Table S1. Values of Molar Volume, MV (cm3 mol-1), Molar Refraction, MR (cm3 mol-1), Molecular Total Surface Area, TSA (Â2), Normal Boiling Point, BP (°C), Water Solubility, log (1/S) (S=mol/L), Octanol/Water Partition, log P, and Values of Semi-Empirical Topological Index, IET of Aliphatic Alcohols.
No. / Compounds / MV / MR / TSA / BP / Log (1/S) / log P / IET01 / ethanol / 58.368 / 12.927 / - / 78.2 / -1.1 / -0.30 / 4.0500
02 / 1-butanol / 91.529 / 22.145 / 272.1 / 117.6 / -0.03 / 0.84 / 5.6669
03 / 1-propanol / 74.798 / 17.565 / - / 97.2 / -0.62 / 0.25 / 4.8584
04 / 2-propanol / 76.561 / 17.613 / - / 82.3 / - / 0.05 / 4.1306
05 / 2-methyl-1-propanol / 92.338 / 22.182 / 263.8 / 107.9 / -0.1 / 0.76 / 5.4251
06 / 2-butanol / 91.903 / 22.144 / 264.1 / 99.5 / -0.47 / 0.65 / 5.1042
07 / 2-methyl-2-propanol / 94.216 / 22.033 / - / 82.4 / - / 0.35 / 4.5611
08 / 1-pentanol / 108.16 / 26.798 / 303.9 / 137.5 / 0.59 / 1.51 / 6.4755
09 / 3-methyl-1-butanol / 108.559 / 26.77 / 291.4 / 131 / 0.51 / 1.28 / 6.1784
10 / 2-pentanol / 108.962 / 26.724 / 295.9 / 119.3 / 0.28 / 1.25 / 5.9127
11 / 2-methyl-1-butanol / 108.027 / 26.753 / 289.4 / 128 / 0.46 / 1.14 / 6.2336
12 / 3-pentanol / 107.265 / 26.565 / 293.5 / 116.2 / 0.21 / 1.21 / 5.8978
13 / 3-methyl-2-butanol / 107.631 / 26.638 / 284.3 / 112.9 / 0.18 / 1.28 / 5.6709
Table S1. (Continued)
No. / Compounds / MV / MR / TSA / BP / log (1/S) / log P / IET
14 / 2,2-dimethyl-1-propanol / 108.559 / - / - / 113.1 / - / 1.31 / 5.8013
15 / 2-methyl-2-butanol / 108.962 / 26.718 / 282.5 / 102.3 / -0.15 / 0.89 / 5.3696
16 / 1-hexanol / 125.59 / 31.636 / 335,7 / 157 / 1.21 / 2.03 / 7.2839
17 / 4-methyl-1-pentanol / - / - / 323 / 151.9 / 1.14 / 1.78 / 7.1762
18 / 2-hexanol / - / - / 327.7 / 140 / 0.87 / 1.76 / 6.7212
19 / 3-methyl-1-pentanol / - / - / - / 153 / - / - / 6.9869
20 / 2-methyl-1-pentanol / 123.795 / 31.262 / - / 148 / 1.11 / 1.78 / 7.0421
21 / 2,2-dimethyl-1-pentanol / - / - / - / 153 / 1.52 / 2.39 / 7.4182
22 / 3-hexanol / 124.716 / 31.297 / 325.3 / 135 / 0.8 / 1.65 / 6.7063
23 / 2-ethyl-1-butanol / 122.401 / 31.13 / 308.6 / 146.5 / 1.01 / 1.78 / 7.0421
24 / 4-methyl-2-pentanol / 126.774 / 31.497 / 314.9 / 132 / 0.79 / 1.67 / 6.4242
25 / 3,3-dimethyl-1-butanol / 124.005 / 31.224 / 307.5 / 143 / 0.5 / 1.57 / 6.6857
26 / 2,3-dimethyl-1-butanol / - / - / - / 144.5 / 0.37 / - / 6.7451
27 / 2-methyl-2-pentanol / - / - / 314.3 / 121.5 / 0.49 / 1.39 / 6.1781
28 / 3-methyl-2-pentanol / - / - / 311.3 / 134.3 / 0.71 / 1.67 / 6.4794
Table S1. (Continued)
No. / Compounds / MV / MR / TSA / BP / log (1/S) / log P / IET
29 / 2-methyl-3-pentanol / - / - / 314.3 / 129.5 / 0.7 / 1.67 / 6.4645
30 / 2,2-dimethyl-1-butanol / - / - / - / 136.5 / 0.91 / 1.57 / 6.6038
31 / 3-methyl-3-pentanol / 123.391 / 31.134 / 305.8 / 123 / 0.36 / 1.39 / 6.3776
32 / 3,3-dimethyl-2-butanol / 124.838 / 31.268 / 296.7 / 120.4 / 0.61 / 1.48 / 6.0470
33 / 2,3-dimethyl-2 butanol / 124.065 / 31.239 / 301.2 / 118.4 / 0.37 / 1.17 / 5.9363
34 / 1-heptanol / 141.345 / 36.015 / 367.5 / 176.4 / 1.81 / 2.62 / 8.0924
35 / 5-methyl-1-hexanol / - / - / - / 170 / - / - / 7.9847
36 / 2-heptanol / 142.176 / 36.077 / - / 160.4 / 1.55 / 2.31 / 7.5297
37 / 4-methyl-1-hexanol / - / - / - / 173 / - / - / 7.9847
38 / 2-methyl-1-hexanol / - / - / - / 164 / - / - / 7.8506
39 / 3-heptanol / 141.535 / 35.981 / 357.1 / 157 / 1.44 / 2.24 / 7.5148
40 / 3-methyl-1-hexanol / - / - / - / 169 / - / - / 7.7954
41 / 4-heptanol / 142.002 / 35.928 / 357.1 / 156 / 1.4 / 2.22 / 7.4561
42 / 5-methyl-2-hexanol / - / - / - / 151 / 1.38 / 2.19 / 7.4219
43 / 2-methyl-3-hexanol / - / - / - / 145.5 / 1.32 / 2.19 / 7.2730
44 / 2-methyl-2-hexanol / - / - / 346.1 / 143 / 1.07 / 1.84 / 6.9866
Table S1. (Continued)
No. / Compounds / MV / MR / TSA / BP / log (1/S) / log P / IET
45 / 4,4-dimethyl-1-pentanol / - / - / - / 160 / 1.55 / 2.39 / 7.7473
46 / 2,4-dimethyl-1-pentanol / - / - / - / 159 / 1.6 / 2.19 / 7.7429
47 / 5-methyl-3-hexanol / - / - / - / 148 / - / - / 7.2178
48 / 3-methyl-3-hexanol / - / - / 337.7 / 143 / 0.98 / 1.87 / 7.1861
49 / 2,4-dimethyl-2-pentanol / - / - / 328.6 / 133.1 / 0.93 / 1.67 / 6.6895
50 / 2,2-dimethyl-3-pentanol / - / - / 326.1 / 135 / 1.15 / 2.27 / 6.8406
51 / 2,4-dimethyl-3-pentanol / 140.101 / 35.794 / 331.7 / 140 / 1.22 / 2.31 / 7.0311
52 / 2,2-diethyl-1-pentanol / - / - / 372.5 / - / 2.42 / - / 9.1267
53 / 3-ethyl-3-pentanol / - / - / 324.4 / 142 / 0.83 / 1.87 / 7.1861
54 / 2,3-dimethyl-2-pentanol / - / - / 323.8 / 139.7 / 0.87 / 2.27 / 6.7448
55 / 2,3-dimethyl-3-pentanol / - / - / 321.8 / 139 / 0.84 / 1.67 / 6.9443
56 / 2,3,3-trimethyl-2-butanol / - / - / - / 130.5 / 0.71 / - / 6.3124
57 / 2,2,3-trimethyl-3-butanol / - / - / - / - / 1.27 / - / 6.5119
58 / 3-methyl-2-hexanol / - / - / - / 151 / - / - / 7.2879
59 / 1-octanol / 157.473 / 40.679 / 399.4 / 195.2 / 2.35 / 3.07 / 8.9009
60 / 6-methyl-1-heptanol / - / - / - / 188.6 / - / - / 8.7932
61 / 2-octanol / 158.72 / 40.668 / 391 / 180 / 2.09 / 2.90 / 8.3381
62 / 3-octanol / - / - / - / 175 / - / - / 8.3233
Table S1. (Continued)
No. / Compounds / MV / MR / TSA / BP / log (1/S) / log P / IET
63 / 4-octanol / 158.972 / 40.649 / - / 176.3 / - / 2.68 / 8.1730
64 / 4-methyl-1-heptanol / - / - / - / 188 / - / - / 8.7932
65 / 2-ethyl-1-hexanol / 156.357 / 40.514 / 371.3 / 184.6 / 2.11 / 2.84 / 8.6591
66 / 2-methyl-2-heptanol / - / - / - / 156 / 1.72 / - / 7.7950
67 / 2,5-dimethyl-1-hexanol / - / - / - / 179.5 / - / - / 8.5514
68 / 5-methyl-2-heptanol / - / - / - / 172 / - / - / 8.2304
69 / 6-methyl-3-heptanol / - / - / - / 174 / - / - / 8.2156
70 / 3,5-dimethyl-1-hexanol / 156.96 / 40.135 / - / 182.5 / - / - / 8.4962
71 / 3-methyl-2-heptanol / - / - / - / 166.1 / - / - / 8.0963
72 / 2-methyl-3-heptanol / - / - / - / 167.5 / - / - / 8.0815
73 / 2-methyl-4-heptanol / - / - / - / 164 / - / - / 7.8760
74 / 5-methyl-3-heptanol / - / - / - / 172 / - / - / 8.0263
75 / 3-methyl-3-heptanol / - / - / - / 163 / 1.6 / - / 7.9946
76 / 4-methyl-3-heptanol / - / - / - / 170 / - / - / 8.0815
77 / 3-methyl-4-heptanol / - / - / - / 162 / - / - / 7.9313
78 / 3,4-dimethyl-2-hexanol / - / - / - / 165.5 / - / - / 7.7993
79 / 2,5-dimethyl-2-hexanol / - / - / - / 154.5 / - / - / 7.6874
Table S1. (Continued)
No. / Compounds / MV / MR / TSA / BP / log (1/S) / log P / IET
80 / 2,2,4-trimethyl-1-pentanol / 155.221 / 40.097 / - / 168 / - / - / 8.1190
81 / 2,4,4-trimethyl-1-pentanol / - / - / - / 168.5 / - / - / 8.3140
82 / 3-ethyl-3-hexanol / - / - / - / 160.5 / - / - / 7.9946
83 / 2,3-dimethyl-2-hexanol / - / - / - / 160 / - / - / 7.5533
84 / 3,5-dimethyl-3-hexanol / - / - / - / 152 / - / - / 7.5788
85 / 2,3-dimethyl-3-hexanol / - / - / - / 158.1 / - / - / 7.7528
86 / 2-methyl-3-ethyl-2-pentanol / - / - / - / 156 / - / - / 7.5533
87 / 2,4,4-trimethyl-2-pentanol / - / - / - / 147.5 / - / - / 7.1970
88 / 2,4,4-trimethyl-3-pentanol / - / - / - / 150.5 / - / - / 7.1322
89 / 2,2-dimethyl-3-hexanol / - / - / - / 156 / - / - / 7.6491
90 / 2,5-dimethyl-3-hexanol / - / - / - / 157.5 / - / - / 7.7845
91 / 4,4-dimethyl-3-hexanol / - / - / - / 160.4 / - / - / 7.6491
92 / 6-methyl-2-heptanol / - / - / - / 174 / - / - / 8.2304
93 / 3-methyl-1-heptanol / - / - / - / 186 / - / - / 8.6039
Table S1. (Continued)
No. / Compounds / MV / MR / TSA / BP / log (1/S) / log P / IET
94 / 2,2,3-trimethyl-3-pentanol / - / - / 335.2 / 152 / - / - / 7.3204
95 / 2-methyl-3-ethyl-3-pentanol / - / - / - / 158 / - / - / 7.7528
96 / 2,3,4-trimethyl-3-pentanol / - / - / - / 156.5 / - / - / 7.5110
97 / 1-nonanol / 174.417 / 45.266 / 431.2 / 213.3 / 3.01 / 4.02 / 9.7094
98 / 7-methyl-1-octanol / - / - / 418.7 / 206 / 2.49 / 9.6016
99 / 2-nonanol / - / - / 423.2 / 198.5 / 2.74 / 3.36 / 9.1467
100 / 3-nonanol / - / - / 420.8 / 195 / 2.66 / 3.36 / 9.1318
101 / 4-nonanol / - / - / 420.8 / 192.5 / 2.59 / 3.36 / 8.9815
102 / 5-nonanol / 172.642 / 44.589 / 420.8 / 193 / 2.49 / 3.36 / 8.9815
103 / 2-methyl-2-octanol / - / - / - / 178 / - / - / 8.6035
104 / 2,6-dimethyl-2-heptanol / - / - / - / 173 / - / - / 8.4958
105 / 2,6,8-trimethyl-4-nonanol / 227.438 / 59.289 / - / - / - / - / 10.7053
106 / 2,6-dimethyl-3-heptanol / - / - / - / 175 / - / - / 8.7823
107 / 2,6-dimethyl-4-heptanol / 177.638 / 45.244 / 394 / 174.5 / 2.16 / 3.13 / 8.3875
108 / 3,6-dimethyl-3-heptanol / - / - / - / 173 / - / - / 8.6953
Table S1. (Continued)
No. / Compounds / MV / MR / TSA / BP / log (1/S) / log P / IET
109 / 2,2,3-trimethyl-3-hexanol / - / - / - / 170 / - / - / 8.1289
110 / 3,5-dimethyl-4-heptanol / - / - / 379.3 / 171 / 2.51 / - / 8.4980
111 / 2,3-dimethyl-3-heptanol / - / - / - / 173 / - / - / 8.5613
112 / 2-methyl-3-ethyl-3-hexanol / - / - / - / 177.5 / - / - / 8.5613
113 / 2-methyl-3-ethyl-1-hexanol / - / - / - / 193 / - / - / 9.1706
114 / 3,5,5-trimethyl-1-hexanol / - / - / 376.6 / 194 / - / - / 9.0673
115 / 5-methyl-3-ethyl-3-hexanol / - / - / - / 172 / - / - / 8.5060
116 / 2,4,4-trimethyl-3-hexanol / - / - / - / 170 / - / - / 8.2158
117 / 3,4,4-trimethyl-3-hexanol / - / - / - / 165.5 / - / - / 8.1289
118 / 1-decanol / 190.252 / 49.734 / 463 / 231.1 / 3.63 / 4.57 / 10.5179
119 / 8-methyl-1-nonanol / - / - / - / 219.9 / - / - / 10.4101
120 / 2-decanol / - / - / - / 211 / - / - / 9.9550
121 / 3-decanol / - / - / - / - / - / 9.9402
122 / 3,7-dimethyl-1-octanol / - / - / - / 212.5 / - / - / 10.1131
123 / 2,7-dimethyl-3-octanol / - / - / - / 193.5 / - / - / 9.6931
Table S1. (Continued)
No. / Compounds / MV / MR / TSA / BP / log (1/S) / log P / IET
124 / 2,3-dimethyl-3-octanol / - / - / - / 189 / - / - / 9.3697
125 / 4-methyl-1-nonanol / - / - / - / 216 / - / - / 10.4101
126 / 2-methyl-3-nonanol / - / - / - / 200 / - / - / 9.6984
127 / 2,2,5,5-tetramethyl-3hexanol / - / - / - / 170 / - / - / 8.6680
128 / 3-ethyl-3-octanol / - / - / - / 199 / - / - / 9.6115
129 / 3-ethyl-2-methyl-3-heptanol / - / - / - / 193 / - / - / 9.3697
130 / 1-undecanol / 207.652 / 54.64 / - / 245 / - / - / 11.3263
131 / 2-undecanol / - / - / - / 228 / - / 4.42 / 10.7636
132 / 3-undecanol / - / - / - / 229 / - / - / 10.7487
133 / 5-undecanol / - / - / - / 229 / - / - / 10.5985
134 / 6-undecanol / - / - / - / 228 / - / - / 10.5985
135 / 1-dodecanol / - / - / 527 / 261.9 / 4.67 / 5.13 / 12.1948
136 / 2-dodecanol / - / - / - / 252 / - / - / 11.5721
137 / 1-tridecanol / 236.965 / 63.375 / - / 276 / - / - / 12.9433
138 / 1-tetradecanol / - / - / 591 / 289 / - / 6.11 / 13.7518
139 / 1-pentadecanol / - / - / 623 / 304.9 / - / 6.64 / 14.5603
140 / 1-hexadecanol / - / - / - / 312 / - / 7.17 / 15.3688
Table S1. (Continued)
No. / Compounds / MV / MR / TSA / BP / log (1/S) / log P / IET
141 / 1-heptadecanol / 333 / 16.1773
142 / 1-octadecanol / - / - / - / - / - / 8.22 / 16.9858
143 / 4-methyl-4-heptanol / - / - / - / 161 / - / - / 7.9946
144 / 2,4-dimethyl-4-heptanol / - / - / - / 171 / - / - / 8.1013
145 / 4-methyl-4-octanol / - / - / - / 180 / - / - / 9.3984
146 / 4-ethyl-4-heptanol / - / - / - / 182 / - / - / 8.4441
147 / 4-decanol / - / - / - / 210.5 / - / - / 9.7900
148 / 2,6-dimethyl-4-octanol / - / - / - / 195 / - / - / 9.1960
149 / 5-methyl-5-nonanol / - / - / - / 202 / - / - / 10.2068
150 / 4-propyl-4-heptanol / - / - / - / 191 / - / - / 10.2560
151 / 2,4,6-trimethyl-4-heptanol / - / - / - / 181 / - / - / 9.6128
Table S2. The log of Average Odor Threshold Values (mol/L), Toxicities towards Spiders (pCa) and Tomatoes (pCb), Narcosis Activities on Barnacle Larvae (pCc) and Values of Semi-empirical Topological Index (IET) of Aliphatic Alcohols.
N° / Compounds / log (average threshold) / pCa / pCb / pCc / IET01 / methanol / - / 2.8 / 2.6 / -0.14 / 2.6300
02 / ethanol / 2.8 / 3 / 2.76 / 0.28 / 4.0500
03 / 1-butanol / 1.3 / 3.77 / 3.69 / 1.46 / 5.6669
04 / 1-propanol / 2 / 3.32 / 3.33 / 0.79 / 4.8584
05 / 2-propanol / 3 / 3.26 / 3.18 / 0.92 / 4.1306
06 / 2-methyl-1-propanol / 2.3 / 3.72 / 3.57 / 1.54 / 5.4251
07 / 2-butanol / 2.6 / 3.62 / 3.46 / 1.16 / 5.1042
08 / 2-methyl-2-propanol / 2.3 / 3.28 / 3.41 / 0.98 / 4.5611
09 / 1-pentanol / 1.5 / 4.09 / 4.05 / 1.84 / 6.4755
10 / 3-methyl-1-butanol / 1.4 / 4.09 / 3.95 / 1.86 / 6.1784
11 / 2-pentanol / 2.1 / 3.9 / 3.77 / - / 5.9127
12 / 2-methyl-1-butanol / - / 3.96 / 3.77 / - / 6.2336
13 / 3-pentanol / 1.9 / 3.81 / 3.69 / - / 5.8978
14 / 3-methyl-2-butanol / 0.84 / - / - / - / 5.6709
15 / 2,2-dimethyl-1-propanol / 1.3 / - / - / - / 5.8013
16 / 2-methyl-2-butanol / - / 3.75 / 3.51 / 1.34 / 5.3696
17 / 1-hexanol / 1.1 / - / - / 2.41 / 7.2839
Table S2. (Continued)
N° / Compounds / log (average threshold) / pCa / pCb / pCc / IET
18 / 4-methyl-1-pentanol / 1.4 / - / - / - / 7.1762
19 / 2-hexanol / 0.38 / - / - / - / 6.7212
20 / 3-methyl-1-pentanol / 1.4 / - / - / - / 6.9869
21 / 2-methyl-1-pentanol / 1 / - / - / - / 7.0421
22 / 2,2-dimethyl-1-pentanol / -0.68 / - / - / - / 7.4182
23 / 4-methyl-2-pentanol / 1.5 / - / - / - / 6.4242
24 / 3-methyl-2-pentanol / 1.4 / - / - / - / 6.4794
25 / 2-methyl-3-pentanol / 0.79 / - / - / - / 6.4645
26 / 3-methyl-3-pentanol / 1.5 / - / - / - / 6.3776
27 / 2,3-dimethyl-2 butanol / 0.65 / - / - / - / 5.9363
28 / 1-heptanol / 0.59 / - / - / 3.02 / 8.0924
29 / 2-heptanol / -0.28 / - / - / - / 7.5297
30 / 3-heptanol / 0.45 / - / - / - / 7.5148
31 / 4-heptanol / 0.72 / - / - / - / 7.4561
32 / 2-methyl-3-hexanol / -0.26 / - / - / - / 7.2730
33 / 2,4-dimethyl-1-pentanol / 0.44 / - / - / - / 7.7429
34 / 2,4-dimethyl-3-pentanol / 0.33 / - / - / - / 7.0311
35 / 3-ethyl-3-pentanol / -0.27 / - / - / - / 7.1861
Table S2. (Continued)
N° / Compounds / log (average threshold) / pCa / pCb / pCc / IET
36 / 3-methyl-2-hexanol / 0.32 / - / - / - / 7.2879
37 / 1-octanol / -0.32 / - / - / 3.62 / 8.9009
38 / 2-octanol / -0.72 / - / - / - / 8.3381
39 / 3-octanol / 0.097 / - / - / - / 8.3233
40 / 4-octanol / 0.67 / - / - / - / 8.1730
41 / 6-methyl-3-heptanol / 0.41 / - / - / - / 8.2156
42 / 2-methyl-3-heptanol / 0.54 / - / - / - / 8.0815
43 / 2-methyl-4-heptanol / 0.67 / - / - / - / 7.8760
44 / 5-methyl-3-heptanol / -0.35 / - / - / - / 8.0263
45 / 3-methyl-3-heptanol / -0.72 / - / - / - / 7.9946
46 / 1-nonanol / -0.37 / - / - / - / 9.7094
47 / 2-nonanol / -0.31 / - / - / - / 9.1467
48 / 3-nonanol / 0.061 / - / - / - / 9.1318
49 / 4-nonanol / 0.24 / - / - / - / 8.9815
50 / 5-nonanol / 0.061 / - / - / - / 8.9815
51 / 1-decanol / -1.3 / - / - / - / 10.5179
52 / 2-decanol / -0.68 / - / - / - / 9.9550
53 / 3-decanol / 0.19 / - / - / - / 9.9402
Table S2. (Continued)
N° / Compounds / log (average threshold) / pCa / pCb / pCc / IET
54 / 1-undecanol / 0.16 / - / - / - / 11.3263
55 / 6-undecanol / -0.84 / - / - / - / 10.5985
56 / 1-dodecanol / 0.13 / - / - / - / 12.1948