表1.
实验用化合物的log P、 pKa、 log D7.0、 log kw-IS、 log kw-IP、 ne、 A和B值
| Compound type | No. | Compound | log P | pKa | log D7.0 | log kw-IS | log kw-IP | ne | A | B | |||||||||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Neutral | N1 | benzyl alcohol | 1.10 | NA | 1.10 | 1.32 | 1.32 | 0.00 | 0.39 | 0.56 | |||||||||||
| N2 | 1,4-xylene | 3.15 | NA | 3.15 | 3.23 | 3.23 | 0.00 | 0.00 | 0.16 | ||||||||||||
| N3 | toluene | 2.73 | NA | 2.73 | 2.66 | 2.66 | 0.00 | 0.00 | 0.14 | ||||||||||||
| N4 | ethylbenzene | 3.15 | NA | 3.15 | 3.20 | 3.20 | 0.00 | 0.00 | 0.15 | ||||||||||||
| N5 | anisole | 2.11 | NA | 2.11 | 5.60 | 5.60 | 0.00 | 0.00 | 0.29 | ||||||||||||
| N6 | benzyl chloride | 5.50 | NA | 5.50 | 2.64 | 2.64 | 0.00 | 0.00 | 0.14 | ||||||||||||
| N7 | hexamethyl-benzene | 4.61 | NA | 4.61 | 4.65 | 4.65 | 0.00 | 0.00 | 0.12 | ||||||||||||
| N8 | pentachlorobenzene | 5.18 | NA | 5.18 | 4.84 | 4.84 | 0.00 | 0.00 | 0.00 | ||||||||||||
| N9 | 1,2-xylene | 3.12 | NA | 3.12 | 3.09 | 3.09 | 0.00 | 0.00 | 0.16 | ||||||||||||
| N10 | biphenyl | 4.01 | NA | 4.01 | 3.75 | 3.75 | 0.00 | 0.00 | 0.26 | ||||||||||||
| N11 | phenyl ether | 4.21 | NA | 4.21 | 3.73 | 3.73 | 0.00 | 0.00 | 0.19 | ||||||||||||
| N12 | naphthalene | 3.30 | NA | 3.30 | 3.13 | 3.13 | 0.00 | 0.00 | 0.20 | ||||||||||||
| N13 | 2-methylnaphthalene | 3.86 | NA | 3.86 | 3.65 | 3.65 | 0.00 | 0.00 | 0.20 | ||||||||||||
| N14 | 1,3-dichlorobenzene | 3.53 | NA | 3.53 | 3.32 | 3.32 | 0.00 | 0.00 | 0.02 | ||||||||||||
| N15 | tribromobenzene | 4.51 | NA | 4.51 | 4.34 | 4.34 | 0.00 | 0.00 | 0.00 | ||||||||||||
| N16 | chlorobenzene | 2.89 | NA | 2.89 | 2.72 | 2.72 | 0.00 | 0.00 | 0.07 | ||||||||||||
| N17 | bromobenzene | 2.99 | NA | 2.99 | 2.84 | 2.84 | 0.00 | 0.00 | 0.09 | ||||||||||||
| N18 | benzhydrol | 2.67 | NA | 2.67 | 2.86 | 2.86 | 0.00 | 0.41 | 0.77 | ||||||||||||
| N19 | pentabromotoluene | 5.87 | NA | 5.87 | 5.62 | 5.62 | 0.00 | 0.00 | 0.00 | ||||||||||||
| N20 | hexabromobenzene | 6.80 | NA | 6.80 | 5.63 | 5.63 | 0.00 | 0.00 | 0.00 | ||||||||||||
| N21 | benzaldehyde | 1.47 | NA | 1.47 | 1.33 | 1.33 | 0.00 | 0.00 | 0.39 | ||||||||||||
| N22 | 1,3-xylene | 3.20 | NA | 3.20 | 3.19 | 3.19 | 0.00 | 0.00 | 0.12 | ||||||||||||
| N23 | benzene | 2.22 | NA | 2.22 | 2.08 | 2.08 | 0.00 | 0.00 | 0.14 | ||||||||||||
| N24 | 1,4-diacetoxybenzene | 0.98 | NA | 0.98 | 1.45 | 1.45 | 0.00 | 0.00 | 0.77 | ||||||||||||
| N25 | 1,4-dibromonaphthalene | 5.02 | NA | 5.02 | 4.51 | 4.51 | 0.00 | 0.00 | 0.16 | ||||||||||||
| N26 | 1-bromonaphthalene | 4.22 | NA | 4.22 | 3.77 | 3.77 | 0.00 | 0.00 | 0.13 | ||||||||||||
| Carboxylic acids and | W1 | benzoic acid | 1.87 | 4.20 | -0.93 | 0.43 | 1.68 | -1.00 | 0.59 | 0.40 | |||||||||||
| phenolic acids | W2 | 2-bromobenzoic acid | 2.20 | 2.85 | -1.95 | 0.48 | 1.82 | -1.00 | 0.60 | 0.43 | |||||||||||
| W3 | 3-bromobenzoic acid | 2.87 | 3.81 | -0.32 | 1.46 | 2.76 | -1.00 | 0.64 | 0.27 | ||||||||||||
| W4 | 2-chlorobenzoic acid | 2.05 | 2.94 | -2.01 | 0.55 | 1.74 | -1.00 | 0.70 | 0.43 | ||||||||||||
| W5 | 4-chlorobenzoic acid | 2.65 | 3.98 | -0.37 | 1.34 | 2.64 | -1.00 | 0.63 | 0.27 | ||||||||||||
| W6 | 3-methylbenzoic acid | 2.37 | 4.27 | -0.36 | 1.10 | 2.21 | -1.00 | 0.60 | 0.40 | ||||||||||||
| W7 | 3,5-dimethylbenzoic acid | 2.81 | 4.30 | 0.11 | 1.67 | 2.69 | -1.00 | 0.59 | 0.38 | ||||||||||||
| W8 | phenylacetic acid | 1.41 | 4.31 | -1.28 | 0.77 | 1.79 | -1.00 | 0.59 | 0.61 | ||||||||||||
| W9 | 4-bromophenylacetic acid | 2.31 | 4.19 | -0.50 | 1.75 | 2.82 | -1.00 | 0.61 | 0.56 | ||||||||||||
| W10 | 2-chlorophenylacetic acid | 2.10 | 4.07 | -0.83 | 1.22 | 2.25 | -1.00 | 0.61 | 0.55 | ||||||||||||
| W11 | 2-methylphenylacetic acid | 1.96 | 4.35 | -0.69 | 1.16 | 2.15 | -1.00 | 0.60 | 0.65 | ||||||||||||
| W12 | 2-naphthalenecarboxylic acid | 3.28 | 4.16 | 0.44 | 1.89 | 2.92 | -1.00 | 0.65 | 0.46 | ||||||||||||
| W13 | 1-naphthaleneacetic acid | 2.74 | 4.24 | -0.02 | 1.97 | 2.98 | -1.00 | 0.60 | 0.67 | ||||||||||||
| W14 | 2-chlorophenol | 2.15 | 8.35 | 2.13 | 1.95 | 2.12 | -0.03 | 0.32 | 0.31 | ||||||||||||
| W15 | 4-bromophenol | 2.59 | 9.31 | 2.59 | 2.37 | 2.52 | 0.00 | 0.67 | 0.20 | ||||||||||||
| W16 | 2,6-dibromophenol | 3.36 | 6.80 | 2.95 | 2.30 | 3.06 | -0.55 | 0.47 | 0.22 | ||||||||||||
| W17 | 2,4-dibromophenol | 3.06 | 7.85 | 3.00 | 2.57 | 3.08 | -0.15 | 0.49 | 0.27 | ||||||||||||
| W18 | 2,4,6-trichlorophenol | 3.69 | 6.21 | 2.83 | 2.74 | 3.73 | -0.86 | 0.42 | 0.15 | ||||||||||||
| W19 | 2,4,6-tribromophenol | 4.33 | 5.95 | 3.24 | 3.13 | 4.26 | -0.86 | 0.42 | 0.15 | ||||||||||||
| W20 | pentachlorophenol | 4.69 | 5.12 | 2.80 | 3.82 | 4.93 | -1.00 | 0.70 | 0.00 | ||||||||||||
| W21 | 1,4-benzenedicarboxylic acid | NA | NA | / | / | 1.27 | -2.00 | 1.14 | 0.77 | ||||||||||||
| W22 | 1,3,5-benzenetriol | NA | NA | / | 0.23 | 0.96 | -0.01 | 1.40 | 0.82 | ||||||||||||
| W23 | 2-amino-5-nitrophenol | NA | NA | / | 1.15 | 1.66 | -0.04 | 0.76 | 0.64 | ||||||||||||
| W24 | 1,4-benzenediol | NA | NA | / | 0.21 | 0.60 | 0.00 | 1.06 | 0.57 | ||||||||||||
| W25 | 2-amino-4-nitrophenol | NA | NA | / | 0.74 | 1.86 | -0.04 | 1.01 | 0.43 | ||||||||||||
| Compound type | No. | Compound | log P | pKa | log D7.0 | log kw-IS | log kw-IP | ne | A | B | |||||||||||
| W26 | 5-nitroisophthalic acid | NA | NA | / | 2.89 | 2.86 | -2.00 | 1.25 | 0.87 | ||||||||||||
| W27 | 4-aminobenzoic acid | NA | NA | / | / | 0.45 | -0.99 | 0.80 | 0.76 | ||||||||||||
| W28 | 2-aminophenol | NA | NA | / | 0.65 | 0.78 | 0.00 | 0.60 | 0.66 | ||||||||||||
| W29 | 4-hydroxyphenethyl alcohol | NA | NA | / | 1.09 | 1.06 | 0.00 | 0.81 | 0.67 | ||||||||||||
| W30 | 3-aminophenol | NA | NA | / | 0.33 | 0.59 | 0.00 | 0.65 | 0.78 | ||||||||||||
| W31 | ethyl gallate | NA | NA | / | 1.26 | 2.98 | -0.15 | 1.35 | 0.93 | ||||||||||||
| W32 | 2-amino-4-tert-butylphenol | NA | NA | / | 2.58 | 2.68 | 0.00 | 0.51 | 0.59 | ||||||||||||
| W33 | 3,5-dihydroxybenzoic acid | NA | NA | / | / | 1.01 | -1.00 | 1.56 | 0.93 | ||||||||||||
| Sulfonic acids | S1 | benzenesulfonic acid | NA | NA | / | 0.30 | 1.70 | -1.00 | 0.31 | 0.88 | |||||||||||
| S2 | 1,5-naphthalenedisulfonic acid | NA | NA | / | / | 2.30 | -2.00 | 0.63 | 1.71 | ||||||||||||
| S3 | 4-chlorobenzenesulfonic acid | NA | NA | / | 1.27 | 2.57 | -1.00 | 0.31 | 0.87 | ||||||||||||
| S4 | 4-methylbenzenesulfonic acid | NA | NA | / | 1.04 | 2.11 | -1.00 | 0.31 | 0.88 | ||||||||||||
| S5 | 5-amino-2-nanphthalenesulfonic acid | NA | NA | / | 0.94 | 2.09 | -1.00 | 0.54 | 1.26 | ||||||||||||
| S6 | 2-amino-1,4-benzenedisulfonic acid | NA | NA | / | / | 1.75 | -2.00 | 0.85 | 1.90 | ||||||||||||
| S7 | 1-naphthalenesulfonic acid | NA | NA | / | 1.66 | 2.95 | -1.00 | 0.31 | 0.94 | ||||||||||||
| S8 | 2-naphthalenesulfonic acid | NA | NA | / | 1.65 | 2.86 | -1.00 | 0.31 | 0.94 | ||||||||||||
| S9 | 2,4-dimethylbenzenesulfonic acid | NA | NA | / | 1.28 | 2.64 | -1.00 | 0.31 | 0.89 | ||||||||||||
| S10 | 4-sulfobenzoic acid | NA | NA | / | / | 1.54 | -2.00 | 0.88 | 1.21 | ||||||||||||
| S11 | 3,5-dichloro-2-hydroxybenzenesulfonic acid | NA | NA | / | 1.95 | 3.75 | -1.14 | 0.81 | 0.90 | ||||||||||||
| S12 | 3,5-dicarbomethoxybenzenesulfonic acid | NA | NA | / | 1.63 | 2.90 | -1.00 | 0.31 | 1.55 | ||||||||||||
| S13 | 4-hydroxybenzenesulfonic acid | NA | NA | / | / | 1.15 | -1.01 | 0.81 | 1.15 | ||||||||||||
| S14 | 3-sulfobenzoic acid | NA | NA | / | / | 1.85 | -2.00 | 0.88 | 1.21 | ||||||||||||
The n-octanol/water partition coefficients (log P) and pKa were literature values obtained from the database module of ACD/Labs software; log D7.0 (log D under pH 7.0) were calculated with log P, pKa and pH; log kw-IS was log kw value in IS-RPLC mode extrapolated by linear solvent strength (LSS) model; log kw-IP was log kw value in IP-RPLC mode extrapolated by LSS model; ne, A and B values were obtained from https://ilab.acdlabs.com/iLab2/; NA: no literature log P, pKa value available; /: not available.