of the group values for WACare based on much simpler compounds than those contained in the HAP list. Also, most of the group values apply for compounds which are completely soluble in water. Many of the compounds in the HAP List contain benzcne and other complex structures which are only partially soluble in water. Thus, the estimates should be considered as rough approximations.

The results for activity coeficicnt at Xdc dilution cover 58 compounds (VLE data + estimates = 13 + 45 = 58) of the 125 organic compounds. ThL represents about 46.4 % coverage (%/Us = 46.4 %) of the original Listing of the 1990 Clean Air Act IiAF"S.Thc tabulated values for activity coefficient at Xiitc dilution are given in the Appendix of lhis report. For ME data, a quid: kpcclion of the tabulation dscloses that there is general agreement of valucs among most of& investigators.

3 /

/ / H - atm/molfraction

Figure 1 Henry’s Law Constant

4 TABLE 1 HENRY'S LAW CONSTANT

1 C2WD 5.27782 5.00560 6.51313 VLE DATA 2 C2H5W ACEIWIOE 0.07389 61.11160 0.UUUlU- WlFAC 3 C2H3N ACETWITRILE 0.00322 1.11668 1.13641 VLE DATA b MHBO ACETOPHENWE 0.78334 0.58889 0.50894 SOLUBILITY 5 UHLO 3.1U7 2.W6 4.57110 soLUB1LITY 6 CSHSNO ACRYLWIOE 0.00003 0.00002 0.00001 WIFAC 7 UHLO2 ACRYLIC 0.W7 0.01m 0.01107 VLE DATA 4. w93 5.00004 5 .La54 SOLUBI Ll TI 20611.27600 266.11324 515.42218- SOLUBlLlTV 0.14415 0.43334 0.09776 SOLUBILITY' . ,' 11 m0 0-ANISIOINE L5.55592 - -..- - - O.OO92L UNIFAC I 12 C6H6 BENZENE 305.55800 2L0.00192 308.34000 EXPERIMENTAL 13 C7HSCL3 BENZOTRICHLORIOE 121.66764 - -.-. - - 5L. 5 1771 W I FAC 14 C7H7CL BENZYL CHLORIDE 21.05575 19.16682 17.72866 WIFAC 15 C12HlO BIPHENYL 5611.15600 35.33362 22.67000 EXPERIMENTAL I. 16 CZHLCLZO BIS(CHLCUQIETHYL)ETHER 11 .66676 - - - - -.- 5.02021 UNlFAC y- 17 CHBR3 BRC+IO~ORM SZ.LLL~ 33.00026 29.56000 EXPERIMENTAL 1 L-...1.3-B!!T$l-e> 7866.95200 142778. 92000 3961.17699 SOLUBILITY C6Hll.ON CAPROLACTM. ' ; L r 0.03528 0.01 500 0.00016 WlfAC 20 .CST CARBW DISULFIDE 933. UDBO i 066. 67520 1064.07986 SOLUBILITY 21 CCLL CARBON TETRACHLORIDE 1666.68000 12B8.89920 1677.79000 EXPERIMENTAL 22 C2H3CLO2 CHLOROACETIC ACID 0.000~ ...... _ 0.00363 WlfAC .333LL c33 C8H7tLO 2-CHLCNIACETOPHENWE .LC I-'C 1s.- .___ . . _._____--.---- ,,-, 3-7 . 2L C6HSCL CHLOROBENZENE 218.33508 252.22L24 209.45000 EXPERIMENTAL 25 CHCL3 180.33L8L 203.89052 221.33000 EXPERIMENTAL 18611.26000 161.112LO 51.63556 UN I FAC 27 Ch&l 0.02461 0.oL000------0.039L8...... - soLUBI L I TY 29 C7HBO 0-CRESOL O.lLLL5 0.53000 0.09115 SOLUBILITY 30 C7H& P-CRESOL 0.02461 0.04200 0.03968 SOLUBlLlTY 31 C9H12 CLMENE 811.11760 MO.OW0 727.78000 EXPERIMENTAL 32 C6HLCL2 1.L-DICHLOROBENZENE ~, 100.00080 240.557L8 176.11000 EXPERIMENTAL c 93 CLH8CLZO DICHLOROETHYL ETHER 0.72223 63.0940 0.76455 UN I FAC s-CfiiiCL2 1,S-DICHLOROPROPENE' 129.LL548 ______197.22000 EXPERIMENTAL - 9 -35 CLHllNO2 DIETHANOLAMINE 406.11L36 - ...... ------. 1, z/ v frd 36 C8HllN N,N-OIMETYLANILINE 4.93337 4. L4448 0.77013 UN I FAC e37CLHlOOLS DIETHYL SULfATE 0.00756 - - -.- - - ...--__ -38 ClLH2ON DIMETHYLBENZIDINE 2L.LLL64 .. . . ------.. . 39 t3H7NO DIMETHYL FORlUWlOE 0.00019 _..____0.01061 -.LO C2H8N2 1,l-DlMETHYLHYDRAZIU~iCci ''.:/? 6.8889L 1380.90000 0.09108 0.119L5 o.ooM16 0.05405 0.03256 - - -.- -. 0. 00850 - - .- - - - LL C7H6UZOL 2.4-OINITROTOLUENE 0.00001 ------0.17227 ,/5 CLH002 1.4-DIOXINE 1.283% . 0.41000 0.30647 - 46 C12HlZN2 1,2-0IPHENYL~YORAZINE 19L.44600 .. . ------. L7 UHSCLO EPICHLOROHYDRIN 0.44333 UNIfAC fl @.02< -.., . .. 48 C5H802 ETHYL ACRYLATE .. . - - - - 5.65535 UNIFAC 49 C8HlO ETHYLBENZENE 437.81000 EXPERIMENTAL '.. ,'-,' " 50 ...... C2H5CL ETHYL CHLORIDE .--_672.23000.__.._ EXPERIMENTAL ' I' .

5 _---_._..____..__.__..______._.______...-.-.--.-nnry'n tau CmtMt. H a 25 c (atm/ml fraction) . 'C I' ..__..._.._EPA .-___...._.ou ___..______PRESENT ..._...... SASlS ', 51 C2HLBR2 ETHYLENE DIBRQIIDE 38.3336L __.._..36.11000 EXPERIMENTAL 52 C2HLCL2 ETHYLENE OICHLCUIOE &.uno ------. 65.38000 EXPERIMENTAL 53 ~2~602 0.00572 0.00012 0.00011 VLE DATA 54 C2HLO ElHYLENE OXIDE 7.aaa95 4.35003 13.22808 VLE DATA 55 C2HLCL2 EIHYLIOENE OICHLCUIOE 307.78024 ------312.23000 EXPERIMEYTAL 56 CH20 fDPULDEHYDE. .. .. 3.20003 0.01872 7.67602 WlFAC 57 C4HlOO2 ETHYLENE GLYCOL 0.86112 2.10557 1.9L713 VLE DATA 58 CLHlOO2 ETHYLENE GLYCOL IYWOETHYL ETHER 0.06167 O.OS9LL 0.01797 VLE DATA 59 C8H16OL WOETHYL ETHER ACETATE 0.01061 0.06056 0.03584 UYlFAC I 60 C6H1205 ETHYLENE GLYCOL WOETHYL ETHER ACETATE 0.08270 0.45167 0.09862 SOLUBILITI 61 C6HlL03 DIETHYLENE GLYCOL WOETHYL ETHER 0.00188 0.00260 0.00269 W1FA.C 62 CSHlOOS ETHYLENE GLYCOL MYCUETHYL ETHER ACETATE. 0.10833 0.339L5 0.12187 UNIFAC 63 C8Hlao3 OIETHYLENE GLYCOL MNDBUTYL ETHER 0.00183 0.00203 0.00125 UNIFAC 64 C6W403 DIETHYLENE GLYCOL DIMETHYL ETHER 0.00138 0.17167 LO8575-Wl 65 C3HBo2 ETHYLENE GLYCOL IYWQIEIHYL ETHER 0.03833 0.01583 EXP 66 (16111202 ETHYLENE GLYCOL WWROPYL ETHER 0.15222 0 .OB1 11 O.OL7L2 UNlFAC 67 CBMlOO2 ETHYLENE GLYCOL WWHENYL ETHER. 0.0027L 0.00131 0.056OL SOLUBILITY 68 C5H1202 DIETHYLENE GLYCOL MWCUETHYL ETHER 0.00126 0.0029L 0.00226 UNlFAC 69 C8H1803 DIETHYLENE GLYCOL 1.18334 0.19667 0.11892 UNIFAC 70 C6HlL02 ETHYLENE GLYCOL MONOBUTYL ETHER 0.OLL11 0.05539 0.02263 VLE DATA 71 C8HlW DIMETHYL ETHER 0.0239L O.OOL98 ' 0.00260 WIFAC 72 C8Hl503 ETHYLENE GLYCOL MONOBUTIL ETHER ACETAlE' 0.00058 0.U500 0.762L5 SOLUBILITY 7'3 CML6 HEXACHLWOBEWZENE 37.77808 71.11168 0L.91337 SOLUBILITY 7L CLCL6 HEXACHLOROBUTADIENE 1433.3U.80 1277.78800 572.UOOO EXPERIMENTAL n C~CL~ HEXACHLOROETHANE 0.13778 711.11680 L63.89000 EXPERIMENTAL-_. 76 C6HlL HEXANE 6777.83200 - -.- - -.,.L2~~7.01000~ ~FXPERl)lENTAL 77 C8H602 HYOROOUINONE 8722.29200 - - - - -.. 0.00002 UNIFAC @V/O- ' 78 CQHlLO 0.32000 0.32000 2.19764 UNIFAC , a 0.00222 .-. .- - - 0.01217 UNIFAC ' hy=!.- ' ' ' =J -80 CHM METHAUOL 0.00150 0.35648 VLE DATA METHYL &WOE 7 12277.87600 381.06093 SOLUBI LITY METHYL -CHLORIDE L52.2258L 49&0-- EXPERIMENTAL METHYL CHLOROFWM 166.66800 --...--966.67000 EXPERlMENlAL a4 CLH8O METHYL ETMYL KETONE 2.L1669 3.18891 7.22000 EXPER IMENTAL 85 CH6N2 METHYL HYDRAZINE 0.19111 .. - - -.- 0.02480 UNIFAC MfTHYL ISOBUTYL KETONE 2.75002 7.61 117 21 A7000 EXPERIMENTAL & :E: 1.2M .. - - - - - .. . . . - - 88 C5K802 METHYL METHACRYLATE 3.66670 17.m92 4.722a4 UYIFAC 89 CSH120 METHYL TERT-BUTYL ETHER 278.33556 27.00022 50.86013 SOLUBILITY CHLORIDE 177.22.W 113.3Y2L 164.L5000 EXPERIMENTAL :::::f202 :::::f202 METHYLENE OIPHENYL DllSDCYANATE 297.22L60 ------. .-. - . . . e::92 C13HlLN2 4.4-METHYLENEOIANILINE 0.15556 ._._____.-.--- . QZ6 93 ClOH8 65.55608 26.22213 26.83000 EXPERIMENTAL QL C6HSN02 NITRDBENZENE 0.72TII) 1.31668 1.53000 EXPERIMENTAL PS C6HSN03 4-NITROPHENOL 0.03939 0.00181 ___---..0667 W C3H7U02 2-YITRWRWAUE 67 222~ -.-____-.6.6112L- . .- . t0LUBl L I11 97 C6H60 .DYEYOL ..- .. .. 0.02522 0.0259L 0.72200 EXPERIMENTAL 98 C6H8N2 P-PHENYLENEOIAMINE 0.00007 UNlFA 99 CWL2 PHOSGENE 1100-'2.. NY5. 3 I,, ZCJ 100 C8L03 PHTHALIC ANHYORIOE 0.0078L UNlrAC

6 TABLE 1 (CONTINUED) ...... _.--...____._.______._...___.______.-..---..~Henry's Liu Camtant, H a 25 C citm/mol friction) ) YO-.------.--FOlllULA -----.--.------....__...____.___.__.__NAME _...-.-.._.EPA ___.____...CIU _----___.._PRESENT __...____..BAS IS . :, " 101 UHLO2 BETA-PROPIOLACTWE 0.05122 ___._..0.00638 UNlfAC r 102 UH60 PROPIWALOEHYOE 56389.34000 6.38894 3.32252 SOLUBILITY > .o 103 ClH6CLZ PROPYLENE OICHLOPIOE 127.TIs80 150.00120 158.71000 EXPERIMENTAL 104 un60 PROPILEYE OXIDE 74.44504 20.00016 19.77430 VLE DATA - 105 C6HLO2 WINWE 400.00320 0.04TII) --_--.-,o s B lo6 an8 STYRENE 183.33480 166.11228 144.71670 SOLLISILITY 107 C2HZCL4 1,1.2.2-TETRICHLOsOETHANE 21.11 128 - - - - -.. 13.89000 EXPERIMENTAL 108 C2CL4 TETRACHLOPOETHYLENE 1594.45720 V83.34120 983.34000 EXPERIMXNTAL lo9 C7H8 TOLUENE 581.11416 255.55760 356.67000 EXPERI*ENlAL 110 CMlON2 2.4-TOLUENE DIAMINE 0.33500 ______0.00007 UNIFAC 111 C9H6N202 2.4-TOLUENE DIISOCYANATE 0.46111 ______.------0112 C7WN 0-TOLUIDINE 1.061 12 - - - - -. 0.10457 UYlfAC 113 C6H3CL3 1.2,4-1RlCHLWOBENZENE 78.88952 160.00128 106.67000 EXPERIMENTAL 114 C2H3CL3 1,1,2-TRICHLCROETHANE 41.1114L - .. . . - - L5.77000 EXPERIMENTAL 115 C2HCL3 TRICHLROETHYLENE 505.55960 532.22648 566.67000 EXPERIMENTAL ., "I16-CMI3CkM- 2.4.5-TRICHCOROPHENO~ 0.98334 1.loo01 0.03520 UYIFAC + 117 C6H15N TRIETHYLAMINE 1L7.77896 8.11118 6.9L285 SOLUBILITY 118 C8H18 2.2.4-TRIMETHYLPENTINE 133.88996 175001.40000 185452.P2157 SOLUBI L I TI 119 C4HM2 VINYL ACETATE 34.LLLR 26.88910 28.21141 SOLUBILITY 120 CZH3CL VINYL CHLORIDE 4722.26000 4661 .1 LE40 1L72.23000 EXPERIMENTAL 121 C2H2CL2 VINYLIDENE CilLORIOE 833.34000 1450.01160 1438.90000 EXPERIYENTAL 4 -SP-M"2 123 C8HlO M-XYLENE 292 .?E012 410.00328 41s .34000 EXPERIMENTAL 124 C8HlO 0-XYLENE 292.78012 290.00232 270.56000 EXPERIMENTAL ______----.-----.-----~~...~~.~~~.~-~-.------~-----.--~----.~--.-.-.--~---125 C8HlO P-XYLENE 292.78012 370.00296 413.34000 EXPERIMENTAL . Estinmted valuer for coefficients in vapor pressure quetion.

7 ....-...-..______..__. ACETALDEHYDE 6.51313 1.lRE-04 65P.QLS l.lBBE+Ol ACETMIDE 0.00010 1.MOE-W 0.010 1.824E-04 ACETWITRILE 1.136b1 2.046E-05 115.147 2. OTJEIOO ACETOPHENONE 0.50894 9.16lE-W 51.568 9.282E-01 ACROLEIN L.57118 8.228E-05 463.175 8.337E.00 ACRYLUIIDE O.OOOD1 1.MOE-10 0.001 1.824E-05 7 UHL02 ACRYLIC ACID 0.01107 1.993E-07 1.122 2.OlQE-02 8 CSHSN ACRYLOYITRILE 5.U8SL 9.807E-05 552.0n 9.937E*OO 9 UHSCL ALLYL CHLD~IDE 515.42218 9.278E-03 52225.152 9.4OOE42 10 C6H7y AN I L INE 0.09776 1.76OE-06 9.906 1.78SE-01 11 C7H9NO 0-ANISIDINE 0.00924 1.66SE-07 0.936 (.USE-02 12 C6H6 BENZENE 308.34000 5.550E-03 31262.550 5.624E*O2 13 C7HSCLS BENZOTRICHLORIOE SL.51771 9.81SE-04 5524.007 9.943E*Ol 14 C7H7CL BENZYL CHLORIDE 17.72868 3.lQlE-04 1796.359 3.233E+01 15 ClZHlO BIPHENYL 22.67000 4.081E-04 2297.058 L.l35E*01 16 C2MLCL20 BIS(CHLWOIETHYL)ETHER 5.02021 9.036E-05 508.6~~ 9.156E+OO 17 CHBR3 BROIOFORM 29.56000 5.32lE-04 2WS.167 5.391E*01 18 CLM6 1.S-BUTbDlENE 5961.17699 7.130E-02 401366.259 7.225E103 19 C6HllON CAPROLACTAM 0.00016 2.880E-09 0.016 2.918E-04 20 cs2 CARBON DISULFIDE 1064.07986 1.91SE-02 107817.892 1.QLlE+OS

21 CCL4 CARBW TETRACHLORIDE 1677. 79000 3.020E ~ 02 170002.072 3.060E43 22 C2HSCLO2 CHLOROACETIC ACID 0.00363 6.5YE-08 0.368 6.621E-03 23 C8H7CLO 2-CHLWMCETOPHENONE _____.__.__.____ ..-.- -.. - - - - -. 24 C6HSCL CHLOROBENZENE 209. 45000 3.77OE-03 21222.521 3.82OE*O2 25 CHCLS CnLOROrORM 221.33000 5.964E-03 22L26.262 4.037E*02 26 CLHSCL CHLOROPRENE 51.63556 9.294E-04 5251.97s 9.L17Et01 27 C7HW M-CRESOL 0.03968 7.106E-07 4.000 7.201E-02 28 CRESOLS/CRESYLIC ACIDCISOIERS g MIXTURES) .._..._____-____ ._-.. .. - -.. - - . 29 C7HW 0-CRESOL 0.09115 1.651E-06 9.236 1.662E-01 30 c7nso P-CRESOL 0.03968 7.142E-07 4.021 7.237E-02 31 C9H12 CIMENE 727.78000 1.310E-02 ~~742.~08 1.327E+03 176.1 1000 3.17OE -03 17644.346 3.212E*02 33 CLH8CL20 0.76L35 1.376E-05 n.u 1.394E+OO 34 CSHLCL2 197.22000 3.550E-03 19985.317 3.597E102 55 CLHllNO2 _-_.__._.______- -.------36 C8HllN Y,N-DIMETYLANILINE 0.7701s 1.w-05 1.L05E+00 37 CLHlODLS DIETHYL SULFATE ._._-.._...__-_. _.____.__ 38 C14H20N DIMETHYLBENZIDINE ______...____._. --.-_..._ 39 C3H7NO DIMETHYL 0.01061 1.9lOE-07 1.935E-'02 LO C2H8N2 l.l-OIMETHYLHYDRA21NE 0.09108 1.639E-06 1.66lE-01 41 ClOHlmL DIMETHYL PHTHALATE 0.0~~8sP.BTJE-O~ 1.000E-01 L2 C2H6S04 DIMETHYL SULFATE -__.._._.______43 C6HJN20b 2.4-DINITROPHENOL _____....____.__ U t7H6Y2OL 2.L-DIYITROTOLUENE 0.17227 3.101E-06 L5 C4Hso2 1,4-DIOXANE 0.506b7 5.516E-06 L6 C12Hl2N2 1.2-DIPHENYLHYDRAZINE __....._._...___ 47 C3H5CLO EPICHLoI(0HYDRlN 8.086E-01 L8 CSH8o2 sn.02~ 1.031E*O1 49 C8HlO ETHYLBENZENE L37.81000 7.88lE-03 U361.098 7.985E42 50 C2HSCL ETHYL CWLORIOE i 672.23000 1.2lOE-02 68113.705 1.226E.03 TABLE 2 (CONTINUED)

...... ~rnry'iLIY cmstmt, H a 25 c NO...... fORWLA NAME atWuml tra afmJwL/m7 tPa/ml tra kPalwl/m^3 51 C2HLER2 ETHYLENE DlBROllDE s6.11000 6.500E.W 3658.846 52 C2HLCL2 ETHYLENE DICHLORIDE 65.3EOOO (.(TIE-03 6621.628 53 C2HM2 ETHYLEYE GLYCOL 0.00011 1.980E-09 0.011 2.006E-01 5L C2HLO 13.22808 2.38lE-01 1U0.335 2.Ll3E101 55 C2HLCL2 ETHYLIDENE DICHLORIDE 312.23000 5.620E - 03 31636.705 5.69%+02 56 CH20 7.67602 1.382E-(U m.m 1.LODE41 57 CLHlOO2 ETHYLENE GLYCOL DIMETHYL ETHER 1.VL713 3.505E-05 197.293 3.551E+00 58 CLHlDO2 ETHYLENE GLYCOL *OWOETHYL ETHER 0.W797 8.635E-07 4.861 8.7L9E - 02 59 cBHl6oL DIETHYLENE GLYCOL WDETHYL ETHER ACETATE 0.03584 6.L5lE-07 3.631 6.537E-02 60 c6H1203 ETHYLENE GLYCOL KYlOETHYL ETHER ACETATE 0.09862 1.RSE-06 9.w3 1.799E-01 61 C6H1403 DIETHYLENE GLYCOL KWOETHYL ETHER 0.00268 L.82LE-08 0.272 L.888E-03 62 CSH1003 ETHYLENE GLYCOL WCUETHYL ETHER ACETATE* 0.12187 2.19LE-W 12.Y8 2.223E-01 63 CBH1803 DIETHYLENE GLYCOL *OYOEUlYL ETHER 0.001 25 2.250E - 08 0.127 2.28OE-03 6L C6HlL03 DIETHYLENE GLYCOL DIMETHYL ETHER 0.08575 1.507E-06 8.L86 1.527E-01 ' 65 C3H802 ETHYLENE GLYCOL MNCUETHYL ETHER 1716.68000 3. WOE -02 in9~2.601 3.131E.03 66 C6H1202 ElHYLENE GLYCOL K)NOPROPYL ETHER O.OL7L2 8.536E- 07 L.805 8.6L9E-02 67 C8HlOO2 ETHYLENE GLYCOL MWWHENYL ETHER* 0.056OL 1.009E-06 5.678 1.022E-01 68 C5Hl202 DIETHYLENE GLYCOL MONCUETHYL ETHER 0.00226 c.m-08 0.229 L .122E-03 69 C8H1803 DIETHYLENE GLYCOL DIETHYL ETHER 0.1 1892 2.14lE-06 12.050 2.169E-01 70 C6HlL02 ETHYLENE GLYCOL MDUOEUTYL ETHER 0.02263 L.073E-07 2.293 4.127E - 02

71 C8HlW TRIETHYLENE GLYCOL DIMETHYL ETHER 0.0026L7 L.680E-08 0.263 L .7L2E ~ 03 72 CBH1503 ETHYLENE GLYCOL MONOBUTYL ETHER ACETATE. 0.762L5 1.372E-05 77.255 1.391E*00 7'3 C6CL6 HEXACHLOROBENZENE 8L.9L337 1.52%-OS 8606.887 1.5L9E42 7L CLCL6 HEXACHLOROBUTbB I EYE 572.23000 1.030E-02 57981.205 l.OL4E.03 75 C2CL6 HEXACHLOROETHANE L63.89000 8.3501-03 L7003.656 8.L61E.02 76 C6HlL HEXANE L2667.01000 7.680E-01 L3232Y.7Lu) 7.782EaL T? C8H602 HYDRWUINONE 0.00002 3.600E-10 0.002 3.6L8E. OS 78 C9H14O ISOPHORONE 2.19761 3.956E-05 222.676 L.O08E*OO 79 CLH203 MALEIC ANHYDRIDE 0.01217 2.191E-07 1.233 2.22OE-02 80 CH4O 0.35618 6.L17E-06 36.120 6.5021-01

81...... CH3BP METHYL ERCUlDE 381.06093 6.859E ~ OS 38610.999 6.9SOE+02 82 CH3CL METHYL CHLORIDE LO...... 8.82OE-03 L96L9.250 8.937E102 83 C2H3CL3 METHYL CHLOROfORM 966.67000 1.7LOE-02 97947.838 1.763E+03 84 CLHsO METHYL ETHYL KETWE 7.22000 1.300E-W ni.567 1.317E41 85 CH6N2 METHYL HYDRAZINE 0.02480 L.L6LE-07 2.513 L.523E-02 86 C6H120 METHYL ISOBUTYL KETWE 21.67000 S.9OlE-DL 218.713 3.952E41 .87 C2H3NO METHYL lSOCYANATE ...... -88 csneQ2 METHYL METHACRYLATE 478.542 8.61LE+00 89 CSHl2O METHYL TERT-BUTYL ETHER 5.551E-01 312L.907 5.625E41 90 CH2CL2 METHYLENE CHLORIDE 2.960E-03 16662.896 2.999E102 91 ClSHlON202 METHYLENE DIPHENYL DllSOCYANAlE - - - - -.- - - _____ ------. 92 C13HlLN2 1.1-METHYLENEOIANILINE ...... _.__~ - - .- .~ - ~ 93 C10H8 NAPHTHALENE 26.83000 L.829E-W 2718.550 L .893E+Ol 94 C6HSN02 NITROBENZENE 1.33000 2.39LE-05 134.762 2.L26E+OO 95 C6HSN03 L-NITROPIIENOL ...... 96 C3H7N02 2-NITROPROPANE 6.61126 1. 19OE-04 669.8% 1.206E41

97 C6HM PHENOL. ~~ 0.,72200 1.3OOE-05 n.w 1.317E*OO 98 C6H8N2 P-PHENYLENEDIMINE 0.00007 1.260E-09 0.007 1.277E-OL w COCL2 PHOSGENE ...... - - -.- - - _..__...... 100 C8HL03 PHTHALIC ANHYDRIDE 0.00784 1.LllE-07 0.79L 1.L3OE-02

9 TABLE 2 (CONTINUED)

101 OH102 BETA-PRWIOLACTWE 0.om I... Ius-07. .- -. 0.&6 1. 164E-02 102 UHM PRWIOYALDEHYDE 3.32252 5.VME-05 336.651 6.060E*00 103 CSH6CL2 PRWYLENE OICHLmIOE 158.71000 2.857E-03 16081.291 2.895E.02 104 UHM PROPYLENE OXIDE i9.77430 3.559E-04 2003.631 J.M7E*01 105 C6HL02 WINWE ------_____ 106 an8 STYRENE 14.71 670 2 .WE- 03 14643.120 107 C2H2CL4 1,1,2,2-TETRACHL~OETHANE 13.89000 2.500E-04 1407.104 108 CZCLL TETRACHLOROETHYLENE PKi.YOO0 1.TIOE-02 99636.926 1.793E.03 109 C7H8 TOLUENE 356,67000 6.12OE-03 36139.588 6.505E*02 110 C7HlON2 2.1-TOLUENE DIAMINE 0.00007 1.260E-09 0.007 1.277E-01 111 C9H6N202 2,L.TOLUENE DIISOCYANATE .-...._...... ____..... - ._.. 112 C7H9N 0-TOLUIDINE 0.10157 1.882E-06 10.596 1.907~-01 113 C6H3CL3 1.2.L-IRICHLOROgEN2ENE 106.67000 1.92OE-03 10808.338 1.915E+O2 114 C2HSCL3 1,1.2-TRICHLORMTHANE 15.77OOO 8.239E - 01 4637.645 O.YBE*Ol 115 C2HCLS TRICHLROETHYLENE 566.67000 1.02OE-02 57117.838 l.OYE*OS 116 C6H3CLM 2.4,S-TRICHLORWHENOL 0.03520 6.336E-07 3.567 6. 42OE-02 117 C6Hl5Y TRIETHYLAMINE 6.91285 1.2SOE-04 703.4% 1.ZME*Ol 118 C8Hl8 2.2.1-TRl~ETHYLPENTANE 185452.92157 3.338E*OO 18791017.280 3.382E*OS 119 CLHM2 VINYL ACETATE 28.21111 5.078E-04 2858.521 5.145E41 120 C20CL VINYL CHLORIDE 1472.23000 2.650E-02 119173.705 2.685E43 121 UH2CL2 VINYLIDENE CHLOUIOE 1438.90000 2.590E- 02 1457W.543 2.624E*03 122 XYLENES (ISCMERS L MIXTURES) ....-.. ..._____~ _____ -.._-.... 125 CBHlO Y-XYLENE 113.YOOO 7. UOE- 03 41881.675 7.539E+02 124 CBHlO 0-XYLENE 270.56000 4.870E - 03 27114.192 4.935E42 125 C8HlO P-XYLENE 413.31000 7.UOE-03 11881.675 7.539E.02 .__._._.___.._.__.....--_.. , ------.. - -. - Estimated valuer for coefficients in vapor pressure equation. mal fra - mol fraction

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19 APPENDIX A HENRYS LAW CONSTANT - EQUATIONS

The calculation of Henry's law constant for a component in water may bc achieved using data for solubility, vapor pressure and aaivity weficient at idmite dilution. Derivation of the equations is briefly given in the following discussion.

DS (PARTIAL SOLUBILITY)

For organic chemicals which are Liquids at ambient conditions and have partial solubility in water, there are three phases when the organic chemical is in contact with water. These are vapor, organic and water phases. Such a three phase system consisting of vapor, liquid I and Liquid I1 is shown in Fs.A-la. At equilibrium, the fugacity of the component in each Liquid phase is given by.

flW I = f,W 11 (A-1)

For the organic phase (liquid I). the fugacity of the component is: y, mol fraction, vapor pressure, (where y, is the adivity coeficient). Since the organic phase has only very small conccnlralion of water (ppm level or less), the mol fraction of the organic chemical is approximately equal lo 1 (mol fraction,-1). This is ah true for the activity coefficient of the organic chemical (y,-l). Thug

f,hl = P,I*T (A4

For the water phase (liquid I]), the fugacity of the component is given by Henry's law which is applicable at very small concentration:

f,h"= H,qWII (%<

Substitution of equations (A-2) and (A-3) inlo equation (A-I) yields:

p,ur H qWII (A-4) Solving for Henry's law constant yields the following equation which is applicable to organic chemicals which are liquids at ambient conditions (25 C, 1 atm) and have only small partial solubility in water:

where H, = Henry's law constant, alm/mol fraction

54'' = solubility of organic chemical in water, mol fraction

P,I*' = vapor pressure of organic chemical, atm

LlOUlDS fTOTAL SOLUBILITY) .

20 For organic chemicals which are liquids at ambient conditions and havc total solubility in water, there are two phases when the organic chemical is in contact with water. These are vapor and liquid phases. Fii. A-lb shows such a two phase system.

For the liquid phase, the fugacity of the organic chemical is: y, mol fraaioq vapor pressure, (where I, is the activity coeficient). Since the liquid phase has only very small concentration of organic chemical (ppm level or less) in the region where Henry's law is applicable, the activity wcffiacnt is the activity u~ficicntat iafnitc dilution (y,-y4-). Thus

f,"g = y,- % P,WT (A4

For the liquid phase, the fugacity of the component is given by Henry's law which is applicable at very small concentration:

Substitution of equation (Ad) into equation (A-7) yields:

Y,- 7 pnr*' = H, 7 (A-8)

Solving for Henry's law constant yields the following equation which is applicable to organic chemicals which are liquids at ambient conditions (25 C, 1 atm) and havc total solubility io water:

H, = y,-Ppr (A-9) where H,= Henry's law constant, atm/mol fraction

y,- = activity coefficient at infinite dilution

P,r*T = vapor pressure of organic chemical. atm

For organic chemicals which are gases at ambient conditions, there are two phases when the organic chemical is in contact with water. These are vapor and liquid phases. Such a two phase system consisting of vapor and liquid is shown in Fig. A-lb. At equilibrium, the fugacity of the component io each phase is given by

I,- = f," (A-IO)

For the vapor phase. the fugacity of the organic chemical iS:

fb- = Y, p, (A-11)

Substitution of y, = I-y, and P, = 1 atm into the equation provides:

f;' f;' = l-y"m (A-12)

21 For the liquid phase, the fugacity of the component is given by Henry's law which is applicable at very small concentration:

f,4= H, T (x,<

Substitution of equations (A-12) and (A-U) into equation (A-10) yields:

1-y~H, 5 (A-14)

Solving for Henry's law constant yields the following quation which is applicable to organic chemicals which are gases at ambient conditions (25 C, 1 am):

H, = (I-YHD)/x, (A-q where H, = Henry's law constant, atm/mol fraaion

x, = solubility of organic chemical in water, mol fraction

yHlo = mol fraction of water in vapor phase at ambient conditions (at 25 C, yHao - 0.03117)

22 ...... liq I liq II ...... fi vap - fi - fi

Fig.A-1 a Three phase system

vapor vap liq fi = fi

Fig. A-lb Two phase system

23 APPENDIX B

CONVERSION FACTORS FOR HENRY’S LAW CONSTANT

The UNISfor Henry‘s law constant which is applicable at very, very low concentration involve pressure and concentration. Sinu there are several ways to express pressure and concentration, it is often necessary to convert values for Henry‘s law constant. The following factors are helpful in the conversions:

To wnvert from H in atm/mol fraction to: H in atm/(mol/m’). divide by 55356

H in mm Hg/mol fradion, multiply by 760

H in psia/mol fraction, multiply by 14.7

H in kPa/mol fraction, multiply by 101325

H in kPa/(mol/m’), mullipy by lOl325/55,556

24 APPENDIX C HENRY'S LAW CONSTANT - EXPERIMENTAL VALUES

1816.68 ~~IOU, 2.. HEhRV'S LAY COhSTAUT Of VO.AlILL WGAhIC COIPWhDS, IS thesis, Lamar univ., f1990).

1688.90 Gossett, J. M., Envircn. Sci. Tschnol., a, 202 (1987).

25 616.67 Gossett, J. M., Environ. Sci. Technol., a, 202 11987).

26 36.11 Ashuorth, R. 1.. G. U. Hwe, M. E. Mullins ud 1. E. Rogers, J. of Hazardour ...... Materials. 1p. 25 (1988).

Hazardarn Materiale,- a, 25 (1988).

L90.00 Gorsett, J. M., Environ. Ssi. Technoi., a, 202 (1987).

27 964.67 Zhou. 2.. JlEhRY'S LAW CONSTANT 0: VOLATILE WEbhlC CDIPQIIIDS, MS thesis. tmr unir.. (1990).

955.56 Gossett, J. M., Envirm. Sci. Technol., a, 202 11987).

86 C6H120 METHYL ISOBUTYL KETONE 21.67 Se I ect ed

121.67 Gossett, J. M.. Envirm. Sci. Techml., a. 202 (1987).

20 983.34 GOBSett, J. M.. Emirm. Sci. Tuhml., z, 202 (1987).

29 546.69 Yarner, H. P., J. C. [ohm end J. C. Ireland, EPA/600/0-87/229. US €PA, Circimti, OH (1987). 120 C2H3CL...... VINYL CHLMIDE 1472.23 Selected 1472.23 Ashnorth, R. A., G. Y. Moue, M. E. Mutiins ard 1. E. Rogers, J. of Hazerdous ...... Materials, (s, 25 (1988). 15LL.U Gosaett, J. M., Envirm. Sci. Technol., a, 202 (1987).

12~ c8nio 0-XYLENE 270.56 se Iect ed

30 APPENDIX D

TABLE D-1 VAPOR PRESSURE - EXTENDED ANTOINE EQUATION

YO-.- FORWLA____...__ 1 C2HLO ACETALDEHYDE 201.1772 -8.L786E*O3 -S.lSL8E*Ol L.bSlLE-02 1 150.15 461.00 2 C2H5W 127.58R -1.1961E*OL -l.WE*Ol 1.1880E-05 2 351.15 49L.30 3 C2H3Y ACETOY I TRI LE 53.LO92 -5.3856E*03 -5.L95LE*00 5.56YE-06 2 229.32 5L5.50 4 C8H80 ACETOPHENWE 127.9772 -1.0385E*(Y -l.R&E*Ol 1.477%-02 1 2v2.w 701.00 5 OHLO ACROLEIN 133.50R -7.1227E.03 -l.W38E*Ol 2.6cL7E-02 1 185.L5 506.00 6 C3HSNO ACRYLAMIOE 39.lLl2 -1.O231E+OL - 1.7139E.00 --.- - 357.65 ~65.75 7 OH102 ACRYLIC ACID 53.0W2 -7.2180E*03 -4.88lSE40 l.OWE.03 1 286.65 615.00 8 C3HSN ACRYLONITRILE 82.7112 -6.3927E4 -l.OlOlE*Ol 1.0891E-05 2 186.65 535.00 9 CSHSCL ALLYL CHLORIDE 38.1982 -L.S08LE+03 -3.1322E*00 1.1171E-17 6 138.65 5lL.15 10 C6H7y ANILINE 286.5872 -1.6504E*OL -4.2765E+Ol 3.WlBE-02 1 267.13 6W.00 11 C7H9NO 12 C6H6 BENZENE n.1572 -6.2755E*03 -B.L44SE*00 6.2600E-06 2 276.68 562.16

13 C7H5CLS BENZOTRICHLORIDE 50.6272 ~ 7.41 POE43 -L.6513E+OD 1.7396E- 18 6 2~~0m.00 1L C7H7CL BENZYL CHLORIDE L9.8582 .7.1698E43 -L.4836E*00 1.3858E-18 6 zy.15 686.00 15 C12HlO B1PHENYL 122.1L72 -1.2321EiOL -1.4955E+01 5.6056E-W 2 SL2.37 780.26 16 C2HLCL20 BIS(CHLORCUETHYL)ETHER 56.1552 -6.398LE43 -5.49RE100 8.20541-18 6 231.65 579.00 17 CHBR3 BRWFORM 53.in2 -6.7653E.03 -5.051 LEI00 2.9653E- 18 6 281.20 696.00 18 CLH6 1.3-BUTADIENE 69.2092 -4.5800E+03 -8.2922E*OO 1.1820E-05 2 16L.25~ ..~ 125.37 19 C6HllON CAPROLACTAM 69.2792 -l.OL69E+OL -6.89LLE*00 1.2113E-18 6 Y2.56 806.00 20 cs2 CARBON DISULFIDE 57.9042 -1.7063E.03 -6.77VLE40 8.0195E-03 1 161.11 552.00 21 CCLL CARBON TETRACHLORIDE n.5462 -6.i28i~+os-8.5763El00 6.8L61E-06 2 250.33 556.35 22 C2HSCLO2 CHLOROACETIC ACID 98.2572 -1.0585E+W -l.l%8E*Ol L.1435E-06 2 335.15 686.00 23 CBH7CLO 2-CHLORMCETWHENONE ______.______.__..- 21 C6H5CL CHLOROBENZENE LL. 7492 -5 .9LOBE+03 l.lLl7E-06 2 227.95 632.35 25 CHCLS CHLOROFORM 130.3672 -7.4746€*03 2.1909E-02 1 209.63 536.40 26 CLHSCL CHLOROPRENE L2.9902 -L.7595E*03 1.1 R6E- 17 6 1L3.15 525.00 27 C7HBO M.CRESOL 242 .Pa72 -1.6060E104 2 .BBOOE-02 1 285.39 705.85 28 CRESOLSKRESYLIC ACID(IED(ERS L MIXTURES) ...... __ .__. .__.__ 29 C7H80 0-CRESOL 205.9872 -1.392BE+OL 2.5182E-02 1 504.19 697.55 30 C7H80 P-CRESOL 282.9872 -I.TSLOE+W 3.6171E.02 1 307.93 704.65 31 C9H12 CUnENE 82.7612 -B.SSLOE+OS 1.3600E-17 6 177.14 6~3.15 32 C6HLCL2 1.4-DICHLOROBENZENE 33 CLHBCL20 DIC~LOROETWYL ETHER 3L C3H4CL2 1,s-D I CHLOROPRWENE. LL.1267 -5.3%7E*03 .3.9572E*OO 6.967LE-18 6 191.50 577.00 35 CLHllNO2 DlETHANOLAMlNE 281.1172 -2.0360E4L -4.0422E*Ol 3.2378E.02 1 301.15 542.04 36 c8nilN N,N-DIMETYLANILINE L6.LS92 -7.1600Et03 4.0127E40 8.lL81E-07 2 275.60 687.15 37 CLHlOOLS DIETHYL SULFATE 38 ClLH20N DIMETHYLBENZIDINE 39 C3H7N DIMETHYL FORWIDE LO C2H8N2 l.l-DlMETHYLHYDRA2lNE L1 ClOHlWL DIMETHYL PHTHALATE 66.1802 -l.OSYE*OL -6.L298E*00 1.0804E-18 6 2R.15 766.00 L2 C2H6SOL DIMETHYL SULFATE 78.1512 -8.8719E*03 -8.592lE40 1.89LlE-06 2 2L1.35 758.00 13 C6H3N2OL 2.L-DINITROPHENOL. . . _.. _... _.__ .--. ___.- ___ .__ LL C7H6N204 Z:L-DINITROTOLUENE 26.7022 -6.9259E103 -1.6L68E+OO 3.6725E-03 1 Y3.00 8lL.00 LS CLHSO2 1.1-DIOXANE L7.3782 -5.6277E4 -4.36L5E40 1.9626E-06 2 28L.95 587.00 L6 C12H12N2 1.2-DIPHENYLHYDRAZINE 89.6L02 -1.2785E*OL -9.5673E40 1.6660E-18 6 LOL.15 573.00 (7 CSH5CLO EPICHLOROHYDRIN 57.0212 -6.6L2OE43 -5.6252E.00 1.2280E-06 2 215.95 610.00 L8 C5H802 ETHYL ACRYLATE 126.6472 -8.2672E43 -1.769LE41 1.8538E.02 1 201.95 553.00 49 C8H10 ETHYLBENZENE 50 C2HSCL

31 TABLE D-1 (CONTINUED)

51 C2HLBR2 ETHYLENE BRWIDE 38.8582 -5.587E*03 -S.O89lE*OO 8.2o6LE-07 2 282.85 650.15 52 C2HLCL2 ETHYLENE OICHLWIOE 111.L972 -7.323OE*03 -1.5370E*Ol 1.679LE-02 1 237.L9 561.00 53 C2H602 ETHYLENE GLYCOL 189.7LR -l.L615E*oL -2.5433ElOl 2.01LOE-05 2 260.15 6L5.00 5L C2HLO ETHYLENE OXIDE 91.9272 -5.L330E43 -1.2517E*Ol (.WE-02 1 160.71 469.15 55 C2HLCL2 ETHYLIOENE DICHLWIOE 76.6602 -6.0103E103 -9.1336E100 8.59LOE-06 2 176.19 523.00 56 CH2O FWMLDEIIYOE 96.6172 -4.9172E*03 -1.3765E*01 2.203lE-02 1 181.15 LO8.00 57 CLHlW2 ETHYLENE GLYCOL DIMETHYL ETHER 80.1902 -6.3722E*03 -l.OO(UE*Ol 9.9L99E-03 1 215.15 536.15 58 CLHlW2 ETHYLENE GLYCOL MCUOETHYL ETHER 266.7972 -1.384SE+OL -4.OPOOE+01 4.00961-02 1 185.00 569.00 59 cowita DIETHYLENE GLYCOL MONOETHYL ETHER ACETATE 105.8972 -9.905@€+03 -1.3729E+01 1.2203E-02 1 248.15 660.00 60 C6H1203 ETHYLENE GLYCOL YONOETHYL ETHER ACETATE 79.6572 -8.6785E*03 -8.72LLE.00 1:0459E-l7 6 211.LS 597.00 61 C6HlL03 DIETHYLENE GLYCOL MONOETHYL ETHER 250.9672 - 1.716LE*oL -3. L6WE*01 2.5 107E-05 2 250.00 632.00 62 CSHIWS ETHYLENE GLYCOL MONWETHYL ETHER ACETATE. 80.0053 -8.6783E*03 -O.RLLE*OO 1.0459E-17 6 211.15 597.00 63 t8H1803 DIETHYLENE GLYCOL MONDBUTYL ETHER in.6772 -I.S~I~E+OL -Z.I~OBE+OI 2.8569~-17 6 205.15 65L.00 6L C6HlLO3 DIETHYLENE GLYCOL OIMETHYL ETHER 78.2L92 -8.2848E103 -8.6687€+00 1.9629E- 17 6 203.15 (32.91 65 C3H802 ETHYLENE GLYCOL MONWETHYL ETHER 353.1672 -1.6590EloL -5.SLSOE41 6.6861E-02 1 225.00 56L.00 66 C6H1202 ETHYLENE GLYCOL MONOPRDPYL ETHER 65.33L2 -7.7712E43 -6.69fAE*00 2.2398E-17 6 183.15 582.00 67 C8HlW2 ETHYLENE GLYCOL MONWHENYL ETHER. 108.8519 -1.0705E*04 -l.SlLOE*Ol 2.978lE-17 6 203.15 600.00 68 C5H1202 DIETHYLENE GLYCOL MONWETHYL ETHER L28.7372 -2.173OE1oL -6.6b16E.01 6.WO3E-02 1 250.00 630.00 69 C8H1803 DIETHYLENE GLYCOL OIETHYL ETHER 71.5962 -8.5825E43 .7.68(7E*OO 3.6009E-06 2 228.85 62L.00 70 C6HlL02 ETHYLENE GLYCOL MONO8UTYL ETHER 110.6072 -1.0705E*oL -1.31LOE41 2.97BlE-17 6 203.15 600.00 71 t8HlaDL TRIETHYLENE GLYCOL DIMETHYL ETHER 98.8572 -1.1633E*W -1.1067€*01 6.2208E-18 6 229.35 651.00 72 C8H1503 ETHYLENE GLYCOL MONOBUTYL ETHER ACETATE. 78.7842 -8.6783E103 -8.RLLE40 l.oL59E-17 6 211.45 597.00 73 C6CL6 HEXACHLOROBENZENE 158.3372 -1.832LE*W -1.88WE*01 2.3902E-18 6 501.70 825.00 71 CLCL6 HEXACHLOROBUTADIENE 81.9512 -9.5280E*03 .9.0606E*00 1.3588E-06 2 252.15 741.00 75 t2CL6 HEXACHLOROETHANE L30.2172 -2.7220EIoL -6.OL95E101 3.0865E-05 2 459.95 512.25 76 C6HlL HEXANE 160.5772 -8.3533E*03 -2.3927ElOl 2.9L69E-02 1 177.84 507.L3 77 C8Ht02 HYORWUINONE ' 105.9772 -1.2856E.U -1.26TfE41 6.9120E-03 1 L44.65 822.00 78 t9HlLO ISOPHORONE 78.1382 -8.1126Em -9.51 17E*OO 8.1784E-03 1 265.05 715.00 79 CLH203 WiLEIC ANHYORIDE 63.9872 -7.7226E103 -7.2087€*00 7.0169E-03 1 326.00 710.00 80 cnLo METHANOL 105.0372 -7.L713E*O3 -1.3988E*01 1.5281E-02 1 175.L7 512.58 81 CH38R METHYL BRfflIDE 67.6932 -L.6966E*03 -7.W66E*00 1.1553E-05 2 179.L7 167.00 82 CH3CL METHYL CHLORIDE 59.2372 -L.O301E*03 -6.7151E*00 1.0210E-05 2 175.L3 L16.25 83 C2H3CL3 METHYL CHLOROFORM 84.1522 -6.5LL2E103 .1 .0205E*01 8 S368E-06 2 2L2.75 5L5.00 84 CLH80 METHYL ETHYL KETONE 109.8472 -7.1300E43 -1.5l&E+Ol 1.72341-02 1 166.L8 535.50 85 CH6N2 METHYL HYORAZINE _.._ _._. ___. __._- ___ _.. 66 C6H12O METHYL ISOBUTYL KETONE 147.8072 - 1.OOSLE+W -1.9766E*01 1.6353E-05 2 189.15 571.LO 87 C2H3YO METHYL ISOCYANATE 11,7652 -L.L556€*03 -3.6339E.00 1.502LE-17 6 256.15 505.00

88~~ C5H802~~ ~~~ METHYL~ ~~ METHACRYLATE ~~~ 246.1372 -1.2lILE+oL -3.765LE*01 L.2873E-02 1 22L.95 561.00 89 CSIIlZO METnVL TERT-BUTVL ElhER 50.981 2 -5.1301E103 -I.961 7E+OO 1.9765E- 17 6 16L.55 L97.10 90 Ch2CL2 METAVLENE CHLORIDE 7L.97L2 -5.7947E103 -8.8015E+00 7.6L32E-06 2 178.01 510.00 91 C15HlON202 METdVLEhE OlPhENVL OIISOCIANATE 78.9502 -1.36oLE4L -7.8429E40 6.0025E-18 6 311.20 609.00 92 C13HlLN2 4.L-METHVltNEDIAYILIhE 93 cion8 NAPHTHALENE 80.3972 -9.0622E.03 -9.06L8E40 3.5805E-06 94 C6H5N02 NITROBENZENE 85.5522 -9.7448E+O3 -9.5228E40 7.5659E-18 95 C6H5N03 2-NITRWHENOL ____ .___ _._. __.. 96 C3H7N02 2-NITROPROPANE 51.5512 -6.2903E+03 -L.&62E*00 9.2273E-18 97 C6H60 PHENOL 5L.1872 -8.051)OE*03 -L.BWOE+OO 2.800E-W 1 31L.06 69L.25 98 C6H8N2 P-PHENYLENEDIMINE 79.0322 -1.13LlEIOL -8.1769E40 1.576lE-18 6 413.00 796.00 w COCL2 PHOSGENE 107.4272 -5.677LE.03 -1.5351E*Ol 2.1250E-02 1 lL5.37 455.00 100 C8HLO3 PHTHALIC ANHYDRIDE 70.5352 -8.9302E*03 -7.8671E40 5.9603E-06 .....______2 LoL.15 791.00

32 TABLE D-1 (CONTINUED)

NO.-. $MULA____..._. NAME______.____.______.____.__..-..._. 101 UHLO2 BETA-PROPIOLACTOYE 102 C3WM PROPIMIALDEHYDE 103 C3H6CL2 PROPYLENE DICHLORIDE 104 OHM PROPYLENE OXIDE

105~. C6HL02.. . ._ OUINOYE~~ ~ . lo6 C8H8 STYRENE 128.6272 -9.2655E4 -1.7609E+Ol 1.5391E-02 1 262.54 648.00 107 C2H2CLl 129.6872 -1.D273E+01 -1.6556E+Ol 9.308lE-06 229.35 645.00 108 C2CLL 53.8712 -6.1912E.03 -5.3312E*00 2.1269E-06 250.80 620.00 109 C7H8 . T0.6662 -6.9950E+03 -V.l635E*00 6.225DE-06 178.18 591.79 110 C7HlON2 2.4-TOLUENE DIAMINE 100.9772 -1.2648E104 -1 .lLRE+Dl 2.9007E-06 371.25 804.00 111 EPH6N202 2.4-TOLUENE 01 ISOCIANATE 95.0812 -1.1659E.01 -1.0583E*01 6.1543E-18 6 287.01 757.00 112 C7H9N 0-TOLUIOINE 222.3572 -l.U24E+04 -3.2263EIDl 2 .8462E-02 1 249.67 696.15 113 C6H3CL3 1,2,6-TRICHL~OBENLENE 35 .PO82 -6.6591E43 -2.5549E*00 4.6936E-04 1 290.15 725.00 114 C2H3CL3 1.1.2-TRICHLDROET~LNE 2 236.50 302.00 115 C2HCL3 116 C60CL30 2,6, 5-TR ICHLOROPHENOL .______..I_ .-._ - _.- ___ 117 C6HlSN TRIETHYLAMINE 51.6572 -5.6819€*03 -6.981SE*OO 1.2363E-17 6 158.45 535.15 118 C8Hl8 2.2.6-TRIMETHYLPENTANE 115.9172 -7.5500E*03 -1.6111E101 1.7099E-02 1 165.78 563.96 119 CbH602 VINYL ACETATE 43.0492 -5.2462E43 -3.636DE*00 4.5798E-18 6 W.35 526.00 120 C2HSCL VINYL CHLORIDE 121.9572 -5.7601E43 -1.7914EIOl 2.6917E-02 1 119.36 431.55 121 CZH2CL2 VINYLIDENE CHLORIOE 67.7482 .5.4481E+Q3 -7.5697E*OO 7.0922E-17 6 10.59 462.00 122 XYLENES (ISOIERS 6 MIXTURES) .____._. ...- ..__ - _.- ___ 123 C8HlO M-XYLENE 79.8542 -7.5941E*O3 -9.2570E100 5.5500E-06 2 225.30 617.05 124 C8HlO 0-XYLENE 85.7512 -7.9608E.03 -1.0126E+Ol 6.0150E-06 2 267.98 630.37 125...... C8HlO P-XYLENE 138.2772 -9.2470E+03 -1.944lE*Ol 1.9084E-02 1 286.41 616.26 - Estimated values for coefficients in vapor pressure equation. Ln * natural iogarithm Primary &fa source: Daubert, T, E. and R. P. Darner, DLTA CCUPILATION OF PROPERTIES O$ PURE CMPCUNDS, Parts 1.2,s and 4, Syglements 1 and 2, DlPPR Project, AIChE, Ner York, NY (1985-1992).

33 TABLE D-2 VAPOR PRESSURE - ANTOINE EQUATION

lop P A B/(T*C) (P an He, 1 C) .-...---.______.__._.__._.- - - A._.-... -.______B C______TWIN_..- TMX---- 8.30~~2m.no 237.134 61 210 7.69239 lW0.755 235.347 23 178 7.58826 1388.510 232.537 -35 20 6.84297 1115.190 191.648 2 25 --.----_.-..--..-_..__._.__.___.______--7.02316 2420.564 237.476 72 252 log = lcxarithm to bsa IO Primry data iwrce: ma, 5.. C-, Data Boot Ptbliihing CapMy, Tokyo, Japan (1976).

34 APPENDIX E

WATER SOLUBILITY

Soltbility in uater a 25 c YO FOnUla Nunc ppn(Wt) Source

772LO.00 Sm?naen, J. M. and Y. Arlt. ~IPUID-LIWID EOUlI,lBRlLH DATA COLLECTION, Vol. V, part '1. Dechnm Chemistry Data Series, MOD FrankfurtlMain. Germany (1979).

74900.00 Kirk,' R. E. 8nd D. F. Dthmcr, eds.. LNCYCLOPEDIA OF CHEMICAL TECHNOLOGY, 3rd ed.. Vol. 11, John Yilsy ud Sms. IK..

c000.00 Horvath, A. L., HALOGENATED HYDROCARBONS. Marcel Dekker, IW.. New York. NY (1982).

10 C6H7N ANILINE SL160.00 Selected

in5.17 Sormsen. J. M. ad Y. Arlt, UOUID-LIOUID ~OUlLlBRlLiUDATA COLLECTIW, Vol. V. part 1, Dechma Chemistry Data Series. MOO FrantfurtlMain, Gtruiny (1979).

1780 .OO McAuliffe, C., J. Phy. them., E, 1267 (19M).

1755.00 McDevit, Y. F. adF. A. Long, J. &TI.Chm. Soc.. a, lm (1952).

35 15 C12HlO BIPHENYL 7.00 Selected

7.08 Yauchopc, R. D. ud F. U. Getzm, J. Phys. Chap. Data. u. 38 (1972).

785.70 Sorcnsen, J. M. and Y. Arlt, kIOUID-LIQUID gOulLlBRlUM OATACOLLECTIOY, Vol. V, part 1. Dechme Chmistrv Oats series. 6000

500.00 Andreus. L. J. and R. M. Kccfer, J. Am. Chm. Soc.. n,3113 (1950).

7e42.70 Sermsm, J. M. and Y. Arlt, ~QU~D-LIOUIO ~OUlLlBRlUVDATA COLLECTION, Vol. V, part

36 20200.00 Stephen, H. and 1. Strphm, SOLUBILIYIES OF LNORGANIC AND ORGANIC CDIPWNOS, Vol. 1, Part 1, MamiLLan Conpsny, Yew York, YY (1963 >.

50.00 McAuliffe, C.. J. Phy. Chn.. 70. 1267 (1966).

79.00 Seidell. 1.. ,5OLUBlLlTIES OF ORGANIC CDIPWNDS, VoL. Ill. 3rd ed., Van Yostrsnd to., weu Yort, NY (1940.

bP C8HlO ElHYLBENZENE . 165.13 Selected

165.13 SLrMsen, J. M. and Y. Arlt, ~IOUIO-LIOUID EPulLlBRlW DATA COLLECTION. Vol. V, part 1. Oechm Chmistrv Data Series. 6000

177.00 Polak, J. and 8. C. 1. Lu, Can. J. Chn. -51. LO18 (1973);

37 ,

'1

161.00 Sutton, C. vd J. A. Calder, J. Chnn. Eng. Oats, a,320 (1975). 175.00 K~CWN, H. 8.. J. Phyn. Colioid Chan.,E, 28.3 (1950).

SerensM, J. M. adY. Arlt, ~lPuID-LlPUlD EPUILIBRIUW DATA COLLECTION, Vol. V, part 1. Dechm Chmistrv Oats Series. WOO

10600.00 Horvath. A. L., HALOGENATED HYDROCARBONS, Marcel Dekter, Inc., Yew York. YI (1982).

5032.00 smrcnsm, J. M. and u. Arit, ~IPuID-LIOUIO ~PUlLlBRlWDATA COLLECTION, Vol. V, part 1. Oechm Chmistrv Data Series. 6000

229000.00 Kirk, P. E. and 0. F. Othmr, eds., ENCYCLOPEDIA OF CHEMICAL TECHNOLOGY, 3rd ed., Vol. 11, John Yiley and Sw, Inc., ...... Yew York, MY (1980). 67 CBHlDO2 ETHYLENE GLYCOL MONOPHENYL ETHER 27000.00 setected

15000.00 Kirk, R. E. and 0. F. Othmr. eds., ~NCYCLOPEDIA OF CHEMICAL TECHNOLOGY, 3rd ed.. Vol. 11, ~ohnYiley and Sons. Inc..

74 CLCL6 HEXACHLOROBUUDIENE . 3.23 Sel ec ted

3a R 3.21 Horvath, A. L., HALOGENATED UYOROCAKBONS, Marcel Dekker. Ire., Yaw York, YY (1982).

9.5200 Baker, €. 6.. FUNDAMENTAL ASPECTS OF PETROLEUM GEOtnEMlSTRv, Yaw. 8. and U. Colwb, cds., Chapter 7. 299, Elsevier Ptblishing Eo.. Yeu York. MY (1967).

5900.00 Horvath,. A. L., HALOGENATEO UYOROCARBONS, Marcel Dekker. Inc., Yen York. NY (1982).

700.00 Horvath. A. L., HALOGENATED HVOROCARBONS, Marcel Dekker, Inc., Wen York. N1 (1982).

PA CLUE0 METHYL ETHYL KETONE 248600.00 selected

2b8600.00 Soream, J. M. and Y. Arlt, ~IPUIO-LIQUID EOUILIBRIUM DATA COLLECTION, Vol. W, part 1. Dechm ChemistrY Data Series. 6000

521 00 .OO Srrmsm, J. M. and Y. Arlt, &roulD-LlOulO EPUlLlBRlLM DATA COLLECTION, Vol. V, part 1, Dechmm Chemistry Data Series. 6000

39 31.20 Yauchop, R. D. and F. Y. Getrcn, J. Phys. Chap. Data. E. 38 (1972). 31.70 *.ckay. D. ud Y. 1. Shiu. J. Chon. Ew. Data. 2, 399 (1977).

1936.00 S.rmoen, J. M. ud Y. Arlt, LIPulD-LlWlp WJlLlBRlW DATA COLLECTION, VOl. V, part 1. Dechcm Chanirtrv Data Series. MOO

2750.00 Seremen, J. M. and Y. Arlt, LIPUIO-LIOUID OUILlBRlUM DATA COLCECTION, Vol. V, part :. Dechmu Chcmistrv Data Series, 6000 (1979).

321.60 S#remm, J. M. am Y. Arlt, J,lWlD-LlOUlD gPUlLlBRlLM DA1A COLLECTION. Vol. V, part 1, Dechma Chemistry Data Series, 6000

2900.00 Sercnrcn. J. M. aid Y. Arlt. UOulD-LlOulO ~OUlLlBRlWDATA FOLLECTIOY, Vol. V, part 1. Dechenm Chemietry Data Series, MOO franlrfurtlMain. Germy (1979).

150.00 Horvath, A. 'L., HALOGENATED HYDROCARBONS, Marcel Dekker. IN., Yew York, Y1 (1982).

562.37 Srrcnsm. J. M. and Y. Arlt, LIOUID-LIOUID ,€OUlLlBRlLM DATA COLLECTION, Vol. V, part

40 517.00 Mackay. D., Y. 1. Shiu and A. U. Yolkoff, ASTM 573. 251 (1975).

500.00 Klevmr, H. 8.. J. Phys. Colloid Chm..~, 283 (1950).

519.50 Mackay. D. and Y. 1. Shiu, Can. J. Cha. Em.. U. 239 (1975).

4393.00 Serensen. J. M. and Y. Arlt, LIOUID-LIOUIO EOUlLlBRlW DATA COLLECTION, Vol. V, part 1. Oechema Chemistry Data Series, 6000 FrankfurtlMain, Germany (1979).

4380.00 Horvath, A. L., HALOGENATED HYOROCARBDNS, Marcel Dekker. Inc.. New Vork. YV (1982).

72930.00 Smrmsen, J. M. and Y. Arlt, LIOUID-LIOUIO foulLlBRlUM DATA COLLECTION, Vol. V, part 1, Dechms Chemistry Data Series, 6000

2.0500 Polak, J. and B., C. '1. Lu, Can. J. Chem., u, 4018 (1973).

2763.00 Horvath. A. L., HALOGENATED HYDROCARBONS, Marcel Dekker. I%., New Vork. NY (1982).

41 ...... 3345.00 Morvath, A. L., MALOGENITED MYPROCARBMIS, ...... Marcel~~ Detker. IK.. Yeu Yort. YY (1982). 123 con10...... I-XYLENE in.91 selected 173.97 Sw.Mm. J. M. ud Y. Arlt. LIOUID-LIOUID ~OulLlBRIWDATA COLLECT MI. Vol. V, part 1, Dechenm Chemistry Series. MOO FranlfurtlMain, hrfbc.ny k(1979).

162.00 Polat, J. and B. C. 1. LU, Can. J. Chem...... z, ~018(i9n). 196.00 Bohm, R. 1. and Y. 1. Clauscm, J. Am...... them. Soc., n, 1571 (1951). in.00 Andrm, L. J. ud R. M. Knfar, J. Am. Chem. (1949)...... Soc.. .&~~ 3644 146.00 Suttm, t. ad J. A. Caldcr. J. them. EW...... Data, a,- 320 (1975). 134.00 Price, L. E., Bull. Am. Assoc. Petrol...... Geologists, gt2). 213 (1976). 124 C8HlO...... 0-XYLENE 220.83 Sei ected 220.83 Smrmsen. J. It. and Y. Arlt. UWID-LiOUID fOUlllBRlUW DATA COLLECTIW, Vol. V, part 1, Dechnna Chemistry Data Series, 6000 FrantfurtlMain, Gernany (1979).

in.00 ItcAuliffe, C., J. Phy. Chem., Ip. 1267 ...... (19M). 170.00 Suttm, C. and J. A. Calder, J. them. EN...... Data, g, 320 (1975). 167.00 Price, L. C.. Bull. Am. Assoc. Petrol...... Geologists. 3qt2). 213 (1976). 204.00 Sutt~,C. and J. A. Calder. J. Chem. Ew. Data, a, 320 (1975).

213.00 Polat, J. and B. C. 1. Lu, Can. J. Chem...... -.u. 4010 (i~n). 125 C8H10...... P-XYLENE 201.68 Selected 201.68 Sermsen. J. It. and Y. Arlt, LlOUlD-LiOUlO ,EOUiLlBRlv* DATA COLLECTION, Vol. V. part 1, Duhenm Chemistry Data Series, 6000 FrantfurtlIain, Germany (1979).

185.00 Polak. J. and 0. C. 1. tu, Cn. J. Chem...... z, ioio (i~n). 198.00 BohM, R. 1. and Y. F. Clartlsm, J. Am. Chem. Soc., 3,1571 (1951). 157.00 Price, L. C., Bull. Am. Assoc. Petrol...... Geologists, ppt2). 213 (1976). 156.00 Sutton, C. and J. A. Calder, J. Chnn. Enp...... ~ata.g, 320 (197s). 200.00 Ardrm. L. J. and R. M. Keefer, J. Am. Chem. SOC., n. 3bU (1949). ppn(ut) - parts per million (weight) .

42 APPENDIX F

ACTIVITY COEFFICIENT AT INFINITE DILUTION

5.a JNTERNATIOUAL CRITICAL TA0LES.,*sGrau-Hill, New Yort. NT (1P28).

3.50 D'Avila, 5. 6. ud R. S. F. Silva, J. Chn. EN. Data, a, 421 (1970).

P.48 MaSlM, F. d. and E. A. Stoddard, 1. Phys. Chem., Pp. 1146 (1956). 9.2L Vierk, A. L.. 2. Anorg. chn., a,283 (1950).

16 CZHLCLZO BlS(CHLa(*ETHYL)ETHER 129.93 EBtimted

43 0.44 Carleton, 1. 1.. Id. Eng. Chm. Chon. Eng. Data Series, 1, 21 (1956).

6.10 Kortw. G., D. Mcmgiing and r. uoerner, [ha. Ing. Tech., 2,453 (1950). 8.25 Smith, E. R. and M. J. Yojciuhwski, J. Res. Nat. Bur. Stud. Sect. A, E, L61 (1937).

19.38 nwmem, Y. ud K. H. Simock, Chan. In#. Tuh., 2,1053 (1966).

5.61 Dainik, U. and J. Uoisiechonka. Przm. Chm., a,61 (1939). 59 C8HlMb DIETHVLEYE GLYCOL WDETHYL ETHER ACETATE 18L.13 Estiwted

44 19.81 Scatchard, G. and G. M. Yilson, J. In. Chm. Soc., &, 133 (1964).

71 CBlilW TRIETHYLENE GLYCOL DIMETHYL ETHER 4a.92 Estimated

TI C8H602 HYDROaUlNWE 19.07 Estimated

2.15 Green, 5. 1. and R. E. Vemer, Ind. Ew. Chn.. 47, 103 (1955).

pa C~HBUZ P-PHENYLENEDIAMiNE 14.23 Estimated