1197
Appendix C
PHYSICOCHEMICAL PROPERTIES OF ORGANIC COMPOUNDS
Appendix C contains the names, molecular formula, molar mass (MJ, density (pi), melting point (Tm), boiling point (Tb), vapor pressure ( P:), aqueous solubility ( Czt ), air-water partition constant (Kjaw), octanol-water partition constant (Kio,,,), and acidity constant (Kia, where appropriate) of some environmentally relevant organic chemicals. Except for density (20°C), all data are given for 25°C. The data have been collected from various data compilations (and references cited therin) including Abraham et al. (1 994a and b), Hansch et al. (1 995), Lide (1 998), Mackay et al. (1992-97), Mitchell and Jurs (1998), Montgomery (1997), and Ruelle and Kesselring (1 997a and b).
Environmental Organic Chemistry, 2nd Edition. Rene P. Schwarzenbach, Philip M. Gschwend and Dieter M. Imboden
Copyright 0 2003 John Wiley &L Sons, Inc.
Compound Name Molecular Formula
r
\o 00
log p,*lPa -log q G t -logH;,, myow PK;, w calculated
(experimental)
Methane Ethane Propane n-Butane n-Pentane n-Hexane n-Heptane n-Octane n-Nonane n-Decane n-Undecane n-Dodecane n- Hexadecane n-Octadecane
2-Methylpropane (isobutane) C A 0
2-Methylbutane (isopentane) C5H12
2,2-Dimethylpropane (neopentane) C5H12
2,2-Dimethylbutane (neohexane) C6H14 2,2,4-Trimethylpentane (isooctane) C8H,8
2-Methylpentane (isohexane) C6H14
1.3-Butadiene 2-Methyl-I ,3-butadiene (isoprene) 1 ,4-Pentadiene Cyclopentene Cyclopentane 1 ,4-Cyclohexadiene Cyclohexene Cyclohexane 1 -Hexene Methylcyclohexane
C4H6
C5H8
C5H8 C5H8
C5H10
C6H10
C6H12
C6H12
C7H14
16.0 30.1 44.1 58.1 72.2 86.2
100.2 11 4.2 128.3 142.3 156.3 170.3 226.4 254.4
n-Alkanes
-1 82.5 -1 83.3 -1 89.7
0.58 (L) -138.4 0.63 -1 29.7 0.66 -95.0 0.68 -90.6 0.70 -56.8 0.72 -51 .O 0.73 -29.7 0.74 -25.6 0.75 -9.6 0.77 18.2 0.78 28.2
-1 64.0 -88.6 -42.1 -0.5 36.1 69.0 98.4
125.7 150.8 174.1 195.9 21 6.3 287.0 31 6.1
Branched A/kanes
58.1 0.56 (L) -159.4 -11.7 72.2 0.62 -159.9 27.9 72.2 0.59 (L) -16.6 9.5 86.2 0.64 -153.8 60.1 86.2 0.65 -99.8 49.7
11 4.2 0.69 -107.4 99.2
54.1 68.1 68.1 68.1 70.1 80.1 82.1 84.2 84.2 98.2
Unsaturated and Ahicychic ffydrocarbons
0.62 (L) 0.68 0.66 0.77 0.74 0.85 0.81 0.78 0.67 0.77
-1 08.9 -1 46.0 -1 48.3 -1 35.1 -92.9 -49.2
-1 03.5 6.5
-1 39.8 -1 26.6
-4.4 34.0 26.0 44.2 49.2 81.5 83.0 80.7 63.4
100.6
7.45 6.61 5.98 5.40 4.83 4.30 3.79 3.26 2.76 2.24 1.72 1.19
-0.73 -1.78
5.56 4.96 5.24 4.45 4.63 3.81
5.45 4.86 5.00 4.70 4.63 3.95 4.07 4.10 4.40 3.79
2.82 (1 bar) 2.69 (1 bar) 2.85 (1 bar) 2.98 (1 bar) 3.25 3.83 4.53 5.20 5.77 6.42
-1.43 -1.30 -1.46 -1.58 -1.69 -1 -74 -1.93 -2.07 -2.14 -2.27
7.52 -2.32 7.80 -0.68 8.08 -0.09
1.09 1.81 2.36 2.89 3.39 4.00 4.66 5.15 5.65 6.25
3.07 (1 bar) -1.68 2.82 3.18 -1.75 3.34 (1 bar) -1.95 3.11 3.80 -1.86 3.60 3.65 -1.89 3.42 4.67 -2.09
1.86 2.04 2.08 2.09 2.64 2.03 2.60 3.17 3.22 3.81
-0.47 -0.51 -0.69 -0.40 -0.88
0.41 -0.28 -0.89 -1.22 -1.21
1.99 2.05
3.00 2.30 2.86 3.44 3.40 3.88
A/ky/a fed Benzenes
0.88 5.5
0.87 -95.0
0.86 -95.0
0.91 -31 .O
0.88 -25.2
0.86 -47.8
0.86 13.3
0.86 -99.6 0.86 -96.6 0.89 -25.4 0.88 -43.8 0.88 -44.7 0.88 -83.8 0.86 -62.4 0.86 -88.0 0.86 -75.0 0.87 -58.0 0.91 -6.3 0.84 79.5 0.86 -78.3 0.86 -61 .O
166.7
Benzene
Methylbenzene (toluene)
Ethylbenzene
Vinylbenzene (styrene)
1 ,PDimethylbenzene (0-xylene)
1,3-Dimethylbenzene (m-xylene)
1,4-Dimethylbenzene (p-xylene)
n-Propylbenzene lsopropylbenzene 1,2,3-TrimethyIbenzene 1,2,4-Trimethylbenzene 1,3,5-Trimethylbenzene 1 -Ethyl-2-methylbenzene 1 -Ethyl-4-methylbenzene n-Butylbenzene s-Butylbenzene f-Butylbenzene 1,2,3,4-Tetramethylbenzene 1,2,4,5-Tetramethylbenzene n-Pentylbenzene n-Hexylbenzene Hexamethylbenzene
lndane Naphthalene
1 -Methylnaphthalene 2-Methylnaphthalene Acenaphthene
Acenaphthylene Fluorene
C6H6
C,H8
C8HlO
C8HlO
C8HlO
C8HlO
‘gHl2
‘gH12
‘SH12
‘gHl2
‘gH12
‘gH12
‘gHl2
‘10H14
ClOH14
C10H14
C10H14
C10H14
C11H16
C12H18
C12H18
C9H10
C l OH8
Cl lHlO
Cl lHlO
C l 2H10
C12H8
C13HlO
78.1
92.2
106.2
104.2
106.2
106.2
106.2
120.2 120.2 120.2 120.2 120.2 120.2 120.2 134.2 134.2 134.2 134.2 134.2 148.3 162.3 162.3
80.1
11 0.6
136.2
145.1
144.4
139.1
138.1
159.2 154.2 176.1 169.4 164.7 165.2 162.0 183.0 174.0 169.0 205.0 195.9 202.2 226.0 265.0
4.10
3.57
3.09
2.94
2.95
3.04
3.07
2.65 2.79 2.30 2.42 2.52 2.52 2.60 2.15 2.40 2.46 1.65 1 .I1 1.65 1.13
-0.80
Po&cyc/ic Aromatic Hydrocarbons and Re/afed Compounds
118.2 0.96 -51.4 178.0 2.30 128.2 1.16 80.2 218.0 1.05
142.2 1.02 -22.0 244.0 0.92 142.2 1.01 35.0 241.0 0.95 154.2 1.05 96.2 278.0 -0.51
152.2 0.90 92.5 270.0 -0.05 166.2 1.20 116.0 295.0 -1.02
1.65
2.22
2.80
2.53
2.75
2.82
2.77
3.34 3.33 3.23 3.33 3.38 3.20 3.10 3.95 3.73 3.60
4.58 4.59 5.20 5.84
3.03 3.60
3.71 3.75 4.61
4.59 4.94
0.65
0.60
0.50
0.93
0.69
0.53
0.55
0.40 0.27 0.86 0.65 0.50 0.67 0.69 0.29 0.26 0.33
0.70 0.15 0.06 1.35
(0.65 exp.)
(0.62 exp.)
(0.47 exp.)
(0.92 exp.)
(0.68 exp.)
(0.52 exp.)
(0.54 exp.)
1.06 1.74
1.76 1.69 2.29
1.85 2.47
(1.72 exp.)
(2.28 exp.)
(2.39 exp.)
2.17
2.69
3.20
2.95
3.16
3.30
3.27
3.69 3.66 3.60 3.65 3.42 3.53 3.63 4.38 4.44 4.11 4.00 4.10 4.90 5.52 4.75
3.33 3.33
3.87 3.99 4.20
4.00 4.32 w
w W W
Compound Name r
0 0
Molecular fY P, Trn r, -1ogy,, logK;ow PK;, N Formula (g.mol-I) (gem") ("C) ("C)
log p,*lPa -log qCt calculated
(experimental)
Phenanthrene
Anth racene
Fluoranthene
Pyrene
Benzo(a)anthracene Chrysene Benzo(a)pyrene
Perylene
C hloromethane Dichloromethane
Trichloromethane
Tetrachloromethane
1 ,I -Dichloroethane
1,2-Dichloroethane
1 , I ,1-Trichloroethane
l11,2-Trichloroethane
1,1,2,2-Tetrachloroethane
Pentachloroethane Hexachloroethane C hloroethene
1 , I -Dichloroethene
c14H10
C14H10
C16H10
C16H10
C18HlZ C,8H,Z CZOHIZ
C,OH,Z
CH3CI CH,CI,
CHCI,
CCI,
CZH4C'Z
CZH4C1Z
CZH3C13
CZH3C13
CZHZC14
C,HCI,
CzH3CI cZc16
CZHZCIZ
CZHZCIZ
CZHZC',
178.2
178.2
202.3
202.3
228.3 228.3 252.3
252.3
50.5 84.9
119.4
153.8
99.0
99.0
133.4
133.4
167.9
202.3 236.7
62.5
96.9
96.9
96.9
0.98 101.0 339.0
1.25 217.5 341.0
1.25 110.5 384.0
1.27 156.0 403.0
1.25 160.6 437.5 1.28 255.0 448.0
176.5 496.0
277.0 503.0
CMoriated C,- to C4-Compouna's
0.92 (L) 1.33
1.48
1.59
1.18
1.25
1.34
1.44
1.60
1.68 2.09 0.91 (L)
1.22
1.27
1.27
-97.7 -95.1
-63.3
-23.0
-97.3
-35.5
-31.4
-37.0
-40.8
-29.0 187.5
-1 53.8
-1 22.0
-81 .O
-50.0
-24.2 40.1
61.4
76.7
57.3
83.6
73.9
11 3.6
146.3
160.8 187.5 -1 3.7
31.7
60.0
48.0
-1.66
-3.01
-2.91
-3.09
-4.60 -6.22 -6.15
-7.85
5.76 4.76
4.40
4.16
4.49
4.05
4.22
3.60
2.90
2.79 1.70 5.55
4.90
4.45
4.61
5.20
6.60
5.96
6.16
7.32 8.05 8.14
8.80
2.85
2.80
3.34
3.32
3.68 4.56 4.79
5.44
(2.93 exp.)
(2.77 exp.)
(3.35 exp.)
(3.36 exp.)
(4.86 exp.)
4.57
4.68
5.23
5.13
5.91 5.81 6.13
6.25
0.98 (lbar) 0.42 0.70 0.93
1.15 0.84 (0.97 exp.)
(0.82 exp.)
(0.05 exp.)
(0.62 exp.)
(1.30 exp.)
(0.1 5 exp.)
(1.40 exp.)
(1.85 exp.)
2.27 -0.04
1.29 0.61
1.07 1.27
2.01 -0.16
1.47 1.32
1.71 1.78
2.61 0.99 3.68 1.01 1.35 (1 bar) -0.04
1.59 -0.10
1.28 0.66
1.19 0.59
(-0.05 exp.)
(-0.03 exp.)
(0.79 exp.)
(0.46 exp.)
0.91 1.31
1.95
2.77
1.79
1.46
2.49
2.34
2.39
3.22 3.93 1.27
1.48
1.86
2.09
Trichloroethene C,HCI,
Tetrachloroethene c2c14
3-Chloro-1 -propene C3H5CI
Bromomethane Dibromomethane
CH,Br CH,Br,
Tribromomethane CHBr,
Bromoethane C,H5Br
Bromoethene C,H,Br lodomethane CH31
1 ,e-Dibromoethane C!2H4Br2
lodoethane C2H51
Bromochloromethane CH,BrCI Bromodichloromethane C H BrCI, Dichlorodifluoromethane CCI,F, (Freon 12) Trichlorofluoromethane CCI,F (Freon 11) 1,l ,2-Trichloro-l,2,2-trifluoroethane C,CI,F, (Freon 11 3) 1,1,2,2-Tetrachloro-l ,Pdifluoroethane C,C14F, (Freon 11 2)
Chlorobenzene C6H,CI
131.4 1.46 -73.0 87.0 4.00
165.8 1.62 -22.4 121.1 3.40
76.5 0.94 -135.0 44.9 4.70
Brominated and Iodated C - and C,-Compound
94.9 1.68 (L) -93.6 3.6 5.34 173.9 2.50 -52.6 96.7 3.81
252.8 2.89 8.3 149.6 2.86
109.0 1.45 -119.0 38.4 4.80 187.9 2.18 9.8 131.5 3.21 107.0 1.49 (L) -139.5 15.8 5.15 141.9 2.28 -66.5 42.5 4.73
156.0 1.94 -111.0 72.4 4.26
Mixed Ha/ogenated C - and C2-Compounds
129.4 163.8 120.9
137.4
187.4
203.8
11 2.6
147.0
147.0
147.0
181.5 181.5 181.5
1.93 -88.0 1.97 -57.1 1.33 (L) -158.0
1.18 -111.0
1.57 -35.0
1.64 -25.5
Ch/orobenzenes
1.11 -45.2
1.30 -1 7.0
1.29 -24.7
1.25 53.1
1.69 52.0 1.45 17.0 1.39 63.5
68.1 90.0
-29.8
23.8
47.6
92.8
132.0
180.0
173.0
174.0
21 8.5 21 3.5 208.0
4.29 3.82 5.75
5.03
4.68
3.87
3.20
2.30
2.45
2.05
1.45 1.58 1.50
2.08 0.31 (0.40 exp.)
(0.1 2 exp.)
(0.42 exp.)
3.07 -0.08
1.33 0.36
0.79 (1 bar) 0.35 1.18 1.40
1.91 1.62
1.09 1.50 1.63 1.55
(1.20 exp.)
(1.72 exp.)
1.01 0.66
1.60 0.53 (0.65 exp.)
0.94 1.16 1.55 1.01 2.64 (1 bar) -1.25
2.10 (lbar) -0.71 (-1.18 exp.)
(-0.61 exp.)
(-1.11 exp.) 3.04 -1.29
3.23 -0.71
2.39 0.80
3.05 1.04
3.08 0.86
3.30 1.04
3.94 1.01 3.78 1.03 4.53 0.36
(0.82 exp.)
(1 .OO exp.)
(0.82 exp.)
(1.10 exp.)
2.42
2.88
1.45
1.19 1.88
2.67
1.61 1.96 1.57 1.51
2.00
1.41 2.10 2.16
2.53
3.16
3.73
2.78
3.40
3.47
3.45
4.14 4.06 4.19
Compound Name Molecular Formula
c-r -log q.y' -logYaw logK0, PK, t 4
calculated t 4 0
(experimental)
1,2,3,4-Tetrachlorobenzene C6H2C14
1,2,3,5-TetrachIorobenzene C6H2C14
1,2,4,5-TetrachIorobenzene C6H2C'4
Pentachlorobenzene C6HC15
Hexachlorobenzene c6c16
Biphenyl 2-CBP (PCB1) 4-CBP (PCB3) 2,2'-CBP (PCB4) 2,4-CBP (PCB7) 2,4'-CBP (PCB8) 4,4'-CBP (PCB15) 2,2',5-CBP (PCBI 8) 2,4,4'-CBP (PCB28) 2,4,5-CBP (PCB29) 2,2',4,4'-CBP (PCB47) 2,2',5,5'-CBP (PCB52)
3,3',4,4'-CBP (PCB77) 2,2',3,4,5'-CBP (PCB87) 2,2',4,5,5'-CBP (PCB101) 2,2',4,4',5,5'-CBP (PCBl53) 2,2,3,4,4,5,5'-CBP (PCBl80)
C12HlO
ClZH9CI Cl2H8CIZ C l 2H8CIZ C1zHaC'z C12H8CIZ
'1 2 H9CI
C1ZH7C'3
C12H7Ci3
'1 ZH7C13
'1 2H6C14
'1 2 H6C14
'1 ZH6'I4 C1ZH5C15
C12H5C15
C12H4C16
'1 2H&17
a hexachlorocyclohexane (a-HCH) C6H6C16 p hexachlorocyclohexane (6-HCH) C,H,CI,
(lindane, yHCH) y hexachlorocyclohexane C6H6C16
p,p'DDT 1 4H9C '5
AP' -D DE C14H8Ci4
A P' -D DD C14H10C'4
21 5.9 47.5 254.0 0.75 21 5.9 1.86 54.5 246.0 1 .oo 21 5.9 140.0 243.0 -0.14
250.3 1.83 86.0 277.0 -0.66 284.8 2.08 230.0 322.0 -2.60
Po/ychlohafed Biphenys (PCBs), Selecfed Congeners
154.2 0.87 71.0 255.9 0.11 188.6 0.98 34.0 274.0 -0.30 188.6 0.98 77.7 291.0 -0.57 223.1 1.05 61 .O -0.58 223.1 1.05 24.4 -0.60 223.1 1.05 45.0 -1 . I0 223.1 1.05 148.5 -2.30 257.5 1.15 44.0 -0.84 257.5 i . i5 57.5 -1.70 257.5 1.15 78.5 -1.95 292.0 1.20 41.5 -2.00 292.0 1.20 86.5 -2.30 292.0 1.20 180.0 326.4 1.28 11 2.0 -3.52 326.4 1.28 77.0 -2.96 360.9 103.5 -3.92 395.4 109.5
Miscelanous Po/ych/oflhafed Compounds
290.8 158.0 -2.52 290.8 309.5 -4.40 290.8 11 2.0 -2.15
354.5 1.55 109.0 31 8.0 89.0 320.0 109.5
-4.70 -3.20 -3.90
4.69 4.79 5.23 5.58 7.55
4.34 4.54 5.19 5.35 5.25 5.35 6.57 5.80 6.20 6.26 6.51 6.99 7.47 7.91 7.51 8.55
5.28
6.46 4.60
7.80 6.90 6.80
k 0.95 4.64 0.60 4.66 'd x 1.30 4.72 5
E 1.47 5.18 1.44 5.80
x
(1.54 exp.)
1.93 4.01 1.55 4.53 1.77 4.61 1.62 4.97 1.74 5.30 2.14 5.10 2.12 5.33 1.43 5.60 1.89 5.62 2.08 5.90 1.88 6.29
1.70 6.09 6.50
2.00 6.37 1.83 6.36 1.76 7.15 2.36 7.36
3.63 3.81
4.33 3.80 3.94 3.78
3.30 6.36 2.69 5.70 3.49 5.50
Dimethyl ether Diethyl ether Methyl- t-butyl-ether (MBTE) Di-n-propyl ether Di-isopropyl ether n-Butyl-ethyl ether D-n-butyl ether
Ethylene oxide (epoxyethane) Propyleneoxide (epoxypropane) Tetrahydrofuran 1,4-Dioxane 1 -Chloro-2,3-epoxypropane (epichlorohydrine) Di-2-chloroethyl ether Methoxybenzene (anisole) Ethoxybenzene (phenetole) Styreneoxide
Dibenzo-p-dioxin (DD) 1-CDD 2,7-DCDD 1,2,3,4-TCDD 2,3,7,8-TCDD 1,2,3,4,7-PCDD 1,2,3,4,7,8-HCDD Octachloro-DD
Dibenzofuran (DF) 2,8-DCDF 2,3,7,8-TCDF 2,3,4,7,8-PCDF 1,2,3,4,7,8-HCDF Octachloro-DF
AhNhatic Ethers
46.1 0.67 -141.5 -24.8 74.1 0.71 -116.3 34.5 88.2 0.74 -109.0 55.2
102.2 0.75 -123.2 90.1 102.2 0.73 -85.5 68.5 102.2 0.75 -103.0 92.2
130.2 0.77 -95.2 140.3
Misce//aneous Ethers /nc/udng Epoxides
44.1 0.87 -111.0 10.7 58.1 0.83 -112.1 34.2 72.1 0.89 -108.5 66.0 88.1 1.03 11.0 101.1 92.5 1.18 -57.2 116.2
143.0 1.22 -46.8 178.0 108.2 0.99 -37.5 153.6 122.2 1.07 -31.0 169.5 120.2 1.05 -35.6 194.1
5.77
4.85 4.51 3.92 4.30 3.90 2.95
5.16 4.85 4.33 3.70 3.36
2.31 2.67 2.31 1.60
Po/ych/oflnated Dibenzo-p-Dioxins (FCDDs), Se/ected Congeners
C12H802 184.0 123.0 283.5 -1.26
C12H,CI0, 218.5 105.5 315.5 -1.92
C12H6C1202 253.0 210.0 373.5 -3.92
Cl,H,C140, 322.0 190.0 419.0 -5.20
C12H4CI,02 322.0 305.0 446.5 -6.70
C12H,CI,02 356.4 196.0 464.7 -7.05
C12H2C1602 391 .O 273.0 487.7 -8.29 460.0 322.0 510.0 -1 0.00 Cl 2CP2
Po/ych//Onated Dibenzo furans (PCDFs), Se/ected Congeners
C12H80 168.2 86.5 287.0 -0.52
C,,H6C120 237.1 184.0 375.0 -3.41
C12H,C140 306.0 227.0 438.0 -5.70
Cl2H3CI50 340.4 1196.0 464.7 -6.46
C12H2C160 374.9 225.5 487.7 -7.50
c12c1602 443.8 258.0 537.0 -9.30
(1.40 exp.) 0.05 1.49 0.34 1.54 1.50 0.97
1.10 0.98 1.20 I .29
2.75 0.69
-0.93 (1 bar) -0.91 miscible (2.55 exp.) miscible (3.71 exp.)
0.15 2.88
1.15 2.93 1.80 1.92 2.18 1.90 1.63 3.16
5.33 5.72 7.83 8.77
10.22 9.48
10.94 12.79
2.32 2.59 2.48 2.82 2.87 3.96 3.74 3.60
4.55 2.36 7.21 2.59 8.86 3.23 9.16 3.87
10.66 3.23 11.58 4.11
0.10
0.89 0.94 2.03 1.52 2.03
3.21
-0.30 0.03 0.46
0.30
1.29 2.11 2.51 1.55
-0.27
4.30 4.90 5.70 6.60 6.80 7.40 7.80 8.20
4.31
5.44 6.10 6.50 7.00 8.00
c)
Y
w Compound Name Molecular Y P, Gl r, log p,*lPa -log q;' -l0gYaw logK;,, PK;, t4 0 A calculated
(experimental) Formula (g.mol-') (gcma) ("C) ("C)
Phenol
2-Methylphenol (0-cresol)
3-Methylphenol (m-cresol) 4-Methylphenol (p-cresol)
4-Ethylphenol 2,6-Dimethylphenol
3,CDimethylp henol 2,4,6-Trimethylp henol 4-n-Butylp henol 4- t-Butylphenol 4-n-Octylp henol 4-n-Nonylphem!
2-Chlorophenol 3-C hlorophenol 4-C hlorophenol 2,4-Dichlorophenol 2,4,5-Trichlorophenol 2,4,6-Trichlorophenol 2,3,4,5-Tetrachlorophenol 2,3,4,6-Tetrachlorophenol Pentachlorophenol
2-Nitrophenol
3-Nitrophenol 4-Nitrophenoi 2,4-Dinitrophenol 2,4-Dinitr0-6-methylphenol (dinitro-ocresol; DNOC)
C6H60
C7H80
C7H80
C7H80
C8H100
C,Hl,O
C9H12O C8H100
'1 OH,,'
C10H140
C14H220
C15H24G
C,H,CIO C,H,CIO C,H,CIO C6H4CI,0 C,H,CI,O C,H,CI,O C,H2CI,0
C,H,CI,O C6HCI,0
C6H!iN03
C6H5N03
c6H5N03
C6H4N2'5
C7H6N205
94.1
108.1
108.1 108.1
122.2 122.2
122.2 136.2 150.2 150.2 206.3 220.4
128.6 128.6 128.6 163.0 197.5 197.5 231.9 231.9
266.3
139.1
139.1 139.1 184.6 198.1
A/ky/ated Pheno/s
1.05 40.9 181.8
1.05 30.7 191.0
1.03 11.9 202.1 1.03 35.2 201.9
1.03 47.0 219.0 1.13 49.0 203.0
1.14 67.0 72.0
0.98 22.0 248.0 99.0 238.0 41.5
1.51 96.0 295.0
Ch/orinted Pbeno/s
1.26 9.8 175.2 1.25 32.6 214.0 1.31 42.7 219.0 1.38 43.7 213.0 1.50 62.5
68.8 243.5 11 7.0 69.5
189.3
Nifropbeno/s
1.55 44.7 215.0
96.5 1.48 11 4.0
114.1 86.5
1.79 0.005
1.60 0.61
1.30 0.67 1.20 0.75
0.80 1.18 1.28 1.29
-0.07 1.40 0.82 2.10
2.31 0.08 2.11
-1.14 4.18 -1.15 4.64
2.50 0.65 1.54 0.69 1.27 0.68 1.20 1.57 0.62 2.22 0.37 2.37
-1 .oo 3.15 -0.55 3.10 -2.04 4.15
1.26 2.03
1.03 -2.26 0.98
2.74 -1 . I4 3.00
4.59
4.18
4.42 4.44
4.40 3.70
5.06 3.47
4.20 3.35 2.89
(4.79 exp.)
(4.30 exp.)
(4.49 exp.)
(3.56 exp.)
3.24 4.16 4.43
3.61 3.55 3.65 4.24 3.84 4.28
3.10 (3.40 exp.)
7.66
4.53
1.98 10.05 1.93 10.25
2.50 10.00 2.36 10.63
2.23 10.34 2.73 10.90 3.64 3.14 9.90
5.76
2.19 8.44 2.48 8.98 2.42 9.29 3.09 7.85 3.90 6.91 3.67 6.19 4.87 6.35 4.45 5.40 5.24 4.83
1.78 7.15
2.00 8.36 1.96 7.06 1.66 4.01 2.12 4.31
Misce//aneous PhenoLc Compounds
1,2-Dihydroxybenzene (catechol)
1,3-Dihydroxybenzene (resorcinol)
1,4-Dihydroxybenzene (hydroquinone) 2-Methoxyphenol (guaiacol)
4,5-Dichloro-2-rnethoxyphenol (4,5-dichloroguaiacoI) 3,4,5-trichloro-2-methoxyphenol (3,4,5-Trichloro-guaiacol) 4,5,6-Trichloro-2-methoxyphenol (4,5,6-trichloro-guaiacol) Tetrachloro-2-methoxyphenol (tetrachloroguaicol)
Methanal (formaldehyde) Ethanal (acetaldehyde) Propanal nButanal (butyraldehyde)
iso-Butanal (isobutyraldehyde) n-Pentanal (valeraldehyde) Hexanal
2-Propenal (acrolein) Benzaldehyde
Propanone (acetone) Butanone 2-Pentanone
2-Hexanone Cyclohexanone Methyl-phenyl-ketone (acetop hen one) Diphenylketone (benzophenone)
110.1
110.1
110.1
124.1
193.0
227.5
227.5
261.9
30.0 44.1 58.1 72.1
72.1 86.1
100.2
56.1 106.1
58.1 72.1 86.1
100.2 98.1
120.2
182.2
1.15
1.27
1.33
0.78 0.87 0.80
0.81 0.85
0.84 1.04
0.79 0.81 0.81
0.81 0.95 1.03
104.0
110.0
172.0
32.0
74.0
85.5
113.5
121.5
Aldehydes
-92.0 -1 23.0 -80.0 -96.4
-65.0 -93.5 -56.0
-87.3 -26.0
Ketones
-94.7 -87.0 -76.9
-55.8 -32.1
19.6
48.0
245.0
277.0
287.0
205.0
-21 .oo 20.8 48.0 74.8
64.1 103.0 131.0
52.6 178.8
56.1 79.6
102.3
128.6 155.6 202.0
305.4
-0.65
-2.93
-2.59
1.32
-0.24
-0.79
-1.49
-1.80
5.72 5.08 4.63 4.19
4.36 3.66 3.17
4.56 2.24
4.50 4.09 3.70
3.20 2.78 1.67
-1.05
0.39
0.00
0.20
0.70
2.52
2.86
3.62
4.00
0.01
1.30
1.55
miscible
0.16
0.76 0.63 1.35
2.82
(6.65)
(9.32)
(8.78)
4.38
4.11
4.32
4.26
4.19
(4.28 exp.)
(4.90 exp.) (2.52 exp.) (2.50 exp.)
(2.33 exp.) (2.10 exp.) (2.22 exp.)
(2.06 exp.) (2.27 exp.)
(2.95 exp.)
2.20
1.92
2.60
(2.80 exp.) (2.60 exp.)
2.53 (2.58 exp.)
2.43 2.98 3.37
4.62
0.88
0.80
0.59
1.32
3.26
3.77
3.74
4.45
0.45 0.59 0.88
1.78
-0.01 1.48
-0.24 0.29 0.90
1.38 0.71 1.63
3.18
9.34 12.60 9.32
11.10 9.85
11.40
8.52
7.56
7.07
6.26
P
% E
’d
3
x
CI -lOgy,, ~0gYow Py, t4
calculated Q\
log p,?lPa -log C:' 0
Compound Name Molecular 4. Pi am Tb Formula (g.mol-I) (gcm4) ("C) ("C)
(experimental)
Acetic acid Propanoic acid Butanoic acid (butyric acid)
Hexanoic acid Benzoic acid Phenylacetic acid Salicylic acid (2-hydroxy benzoic acid) o-Phthalic acid
Methyl acetate
Ethyl acetate
Propyl acetate
Butyl acetate
Hexyl acetate Vinyl acetate Methyl benzoate Ethyl benzoate
Dimethylphthalate Diethylphthalate Di-n-propyl-phthalate Di-n-butyl-phthalate Benzys-n-butyl-phthasa~e Di-(2-ethylhexyl)-phthalate
Aminobenzene (aniline) 2-Methylaniline (o-toluidine)
C2H402
C3H602
C4H802
C6H1202
C7H602
C8H802
C7H603
C8H604
C3H602
C4H802
C A 0 0 2
C6H1202
C8H1602
C4H602
C8H802
C9Hl002
'1 O H l 0'4
C12Hl 4'4
8'4
'1 6H2204
1 !3H2004
C24H38Q4
C 6 H P
C 7 H P
60.1 74.1 88.1
116.1 122.1 136.2 138.1
166.1
74.1
88.1
102.1
116.2
144.2 86.1
136.2 150.2
194.2 222.2
250.3 278.3 312.4 390.6
93.1 107.2
Carboxykc Acids
16.7 117.9 0.99 -20.7 141.1 0.96 -5.7 163.7
0.93 -3.5 205.0 1.27 122.4 249.2
77.0 265.0 1.44 159.0 211.0
210.0
Carboxykc Acid Esters
0.93 -98.1 56.9
0.90 -4: .5 77.1
0.89 -95.0 101.5
0.88 -73.5 126.1
0.88 -80.9 171.5 0.93 -92.8 72.5 1.09 -12.1 199.5 1.05 -34.0 212.4
Fhihahtes
1.19 5.5 283.7 1.23 -40.5 296.0
304.5 1.05 -35.0 340.0 1 .12 <-35.0 370.0 0.98 -50.0 385.0
Aromatic Amihes
1.01 -6.3 184.4 1 .oo -16.3 200.3
3.32 2.70
2.18
0.70 -0.96 -0.08 -1.70
4.46
4.10
3.65
3.20
2.27 4.15 1.72 1.38
0.38 -0.66
-2.28 -2.94 -2.72
1.92 1.55
miscible miscible
0.19
1.55 0.92 1.78
1.38
-0.52
-0.04
0.67
1.28
2.46 0.64 1.81 2.63
1.66 2.44 3.36 4.36 5.08 7.13
0.44 0.82
(4.95 exp.) (4.74 exp.)
4.02 (4.66 exp.) (4.56 exp.)
5.80 5.55 5.31
2.45
2.33
2.07
1.91
1.66 1.60 2.86 2.38
(2.04 exp.)
(2.16 exp.)
(2.05 exp.)
(1.94 exp.)
4.35 4.61
4.31 4.25 1.98
4.03 4.02
-0.25 0.33
0.79
1.92 1.89 1.41 2.24
0.73
0.20
0.69
1.24
1.80
2.83 0.73 2.20 2.64
1.53 2.39 3.27 4.61 4.91 7.48
0.95 1.32
> 'd
5 4.75
4.85 3
4.87 4.19 4.31 2.97
13.40 2.89 5.51
4.87 E
4.63 4.44
3-Methylaniline (m-toluidine) 4-Methylaniline (p-toluidine) 2,6-Dimethylaniline 3,4-Dimethylaniline N,N-Dimethylaniline 2-Chloroaniline 3-Chloroaniline 4-C hloroaniline 3,4-Dichloroaniline N-Phenylaniline (diphenylamine) 4,4'-Diaminobiphenyl (benzidine)
C7H9N C,H9N
C*HllN
C8H11N
'BH1l
C,H,CIN C,H,CIN C,H,CIN C,H5C12N
C12HllN C12H12N2
107.2 107.2 121.2 121.2 121.2 127.6 127.6 127.6 162.0 169.2 184.2
0.99 -31.5 1.04 43.7 0.98 11.2
51 .O 2.5
1.21 -1 4.0 1.22 -1 0.3 1.43 71 .O
71 .O 1.16 53.0
120.0
203.3 200.4
214.0 228.0 194.0 208.8 229.5 231.3 272.0 302.0 401 .O
1.42 1.60 1.30
1.95 1.54 0.98 0.40 0.36
-1.22
0.85 1.15 1.41 1.65 2.04 1.53 1.37 1.64 3.24 3.53 2.66
4.12 3.64 3.68
1.40 1.39 1.84 1.84 2.31 1.88 1.99 1.83 2.70 3.50 1.34
4.72 5.17 3.95 5.28 5.12 2.65 3.52 4.00 2.97 0.90 3.57 4.66 3.92 4.15
2.40 3.32 4.04 4.35 2.79 4.08
1 -Naphthylamine 2-Naphthylamine
143.2 143.2
1.13 49.5 300.9 1.06 111.5 306.0
1.92 5.34 5.48
2.25 2.30
Ahphafic Amines
-92.5 -96.0
-1 17.2 -81 .O
0.71 -49.5 0.72 -83.0 0.74 -50.0 0.77 -22.9
Methylamine Dimethylamine Trimethylamine Ethylamine Diethylamine n-Propylamine n-Buthylamine n-Hexylamine
31.1 45.1 59.1 45.1 73.1 59.1 73.1
101.2
-6.5 7.4 2.9
16.6 56.1 48.7 77.9
132.8
5.55 5.31 5.34 5.15 4.50 4.62 4.11 3.07
(3.34 exp.) (3.15 exp.) (2.56 exp.) (3.30 exp.) (2.98 exp.) (3.22 exp.) (3.11 exp.)
(2.90 exp.) 3.07
-0.57 -0.38
0.27 -0.13
0.50 0.32 0.98 2.06
10.80 9.80
10.80 10.90 10.70 10.70
0.25
Heterocycic N-Compound!
0.98 -41.6 115.3 0.94 -66.7 129.4 0.95 -18.1 144.1 0.95 3.7 145.4 0.94 -15.5 163.5 0.92 -6.1 144.1 1.10 -14.8 237.1
Pyridine 2-Methylpyridine (2-picoline) 3-Methylpyridine (3-picoline) 4-Methylpyridine (4-picoline) 2,3-Dimethylpyridine (2,3-lutidine) 2,6-Dimethylpyridine (2,6-lutidine) Quinoline
79.1 93.1 93.1 93.1
107.2 107.2 129.2
3.44 3.18 3.12 2.88 2.62 2.87 0.08
(3.44 exp.) (3.40 exp.) (3.50 exp.) (3.62 exp.) (3.54 exp.) (3.37 exp.)
(4.20 exp.) 4.98
0.65 1 .ll 1.22 1.22 1.65 1.68 2.06
5.25 5.97 5.67 5.99 6.57 +p
6.65 4.90 ?
5 5.40 0
X
1.33
isoquinoline 129.2 1.10 26.5 243.2
Nitrohenzenes
1.20 5.7 210.8 1.16 -9.9 222.0
Nitrobenzene 2-Methylnitrobenzene (2-nitrotoluene)
123.1 137.1
1.48 1.43
1.79 2.35
3.12 2.61
1.85 2.30 U
Compound Name + 0 00
Molecular m pi Jm Tb -10gyaw logy,, PK;, h,
Formula (g.mol-') (gcm") ("C) ("C) log p,*lPa -log qrt
calculated (experimental)
3-Methylnitrobenzene (3-nitrotoluene) 4-Methylnitrobenzene (4-nitrotoluene) 2-C hloronitrobenzene
3-Chloronitrobenzene 4-Chloronitrobenzene
1,3-Dinitrobenzene 1 -Methyl-2,4-dinitrobenzene (2.4-dinitrotoluene) 1,3-Dinitr0-2-methylbenzene (2,6-dinitrotoluene) 1,3,5Trinitrobenzene 2-Methyl-l,3,5-trinitrobenzene (2,4,64rinitrotoluene 'TNT")
Simazine Atrazine Cyanazine Propachlor Alachlor Metolachlor Carbaryl Carbofuran Fenuron Diuron lsoproturon
Tributylphosphate Tri-o-cresylphosphat Parathion Methylparathion Fenthion Disulfoton
C7H7N02
C7H7N02
C6H4CIN02
C6H4CIN02 C6H4CIN02
C6H4N204
C7H6N204
C7H6N204
C6H3N306
C7H5N306
C7H12CIN5
C8H10CIN5
C9H13CIN6
C,,H,,CINO C,,H,,CINO
'1 5H22CIN02 Cl 2% NO2
C9Hl 2N2O
C9HlOCIZNZO Cl 2H18NZO
C12H15N03
'1 2H270,P
137.1 15.9 232.0 1.28
137.1 1.39 51.6 238.3 1.20
157.6 33.0 245.3 0.70
157.6 157.6
45.0 235.6 0.27
83.3 240.5 0.44
168.1 89.9 301.9 -1.92 182.1 1.52 70.3 -1.54
182.1 1.28 65.5 -1.12
213.1 227.1
122.9 80.8
-1.82 -3.07
Piazine-, Carbamide-, Carbama fe-, and Urea Pes fiches
201.7 1.30 226.0 -5.07 21 5.7 1.19 175.0 -4.40 240.7 167.0 -6.67 211.7 1.13 71 .O -1.70 269.8 1.13 41 .O -2.70 283.8 C 25 -2.40 201.2 1.23 142.0 -4.57 221.3 1.18 152.5 -4.12 164.2 1.08 135.5 233.1 1.48 158.5 C-4.0 206.3 1.16 155.5 <-4.0
Pbosphok- and Jbiopbosphoric Acid (Tbio)€sfers
263.3 0.98 CO -0.1 0 368.4 1.21 50 -3.00
2.43
2.43
2.69
2.73 2.92
2.54
2.86
3.00
2.81 3.24
4.55 3.86 3.15 2.55 3.05 2.75 3.22 2.81 1.63 3.76 3.57
2.65 5.31
+ 2.68 2.43
2.76 2.38
!% 3.00 2.45 X
3.39 2.48
3.03 2.50
5.77 1.49 5.25 2.00
4.51 2.03
'd
3 -2
(2.74 exp.)
(2.66 exp.)
(4.80 exp.)
5.40 1.18 6.22 1.98
(5.98 exp.)
6.91 2.18 6.93 2.65 9.90 2.22 5.54 2.20 6.04 2.95 6.04 3.13 7.74 2.36 7.70 1.52
0.98 2.60 2.50
3.84 2.50 4.08 5.11 C,lH,lO,P
CloH14N05PS 291.3 1.27 6.1 -3.22 4.30 5.31 3.81 CBHl,NO,PS 263.5 1.36 37.5 -2.70 4.00 5.10 3.00
C, ,H ,O,PS, 278.3 1.25 7.5 -2.70 3.74 5.35 4.10
C8Hlg02PS3 274.4 1.14 <25 -1.80 4.20 4.00 4.02