suppmat1601.doc 1210KB Jun 05 2011 09:30:54 PM
Supplementary Material 1
Heats of formation for 622 molecules determined by the PDDG/PM3 and PDDG/MNDO methods with results from
PM5, PM3, AM1, and MNDO for comparison. Molecules whose heats of formation were included as reference
functions (i.e. members of the fit set) are denoted.
Heats of Formation
Standard NDDO
PM5
MNDO AM1
8.72
0.72
-5.18
-9.99
-11.95
-8.78
Fit
PDDG
PM3 MNDO
-22.22
-0.71
-16.27 -16.86
Ethane
Fit
-18.82
-21.21
-15.22
-19.72
-17.41
-18.14
-20.04
n-Propane
Fit
-24.13
-27.20
-20.95
-24.93
-24.26
-23.62
-25.02
n-Butane
Fit
-29.37
-33.29
-26.57
-29.70
-31.13
-29.06
-30.03
n-Pentane
-34.61
-39.34
-32.17
-34.41
-37.97
-34.48
-35.08
n-Hexane
-39.85
-45.39
-37.76
-39.12
-44.82
-39.90
-39.95
n-Heptane
-45.08
-51.45
-43.35
-43.83
-51.67
-45.32
-44.89
n-Octane
-50.34
-57.51
-48.95
-48.54
-58.51
-50.74
-49.82
n-Nonane
-55.58
-63.56
-54.54
-53.25
-65.36
-56.16
-54.75
n-Decane
-60.82
-69.62
-60.13
-57.96
-72.21
-61.58
-59.64
Molecules
Hydrogen
Methane
Mol. Set
PM3
-13.39
-13.01
Exp.
0.00
-17.89
2-Methylpropane
Fit
-31.95
-34.85
-27.13
-26.77
-29.37
-29.53
-32.07
2,2-Dimethylpropane
Fit
-41.77
-44.16
-33.75
-24.60
-32.77
-35.83
-40.14
2-Butane
Fit
-36.75
-40.07
-32.04
-29.95
-35.29
-34.22
-36.92
2,2-Dimethylbutane
Fit
-45.54
-47.24
-37.79
-26.02
-37.60
-39.69
-44.48
2-Methylpentane
-41.93
-46.24
-37.58
-34.56
-42.19
-39.67
-41.77
3-Methylpentane
-41.27
-44.18
-36.80
-32.97
-41.24
-38.75
-41.13
2,3-Dimethylbutane
-42.94
-45.51
-36.81
-27.72
-38.83
-39.23
-42.49
2,2,3-Trimethylbutane
-51.03
-51.72
-41.72
-22.05
-40.06
-43.76
-48.95
3-Ethylpentane
-44.66
-47.05
-41.08
-35.19
-46.07
-43.42
-45.25
2,2,3,3-Tetramethylbutane
-57.57
-57.85
-45.73
-12.57
-39.86
-47.26
-53.91
2-Methylhexane
-47.18
-52.30
-43.16
-39.25
-49.04
-45.00
-46.52
3-Methylhexane
-46.43
-50.34
-42.32
-37.48
-48.05
-44.14
-45.73
2,2-Dimethylpentane
-50.69
-53.46
-43.25
-30.34
-44.39
-45.35
-49.20
3,3-Dimethylpentane
-48.52
-49.99
-41.47
-26.88
-42.17
-42.82
-48.08
2,3-Dimethylpentane
-46.60
-49.48
-41.15
-30.09
-44.50
-43.92
-47.33
2,4-Dimethylpentane
-48.95
-53.23
-42.79
-34.47
-46.31
-45.71
-48.21
2-Methylheptane
-52.44
-58.36
-48.76
-43.95
-55.89
-50.42
-51.47
3-Methylheptane
-51.66
-56.34
-47.90
-42.16
-54.89
-49.40
-50.79
4-Methylheptane
-51.60
-56.44
-47.83
-41.97
-54.85
-49.57
-50.66
3-Ethylhexane
-50.29
-53.14
-46.59
-39.68
-52.85
-48.92
-50.36
2,2-Dimethylhexane
-55.93
-59.47
-48.83
-35.00
-51.24
-50.76
-53.68
2,3-Dimethylhexane
-51.79
-56.51
-46.68
-34.64
-51.31
-49.43
-51.10
1
Ref.
1
2
2
2
2
2
2
2
2
1
2
2
2
1
1
1
3
3
1
2
1
1
1
1
1
1
1
1
1
1
1
1
2,4-Dimethylhexane
-53.41
-57.25
-47.50
-37.41
-52.21
-50.37
-52.40
2,5-Dimethylhexane
-54.36
-57.81
-48.47
-39.27
-53.22
-50.64
-53.18
3,3-Dimethylhexane
-53.52
-56.26
-46.99
-31.11
-48.89
-48.92
-52.58
3,4-Dimethylhexane
-50.54
-54.29
-45.55
-32.14
-49.94
-48.92
-50.87
3-Ethyl-2-methylpentane
-50.72
-53.12
-45.43
-31.56
-49.19
-48.47
-50.44
3-Ethyl-3-methylpentane
-53.39
-52.40
-45.48
-27.68
-46.84
-47.45
-51.35
2,2,3-Trimethylpentane
-55.34
-55.51
-46.34
-24.44
-45.98
-48.61
-52.58
2,2,4-Trimethylpentane
-57.16
-57.24
-47.39
-29.14
-47.45
-49.80
-53.54
2,3,3-Trimethylpentane
-53.60
-54.67
-45.41
-22.19
-44.49
-47.72
-51.69
-53.21
-55.31
-45.89
-28.35
-47.74
-48.58
-51.94
3,3-Diethylpentane
-56.24
-54.25
-49.06
-27.92
-51.21
-50.65
-55.65
2,2,3,3-Tetramethylpentane
-61.71
-60.44
-49.30
-12.26
-45.17
-52.08
-56.67
2,2,3,4-Tetramethylpentane
-57.90
-56.04
-46.54
-14.83
-45.14
-49.84
-56.61
2,2,4,4-Tetramethylpentane
-61.97
-60.26
-49.16
-19.58
-46.19
-52.41
-57.80
2,3,3,4-Tetramethylpentane
-56.85
-54.24
-46.44
-13.32
-44.76
-46.26
-56.43
2,3,4-Trimethylpentane
Fit
Ethylene
Fit
14.57
14.14
15.09
15.40
16.47
16.63
12.45
Propene
Fit
5.36
3.85
6.94
5.16
7.12
7.07
4.88
1-Butene
Fit
0.08
-2.39
1.34
-0.17
0.25
1.48
-0.20
1-Pentene
Fit
-5.16
-8.60
-4.30
-5.03
-6.68
-4.01
-5.33
1-Hexene
-10.39
-14.28
-9.88
-9.76
-13.53
-9.43
-9.95
1-Heptene
-15.63
-20.62
-15.48
-14.47
-20.38
-14.85
-14.81
1-Octene
-20.87
-26.92
-21.07
-19.18
-27.22
-20.27
-19.41
1-Nonene
-26.11
-32.87
-26.66
-23.89
-34.07
-25.69
-25.00
1-Decene
-31.36
-38.05
-32.25
-28.60
-40.92
-31.11
-29.78
trans-2-Butene
-4.89
-6.61
-1.75
-5.08
-3.35
-3.77
-2.99
cis-2-Butene
-3.23
-5.79
-0.90
-3.89
-2.21
-3.56
-1.86
cis-2-Pentane
-9.12
-10.89
-6.84
-8.98
-8.85
-7.79
-7.00
trans-2-Pentene
-8.31
-13.08
-6.44
-9.53
-8.97
-7.76
-7.93
cis-2-Hexene
-13.30
-17.69
-11.97
-14.08
-15.21
-12.72
-12.51
trans-2-Hexene
-14.73
-18.13
-12.62
-15.08
-16.59
-14.17
-12.88
cis-3-Hexene
-12.40
-17.39
-11.23
-14.25
-14.36
-13.52
-11.38
trans-3-Hexene
-14.11
-19.59
-12.19
-15.50
-15.86
-13.62
-13.01
-4.25
-7.38
-0.71
-1.38
-0.02
-2.12
-4.26
2-Methyl-2-butene
-12.97
-15.68
-9.51
-9.73
-9.27
-11.45
-10.12
2-Methyl-1-butene
-10.00
-12.76
-6.55
-6.53
-6.83
-7.83
-8.55
3-Methyl-1-butene
-6.98
-9.22
-4.44
-2.27
-3.85
-3.56
-6.61
2,3-Dimethyl-2-butene
-21.96
-23.33
-16.36
-12.20
-15.71
-19.44
-16.42
2,3-Dimethyl-1-butene
-16.28
-17.55
-11.97
-7.21
-10.55
-12.37
-15.19
2-Methyl-1-pentene
-15.27
-18.95
-12.26
-11.25
-13.61
-13.27
-14.19
3-Methyl-1-pentene
-10.69
-11.47
-8.99
-4.87
-9.02
-7.42
-11.83
2-Methylpropene
Fit
2
1
1
1
1
1
1
1
1
1
1
2
1
1
1
1
1
1
1
1
1
1
1
4
5
1
1
1
1
1
1
1
1
1
1
1
1
1
1
1
1
4-Methyl-1-pentene
-12.30
-14.12
-9.89
-5.61
-10.61
-9.15
-12.25
2-Methyl-2-pentene
-18.05
-21.41
-14.24
-15.25
-16.01
-16.88
-15.98
cis-3-Methyl-2-pentene
-18.72
-20.78
-14.09
-14.47
-15.60
-16.74
-14.89
trans-3-Methyl-2-pentene
-18.47
-20.99
-14.35
-14.92
-15.60
-16.64
-15.09
cis-4-Methyl-2-pentene
-15.24
-17.64
-12.10
-11.18
-13.09
-12.69
-13.74
trans-4-Methyl-2-pentene
-15.72
-16.65
-12.26
-11.40
-12.89
-12.84
-14.70
2-Ethyl-1-butene
-14.23
-17.01
-11.37
-11.02
-12.52
-12.43
-13.39
3,3-Dimethyl-1-butene
-15.40
-16.17
-10.03
1.90
-6.45
-8.55
-14.51
5-Methyl-1-hexene
-17.39
-21.59
-15.35
-7.75
-16.19
-14.57
-15.70
3-Methyl-trans-3-hexene
-23.03
-27.16
-19.72
-19.42
-22.15
-21.67
-18.36
3-Methyl-cis-3-hexene
-22.41
-27.35
-19.39
-18.77
-21.94
-22.65
-18.98
2,4-Dimethyl-1-pentene
-21.60
-24.99
-17.95
-10.47
-16.66
-17.58
-20.03
4,4-Dimethyl-1-pentene
-21.20
-22.86
-16.10
-0.96
-13.04
-14.95
-19.44
2,4-Dimethyl-2-pentene
-24.49
-28.39
-20.00
-16.52
-19.99
-21.60
-21.20
4,4-Dimethyl-trans-2pentene
4,4-Dimethyl-cis-2-pentene
-24.19
-26.37
-17.83
-7.67
-15.69
-17.96
-21.22
-20.52
-22.59
-16.07
-4.14
-12.67
-14.81
-17.36
3-Methyl-2-ethyl-1-butene
-20.98
-21.53
-16.76
-11.37
-16.06
-16.88
-19.01
2,3,3-Trimethyl-1-butene
-24.33
-25.24
-16.52
0.42
-11.92
-16.36
-20.43
2,2-Dimethyl-cis-3-hexene
-27.56
-29.64
-21.29
-9.18
-20.07
-23.55
-21.34
2,2-Dimethyl-trans-3hexene
2-Methyl-3-ethyl-1-pentene
-29.29
-33.60
-23.63
-12.51
-22.05
-23.20
-25.73
-25.71
-26.32
-21.97
-12.83
-21.02
-21.31
-23.97
2,4,4-Trimethyl-1-pentene
-27.01
-31.63
-23.30
-6.29
-18.79
-21.42
-26.37
2,4,4-Trimethyl-2-pentene
-33.04
-34.15
-23.55
-9.74
-20.76
-27.02
-25.07
46.98
43.48
42.42
43.93
46.14
47.06
45.63
1,2-Butadiene
39.21
33.62
34.91
33.54
37.11
37.99
38.78
1,2-Pentadiene
35.43
27.59
29.44
28.69
31.72
33.94
33.62
2,3-Pentadiene
31.27
23.80
27.34
23.17
28.14
28.95
31.80
3-Methyl-1,2-butadiene
30.48
22.64
27.31
26.09
30.12
29.20
30.85
trans-Dimethyl butatriene
64.60
52.05
55.85
50.14
57.21
59.52
63.30
28.12
27.38
28.74
28.96
29.91
31.03
26.11
1, trans-3-Pentadiene
18.91
16.86
20.23
18.99
20.32
21.29
18.12
1, cis-3-Pentadiene
19.19
23.07
20.60
19.39
20.57
21.28
19.13
1,4-Pentadiene
24.27
23.13
23.88
24.72
24.71
26.49
25.25
cis-1,3,5-Hexatriene
41.42
40.42
42.27
42.56
42.91
45.06
41.10
1,5-Hexadiene
19.15
15.83
18.03
20.17
18.02
21.08
20.11
Isoprene
18.79
17.99
21.26
23.67
23.33
22.65
18.06
2,3-Dimethyl-1,3-butadiene
9.98
7.86
13.26
15.21
17.34
15.15
10.78
4-Methyl-1,3-pentadiene
9.70
6.03
12.65
14.68
13.67
11.34
11.40
47.60
51.53
46.44
57.89
54.80
50.71
54.34
Allene
1,3-Butadiene
Acetylene
Fit
Fit
Fit
Fit
3
1
1
1
1
1
1
1
1
1
1
1
1
1
1
1
1
1
1
1
1
1
1
1
1
1
1
1
6
7
1
1
1
1
8
1
1
1
9
1
Propyne
Fit
41.11
38.73
37.60
41.39
43.41
40.22
44.39
1-Butyne
Fit
36.93
33.34
32.63
36.14
37.49
35.69
39.49
1-Pentyne
Fit
31.69
27.19
26.93
31.30
30.61
30.24
34.40
1-Hexyne
26.49
21.17
21.37
26.57
23.78
24.83
29.23
1-Heptyne
21.32
16.09
15.78
21.86
16.94
19.41
24.80
1-Octyne
16.02
9.06
10.19
17.15
10.09
14.00
19.29
1-Nonyne
10.78
3.01
4.60
12.44
3.25
8.58
14.88
1-Decyne
5.54
-3.05
-0.99
7.73
-3.59
3.16
10.01
2-Butyne
34.98
26.10
28.87
24.89
31.97
29.76
34.71
2-Pentyne
30.80
20.74
23.90
19.65
26.09
25.25
30.70
2-Hexyne
25.56
14.58
18.21
14.82
19.21
19.81
25.73
3-Hexyne
26.63
17.68
18.94
15.68
20.22
20.78
25.19
3-Methyl-1-butyne
30.24
26.39
27.11
33.90
33.30
30.71
32.60
3,3-Dimethylbutyne
21.44
17.86
21.07
35.36
30.84
25.27
25.57
2-Heptyne
20.36
8.56
12.65
10.09
12.38
14.47
20.26
105.08
99.68
95.33
103.20
106.08
102.46
113.00
3-Heptyne
21.36
9.22
13.22
9.57
13.32
15.29
19.78
2-Octyne
15.11
2.50
7.05
5.38
5.53
8.99
15.24
3-Octyne
16.16
3.19
7.66
4.84
6.49
9.88
14.94
4-Octyne
16.12
3.07
7.52
4.74
6.43
9.83
14.36
1-Buten-3-yne
66.24
63.40
61.03
65.58
67.92
66.37
72.80
1-Pentyne-cis-3-ene
57.39
54.04
52.34
55.84
58.40
56.62
61.10
1-Pentyne-trans-3-ene
56.30
52.84
52.41
55.41
57.77
55.98
61.40
3-Methyl-1-butyne-3-ene
56.65
52.53
53.20
58.27
61.12
57.55
61.80
23.22
25.59
22.17
21.32
22.02
23.45
19.81
Napthalene
40.81
40.31
37.60
38.33
40.58
40.68
36.05
Anthracene
62.22
58.45
56.81
58.85
63.71
61.69
55.2
Biphenyl
47.27
50.64
44.20
46.08
47.68
48.08
43.53
Azulene
82.88
78.82
77.47
72.14
84.44
81.35
73.5
Indene
41.64
42.45
39.91
38.32
45.77
40.67
39.08
113.33
103.95
94.78
120.37
109.83
100.48
13.52
13.59
14.06
13.57
14.42
14.11
11.99
9.99
10.17
8.99
10.91
9.11
10.50
7.15
Styrene
37.93
38.60
36.54
39.04
38.72
39.19
35.30
Phenylacetylene
75.80
74.05
69.18
73.90
76.49
74.66
78.22
Cumene
2.25
4.22
3.57
8.17
4.71
4.75
0.94
n-Propylbenzene
4.89
4.19
4.26
6.54
2.35
5.27
1.87
-Methylstyrene
28.58
29.17
28.79
30.57
32.41
31.45
27.00
-cis-Methylstyrene
31.22
33.14
28.54
28.15
30.26
30.95
29.00
-trans-Methylstyrene
27.89
29.60
28.04
27.66
30.40
29.95
28.00
1,3-Butadiyne
Benzene
Fit
Biphenylene
Toluene
Ethylbenzene
Fit
4
1
1
10
10
10
10
10
5
1
10
10
10
3
11
12
3
12
12
12
12
3
13
13
14
1
1
1
1
1
1
5
1
1
1
3
3
3
3
3
3
o-Xylene
4.90
4.76
6.30
8.92
8.03
6.20
4.56
m-Xylene
3.82
1.60
6.00
5.93
6.86
4.81
4.14
p-Xylene
3.73
2.40
6.02
5.75
6.79
4.74
4.31
1-Methyl-2-ethylbenzene
0.39
-0.79
1.92
4.56
2.09
0.84
0.39
1-Methyl-3-ethylbenzene
-0.20
-2.89
0.95
1.15
1.10
0.15
-0.43
1-Methyl-4-ethylbenzene
-0.22
-2.76
0.90
0.96
1.05
0.14
-0.76
1,2,4-Trimethylbenzene
-5.90
-7.77
-1.72
1.08
0.40
-3.70
-3.31
1,2,3-Trimethylbenzene
-4.71
-6.61
-0.30
4.67
1.25
-2.03
-2.26
Mesitylene
-5.83
-10.31
-1.99
-1.62
-0.65
-4.46
-3.81
Indane
14.10
32.51
9.21
6.49
11.51
11.25
14.42
1
1
1
1
1
1
1
1
1
1
1
1
1
1
1
1
1
4
1
15
16
1
1
3
1
1
1
2
2
17
Cyclopropane
Fit
13.50
13.17
16.85
11.22
17.78
16.27
12.73
Cyclobutane
Fit
-3.23
-5.40
-3.28
-11.89
-0.99
-3.79
6.78
Cyclopentane
Fit
-20.83
-21.55
-24.86
-30.37
-28.77
-23.78
-18.44
Cyclohexane
Fit
-27.47
-33.56
-33.84
-34.75
-38.53
-31.00
-29.50
Cycloheptane
-27.08
-30.68
-34.95
-33.60
-40.73
-30.85
-28.22
Cyclooctane
-29.90
-33.45
-36.91
-34.62
-45.03
-34.13
-29.73
Cyclononane
-35.31
-36.33
-40.25
-34.13
-50.07
-39.82
-31.73
Methylcyclopropane
5.18
4.24
8.99
4.04
10.81
8.55
5.50
Methylcyclopentane
-28.25
-30.09
-31.17
-32.84
-34.05
-29.93
-25.27
ax-Methylcyclohexane
-34.35
-38.02
-38.99
-35.15
-42.26
-35.73
-35.24
Ethylcyclopropane
2.63
2.15
3.63
1.97
6.47
5.73
1.10
Ethylcyclopentane
-33.23
-35.27
-36.45
-36.59
-40.31
-34.89
-30.34
-38.53
-41.23
-42.04
-41.19
-47.18
-40.33
-35.37
Butylcyclopentane
-43.76
-47.49
-47.64
-45.88
-53.99
-45.75
-40.22
Ethylcyclohexane
-38.50
-46.29
-44.84
-39.35
-48.42
-38.81
-41.03
n-Propylcyclohexane
-44.24
-50.99
-49.74
-43.02
-55.47
-46.75
-46.17
Methylenecyclopropane
42.19
41.36
41.99
37.90
47.66
44.52
47.92
Methylenecyclobutane
19.64
15.85
17.40
10.90
25.11
19.66
29.05
Methylenecyclopentane
-2.22
-5.52
-6.40
-8.79
-6.07
-3.86
3.00
1,2,3Trimethylenecyclopropane
1,2-Dimethylenecyclobutane
98.72
93.96
91.99
90.74
105.58
100.88
94.60
43.04
36.69
38.82
33.64
51.19
43.66
48.80
3-(2-Propylidenen)-1,4pentadiene
cis-1,2Dimethylcyclopropane
Ethylcyclobutane
28.45
25.48
28.41
32.63
33.82
32.02
30.90
7
7
-1.20
-3.59
1.91
-2.09
4.77
1.48
1.30
10
-16.00
-19.48
-15.90
-21.05
-13.44
-15.79
-6.29
-34.41
-34.92
-36.14
-32.31
-37.30
-33.89
-30.95
7
1
-35.94
-37.24
-37.27
-34.53
-39.19
-35.90
-32.66
1
-35.53
-38.04
-37.39
-35.23
-39.32
-35.92
-32.48
1
Propylcyclopentane
cis-1,2Dimethylcyclopentane
trans-1,2Dimethylcyclopentane
cis-1,3Dimethylcyclopentane
Fit
5
trans-1,3Dimethylcyclopentane
cis-1,2Dimethylcyclohexane
trans-1,2Dimethylcyclohexane
cis-1,3Dimethylcyclohexane
trans-1,3Dimethylcyclohexane
cis-1,4Dimethylcyclohexane
trans-1,4Dimethylcyclohexane
cis-cis-1,3,5Trimethylcyclohexane
cis-trans-1,3,5Trimethylcyclohexane
1,1-Dimethylcyclopropane
-35.36
-38.31
-37.27
-35.08
-39.18
-35.86
-31.92
1
-41.09
-43.86
-44.25
-34.40
-46.25
-40.36
-41.13
1
-42.17
-47.84
-45.18
-35.23
-47.71
-42.00
-42.99
1
-43.03
-49.33
-46.06
-37.55
-48.83
-42.69
-44.13
1
-42.05
-45.99
-45.04
-36.44
-47.30
-34.23
-42.18
1
-42.13
-45.83
-45.11
-36.60
-38.40
-41.59
-42.20
1
-43.04
-49.37
-46.10
-37.66
-48.85
-42.71
-44.10
1
-50.78
-57.14
-52.11
-38.83
-53.95
-48.50
-50.69
1
-49.75
-53.77
-51.06
-37.63
-52.48
-47.34
-49.37
3
-4.41
-6.36
1.02
2.05
5.71
0.77
-1.97
1,1-Dimethylcyclopentane
-37.31
-38.07
-37.45
-29.98
-36.92
-35.86
-33.04
1,1-Dimethylcyclohexane
-43.72
-38.99
-45.15
-31.49
-45.34
-41.56
-43.23
Vinylcyclopropane
29.31
28.45
31.68
29.00
34.95
33.87
30.40
1,3-Cycloheptadiene
22.83
17.88
13.00
11.38
12.95
19.17
22.56
Cyclooctatetraene
68.84
64.43
57.92
56.64
64.40
66.75
71.13
18
1
1
7
1
1
1
1
1
1
1
1
10
7
Cyclopropene
Fit
62.69
68.25
66.53
68.30
74.81
68.17
66.20
Cyclobutene
Fit
35.95
33.93
35.89
31.03
45.76
37.67
37.45
Cyclopentene
Fit
4.41
4.51
2.66
-0.26
2.98
3.02
8.23
Cyclohexene
-1.61
-6.59
-8.71
-9.88
-10.05
-4.88
-1.08
Cyclooctene
-2.67
-5.47
-12.76
-5.81
-14.92
-2.11
-6.45
1-Methylcyclopropene
54.78
56.33
56.42
53.70
64.66
57.38
58.21
1,2-Dimethylcyclopropene
47.42
44.60
46.42
39.27
54.71
46.92
46.40
cis-1-Methyl-2vinylcyclopropane
3,4-Dimethylenecyclobutene
21.99
21.38
24.26
22.38
28.90
27.14
24.60
85.61
78.65
80.83
77.59
99.70
88.43
80.40
1,2,3,4,5-Pentamethyl
cyclopentadiene
1-Methylcyclopentene
-12.27
-17.84
-7.67
-6.37
0.38
-11.91
-5.90
-5.22
-7.71
-6.39
-10.22
-5.57
-7.03
-0.60
3-Methylcyclopentene
-2.34
-3.37
-3.45
-3.66
-1.99
-2.63
2.00
4-Methylcyclopentene
-2.74
-3.77
-3.63
-3.06
-2.29
-3.01
3.50
-16.05
-22.41
-21.70
-21.39
-23.46
-18.90
-15.16
43.98
41.42
35.21
33.87
38.31
42.51
43.90
1-Ethylcyclohexene
1,3,5-Cycloheptatriene
1,3-Cyclopentadiene
Fit
30.64
33.82
33.00
32.09
37.06
31.76
31.94
Fulvene
Fit
53.96
53.70
55.83
53.69
62.66
56.21
53.60
1,3-Cyclohexadiene
22.86
19.17
16.48
14.54
17.56
20.52
25.38
Bullvalene
78.26
72.87
60.15
84.29
75.44
76.85
79.85
62.05
65.43
67.49
64.07
78.10
69.24
51.90
Bicyclobutane
Fit
6
7
7
1
1
1
1
1
1
7
1
5
1
Spiropentane
38.57
40.66
41.77
33.69
50.45
43.11
44.25
Bicyclopropyl
30.45
30.83
34.22
28.88
40.21
36.49
30.90
Bicyclo[2.1.0]pentane
34.13
32.67
35.77
30.20
46.06
37.80
37.30
Norbornane
-11.85
-13.36
-18.01
-10.43
-14.44
-13.69
-12.42
Norbornadiene
57.44
59.40
53.55
62.90
67.70
58.78
58.64
Cyclo[2.2.2]octane
-23.27
-28.57
-37.01
-26.31
-35.68
-27.61
-23.64
1,4-Dimethylnorbornane
-30.10
-32.31
-34.15
-16.38
-23.45
-27.97
-30.63
2,3-Dimethylnorbornane
-25.09
-26.58
-29.33
-13.45
-23.23
-24.92
-25.71
11.69
9.09
9.73
2.53
21.22
12.14
29.80
cis-Bicyclo[4.2.0]octane
-12.08
-17.12
-21.30
-23.60
-17.19
-15.74
-6.39
cis-Bicyclo[3.3.0]octane
-27.57
-27.22
-35.90
-36.43
-37.13
-31.62
-22.21
trans-Bicyclo[3.3.0]octane
-14.74
-17.42
-23.47
-21.60
-23.38
-18.83
-15.91
cis-Bicyclo[4.3.0]nonane
-24.18
-35.75
-43.01
-37.91
-40.66
-36.01
-30.38
trans-Bicyclo[4.3.0]nonane
-28.16
-31.31
-39.87
-34.02
-41.42
-31.85
-31.42
cis-Bicyclo[4.4.0]decane
-39.42
-44.99
-51.65
-40.37
-54.06
-42.69
-40.43
trans-Bicyclo[4.4.0]decane
-41.04
-49.92
-53.18
-41.77
-56.25
-44.49
-43.52
Cubane
109.56
109.52
105.32
99.08
151.22
113.82
148.70
Adamantane
-30.19
-38.80
-49.17
-26.38
-43.21
-34.64
-31.93
Diamantane
-32.77
-45.00
-65.29
-22.55
-48.72
-38.45
-34.87
Bicyclo[3.1.0]hexane
6.92
6.06
4.69
2.06
8.60
8.08
9.09
Bicyclo[4.1.0]heptane
1.31
-1.88
-4.34
-5.73
-1.59
1.23
0.34
Bicyclo[5.1.0]octane
0.97
-0.89
-6.43
-5.54
-4.53
0.25
-3.85
Bicyclo[6.1.0]nonane
-0.85
5.64
-8.75
-5.40
-7.22
-3.06
-7.39
Bicyclo[1.1.1]pentane
65.60
60.31
60.38
58.28
82.97
68.32
49.60
Bicyclo[2.1.1]hexane
21.27
16.91
17.06
19.34
29.04
21.21
15.30
Cyclodecane
-39.76
-41.96
-44.22
-34.91
-54.95
-44.42
-36.88
Cyclododecane
-52.76
-53.01
-56.81
-43.27
-70.85
-27.02
-54.58
eq-Methylcyclohexane
-35.27
-41.48
-39.97
-36.19
-43.70
-36.86
-36.98
Protoadamantane
-21.27
-25.32
-38.97
-17.69
-32.48
-25.09
-20.53
tri-tert-Butylmethane
-59.56
-51.55
-42.68
32.57
-33.28
-49.91
-56.21
Bicyclo[2.2.0]hexane
Nitrogen
Ammonia
Fit
9.51
-11.21
26.37
-10.70
30.59
-9.31
8.28
-6.37
11.17
-7.28
17.57
-3.07
-10.98
Methylamine
Fit
-7.19
-8.61
-5.06
-7.55
-7.37
-5.18
-5.50
Ethylamine
Fit
-12.71
-14.40
-11.05
-13.60
-13.50
-11.14
-11.35
n-Propylamine
Fit
-17.84
-20.42
-16.57
-18.31
-20.35
-16.50
-16.77
-22.98
-26.43
-22.11
-23.02
-27.03
-21.83
-22.71
n-Butylamine
Dimethylamine
Fit
-6.14
-8.00
-1.97
-6.64
-5.63
-7.89
-4.43
Trimethylamine
Fit
-7.56
-7.44
0.62
-2.78
-1.71
-10.87
-5.67
Isopropylamine
Fit
-20.57
-21.37
-17.25
-16.37
-17.48
-17.32
-20.02
sec-Butylamine
Fit
-26.36
-27.55
-24.06
-20.35
-25.53
-23.17
-25.36
7
1
1
10
16
2
2
19
19
20
1
2
2
1
1
2
2
1
2
21
1
1
1
1
20
20
2
2
2
2
22
23
1
1
1
2
1
2
2
2
tert-Butylamine
Fit
-32.11
-31.67
-25.81
-15.46
-21.33
-25.21
-28.91
Diethylamine
-16.90
-19.93
-13.70
-17.82
-17.92
-19.57
-17.33
Triethylamine
-21.04
-16.65
-13.55
-14.70
-16.16
-26.53
-22.06
Diisopropylamine
-33.24
-31.91
-26.19
-20.37
-25.56
-31.92
-34.41
Hydrocyanic acid
Fit
26.83
33.92
30.31
35.32
31.01
32.95
32.30
Acetonitrile
Fit
20.38
21.05
20.14
19.23
19.28
23.29
17.70
Propionitrile
Fit
15.92
14.73
15.03
13.77
13.02
18.55
12.31
n-Propyl cyanide
Fit
10.70
8.58
9.32
8.93
6.14
13.13
8.12
Isopropyl cyanide
Fit
8.97
6.85
9.33
11.33
8.47
13.40
5.57
Cyanogen
74.50
77.81
69.31
66.59
67.93
77.47
73.30
Malononitrile
60.89
63.18
56.28
55.61
54.27
64.44
63.64
46.48
46.48
44.34
43.85
44.96
50.16
43.16
81.33
82.65
77.01
74.74
76.01
85.99
81.30
Acrylonitrile
Fit
E-2-Butenedinitrile
Tricyanoethylene
Fit
121.68
122.15
114.04
110.48
113.33
126.86
124.39
Dicyanacetylene
Fit
131.05
125.34
117.94
111.40
119.79
128.05
127.50
18.17
16.93
16.57
14.21
13.68
20.67
22.79
Hydrazine
Methylhydrazine
Fit
19.41
17.85
19.12
14.47
17.33
17.90
22.60
1,2-Dimethylhydrazine
Fit
21.57
21.06
22.45
15.10
24.02
16.46
21.99
1,1-Dimethylhydrazine
Fit
18.62
19.31
21.49
18.14
23.97
15.11
20.06
2,3-Diazabutadiene
54.98
51.65
56.47
46.19
58.16
57.00
58.00
Tetramethyltetrazene
68.96
57.56
76.84
47.84
88.59
62.28
64.70
Azidomethylbenzene
89.15
109.95
94.30
92.87
101.84
95.91
99.50
Methyl azide
63.46
83.57
72.95
67.27
77.64
70.56
67.00
47.10
40.47
53.95
60.35
50.38
54.69
39.08
trans-Diazene
29.67
45.29
42.81
31.85
31.55
37.75
36.00
Azoisopropane
4.13
9.77
16.74
2.64
14.76
6.06
8.55
Ethylenediamine
-6.25
-7.18
-6.46
-7.26
-9.36
-4.01
-4.07
Methyleneimine
16.63
22.11
19.59
19.74
18.69
21.08
16
3.35
2.97
4.72
12.64
18.69
13.29
8.00
Isocyanomethane
Fit
Guanidine
Aziridine
Fit
30.72
30.13
31.59
25.09
33.13
31.61
30.24
Pryrrolidine
Fit
-6.46
-6.34
-10.62
-15.84
-10.43
-11.38
-0.81
Piperidine
Fit
-10.82
-13.99
-15.99
-19.03
-19.03
-16.51
-11.27
Cyclopentyl azide
51.08
71.43
53.00
51.49
59.23
56.38
52.80
Cyclohexyl azide
45.25
61.88
44.73
47.91
49.75
50.09
36.90
Diazirine
88.75
90.60
95.01
72.42
86.83
91.68
63.85
24.66
29.36
32.68
32.45
39.88
27.11
25.88
Tetrazole
83.85
69.38
79.76
53.84
109.65
86.25
79.95
[1,1'-Biphenyl]-2-amine
44.99
72.51
41.22
47.94
46.29
47.09
44.08
Pyrrole
Fit
Dipropyldiazene
Fit
6.86
11.10
15.43
1.70
6.33
5.54
12.30
Pyridine
Fit
28.91
32.85
29.20
28.82
32.05
30.37
33.55
8
2
2
2
4
24
25
2
2
2
2
26
2
1
1
24
24
1
2
2
4
2
5
4
2
4
2
5
27
4
2
2
2
4
4
28
2
2
5
2
2
Pyridazine
Fit
53.28
54.05
50.88
43.61
55.33
56.00
66.52
Pyrimidine
35.42
38.61
36.39
34.97
43.92
37.97
46.83
Pyrazine
36.99
41.63
39.74
37.76
44.23
39.32
46.86
2-Methylpyridine
19.32
21.94
21.33
19.85
25.65
21.15
23.70
3-Methylpyridine
19.09
20.42
20.89
20.48
24.11
20.86
25.42
4-Methylpyridine
18.88
20.59
20.51
20.86
24.16
20.78
24.80
2,3-Dimethylpyridine
11.53
10.91
13.10
15.14
20.61
12.21
16.32
2,4-Dimethylpyridine
9.28
9.70
12.71
12.06
17.82
11.62
15.27
2,5-Dimethylpyridine
9.60
9.53
13.09
11.44
17.68
11.67
15.88
2,6-Dimethylpyridine
9.80
11.12
13.59
10.97
19.48
12.06
14.03
3,4-Dimethylpyridine
9.98
10.87
13.32
15.35
17.24
12.52
16.74
3,5-Dimethylpyridine
9.28
8.06
12.60
12.24
16.17
11.35
17.40
Benzotriazole
85.82
75.93
82.81
64.02
104.20
85.60
80.19
Indole
42.37
43.33
45.84
44.22
55.16
42.65
37.41
Aniline
Fit
18.46
19.21
19.13
21.72
20.50
22.96
20.81
Phenyl cyanide
Fit
56.15
56.69
52.45
51.98
53.38
58.49
51.55
Phenylhydrazine
48.27
50.07
46.00
45.28
49.97
47.65
48.49
Cyclobutylamine
-3.08
-3.97
-3.95
-6.44
0.23
-0.89
9.84
Cyclopentyamine
-16.84
-18.41
-21.50
-22.47
-22.68
-17.79
-13.13
Cyclohexylamine
-23.84
-28.20
-30.05
-25.72
-31.87
-24.60
-25.06
Isobutylamine
14.92
-26.98
17.67
14.57
20.50
19.91
18.42
Quinuclidine
-5.31
-3.19
-14.84
-3.56
-8.22
-13.00
-1.01
-18.63
-21.62
-22.18
-21.26
-23.15
-22.61
-20.18
Quinoline
46.76
48.52
45.24
44.75
52.19
47.55
47.93
Isoquinoline
46.24
47.24
44.35
45.29
50.17
47.19
48.9
Quinoxaline
54.77
58.25
56.29
52.79
65.57
56.17
57.43
Acridine
74.91
69.71
65.02
66.99
78.84
72.71
65.46
Phenazine
78.35
77.94
76.78
88.55
92.97
78.92
80.86
3,4-Benzoquinoline
61.94
61.50
58.58
60.70
68.03
61.13
57.48
5,6-Benzoquinoline
63.09
61.98
61.59
69.17
62.10
55.86
7,8-Benzoquinoline
62.56
62.53
58.32
60.00
68.28
62.60
59.85
Carbazole
56.22
54.88
55.88
78.92
67.76
53.93
50.10
Benzimidazole
46.72
45.00
49.40
45.89
67.09
47.75
43.43
Indazole
66.53
62.92
65.54
58.09
82.30
65.26
58.08
Pyrazole
47.23
47.85
50.53
45.40
65.56
48.83
42.88
Imidazole
27.98
29.68
33.98
33.27
50.84
31.31
31.76
N-Methylpyrrole
25.27
28.39
37.14
32.29
44.38
25.89
24.65
N-Methylmethanimine
13.94
17.90
18.94
16.44
17.36
14.56
18.53
N-Benzylideneaniline
68.61
74.57
68.41
70.04
74.10
69.26
60.60
-52.88
-56.18
-53.70
-60.94
-59.24
-53.43
-57.80
2-Methylpiperidine
Water
Fit
9
2
2
2
2
2
2
1
1
1
1
1
1
5
2
2
2
2
2
2
2
5
2
2
29
29
30
31
32
29
33
31
34
35
35
35
35
5
2
2
3
Methanol
Fit
-49.01
-50.59
-47.55
-57.35
-57.03
-51.88
-48.07
Ethanol
Fit
-55.09
-55.95
-53.68
-62.99
-62.66
-56.85
-56.24
1-Propanol
Fit
-60.21
-62.05
-59.20
-67.72
-69.53
-62.20
-61.17
1-Butanol
Fit
-65.39
-68.03
-64.69
-72.44
-76.32
-67.57
-65.79
1-Pentanol
Fit
-70.64
-74.09
-70.29
-77.14
-83.17
-73.00
-70.66
1-Hexanol
-75.87
-80.14
-75.87
-81.85
-90.01
-78.41
-75.65
1-Heptanol
-81.11
-86.19
-81.46
-86.56
-96.86
-83.83
-79.09
1-Octanol
-86.35
-92.25
-87.05
-91.27
-103.71
-89.25
-85.30
1-Nonanol
-91.59
-98.30
-92.64
-95.98
-110.55
-94.68
-91.12
-65.53
-65.17
-62.17
-65.41
-68.03
-63.95
-65.12
-69.15
-69.44
-67.64
-68.72
-75.38
-69.36
-67.84
2-Propanol
Fit
Isobutanol
2-Butanol
Fit
-70.65
-69.94
-67.74
-69.42
-74.62
-69.14
-69.98
tert-Butanol
Fit
-77.49
-75.36
-70.79
-64.27
-71.60
-71.28
-74.72
2-Pentanol
-75.71
-75.86
-73.18
-74.01
-81.40
-74.82
-75.18
3-Pentanol
-74.62
-74.02
-73.13
-73.46
-80.67
-73.51
-75.21
2-Methyl-1-butanol
-71.42
-76.29
-70.03
-71.71
-80.01
-71.93
-72.19
3-Methyl-1-butanol
-74.92
-77.27
-72.40
-72.42
-82.22
-74.60
-72.02
2-Methyl-2-butanol
-81.69
-79.27
-75.50
-66.49
-77.03
-75.64
-79.07
3-Methyl-2-butanol
-76.90
-75.70
-72.68
-68.04
-78.44
-74.01
-75.35
2-Ethyl-1-hexanol
-89.01
-90.33
-87.76
-82.83
-100.60
-89.61
-87.31
Ethylene glycol
-90.90
-94.58
-90.85
-106.10 -107.50
-95.22
-92.62
1,2-Propanediol
-102.40 -103.19
-103.81 -109.26 -115.06 -103.62
-104.63
1,3-Butanediol
-107.65 -108.63
-107.78 -111.91
-120.81 -108.67
-107.51
2,3-Butanediol
-109.79 -104.59
-107.81 -108.54 -117.07 -107.79
-115.27
-140.01 -139.98
-143.08 -153.82 -162.06 -143.59
-139.30
-184.35 -181.39
-190.85 -195.23 -210.30 -187.84
-185.28
Glycerol
Fit
L-Erythritol
Allyl alcohol
-30.15
-32.74
-30.24
-37.57
-37.34
-31.25
-29.55
tert-Pentyl alcohol
-78.69
-78.68
-73.98
-65.57
-78.75
-75.49
-78.65
Cyclopentanol
-61.67
-62.16
-66.25
-71.62
-73.03
-64.42
-57.97
-68.72
-71.67
-74.96
-74.96
-82.42
-71.18
-68.38
cis-2-Methylcyclohexanol
-74.39
-74.73
-79.79
-74.26
-85.48
-74.96
-78.16
trans-2-Methylcyclohexanol
-76.03
-78.12
-80.94
-75.09
-87.13
-77.01
-84.26
cis-3-Methylcyclohexanol
-76.47
-81.37
-81.03
-76.30
-87.54
-76.99
-83.86
trans-3-Methylcyclohexanol
-74.68
-79.12
-83.46
-76.04
-86.31
-75.95
-78.66
cis-4-Methylcyclohexanol
-74.50
-79.46
-83.61
-76.17
-86.29
-75.93
-83.06
trans-4-Methylcyclohexanol
-76.47
-79.64
-81.08
-76.41
-87.58
-77.02
-87.76
-23.67
-24.29
-22.06
-26.67
-22.24
-21.66
-23.04
Benzyl alcohol
-22.86
-22.76
-25.94
-29.29
-31.18
-25.11
-22.60
o-Cresol
-31.75
-33.54
-30.03
-33.20
-29.01
-29.62
-30.73
m-Cresol
-33.43
-36.27
-30.21
-34.17
-29.83
-30.99
-31.62
Cyclohexanol
Phenol
Fit
Fit
Fit
10
1
1
1
1
1
1
1
1
1
1
1
1
1
1
1
5
1
1
1
1
2
1
1
1
1
1
1
3
1
1
2
2
2
2
2
2
1
5
1
1
p-Cresol
-33.05
-36.22
-30.02
-34.55
-29.79
-30.91
-29.96
2,3-Xylenol
-41.16
-43.39
-36.53
-35.94
-35.65
-39.19
-37.57
2,4-Xylenol
-41.94
-46.03
-37.75
-40.18
-36.96
-39.51
-38.93
2,5-Xylenol
-42.19
-46.13
-37.90
-40.01
-37.00
-39.63
-38.63
2,6-Xylenol
-40.47
-43.05
-37.70
-38.48
-36.10
-38.07
-38.66
3,4-Xylenol
-41.79
-45.76
-37.78
-38.89
-36.14
-38.75
-37.42
3,5-Xylenol
-43.19
-48.17
-38.21
-41.55
-37.34
-40.29
-38.61
Hydroquinone
-69.51
-73.33
-65.20
-73.93
-65.65
-65.97
-63.38
Furfuryl alcohol
-56.88
-58.63
-49.10
-62.68
-49.19
-51.78
-50.62
-132.55 -147.49 -156.55 -136.86
-136.52
Diethylene glycol
-132.23 -130.43
Dimethyl ether
Fit
-46.00
-45.72
-42.53
-51.22
-53.17
-48.31
-43.99
Diethyl ether
Fit
-57.30
-57.05
-54.32
-61.99
-64.36
-57.44
-60.26
Dipropyl ether
Fit
-67.48
-69.21
-65.26
-71.43
-78.03
-68.06
-69.85
Dibutyl ether
Fit
-77.84
-81.18
-76.25
-80.85
-91.61
-78.82
-79.82
-76.35
-71.02
-69.17
-64.78
-72.08
-68.92
-76.20
-83.45
-77.34
-78.93
-71.73
-82.78
-76.69
-86.26
di-tert-Butyl ether
-93.80
-83.49
-80.89
-51.63
-71.42
-76.69
-86.51
Methyl ethyl ether
-51.69
-51.40
-48.44
-56.62
-58.78
-52.93
-51.72
Methyl propyl ether
-56.77
-57.49
-53.91
-61.34
-65.62
-58.24
-56.82
Methyl isopropyl ether
-61.04
-58.15
-55.51
-58.16
-62.23
-58.48
-60.24
Methyl tert-butyl ether
-71.79
-65.80
-63.75
-54.56
-64.82
-64.15
-67.69
Isopropyl tert-Butyl ether
-86.40
-77.65
-76.53
-60.38
-73.52
-74.25
-85.60
Dimethoxymethane
-84.79
-83.20
-74.15
-89.94
-95.44
-87.43
-83.27
-96.79
-89.54
-92.41
-91.20
-103.04
-94.71
-93.26
-118.75 -109.08
-113.39
-96.25
-109.81 -107.98
-121.09
Diisopropyl ether
di-sec-Butyl ether
1,1-Dimethoxyethane
Fit
Fit
2,2-Diethoxypropane
Divinyl ether
Fit
-7.97
-8.87
-1.26
-3.45
2.15
0.79
-3.27
-32.58
-33.59
-28.02
-32.81
-31.33
-28.30
-33.63
-10.47
-8.99
-8.32
-15.53
-8.96
-8.13
-12.58
Propylene oxide
-20.62
-18.83
-17.95
-23.03
-15.70
-16.58
-22.63
Oxetane
-25.46
-27.38
-23.87
-37.16
-25.55
-26.71
-19.25
Ethyl vinyl ether
Ethylene oxide
Fit
Tetrahydrofuran
Fit
-47.72
-47.28
-51.66
-59.28
-58.40
-51.29
-44.02
Tetrahydropyran
Fit
-54.25
-55.21
-60.00
-62.03
-67.03
-57.41
-53.39
1,3-Dioxolan
-78.34
-78.63
-79.81
-92.98
-93.73
-82.32
-71.22
1,4-Dioxane
-80.50
-77.78
-84.29
-89.21
-94.97
-83.12
-75.51
1,3-Dioxane
-84.97
-83.08
-89.06
-94.26
-101.88
-87.78
-83.71
2-Methyl-1,3-dioxan
-93.76
-90.72
-95.85
-97.94
-104.60
-92.25
-95.37
4-Methyl-1,3-dioxan
-93.07
-91.07
-95.74
-97.01
-105.88
-92.91
-90.46
cis-2,4-Dimethyl-1,3-dioxan
-101.77
-98.51
-102.48 -100.65 -108.56
-97.28
-102.26
4,5-Dimethyl-1,3-dioxan
-100.63
-98.04
-101.60
-97.87
-110.73
-98.41
-98.16
5,5-Dimethyl-1,3-dioxan
-100.97
-98.70
-102.02
-93.59
-109.90
-99.13
-100.67
11
1
1
1
1
1
1
1
1
1
2
1
1
1
1
1
1
2
1
1
1
2
3
1
1
2
1
1
1
1
2
2
2
2
1
1
1
1
1
1
1
2-cis-4-trans-6-Trimethyl1,3-dioxan
2-Methoxytetrahydropyran
-111.24 -105.08
Fit
1,3-Dioxacycloheptane
-110.12 -102.11 -112.25 -102.88
-106.76
1
-93.11
-95.50
-90.99
-82.83
-119.49 -131.10 -143.02 -122.42
-113.27
2
2
2
1
1
5
2
1
1
1
3
3
3
3
1
1
1
2
2
1
2
1
1
1
36
1
36
1
37
37
37
1
1
1
1
1
1
2
-92.48
-90.08
-94.48
-88.61
-85.73
-95.21
-100.61 -104.91
-94.96
-106.67
-Trioxan
Fit
-119.66
-118.32
Anisole
Fit
-18.00
-16.67
-14.53
-17.66
-15.84
-14.54
-17.27
Furan
Fit
-12.03
-8.99
-0.98
-8.61
2.96
-4.03
-8.30
-28.01
-32.89
-37.49
-38.00
-34.02
-29.41
-26.96
Dihydropyran
Formaldeyde
Fit
-30.18
-31.20
-27.28
-32.88
-31.49
-34.08
-25.95
Acetaldehyde
Fit
-43.54
-43.72
-40.04
-42.28
-41.56
-44.20
-39.73
Propanal
Fit
-46.99
-48.24
-45.61
-47.53
-47.66
-48.58
-45.45
Butanal
Fit
-52.36
-54.31
-51.39
-52.18
-54.60
-54.07
-48.94
Pentanal
Fit
-57.53
-60.33
-56.91
-56.89
-61.41
-59.45
-54.45
Hexanal
-62.79
-66.38
-62.52
-61.59
-68.26
-64.88
-59.37
Heptanal
-68.02
-72.43
-68.10
-66.30
-75.10
-70.29
-63.10
Octanal
-73.26
-78.49
-73.24
-71.01
-81.95
-75.71
-69.23
2-Methylpropanal
-54.02
-55.01
-51.18
-50.30
-51.80
-53.99
-52.25
2-Butanone
-59.24
-61.50
-56.96
-54.04
-55.15
-57.44
-57.02
-28.24
-29.02
-27.11
-28.28
-26.94
-28.72
-24.03
-61.96
-63.59
-54.78
-61.39
-58.71
-64.31
-50.66
-9.41
-8.40
-10.02
-9.93
-8.07
-10.64
-8.78
-139.55 -131.50 -131.15 -134.94
-137.06
2-Butenal
Fit
Glyoxal
Benzaldehyde
Fit
Acetic anhydride
Fit
Maleic anhydride
-142.94 -146.99
-97.36 -100.34
-87.93
-88.47
-76.35
-90.08
-95.19
Acetone
Fit
-55.83
-57.12
-51.56
-49.40
-49.19
-53.32
-51.90
3-Pentanone
Fit
-62.60
-65.74
-62.32
-58.61
-61.10
-61.52
-61.65
2-Pentanone
-64.62
-67.56
-62.71
-58.61
-62.09
-62.93
-61.92
3-Methyl-2-butanone
-65.40
-68.16
-62.24
-56.59
-59.37
-62.41
-62.76
2-Hexanone
-69.79
-73.57
-68.22
-63.32
-68.90
-68.31
-66.87
-74.07
-75.08
-67.66
-50.53
-61.25
-66.73
-69.47
3-Hexanone
-67.98
-71.81
-68.07
-63.16
-68.04
-67.01
-66.51
2-Methyl-3-pentanone
-68.86
-72.38
-67.69
-61.12
-65.33
-66.50
-68.38
2,2-Dimethyl-3-pentaone
-77.16
-79.59
-72.89
-54.49
-67.07
-70.70
-75.00
2,4-Dimethyl-3-pentanone
-75.98
-79.05
-72.77
-63.00
-69.30
-71.37
-74.40
Isopropyl tert-butyl ketone
-84.30
-85.58
-77.79
-56.45
-70.88
-76.55
-80.84
Diacetyl
-86.21
-87.37
-81.16
-75.55
-74.12
-81.39
-78.20
-93.93
-94.98
-91.32
-80.52
-81.55
-87.64
-90.47
-32.51
-40.24
-35.23
-32.85
-25.07
-31.55
-29.33
3,3-Dimethyl-2-butanone
Acetylacetone
Fit
Fit
p-Benzoquinone
Cyclopentanone
Fit
-53.54
-55.42
-57.20
-57.02
-55.33
-54.97
-46.03
Cyclohexanone
Fit
-58.03
-63.72
-64.14
-60.11
-63.33
-60.15
-54.04
-57.83
-41.60
-65.89
-59.43
-65.50
-60.04
-59.15
Cycloheptanone
12
Acetophenone
Fit
-19.10
-20.07
-20.24
-17.00
-9.73
-18.00
-20.71
Furfural
-54.01
-54.47
-43.79
-48.42
-32.66
-44.92
-36.08
Tropolone
-27.80
-36.00
-37.49
-38.57
-32.87
-30.97
-37.09
-93.21
-92.28
-90.96
-92.58
-97.38
-94.41
-90.57
Formic acid
Fit
Acetic acid
Fit
-103.67 -104.62
-100.63 -101.11 -102.99 -102.00
-103.26
Propionic acid
Fit
-107.25 -109.00
-106.28 -105.65 -109.04 -106.32
-108.37
n-Butyric acid
Fit
-112.60
-111.96
-111.79
-113.73
-115.07
-110.25 -115.95
n-Valeric acid
-117.76 -121.07
-117.46 -114.96 -122.75 -117.16
-117.14
Hexanoic acid
-122.98 -127.13
-123.06 -119.65 -129.60 -122.58
-122.54
Heptanoic acid
-128.23 -133.18
-128.64 -124.36 -136.44 -127.99
-127.74
Oxalic acid
-178.27 -184.90
-169.45 -170.54 -169.70 -174.53
-172.98
Maleic acid
-161.63 -168.43
-157.46 -157.57 -152.14 -157.76
-162.38
Succinic acid
-193.24 -196.31
-191.37 -186.65 -193.25 -190.70
-196.69
Acrylic acid
Fit
Benzoic acid
-76.16
-78.04
-72.77
-72.22
-71.36
-73.01
-80.36
-65.80
-67.82
-68.81
-67.68
-65.13
-65.48
-70.67
-87.45
-85.11
-85.15
-85.52
-91.05
-87.03
-84.96
-98.94
-102.21
Methyl formate
Fit
Ethyl acetate
Fit
-103.78 -103.22
-100.84
-98.90
-106.34
Ethyl propionate
Fit
-107.30 -107.55
-106.44 -103.43 -108.22 -103.13
-111.12
Isopropyl acrylate
-87.55
-89.31
-87.81
Methyl valerate
-111.81
-113.81
n-Butyl acetate
-113.95
Methyl caproate
Ethyl pentanoate
-82.79
-89.70
-111.22
-107.45 -116.15 -109.19
-112.70
-115.26
-111.73
-108.38 -115.77 -109.51
-116.06
-117.06
-119.87
-116.82 -112.15 -123.00 -114.61
-118.01
-117.82
-119.62
-117.62 -112.72 -121.93 -113.96
-121.16
Vinyl acetate
-77.27
-78.09
-72.85
-69.00
-67.78
-68.48
-75.27
Methyl crotonate
-82.01
-82.15
-79.91
-78.44
-80.57
-78.19
-81.72
Ethyl crotonate
-88.01
-87.95
-86.28
-83.70
-86.34
-82.94
-89.78
Ethyl pent-4-ynotate
-51.10
-52.63
-57.91
-46.95
-52.95
-49.01
-55.73
Ethyl pent-3-ynoate
-50.82
-58.98
-58.97
-58.14
-55.62
-53.13
-56.83
Ethyl pent-2-ynoate
-48.35
-57.54
-54.37
-56.10
-50.29
-49.92
-59.83
Ethyl -vinylacrylate
-64.11
-64.01
-63.52
-59.88
-62.64
-58.07
-69.20
Ethyl 4-pentenoate
-88.22
-88.83
-89.60
-83.38
-90.52
-83.43
-92.15
Ethyl cis-3-pentenoate
-91.00
-91.98
-91.51
-87.58
-92.86
-87.92
-92.65
Ethyl trans-3-pentenoate
-92.45
-92.69
-91.99
-88.75
-93.36
-88.05
-93.25
Ethyl cis-2-pentenoate
-90.49
-92.51
-91.41
-86.79
-91.92
-86.07
-94.35
Ethyl trans-2-pentenoate
-92.55
-94.07
-91.43
-88.92
-92.70
-87.85
-94.25
n-Propyl crotonate
-92.99
-94.01
-91.65
-88.43
-93.10
-88.20
-94.45
-94.54
-94.98
-93.72
-85.55
-87.67
-86.79
-98.25
-65.52
-69.03
-63.88
-68.86
-54.19
-62.24
-67.61
-124.47 -128.44 -127.55 -125.03
-121.50
Isopropyl crotonate
Propiolactone
Ethylene carbonate
4-Hydroxy-3-pentene-2-one
Fit
-130.90 -131.61
-91.78
-93.11
13
-88.97
-83.25
-83.92
-89.38
-84.91
-88.91
-92.10
2
2
2
1
1
2
2
2
2
2
2
2
2
3
2
2
1
2
38
2
2
2
2
2
2
2
2
2
2
1
2
2
2
2
2
2
2
2
2
39
Hydrogen peroxide
Dimethyl peroxide
Fit
Diethyl peroxide
-40.96
-52.68
-41.58
-38.23
-35.32
-40.78
-32.53
-33.89
-42.07
-33.73
-28.30
-26.96
-34.10
-30.05
-42.73
-53.84
-43.64
-38.92
-38.38
-39.97
-46.08
Ozone
Fit
35.48
-17.27
87.66
128.71
37.75
51.10
34.10
Carbon monoxide
Fit
-26.67
-21.28
1.67
-5.92
-5.68
-19.74
-26.42
-87.97
-79.91
-86.12
-75.08
-79.83
-85.04
-94.05
-11.47
-12.56
-11.39
-6.80
-5.66
-9.20
-11.40
Carbon suboxide
-19.59
-21.34
-24.19
-23.49
-14.59
-24.01
-22.38
Pentamethylene formal
-92.32
-88.19
-97.05
-97.07
-111.28
-94.43
-80.50
1,3-Dioxaindane
-75.79
-46.85
-74.17
-80.23
-73.10
-72.92
-71.53
Furoic acid
-99.30 -102.69
-87.53
-95.72
-80.11
-90.44
-93.20
-160.41 -161.57 -160.97 -162.48
-161.51
Carbon dioxide
Ketene
Fumeric Acid
Fit
-165.84 -169.81
1-Ethyoxypropane
-62.39
-63.13
-59.79
-66.71
-71.19
-62.75
-65.07
3,3-Dimethyl oxetane
-43.10
-47.28
-39.73
-44.19
-36.60
-41.15
-35.43
3-Oxabicyclo[3.2.2]nonane
-51.87
-53.44
-69.16
-57.92
-70.17
-57.06
-53.20
1,2-Diethyoxyethane
-95.07
-93.25
-91.92
-104.05 -110.63
-96.16
-97.56
-108.07
-97.98
-97.90
-86.33
-99.56
-99.15
-102.68
2-Ethylhexanal
-73.76
-76.37
-72.28
-65.26
-77.83
-74.13
-71.60
4-Heptanone
-73.37
-77.87
-73.82
-67.71
-74.98
-72.50
-71.30
5-Nonanone
-83.70
-89.92
-84.84
-77.11
-88.59
-83.25
-82.44
6-Undecanone
-94.22 -102.01
-96.05
-86.51
-102.30
-94.11
-92.59
3-Methyl-2-pentanone
-70.79
-73.26
-67.34
-59.87
-65.45
-67.28
-67.90
3,3-Dimethyl-2-pentanone
-77.18
-77.91
-71.41
-51.32
-66.27
-70.71
-72.60
4-Methyl-2-pentanone
-71.21
-74.31
-68.33
-59.57
-66.45
-67.93
-69.60
4,4-Dimethyl-2-pentanone
-78.58
-77.85
-72.24
-53.72
-68.14
-71.59
-76.60
3,3,4-Trimethyl-2-pentanone
-82.84
-81.17
-76.38
-48.26
-69.12
-73.83
-78.50
3,3,4,4-Tetramethyl-2pentanone
di-tert-Butyl ketone
-90.00
-85.66
-79.49
-37.40
-69.45
-76.88
-83.10
-87.35
-86.30
-77.59
-43.49
-68.68
-78.71
-82.65
tert-Butyl neopentyl ketone
-96.80
-95.76
-88.79
-53.43
-79.83
-85.78
-94.14
-100.83
-97.95
-95.03
-57.64
-86.89
-89.55
-100.67
Cyclooctanone
-62.02
-65.17
-69.67
-61.24
-71.12
-64.26
-64.91
Norbornan-2-one
-42.53
-45.64
-49.38
-0.49
-39.01
-43.07
-40.77
Norbornan-7-one
-40.13
-42.18
-46.98
-37.56
-36.46
-40.71
-32.00
Bicyclo[3.2.1]octan-2-one
-54.76
-57.59
-65.14
-51.94
-58.13
-56.35
-51.80
Bicyclo[3.2.1]octan-3-one
-55.44
-58.31
-66.27
-51.90
-59.09
-57.42
-52.90
Bicyclo[3.2.1]octan-8-one
-53.05
-56.56
-64.48
-52.48
-56.37
-54.70
-46.20
Bicyclo[3.3.1]nonane-3-one
-61.23
-65.88
-76.53
-59.55
-70.92
-64.93
-63.80
Bicyclo[3.3.1]nonane-9-one
-58.38
-63.77
-73.33
-59.96
-67.39
-63.16
-57.30
Adamantanone
-59.88
-68.98
-79.33
-53.51
-67.32
-62.99
-55.10
2,2-Dimethoxypropane
Dineopentyl ketone
14
40
2
2
5
5
5
5
5
2
5
2
2
2
2
41
2
2
1
42
36
42
42
42
42
42
42
42
37
37
43
2
44
44
45
45
45
45
45
45
Diadamantanone
-62.42
-14.99
-95.40
-50.27
-72.81
-66.78
-56.63
Camphor
-63.20
-63.14
-67.98
-33.72
-47.74
-57.01
-63.90
2-Methyl-2-propenal
-27.49
-29.71
-25.00
-24.80
-23.79
-27.22
-25.43
2-Ethylacrolein
-31.49
-32.50
-29.83
-27.33
-29.50
-31.07
-31.36
Xanthone
-22.19
-28.66
-25.28
-22.19
-6.78
-16.00
-23.50
-97.76
-97.40
-94.43
-93.65
-96.41
-94.10
-98.77
tert-Butyl hydroperoxide
-61.11
-68.84
-59.61
-38.69
-44.37
-51.48
-58.77
di-tert-Butyl peroxide
-82.29
-83.82
-75.72
-38.31
-49.17
-61.75
-83.44
eq-Cyclohexyl
hydroperoxide
1-Methyl cyclohexyl
hydroperoxide
1-Hydroperoxylhexane
-54.48
-67.17
-64.20
-50.30
-53.02
-53.55
-55.00
45
45
5
5
5
2
2
2
2
2
2
2
2
2
2
2
2
2
2
2
2
2
2
46
46
47
47
2
2
40
-62.67
-72.18
-70.96
-45.77
-57.37
-57.26
-63.00
40
-62.87
-76.94
-65.38
-57.46
-64.40
-61.08
-62.00
2-Hydroperoxylhexane
-64.89
-75.83
-67.63
-53.43
-60.84
-60.76
-64.00
3-Hydroperoxylhexane
-66.42
-75.32
-70.45
-52.54
-61.68
-62.58
-63.00
15.07
9.95
5.81
7.54
13.87
14.35
10.50
Ethyl phenyl ketone
-23.33
-24.91
-25.53
-22.09
-20.80
-21.87
-25.98
Methyl hydroperoxide
-37.49
-47.17
-37.85
-33.30
-30.52
-37.14
-31.31
Ethyl hydroperoxide
-44.47
-53.34
-46.20
-38.37
-37.95
-42.78
-47.55
Isopropyl hydroperoxide
-51.34
-60.50
-51.55
-40.77
-41.87
-46.28
-47.11
40
40
40
2
2
48
2
48
Methyl acetate
Fit
Isovaleric acid
-117.95 -121.24
-113.26 -106.97 -114.58
-114.19
-123.02
Pivalic acid
-122.18 -122.00
-114.23
-114.34
-117.43
Octanoic acid
-131.88 -138.70
-129.57 -124.71 -137.49 -130.79
-132.81
2-Ethylhexanoic acid
-131.89 -134.16
-127.96 -118.45 -133.01 -129.47
-133.73
Methyl heptanoate
-122.29 -125.92
-122.40 -116.85 -129.84 -120.01
-123.54
n-Propyl pentanoate
-122.80 -125.68
-123.01 -117.46 -128.70 -119.19
-127.53
n-Butyl pentanoate
-127.99 -131.66
-128.51 -122.17 -135.50 -124.58
-133.89
Methyl pivalate
-115.37
-112.19
-118.15
Ethyl pivalate
-121.37 -120.83
-118.59 -101.41 -114.47
Methyl isovalerate
-113.51
-111.56
Ethyl isovalerate
-119.53 -120.41
-117.96 -108.90 -119.62
-113.84
-125.96
Methyl -methylbutrate
-112.39
-113.84
-110.87 -103.88 -112.69 -108.06
-117.70
Ethyl -methylbutyrate
-118.42
-119.65
-117.29 -109.16 -118.53
-112.96
-124.86
sec-Butyl butyrate
-125.83 -125.58
-124.55 -112.72 -125.30 -118.66
-130.33
sec-Butyl pentanoate
-131.00 -131.64
-130.05 -117.63 -132.11 -124.03
-136.99
Isopropyl pentanoate
-126.41 -126.46
-125.30 -114.19 -125.92 -119.35
-130.23
Isobutyl pentanoate
-129.53 -132.21
-129.05 -118.34 -133.14 -124.21
-135.89
-115.08
-114.63
-98.98
-96.18
-110.55
-108.70 -107.38
-112.17
-128.10
-103.86 -113.83 -109.04
-119.00
Butyrolactione
-93.46
-94.09
-92.41
-93.92
-91.39
-91.46
-87.60
Valerolactone
-96.98 -100.74
-99.58
-96.05
-98.26
-95.92
-90.73
Caprolactone
-98.14
-99.17
-102.26
-94.34
-101.11
-96.58
-94.70
-102.73 -102.88
-106.19
-96.20
-107.03 -101.89
-98.30
Hepanlactone
Tropone
15
Formamide
Fit
-44.12
-46.67
-46.56
-39.38
-44.76
-41.82
-44.50
Dimethylformamide
Fit
-41.16
-42.69
-38.06
-37.17
-35.72
-44.56
-45.8
Acetamide
-55.52
-59.41
-56.55
-48.22
-50.69
-50.99
-56.96
Butanamide
-64.31
-69.68
-67.53
-57.28
-63.36
-60.52
-66.72
Pentanamide
Fit
-69.34
-75.68
-73.02
-60.88
-70.17
-65.90
-69.37
Hexanamide
Fit
-74.56
-81.74
-78.63
-65.58
-77.03
-71.33
-78.37
Urea
Fit
-53.87
-59.02
-56.18
-44.85
-44.95
-47.00
-58.74
-88.33
-94.22
-94.61
-77.03
-81.96
-80.90
-96.23
-107.19
-112.09
-106.37
-99.05
-103.75
-99.80
-112.67
-Caprolactam
-55.97
-60.09
-64.81
-55.38
-60.56
-58.62
-58.84
N,N-Dimethylbutryamide
-60.34
-63.00
-57.77
-49.39
-53.97
-61.27
-64.74
Oxamide
n-Propylcarbamate
Nitromethane
Fit
-18.83
-13.54
-11.57
3.32
-9.93
-15.94
-17.86
Nitroethane
Fit
-23.23
-19.75
-18.50
-3.31
-16.77
-21.40
-24.38
1-Nitropropane
Fit
-28.35
-25.78
-23.98
-8.12
-23.60
-26.77
-29.98
2-Nitropropane
Fit
-30.36
-26.58
-25.73
-6.34
-21.63
-27.10
-33.21
1-Nitrobutane
-33.51
-31.79
-29.47
-12.83
-30.41
-32.14
-34.39
2-Nitrobutane
-34.79
-31.27
-31.00
-10.11
-28.16
-31.82
-39.11
Nitric acid
-39.39
-38.34
-30.26
-17.54
-37.46
-38.01
-32.10
Methyl nitrate
Fit
-34.97
-33.91
-28.74
-12.43
-31.32
-32.42
-29.11
Ethyl nitrate
Fit
-40.44
-40.05
-34.44
-17.90
-37.27
-36.38
-36.83
n-Propylnitrate
-45.45
-46.17
-39.87
-22.61
-44.02
-41.62
-41.56
Isopropylnitrate
-49.47
-47.54
-42.22
-19.71
-42.13
-42.10
-45.64
Nitrous acid
-18.20
-44.94
-23.81
-40.66
-39.41
-14.88
-18.34
Methyl nitrite
-12.11
-39.92
-17.86
-36.66
-31.81
-9.12
-15.64
Methacrylamide
-38.79
-45.38
-41.70
-31.93
-31.86
-33.63
-37.69
N-Methylacetamide
Fit
-53.06
-55.91
-51.85
-46.92
-47.10
-51.72
-59.30
5-Methylisoxazole
Fit
16.82
6.74
18.54
8.18
35.35
26.13
3.6
17.28
8.21
18.96
7.50
34.99
25.69
4.8
8.09
-4.85
9.93
-3.54
27.44
16.74
-4.3
-0.32
-15.51
1.72
-13.18
19.53
7.42
-4.8
Isocyanic acid
-22.41
-17.14
-24.63
-10.79
-15.15
-15.29
-24.30
Propanamide
-59.10
-63.58
-61.77
-52.73
-56.43
-55.05
-61.89
Dimethylaminomethane
-47.64
-48.80
-42.97
-50.14
-48.50
-53.52
-48.60
-68.28
-74.88
-69.92
-62.14
-66.99
-68.18
-72.82
Isophthalamide
-62.35
-72.31
-72.54
-53.26
-53.22
-55.65
-91.40
Glycine
-95.81
-95.84
-95.07
-95.23
-98.13
-93.82
-93.72
L-Alanine
-101.56 -102.02
-103.56
-97.23
-100.59
-98.22
-99.12
L-Valine
-112.23
-111.78
-114.46
-99.09
-110.86 -107.67
-108.78
L-Leucine
-117.87
-118.99
-119.89 -105.11 -117.33
Benzamide
-19.76
-23.50
3-Methylisoxazole
3,5-Dimethylisoxazole
3,4,5-Trimethylisoxazole
N-Butyl acetamide
Fit
16
-25.60
-16.13
-16.06
-113.82
-116.34
-16.17
-24.12
49
1
5
5
2
2
2
2
2
2
5
1
1
1
1
1
1
24
1
1
1
1
5
5
5
5
1
1
1
1
5
5
5
1
5
1
50
1
1
5
2-Methyl propanamide
1.
-65.54
-70.22
-67.46
-55.13
-60.86
-60.18
-67.50
5
Cox, J. D.; Pilcher, G. Thermochemistry of Organic and Organometallic Compounds; Academic Press Inc.:
New York, 1970.
2.
Pedley, J. B.; Naylor, R. D.; Kirby, S. P. Thermochemical Data of Organic Compounds; 2 ed.; Chapman
and Hall: New York, 1986.
3.
Stull, D. R.; Westrum, E. F. J.; Sinke, G. C. The Chemical Thermodynamics of Organic Compounds; John
Wiley & Sons, Inc.: New York, 1969.
4.
Lias, S. G.; Bartmess, J. E.; Liebman, J. F.; Holmes, J. L.; Levin, R. D.; Mallard, W. G. J Phys Chem Ref
Data, Suppl 1988, 17.
5.
Afeefy, H. Y.; Liebman, J. F.; Stein, S. E. Neutral Thermochemical Data; 20899 (http://webbook.nist.gov)
ed.; Linstrom, P. J. and Mallard, W. G., Ed.; National Institute of Standards and Technology: Gaithersburg,
MD, 2001.
6.
Steele, W. V.; Chirico, R. D.; Nguyen, A.; Hossenlopp, I. A.; Smith, N. K. Am Inst Chem Eng Symp Ser
(AIChE Symp. Ser) 1990, 138.
7.
Roth, W. R.; Adamczak, O.; Breuckmann, R.; Lennartz, H. W.; Boese, R. Chem Ber 1991, 124, 2499-2521.
8.
Fang, W.; Rogers, D. W. J Org Chem 1992, 57, 2294.
9.
Benson, S. W.; O'Neal, H. E. Kinetic Data on Gas Phase Unimolecular Reactions, 1970.
10.
Turner, R. B.; Goebel, P.; Mallon, B. J.; Doering, W. v. E.; Coburn, J. F. J.; Pomerantz, M. J Am Chem Soc
1968, 90, 4315.
11.
Siretskaya, T. V.; Takhistov, V. V.; Pimenova, S. M.; Orlov, V. M.; Pustobaev, V. N. React Kinet Catal Lett
1986, 31, 15.
12.
Rogers, D. w.; Dagdagan, O. A.; Allinger, N. L. J Am Chem Soc 1979, 101, 671.
13.
Shaw, R. The Chemistry of the Carbon-Carbon Triple Bond; John Wiley & Sons: New York, 1978; Vol. 1.
14.
Lebedeva, N. D.; Ryadnenko, V. L.; Kiseleva, N. N.; Nazarova, L. F. Vses Konf Kalorim Rasshir Tezisy
Dokl 7th 1977, 1, 91.
15.
value, S. F. N. M. .
16.
Schleyer, P. v. R.; Williams, J. E.; Blanchard, K. R. J Am Chem Soc 1970, 92, 2377.
17
17.
Bally, T.; Baumgaertel, H.; Buechler, U.; Haselbach, E.; Lohr, W.; Maier, J. P.; Vogt, J. Helv Chim Acta
1978, 61, 741.
18.
Good, W. D.; Moore, R. T.; Osborn, A. g.; Douslin, D. R. J Chem Thermodyn 1974, 6, 303.
19.
Kozina, M. P.; Timofeeva, L. P.; Skuratov, S. M.; Belikova, N. A.; Milvitskaya, E. M.; Plate, A. F. J Chem
Thermodyn 1971, 3, 563.
20.
Wiberg, K. B.; Wendoloski, J. J. J Am Chem Soc 1982, 104, 5679.
21.
Clark, T.; Knox, T. M. O.; McKervey, M. A.; Mackle, H.; Rooney, J. J. J Am Chem Soc 1979, 101, 2404.
22.
Verevkin, S. P.; Nolke, M.; Beckhaus, H. D.; Ruchardt, C. J Org Chem 1997, 62, 4683.
23.
Cox, J. D.; Wagman, D. D.; Medvedev, V. A. CODATA Key Values for Thermodynamics; Hemisphere
Publishing Corp.: New York, 1984.
24.
Chase, M. W. J. J Phys Chem Ref Data Monograph 9 1998, 1.
25.
An, X. W.; Mansson, M. J Chem Thermodyn 1983, 15, 287.
26.
Beckhaus, H. D.; Dogan, B.; Pakusch, J.; Verevkin, S.; Ruchardt, C. Chem Ber 1990, 123, 2153.
27.
Peerboom, R. A. L.; Ingemann, S.; Nibbering, N. M. M.; Liebman, J. F. J Chem Soc, Perkin Trans 2 1990,
1, 1825.
28.
LauFer, A. H.; Okabe, H. J Phys Chem 1972, 76, 3504.
29.
Steele, W. V.; Archer, D. G.; Chirico, R. D.; Collier, W. B.; Hossenlopp, I. A.; Nguyen, A.; Smith, N. K.;
Gammon, B. E. J Chem Thermodyn 1988, 20, 1233.
30.
Riberiro
Heats of formation for 622 molecules determined by the PDDG/PM3 and PDDG/MNDO methods with results from
PM5, PM3, AM1, and MNDO for comparison. Molecules whose heats of formation were included as reference
functions (i.e. members of the fit set) are denoted.
Heats of Formation
Standard NDDO
PM5
MNDO AM1
8.72
0.72
-5.18
-9.99
-11.95
-8.78
Fit
PDDG
PM3 MNDO
-22.22
-0.71
-16.27 -16.86
Ethane
Fit
-18.82
-21.21
-15.22
-19.72
-17.41
-18.14
-20.04
n-Propane
Fit
-24.13
-27.20
-20.95
-24.93
-24.26
-23.62
-25.02
n-Butane
Fit
-29.37
-33.29
-26.57
-29.70
-31.13
-29.06
-30.03
n-Pentane
-34.61
-39.34
-32.17
-34.41
-37.97
-34.48
-35.08
n-Hexane
-39.85
-45.39
-37.76
-39.12
-44.82
-39.90
-39.95
n-Heptane
-45.08
-51.45
-43.35
-43.83
-51.67
-45.32
-44.89
n-Octane
-50.34
-57.51
-48.95
-48.54
-58.51
-50.74
-49.82
n-Nonane
-55.58
-63.56
-54.54
-53.25
-65.36
-56.16
-54.75
n-Decane
-60.82
-69.62
-60.13
-57.96
-72.21
-61.58
-59.64
Molecules
Hydrogen
Methane
Mol. Set
PM3
-13.39
-13.01
Exp.
0.00
-17.89
2-Methylpropane
Fit
-31.95
-34.85
-27.13
-26.77
-29.37
-29.53
-32.07
2,2-Dimethylpropane
Fit
-41.77
-44.16
-33.75
-24.60
-32.77
-35.83
-40.14
2-Butane
Fit
-36.75
-40.07
-32.04
-29.95
-35.29
-34.22
-36.92
2,2-Dimethylbutane
Fit
-45.54
-47.24
-37.79
-26.02
-37.60
-39.69
-44.48
2-Methylpentane
-41.93
-46.24
-37.58
-34.56
-42.19
-39.67
-41.77
3-Methylpentane
-41.27
-44.18
-36.80
-32.97
-41.24
-38.75
-41.13
2,3-Dimethylbutane
-42.94
-45.51
-36.81
-27.72
-38.83
-39.23
-42.49
2,2,3-Trimethylbutane
-51.03
-51.72
-41.72
-22.05
-40.06
-43.76
-48.95
3-Ethylpentane
-44.66
-47.05
-41.08
-35.19
-46.07
-43.42
-45.25
2,2,3,3-Tetramethylbutane
-57.57
-57.85
-45.73
-12.57
-39.86
-47.26
-53.91
2-Methylhexane
-47.18
-52.30
-43.16
-39.25
-49.04
-45.00
-46.52
3-Methylhexane
-46.43
-50.34
-42.32
-37.48
-48.05
-44.14
-45.73
2,2-Dimethylpentane
-50.69
-53.46
-43.25
-30.34
-44.39
-45.35
-49.20
3,3-Dimethylpentane
-48.52
-49.99
-41.47
-26.88
-42.17
-42.82
-48.08
2,3-Dimethylpentane
-46.60
-49.48
-41.15
-30.09
-44.50
-43.92
-47.33
2,4-Dimethylpentane
-48.95
-53.23
-42.79
-34.47
-46.31
-45.71
-48.21
2-Methylheptane
-52.44
-58.36
-48.76
-43.95
-55.89
-50.42
-51.47
3-Methylheptane
-51.66
-56.34
-47.90
-42.16
-54.89
-49.40
-50.79
4-Methylheptane
-51.60
-56.44
-47.83
-41.97
-54.85
-49.57
-50.66
3-Ethylhexane
-50.29
-53.14
-46.59
-39.68
-52.85
-48.92
-50.36
2,2-Dimethylhexane
-55.93
-59.47
-48.83
-35.00
-51.24
-50.76
-53.68
2,3-Dimethylhexane
-51.79
-56.51
-46.68
-34.64
-51.31
-49.43
-51.10
1
Ref.
1
2
2
2
2
2
2
2
2
1
2
2
2
1
1
1
3
3
1
2
1
1
1
1
1
1
1
1
1
1
1
1
2,4-Dimethylhexane
-53.41
-57.25
-47.50
-37.41
-52.21
-50.37
-52.40
2,5-Dimethylhexane
-54.36
-57.81
-48.47
-39.27
-53.22
-50.64
-53.18
3,3-Dimethylhexane
-53.52
-56.26
-46.99
-31.11
-48.89
-48.92
-52.58
3,4-Dimethylhexane
-50.54
-54.29
-45.55
-32.14
-49.94
-48.92
-50.87
3-Ethyl-2-methylpentane
-50.72
-53.12
-45.43
-31.56
-49.19
-48.47
-50.44
3-Ethyl-3-methylpentane
-53.39
-52.40
-45.48
-27.68
-46.84
-47.45
-51.35
2,2,3-Trimethylpentane
-55.34
-55.51
-46.34
-24.44
-45.98
-48.61
-52.58
2,2,4-Trimethylpentane
-57.16
-57.24
-47.39
-29.14
-47.45
-49.80
-53.54
2,3,3-Trimethylpentane
-53.60
-54.67
-45.41
-22.19
-44.49
-47.72
-51.69
-53.21
-55.31
-45.89
-28.35
-47.74
-48.58
-51.94
3,3-Diethylpentane
-56.24
-54.25
-49.06
-27.92
-51.21
-50.65
-55.65
2,2,3,3-Tetramethylpentane
-61.71
-60.44
-49.30
-12.26
-45.17
-52.08
-56.67
2,2,3,4-Tetramethylpentane
-57.90
-56.04
-46.54
-14.83
-45.14
-49.84
-56.61
2,2,4,4-Tetramethylpentane
-61.97
-60.26
-49.16
-19.58
-46.19
-52.41
-57.80
2,3,3,4-Tetramethylpentane
-56.85
-54.24
-46.44
-13.32
-44.76
-46.26
-56.43
2,3,4-Trimethylpentane
Fit
Ethylene
Fit
14.57
14.14
15.09
15.40
16.47
16.63
12.45
Propene
Fit
5.36
3.85
6.94
5.16
7.12
7.07
4.88
1-Butene
Fit
0.08
-2.39
1.34
-0.17
0.25
1.48
-0.20
1-Pentene
Fit
-5.16
-8.60
-4.30
-5.03
-6.68
-4.01
-5.33
1-Hexene
-10.39
-14.28
-9.88
-9.76
-13.53
-9.43
-9.95
1-Heptene
-15.63
-20.62
-15.48
-14.47
-20.38
-14.85
-14.81
1-Octene
-20.87
-26.92
-21.07
-19.18
-27.22
-20.27
-19.41
1-Nonene
-26.11
-32.87
-26.66
-23.89
-34.07
-25.69
-25.00
1-Decene
-31.36
-38.05
-32.25
-28.60
-40.92
-31.11
-29.78
trans-2-Butene
-4.89
-6.61
-1.75
-5.08
-3.35
-3.77
-2.99
cis-2-Butene
-3.23
-5.79
-0.90
-3.89
-2.21
-3.56
-1.86
cis-2-Pentane
-9.12
-10.89
-6.84
-8.98
-8.85
-7.79
-7.00
trans-2-Pentene
-8.31
-13.08
-6.44
-9.53
-8.97
-7.76
-7.93
cis-2-Hexene
-13.30
-17.69
-11.97
-14.08
-15.21
-12.72
-12.51
trans-2-Hexene
-14.73
-18.13
-12.62
-15.08
-16.59
-14.17
-12.88
cis-3-Hexene
-12.40
-17.39
-11.23
-14.25
-14.36
-13.52
-11.38
trans-3-Hexene
-14.11
-19.59
-12.19
-15.50
-15.86
-13.62
-13.01
-4.25
-7.38
-0.71
-1.38
-0.02
-2.12
-4.26
2-Methyl-2-butene
-12.97
-15.68
-9.51
-9.73
-9.27
-11.45
-10.12
2-Methyl-1-butene
-10.00
-12.76
-6.55
-6.53
-6.83
-7.83
-8.55
3-Methyl-1-butene
-6.98
-9.22
-4.44
-2.27
-3.85
-3.56
-6.61
2,3-Dimethyl-2-butene
-21.96
-23.33
-16.36
-12.20
-15.71
-19.44
-16.42
2,3-Dimethyl-1-butene
-16.28
-17.55
-11.97
-7.21
-10.55
-12.37
-15.19
2-Methyl-1-pentene
-15.27
-18.95
-12.26
-11.25
-13.61
-13.27
-14.19
3-Methyl-1-pentene
-10.69
-11.47
-8.99
-4.87
-9.02
-7.42
-11.83
2-Methylpropene
Fit
2
1
1
1
1
1
1
1
1
1
1
2
1
1
1
1
1
1
1
1
1
1
1
4
5
1
1
1
1
1
1
1
1
1
1
1
1
1
1
1
1
4-Methyl-1-pentene
-12.30
-14.12
-9.89
-5.61
-10.61
-9.15
-12.25
2-Methyl-2-pentene
-18.05
-21.41
-14.24
-15.25
-16.01
-16.88
-15.98
cis-3-Methyl-2-pentene
-18.72
-20.78
-14.09
-14.47
-15.60
-16.74
-14.89
trans-3-Methyl-2-pentene
-18.47
-20.99
-14.35
-14.92
-15.60
-16.64
-15.09
cis-4-Methyl-2-pentene
-15.24
-17.64
-12.10
-11.18
-13.09
-12.69
-13.74
trans-4-Methyl-2-pentene
-15.72
-16.65
-12.26
-11.40
-12.89
-12.84
-14.70
2-Ethyl-1-butene
-14.23
-17.01
-11.37
-11.02
-12.52
-12.43
-13.39
3,3-Dimethyl-1-butene
-15.40
-16.17
-10.03
1.90
-6.45
-8.55
-14.51
5-Methyl-1-hexene
-17.39
-21.59
-15.35
-7.75
-16.19
-14.57
-15.70
3-Methyl-trans-3-hexene
-23.03
-27.16
-19.72
-19.42
-22.15
-21.67
-18.36
3-Methyl-cis-3-hexene
-22.41
-27.35
-19.39
-18.77
-21.94
-22.65
-18.98
2,4-Dimethyl-1-pentene
-21.60
-24.99
-17.95
-10.47
-16.66
-17.58
-20.03
4,4-Dimethyl-1-pentene
-21.20
-22.86
-16.10
-0.96
-13.04
-14.95
-19.44
2,4-Dimethyl-2-pentene
-24.49
-28.39
-20.00
-16.52
-19.99
-21.60
-21.20
4,4-Dimethyl-trans-2pentene
4,4-Dimethyl-cis-2-pentene
-24.19
-26.37
-17.83
-7.67
-15.69
-17.96
-21.22
-20.52
-22.59
-16.07
-4.14
-12.67
-14.81
-17.36
3-Methyl-2-ethyl-1-butene
-20.98
-21.53
-16.76
-11.37
-16.06
-16.88
-19.01
2,3,3-Trimethyl-1-butene
-24.33
-25.24
-16.52
0.42
-11.92
-16.36
-20.43
2,2-Dimethyl-cis-3-hexene
-27.56
-29.64
-21.29
-9.18
-20.07
-23.55
-21.34
2,2-Dimethyl-trans-3hexene
2-Methyl-3-ethyl-1-pentene
-29.29
-33.60
-23.63
-12.51
-22.05
-23.20
-25.73
-25.71
-26.32
-21.97
-12.83
-21.02
-21.31
-23.97
2,4,4-Trimethyl-1-pentene
-27.01
-31.63
-23.30
-6.29
-18.79
-21.42
-26.37
2,4,4-Trimethyl-2-pentene
-33.04
-34.15
-23.55
-9.74
-20.76
-27.02
-25.07
46.98
43.48
42.42
43.93
46.14
47.06
45.63
1,2-Butadiene
39.21
33.62
34.91
33.54
37.11
37.99
38.78
1,2-Pentadiene
35.43
27.59
29.44
28.69
31.72
33.94
33.62
2,3-Pentadiene
31.27
23.80
27.34
23.17
28.14
28.95
31.80
3-Methyl-1,2-butadiene
30.48
22.64
27.31
26.09
30.12
29.20
30.85
trans-Dimethyl butatriene
64.60
52.05
55.85
50.14
57.21
59.52
63.30
28.12
27.38
28.74
28.96
29.91
31.03
26.11
1, trans-3-Pentadiene
18.91
16.86
20.23
18.99
20.32
21.29
18.12
1, cis-3-Pentadiene
19.19
23.07
20.60
19.39
20.57
21.28
19.13
1,4-Pentadiene
24.27
23.13
23.88
24.72
24.71
26.49
25.25
cis-1,3,5-Hexatriene
41.42
40.42
42.27
42.56
42.91
45.06
41.10
1,5-Hexadiene
19.15
15.83
18.03
20.17
18.02
21.08
20.11
Isoprene
18.79
17.99
21.26
23.67
23.33
22.65
18.06
2,3-Dimethyl-1,3-butadiene
9.98
7.86
13.26
15.21
17.34
15.15
10.78
4-Methyl-1,3-pentadiene
9.70
6.03
12.65
14.68
13.67
11.34
11.40
47.60
51.53
46.44
57.89
54.80
50.71
54.34
Allene
1,3-Butadiene
Acetylene
Fit
Fit
Fit
Fit
3
1
1
1
1
1
1
1
1
1
1
1
1
1
1
1
1
1
1
1
1
1
1
1
1
1
1
1
6
7
1
1
1
1
8
1
1
1
9
1
Propyne
Fit
41.11
38.73
37.60
41.39
43.41
40.22
44.39
1-Butyne
Fit
36.93
33.34
32.63
36.14
37.49
35.69
39.49
1-Pentyne
Fit
31.69
27.19
26.93
31.30
30.61
30.24
34.40
1-Hexyne
26.49
21.17
21.37
26.57
23.78
24.83
29.23
1-Heptyne
21.32
16.09
15.78
21.86
16.94
19.41
24.80
1-Octyne
16.02
9.06
10.19
17.15
10.09
14.00
19.29
1-Nonyne
10.78
3.01
4.60
12.44
3.25
8.58
14.88
1-Decyne
5.54
-3.05
-0.99
7.73
-3.59
3.16
10.01
2-Butyne
34.98
26.10
28.87
24.89
31.97
29.76
34.71
2-Pentyne
30.80
20.74
23.90
19.65
26.09
25.25
30.70
2-Hexyne
25.56
14.58
18.21
14.82
19.21
19.81
25.73
3-Hexyne
26.63
17.68
18.94
15.68
20.22
20.78
25.19
3-Methyl-1-butyne
30.24
26.39
27.11
33.90
33.30
30.71
32.60
3,3-Dimethylbutyne
21.44
17.86
21.07
35.36
30.84
25.27
25.57
2-Heptyne
20.36
8.56
12.65
10.09
12.38
14.47
20.26
105.08
99.68
95.33
103.20
106.08
102.46
113.00
3-Heptyne
21.36
9.22
13.22
9.57
13.32
15.29
19.78
2-Octyne
15.11
2.50
7.05
5.38
5.53
8.99
15.24
3-Octyne
16.16
3.19
7.66
4.84
6.49
9.88
14.94
4-Octyne
16.12
3.07
7.52
4.74
6.43
9.83
14.36
1-Buten-3-yne
66.24
63.40
61.03
65.58
67.92
66.37
72.80
1-Pentyne-cis-3-ene
57.39
54.04
52.34
55.84
58.40
56.62
61.10
1-Pentyne-trans-3-ene
56.30
52.84
52.41
55.41
57.77
55.98
61.40
3-Methyl-1-butyne-3-ene
56.65
52.53
53.20
58.27
61.12
57.55
61.80
23.22
25.59
22.17
21.32
22.02
23.45
19.81
Napthalene
40.81
40.31
37.60
38.33
40.58
40.68
36.05
Anthracene
62.22
58.45
56.81
58.85
63.71
61.69
55.2
Biphenyl
47.27
50.64
44.20
46.08
47.68
48.08
43.53
Azulene
82.88
78.82
77.47
72.14
84.44
81.35
73.5
Indene
41.64
42.45
39.91
38.32
45.77
40.67
39.08
113.33
103.95
94.78
120.37
109.83
100.48
13.52
13.59
14.06
13.57
14.42
14.11
11.99
9.99
10.17
8.99
10.91
9.11
10.50
7.15
Styrene
37.93
38.60
36.54
39.04
38.72
39.19
35.30
Phenylacetylene
75.80
74.05
69.18
73.90
76.49
74.66
78.22
Cumene
2.25
4.22
3.57
8.17
4.71
4.75
0.94
n-Propylbenzene
4.89
4.19
4.26
6.54
2.35
5.27
1.87
-Methylstyrene
28.58
29.17
28.79
30.57
32.41
31.45
27.00
-cis-Methylstyrene
31.22
33.14
28.54
28.15
30.26
30.95
29.00
-trans-Methylstyrene
27.89
29.60
28.04
27.66
30.40
29.95
28.00
1,3-Butadiyne
Benzene
Fit
Biphenylene
Toluene
Ethylbenzene
Fit
4
1
1
10
10
10
10
10
5
1
10
10
10
3
11
12
3
12
12
12
12
3
13
13
14
1
1
1
1
1
1
5
1
1
1
3
3
3
3
3
3
o-Xylene
4.90
4.76
6.30
8.92
8.03
6.20
4.56
m-Xylene
3.82
1.60
6.00
5.93
6.86
4.81
4.14
p-Xylene
3.73
2.40
6.02
5.75
6.79
4.74
4.31
1-Methyl-2-ethylbenzene
0.39
-0.79
1.92
4.56
2.09
0.84
0.39
1-Methyl-3-ethylbenzene
-0.20
-2.89
0.95
1.15
1.10
0.15
-0.43
1-Methyl-4-ethylbenzene
-0.22
-2.76
0.90
0.96
1.05
0.14
-0.76
1,2,4-Trimethylbenzene
-5.90
-7.77
-1.72
1.08
0.40
-3.70
-3.31
1,2,3-Trimethylbenzene
-4.71
-6.61
-0.30
4.67
1.25
-2.03
-2.26
Mesitylene
-5.83
-10.31
-1.99
-1.62
-0.65
-4.46
-3.81
Indane
14.10
32.51
9.21
6.49
11.51
11.25
14.42
1
1
1
1
1
1
1
1
1
1
1
1
1
1
1
1
1
4
1
15
16
1
1
3
1
1
1
2
2
17
Cyclopropane
Fit
13.50
13.17
16.85
11.22
17.78
16.27
12.73
Cyclobutane
Fit
-3.23
-5.40
-3.28
-11.89
-0.99
-3.79
6.78
Cyclopentane
Fit
-20.83
-21.55
-24.86
-30.37
-28.77
-23.78
-18.44
Cyclohexane
Fit
-27.47
-33.56
-33.84
-34.75
-38.53
-31.00
-29.50
Cycloheptane
-27.08
-30.68
-34.95
-33.60
-40.73
-30.85
-28.22
Cyclooctane
-29.90
-33.45
-36.91
-34.62
-45.03
-34.13
-29.73
Cyclononane
-35.31
-36.33
-40.25
-34.13
-50.07
-39.82
-31.73
Methylcyclopropane
5.18
4.24
8.99
4.04
10.81
8.55
5.50
Methylcyclopentane
-28.25
-30.09
-31.17
-32.84
-34.05
-29.93
-25.27
ax-Methylcyclohexane
-34.35
-38.02
-38.99
-35.15
-42.26
-35.73
-35.24
Ethylcyclopropane
2.63
2.15
3.63
1.97
6.47
5.73
1.10
Ethylcyclopentane
-33.23
-35.27
-36.45
-36.59
-40.31
-34.89
-30.34
-38.53
-41.23
-42.04
-41.19
-47.18
-40.33
-35.37
Butylcyclopentane
-43.76
-47.49
-47.64
-45.88
-53.99
-45.75
-40.22
Ethylcyclohexane
-38.50
-46.29
-44.84
-39.35
-48.42
-38.81
-41.03
n-Propylcyclohexane
-44.24
-50.99
-49.74
-43.02
-55.47
-46.75
-46.17
Methylenecyclopropane
42.19
41.36
41.99
37.90
47.66
44.52
47.92
Methylenecyclobutane
19.64
15.85
17.40
10.90
25.11
19.66
29.05
Methylenecyclopentane
-2.22
-5.52
-6.40
-8.79
-6.07
-3.86
3.00
1,2,3Trimethylenecyclopropane
1,2-Dimethylenecyclobutane
98.72
93.96
91.99
90.74
105.58
100.88
94.60
43.04
36.69
38.82
33.64
51.19
43.66
48.80
3-(2-Propylidenen)-1,4pentadiene
cis-1,2Dimethylcyclopropane
Ethylcyclobutane
28.45
25.48
28.41
32.63
33.82
32.02
30.90
7
7
-1.20
-3.59
1.91
-2.09
4.77
1.48
1.30
10
-16.00
-19.48
-15.90
-21.05
-13.44
-15.79
-6.29
-34.41
-34.92
-36.14
-32.31
-37.30
-33.89
-30.95
7
1
-35.94
-37.24
-37.27
-34.53
-39.19
-35.90
-32.66
1
-35.53
-38.04
-37.39
-35.23
-39.32
-35.92
-32.48
1
Propylcyclopentane
cis-1,2Dimethylcyclopentane
trans-1,2Dimethylcyclopentane
cis-1,3Dimethylcyclopentane
Fit
5
trans-1,3Dimethylcyclopentane
cis-1,2Dimethylcyclohexane
trans-1,2Dimethylcyclohexane
cis-1,3Dimethylcyclohexane
trans-1,3Dimethylcyclohexane
cis-1,4Dimethylcyclohexane
trans-1,4Dimethylcyclohexane
cis-cis-1,3,5Trimethylcyclohexane
cis-trans-1,3,5Trimethylcyclohexane
1,1-Dimethylcyclopropane
-35.36
-38.31
-37.27
-35.08
-39.18
-35.86
-31.92
1
-41.09
-43.86
-44.25
-34.40
-46.25
-40.36
-41.13
1
-42.17
-47.84
-45.18
-35.23
-47.71
-42.00
-42.99
1
-43.03
-49.33
-46.06
-37.55
-48.83
-42.69
-44.13
1
-42.05
-45.99
-45.04
-36.44
-47.30
-34.23
-42.18
1
-42.13
-45.83
-45.11
-36.60
-38.40
-41.59
-42.20
1
-43.04
-49.37
-46.10
-37.66
-48.85
-42.71
-44.10
1
-50.78
-57.14
-52.11
-38.83
-53.95
-48.50
-50.69
1
-49.75
-53.77
-51.06
-37.63
-52.48
-47.34
-49.37
3
-4.41
-6.36
1.02
2.05
5.71
0.77
-1.97
1,1-Dimethylcyclopentane
-37.31
-38.07
-37.45
-29.98
-36.92
-35.86
-33.04
1,1-Dimethylcyclohexane
-43.72
-38.99
-45.15
-31.49
-45.34
-41.56
-43.23
Vinylcyclopropane
29.31
28.45
31.68
29.00
34.95
33.87
30.40
1,3-Cycloheptadiene
22.83
17.88
13.00
11.38
12.95
19.17
22.56
Cyclooctatetraene
68.84
64.43
57.92
56.64
64.40
66.75
71.13
18
1
1
7
1
1
1
1
1
1
1
1
10
7
Cyclopropene
Fit
62.69
68.25
66.53
68.30
74.81
68.17
66.20
Cyclobutene
Fit
35.95
33.93
35.89
31.03
45.76
37.67
37.45
Cyclopentene
Fit
4.41
4.51
2.66
-0.26
2.98
3.02
8.23
Cyclohexene
-1.61
-6.59
-8.71
-9.88
-10.05
-4.88
-1.08
Cyclooctene
-2.67
-5.47
-12.76
-5.81
-14.92
-2.11
-6.45
1-Methylcyclopropene
54.78
56.33
56.42
53.70
64.66
57.38
58.21
1,2-Dimethylcyclopropene
47.42
44.60
46.42
39.27
54.71
46.92
46.40
cis-1-Methyl-2vinylcyclopropane
3,4-Dimethylenecyclobutene
21.99
21.38
24.26
22.38
28.90
27.14
24.60
85.61
78.65
80.83
77.59
99.70
88.43
80.40
1,2,3,4,5-Pentamethyl
cyclopentadiene
1-Methylcyclopentene
-12.27
-17.84
-7.67
-6.37
0.38
-11.91
-5.90
-5.22
-7.71
-6.39
-10.22
-5.57
-7.03
-0.60
3-Methylcyclopentene
-2.34
-3.37
-3.45
-3.66
-1.99
-2.63
2.00
4-Methylcyclopentene
-2.74
-3.77
-3.63
-3.06
-2.29
-3.01
3.50
-16.05
-22.41
-21.70
-21.39
-23.46
-18.90
-15.16
43.98
41.42
35.21
33.87
38.31
42.51
43.90
1-Ethylcyclohexene
1,3,5-Cycloheptatriene
1,3-Cyclopentadiene
Fit
30.64
33.82
33.00
32.09
37.06
31.76
31.94
Fulvene
Fit
53.96
53.70
55.83
53.69
62.66
56.21
53.60
1,3-Cyclohexadiene
22.86
19.17
16.48
14.54
17.56
20.52
25.38
Bullvalene
78.26
72.87
60.15
84.29
75.44
76.85
79.85
62.05
65.43
67.49
64.07
78.10
69.24
51.90
Bicyclobutane
Fit
6
7
7
1
1
1
1
1
1
7
1
5
1
Spiropentane
38.57
40.66
41.77
33.69
50.45
43.11
44.25
Bicyclopropyl
30.45
30.83
34.22
28.88
40.21
36.49
30.90
Bicyclo[2.1.0]pentane
34.13
32.67
35.77
30.20
46.06
37.80
37.30
Norbornane
-11.85
-13.36
-18.01
-10.43
-14.44
-13.69
-12.42
Norbornadiene
57.44
59.40
53.55
62.90
67.70
58.78
58.64
Cyclo[2.2.2]octane
-23.27
-28.57
-37.01
-26.31
-35.68
-27.61
-23.64
1,4-Dimethylnorbornane
-30.10
-32.31
-34.15
-16.38
-23.45
-27.97
-30.63
2,3-Dimethylnorbornane
-25.09
-26.58
-29.33
-13.45
-23.23
-24.92
-25.71
11.69
9.09
9.73
2.53
21.22
12.14
29.80
cis-Bicyclo[4.2.0]octane
-12.08
-17.12
-21.30
-23.60
-17.19
-15.74
-6.39
cis-Bicyclo[3.3.0]octane
-27.57
-27.22
-35.90
-36.43
-37.13
-31.62
-22.21
trans-Bicyclo[3.3.0]octane
-14.74
-17.42
-23.47
-21.60
-23.38
-18.83
-15.91
cis-Bicyclo[4.3.0]nonane
-24.18
-35.75
-43.01
-37.91
-40.66
-36.01
-30.38
trans-Bicyclo[4.3.0]nonane
-28.16
-31.31
-39.87
-34.02
-41.42
-31.85
-31.42
cis-Bicyclo[4.4.0]decane
-39.42
-44.99
-51.65
-40.37
-54.06
-42.69
-40.43
trans-Bicyclo[4.4.0]decane
-41.04
-49.92
-53.18
-41.77
-56.25
-44.49
-43.52
Cubane
109.56
109.52
105.32
99.08
151.22
113.82
148.70
Adamantane
-30.19
-38.80
-49.17
-26.38
-43.21
-34.64
-31.93
Diamantane
-32.77
-45.00
-65.29
-22.55
-48.72
-38.45
-34.87
Bicyclo[3.1.0]hexane
6.92
6.06
4.69
2.06
8.60
8.08
9.09
Bicyclo[4.1.0]heptane
1.31
-1.88
-4.34
-5.73
-1.59
1.23
0.34
Bicyclo[5.1.0]octane
0.97
-0.89
-6.43
-5.54
-4.53
0.25
-3.85
Bicyclo[6.1.0]nonane
-0.85
5.64
-8.75
-5.40
-7.22
-3.06
-7.39
Bicyclo[1.1.1]pentane
65.60
60.31
60.38
58.28
82.97
68.32
49.60
Bicyclo[2.1.1]hexane
21.27
16.91
17.06
19.34
29.04
21.21
15.30
Cyclodecane
-39.76
-41.96
-44.22
-34.91
-54.95
-44.42
-36.88
Cyclododecane
-52.76
-53.01
-56.81
-43.27
-70.85
-27.02
-54.58
eq-Methylcyclohexane
-35.27
-41.48
-39.97
-36.19
-43.70
-36.86
-36.98
Protoadamantane
-21.27
-25.32
-38.97
-17.69
-32.48
-25.09
-20.53
tri-tert-Butylmethane
-59.56
-51.55
-42.68
32.57
-33.28
-49.91
-56.21
Bicyclo[2.2.0]hexane
Nitrogen
Ammonia
Fit
9.51
-11.21
26.37
-10.70
30.59
-9.31
8.28
-6.37
11.17
-7.28
17.57
-3.07
-10.98
Methylamine
Fit
-7.19
-8.61
-5.06
-7.55
-7.37
-5.18
-5.50
Ethylamine
Fit
-12.71
-14.40
-11.05
-13.60
-13.50
-11.14
-11.35
n-Propylamine
Fit
-17.84
-20.42
-16.57
-18.31
-20.35
-16.50
-16.77
-22.98
-26.43
-22.11
-23.02
-27.03
-21.83
-22.71
n-Butylamine
Dimethylamine
Fit
-6.14
-8.00
-1.97
-6.64
-5.63
-7.89
-4.43
Trimethylamine
Fit
-7.56
-7.44
0.62
-2.78
-1.71
-10.87
-5.67
Isopropylamine
Fit
-20.57
-21.37
-17.25
-16.37
-17.48
-17.32
-20.02
sec-Butylamine
Fit
-26.36
-27.55
-24.06
-20.35
-25.53
-23.17
-25.36
7
1
1
10
16
2
2
19
19
20
1
2
2
1
1
2
2
1
2
21
1
1
1
1
20
20
2
2
2
2
22
23
1
1
1
2
1
2
2
2
tert-Butylamine
Fit
-32.11
-31.67
-25.81
-15.46
-21.33
-25.21
-28.91
Diethylamine
-16.90
-19.93
-13.70
-17.82
-17.92
-19.57
-17.33
Triethylamine
-21.04
-16.65
-13.55
-14.70
-16.16
-26.53
-22.06
Diisopropylamine
-33.24
-31.91
-26.19
-20.37
-25.56
-31.92
-34.41
Hydrocyanic acid
Fit
26.83
33.92
30.31
35.32
31.01
32.95
32.30
Acetonitrile
Fit
20.38
21.05
20.14
19.23
19.28
23.29
17.70
Propionitrile
Fit
15.92
14.73
15.03
13.77
13.02
18.55
12.31
n-Propyl cyanide
Fit
10.70
8.58
9.32
8.93
6.14
13.13
8.12
Isopropyl cyanide
Fit
8.97
6.85
9.33
11.33
8.47
13.40
5.57
Cyanogen
74.50
77.81
69.31
66.59
67.93
77.47
73.30
Malononitrile
60.89
63.18
56.28
55.61
54.27
64.44
63.64
46.48
46.48
44.34
43.85
44.96
50.16
43.16
81.33
82.65
77.01
74.74
76.01
85.99
81.30
Acrylonitrile
Fit
E-2-Butenedinitrile
Tricyanoethylene
Fit
121.68
122.15
114.04
110.48
113.33
126.86
124.39
Dicyanacetylene
Fit
131.05
125.34
117.94
111.40
119.79
128.05
127.50
18.17
16.93
16.57
14.21
13.68
20.67
22.79
Hydrazine
Methylhydrazine
Fit
19.41
17.85
19.12
14.47
17.33
17.90
22.60
1,2-Dimethylhydrazine
Fit
21.57
21.06
22.45
15.10
24.02
16.46
21.99
1,1-Dimethylhydrazine
Fit
18.62
19.31
21.49
18.14
23.97
15.11
20.06
2,3-Diazabutadiene
54.98
51.65
56.47
46.19
58.16
57.00
58.00
Tetramethyltetrazene
68.96
57.56
76.84
47.84
88.59
62.28
64.70
Azidomethylbenzene
89.15
109.95
94.30
92.87
101.84
95.91
99.50
Methyl azide
63.46
83.57
72.95
67.27
77.64
70.56
67.00
47.10
40.47
53.95
60.35
50.38
54.69
39.08
trans-Diazene
29.67
45.29
42.81
31.85
31.55
37.75
36.00
Azoisopropane
4.13
9.77
16.74
2.64
14.76
6.06
8.55
Ethylenediamine
-6.25
-7.18
-6.46
-7.26
-9.36
-4.01
-4.07
Methyleneimine
16.63
22.11
19.59
19.74
18.69
21.08
16
3.35
2.97
4.72
12.64
18.69
13.29
8.00
Isocyanomethane
Fit
Guanidine
Aziridine
Fit
30.72
30.13
31.59
25.09
33.13
31.61
30.24
Pryrrolidine
Fit
-6.46
-6.34
-10.62
-15.84
-10.43
-11.38
-0.81
Piperidine
Fit
-10.82
-13.99
-15.99
-19.03
-19.03
-16.51
-11.27
Cyclopentyl azide
51.08
71.43
53.00
51.49
59.23
56.38
52.80
Cyclohexyl azide
45.25
61.88
44.73
47.91
49.75
50.09
36.90
Diazirine
88.75
90.60
95.01
72.42
86.83
91.68
63.85
24.66
29.36
32.68
32.45
39.88
27.11
25.88
Tetrazole
83.85
69.38
79.76
53.84
109.65
86.25
79.95
[1,1'-Biphenyl]-2-amine
44.99
72.51
41.22
47.94
46.29
47.09
44.08
Pyrrole
Fit
Dipropyldiazene
Fit
6.86
11.10
15.43
1.70
6.33
5.54
12.30
Pyridine
Fit
28.91
32.85
29.20
28.82
32.05
30.37
33.55
8
2
2
2
4
24
25
2
2
2
2
26
2
1
1
24
24
1
2
2
4
2
5
4
2
4
2
5
27
4
2
2
2
4
4
28
2
2
5
2
2
Pyridazine
Fit
53.28
54.05
50.88
43.61
55.33
56.00
66.52
Pyrimidine
35.42
38.61
36.39
34.97
43.92
37.97
46.83
Pyrazine
36.99
41.63
39.74
37.76
44.23
39.32
46.86
2-Methylpyridine
19.32
21.94
21.33
19.85
25.65
21.15
23.70
3-Methylpyridine
19.09
20.42
20.89
20.48
24.11
20.86
25.42
4-Methylpyridine
18.88
20.59
20.51
20.86
24.16
20.78
24.80
2,3-Dimethylpyridine
11.53
10.91
13.10
15.14
20.61
12.21
16.32
2,4-Dimethylpyridine
9.28
9.70
12.71
12.06
17.82
11.62
15.27
2,5-Dimethylpyridine
9.60
9.53
13.09
11.44
17.68
11.67
15.88
2,6-Dimethylpyridine
9.80
11.12
13.59
10.97
19.48
12.06
14.03
3,4-Dimethylpyridine
9.98
10.87
13.32
15.35
17.24
12.52
16.74
3,5-Dimethylpyridine
9.28
8.06
12.60
12.24
16.17
11.35
17.40
Benzotriazole
85.82
75.93
82.81
64.02
104.20
85.60
80.19
Indole
42.37
43.33
45.84
44.22
55.16
42.65
37.41
Aniline
Fit
18.46
19.21
19.13
21.72
20.50
22.96
20.81
Phenyl cyanide
Fit
56.15
56.69
52.45
51.98
53.38
58.49
51.55
Phenylhydrazine
48.27
50.07
46.00
45.28
49.97
47.65
48.49
Cyclobutylamine
-3.08
-3.97
-3.95
-6.44
0.23
-0.89
9.84
Cyclopentyamine
-16.84
-18.41
-21.50
-22.47
-22.68
-17.79
-13.13
Cyclohexylamine
-23.84
-28.20
-30.05
-25.72
-31.87
-24.60
-25.06
Isobutylamine
14.92
-26.98
17.67
14.57
20.50
19.91
18.42
Quinuclidine
-5.31
-3.19
-14.84
-3.56
-8.22
-13.00
-1.01
-18.63
-21.62
-22.18
-21.26
-23.15
-22.61
-20.18
Quinoline
46.76
48.52
45.24
44.75
52.19
47.55
47.93
Isoquinoline
46.24
47.24
44.35
45.29
50.17
47.19
48.9
Quinoxaline
54.77
58.25
56.29
52.79
65.57
56.17
57.43
Acridine
74.91
69.71
65.02
66.99
78.84
72.71
65.46
Phenazine
78.35
77.94
76.78
88.55
92.97
78.92
80.86
3,4-Benzoquinoline
61.94
61.50
58.58
60.70
68.03
61.13
57.48
5,6-Benzoquinoline
63.09
61.98
61.59
69.17
62.10
55.86
7,8-Benzoquinoline
62.56
62.53
58.32
60.00
68.28
62.60
59.85
Carbazole
56.22
54.88
55.88
78.92
67.76
53.93
50.10
Benzimidazole
46.72
45.00
49.40
45.89
67.09
47.75
43.43
Indazole
66.53
62.92
65.54
58.09
82.30
65.26
58.08
Pyrazole
47.23
47.85
50.53
45.40
65.56
48.83
42.88
Imidazole
27.98
29.68
33.98
33.27
50.84
31.31
31.76
N-Methylpyrrole
25.27
28.39
37.14
32.29
44.38
25.89
24.65
N-Methylmethanimine
13.94
17.90
18.94
16.44
17.36
14.56
18.53
N-Benzylideneaniline
68.61
74.57
68.41
70.04
74.10
69.26
60.60
-52.88
-56.18
-53.70
-60.94
-59.24
-53.43
-57.80
2-Methylpiperidine
Water
Fit
9
2
2
2
2
2
2
1
1
1
1
1
1
5
2
2
2
2
2
2
2
5
2
2
29
29
30
31
32
29
33
31
34
35
35
35
35
5
2
2
3
Methanol
Fit
-49.01
-50.59
-47.55
-57.35
-57.03
-51.88
-48.07
Ethanol
Fit
-55.09
-55.95
-53.68
-62.99
-62.66
-56.85
-56.24
1-Propanol
Fit
-60.21
-62.05
-59.20
-67.72
-69.53
-62.20
-61.17
1-Butanol
Fit
-65.39
-68.03
-64.69
-72.44
-76.32
-67.57
-65.79
1-Pentanol
Fit
-70.64
-74.09
-70.29
-77.14
-83.17
-73.00
-70.66
1-Hexanol
-75.87
-80.14
-75.87
-81.85
-90.01
-78.41
-75.65
1-Heptanol
-81.11
-86.19
-81.46
-86.56
-96.86
-83.83
-79.09
1-Octanol
-86.35
-92.25
-87.05
-91.27
-103.71
-89.25
-85.30
1-Nonanol
-91.59
-98.30
-92.64
-95.98
-110.55
-94.68
-91.12
-65.53
-65.17
-62.17
-65.41
-68.03
-63.95
-65.12
-69.15
-69.44
-67.64
-68.72
-75.38
-69.36
-67.84
2-Propanol
Fit
Isobutanol
2-Butanol
Fit
-70.65
-69.94
-67.74
-69.42
-74.62
-69.14
-69.98
tert-Butanol
Fit
-77.49
-75.36
-70.79
-64.27
-71.60
-71.28
-74.72
2-Pentanol
-75.71
-75.86
-73.18
-74.01
-81.40
-74.82
-75.18
3-Pentanol
-74.62
-74.02
-73.13
-73.46
-80.67
-73.51
-75.21
2-Methyl-1-butanol
-71.42
-76.29
-70.03
-71.71
-80.01
-71.93
-72.19
3-Methyl-1-butanol
-74.92
-77.27
-72.40
-72.42
-82.22
-74.60
-72.02
2-Methyl-2-butanol
-81.69
-79.27
-75.50
-66.49
-77.03
-75.64
-79.07
3-Methyl-2-butanol
-76.90
-75.70
-72.68
-68.04
-78.44
-74.01
-75.35
2-Ethyl-1-hexanol
-89.01
-90.33
-87.76
-82.83
-100.60
-89.61
-87.31
Ethylene glycol
-90.90
-94.58
-90.85
-106.10 -107.50
-95.22
-92.62
1,2-Propanediol
-102.40 -103.19
-103.81 -109.26 -115.06 -103.62
-104.63
1,3-Butanediol
-107.65 -108.63
-107.78 -111.91
-120.81 -108.67
-107.51
2,3-Butanediol
-109.79 -104.59
-107.81 -108.54 -117.07 -107.79
-115.27
-140.01 -139.98
-143.08 -153.82 -162.06 -143.59
-139.30
-184.35 -181.39
-190.85 -195.23 -210.30 -187.84
-185.28
Glycerol
Fit
L-Erythritol
Allyl alcohol
-30.15
-32.74
-30.24
-37.57
-37.34
-31.25
-29.55
tert-Pentyl alcohol
-78.69
-78.68
-73.98
-65.57
-78.75
-75.49
-78.65
Cyclopentanol
-61.67
-62.16
-66.25
-71.62
-73.03
-64.42
-57.97
-68.72
-71.67
-74.96
-74.96
-82.42
-71.18
-68.38
cis-2-Methylcyclohexanol
-74.39
-74.73
-79.79
-74.26
-85.48
-74.96
-78.16
trans-2-Methylcyclohexanol
-76.03
-78.12
-80.94
-75.09
-87.13
-77.01
-84.26
cis-3-Methylcyclohexanol
-76.47
-81.37
-81.03
-76.30
-87.54
-76.99
-83.86
trans-3-Methylcyclohexanol
-74.68
-79.12
-83.46
-76.04
-86.31
-75.95
-78.66
cis-4-Methylcyclohexanol
-74.50
-79.46
-83.61
-76.17
-86.29
-75.93
-83.06
trans-4-Methylcyclohexanol
-76.47
-79.64
-81.08
-76.41
-87.58
-77.02
-87.76
-23.67
-24.29
-22.06
-26.67
-22.24
-21.66
-23.04
Benzyl alcohol
-22.86
-22.76
-25.94
-29.29
-31.18
-25.11
-22.60
o-Cresol
-31.75
-33.54
-30.03
-33.20
-29.01
-29.62
-30.73
m-Cresol
-33.43
-36.27
-30.21
-34.17
-29.83
-30.99
-31.62
Cyclohexanol
Phenol
Fit
Fit
Fit
10
1
1
1
1
1
1
1
1
1
1
1
1
1
1
1
5
1
1
1
1
2
1
1
1
1
1
1
3
1
1
2
2
2
2
2
2
1
5
1
1
p-Cresol
-33.05
-36.22
-30.02
-34.55
-29.79
-30.91
-29.96
2,3-Xylenol
-41.16
-43.39
-36.53
-35.94
-35.65
-39.19
-37.57
2,4-Xylenol
-41.94
-46.03
-37.75
-40.18
-36.96
-39.51
-38.93
2,5-Xylenol
-42.19
-46.13
-37.90
-40.01
-37.00
-39.63
-38.63
2,6-Xylenol
-40.47
-43.05
-37.70
-38.48
-36.10
-38.07
-38.66
3,4-Xylenol
-41.79
-45.76
-37.78
-38.89
-36.14
-38.75
-37.42
3,5-Xylenol
-43.19
-48.17
-38.21
-41.55
-37.34
-40.29
-38.61
Hydroquinone
-69.51
-73.33
-65.20
-73.93
-65.65
-65.97
-63.38
Furfuryl alcohol
-56.88
-58.63
-49.10
-62.68
-49.19
-51.78
-50.62
-132.55 -147.49 -156.55 -136.86
-136.52
Diethylene glycol
-132.23 -130.43
Dimethyl ether
Fit
-46.00
-45.72
-42.53
-51.22
-53.17
-48.31
-43.99
Diethyl ether
Fit
-57.30
-57.05
-54.32
-61.99
-64.36
-57.44
-60.26
Dipropyl ether
Fit
-67.48
-69.21
-65.26
-71.43
-78.03
-68.06
-69.85
Dibutyl ether
Fit
-77.84
-81.18
-76.25
-80.85
-91.61
-78.82
-79.82
-76.35
-71.02
-69.17
-64.78
-72.08
-68.92
-76.20
-83.45
-77.34
-78.93
-71.73
-82.78
-76.69
-86.26
di-tert-Butyl ether
-93.80
-83.49
-80.89
-51.63
-71.42
-76.69
-86.51
Methyl ethyl ether
-51.69
-51.40
-48.44
-56.62
-58.78
-52.93
-51.72
Methyl propyl ether
-56.77
-57.49
-53.91
-61.34
-65.62
-58.24
-56.82
Methyl isopropyl ether
-61.04
-58.15
-55.51
-58.16
-62.23
-58.48
-60.24
Methyl tert-butyl ether
-71.79
-65.80
-63.75
-54.56
-64.82
-64.15
-67.69
Isopropyl tert-Butyl ether
-86.40
-77.65
-76.53
-60.38
-73.52
-74.25
-85.60
Dimethoxymethane
-84.79
-83.20
-74.15
-89.94
-95.44
-87.43
-83.27
-96.79
-89.54
-92.41
-91.20
-103.04
-94.71
-93.26
-118.75 -109.08
-113.39
-96.25
-109.81 -107.98
-121.09
Diisopropyl ether
di-sec-Butyl ether
1,1-Dimethoxyethane
Fit
Fit
2,2-Diethoxypropane
Divinyl ether
Fit
-7.97
-8.87
-1.26
-3.45
2.15
0.79
-3.27
-32.58
-33.59
-28.02
-32.81
-31.33
-28.30
-33.63
-10.47
-8.99
-8.32
-15.53
-8.96
-8.13
-12.58
Propylene oxide
-20.62
-18.83
-17.95
-23.03
-15.70
-16.58
-22.63
Oxetane
-25.46
-27.38
-23.87
-37.16
-25.55
-26.71
-19.25
Ethyl vinyl ether
Ethylene oxide
Fit
Tetrahydrofuran
Fit
-47.72
-47.28
-51.66
-59.28
-58.40
-51.29
-44.02
Tetrahydropyran
Fit
-54.25
-55.21
-60.00
-62.03
-67.03
-57.41
-53.39
1,3-Dioxolan
-78.34
-78.63
-79.81
-92.98
-93.73
-82.32
-71.22
1,4-Dioxane
-80.50
-77.78
-84.29
-89.21
-94.97
-83.12
-75.51
1,3-Dioxane
-84.97
-83.08
-89.06
-94.26
-101.88
-87.78
-83.71
2-Methyl-1,3-dioxan
-93.76
-90.72
-95.85
-97.94
-104.60
-92.25
-95.37
4-Methyl-1,3-dioxan
-93.07
-91.07
-95.74
-97.01
-105.88
-92.91
-90.46
cis-2,4-Dimethyl-1,3-dioxan
-101.77
-98.51
-102.48 -100.65 -108.56
-97.28
-102.26
4,5-Dimethyl-1,3-dioxan
-100.63
-98.04
-101.60
-97.87
-110.73
-98.41
-98.16
5,5-Dimethyl-1,3-dioxan
-100.97
-98.70
-102.02
-93.59
-109.90
-99.13
-100.67
11
1
1
1
1
1
1
1
1
1
2
1
1
1
1
1
1
2
1
1
1
2
3
1
1
2
1
1
1
1
2
2
2
2
1
1
1
1
1
1
1
2-cis-4-trans-6-Trimethyl1,3-dioxan
2-Methoxytetrahydropyran
-111.24 -105.08
Fit
1,3-Dioxacycloheptane
-110.12 -102.11 -112.25 -102.88
-106.76
1
-93.11
-95.50
-90.99
-82.83
-119.49 -131.10 -143.02 -122.42
-113.27
2
2
2
1
1
5
2
1
1
1
3
3
3
3
1
1
1
2
2
1
2
1
1
1
36
1
36
1
37
37
37
1
1
1
1
1
1
2
-92.48
-90.08
-94.48
-88.61
-85.73
-95.21
-100.61 -104.91
-94.96
-106.67
-Trioxan
Fit
-119.66
-118.32
Anisole
Fit
-18.00
-16.67
-14.53
-17.66
-15.84
-14.54
-17.27
Furan
Fit
-12.03
-8.99
-0.98
-8.61
2.96
-4.03
-8.30
-28.01
-32.89
-37.49
-38.00
-34.02
-29.41
-26.96
Dihydropyran
Formaldeyde
Fit
-30.18
-31.20
-27.28
-32.88
-31.49
-34.08
-25.95
Acetaldehyde
Fit
-43.54
-43.72
-40.04
-42.28
-41.56
-44.20
-39.73
Propanal
Fit
-46.99
-48.24
-45.61
-47.53
-47.66
-48.58
-45.45
Butanal
Fit
-52.36
-54.31
-51.39
-52.18
-54.60
-54.07
-48.94
Pentanal
Fit
-57.53
-60.33
-56.91
-56.89
-61.41
-59.45
-54.45
Hexanal
-62.79
-66.38
-62.52
-61.59
-68.26
-64.88
-59.37
Heptanal
-68.02
-72.43
-68.10
-66.30
-75.10
-70.29
-63.10
Octanal
-73.26
-78.49
-73.24
-71.01
-81.95
-75.71
-69.23
2-Methylpropanal
-54.02
-55.01
-51.18
-50.30
-51.80
-53.99
-52.25
2-Butanone
-59.24
-61.50
-56.96
-54.04
-55.15
-57.44
-57.02
-28.24
-29.02
-27.11
-28.28
-26.94
-28.72
-24.03
-61.96
-63.59
-54.78
-61.39
-58.71
-64.31
-50.66
-9.41
-8.40
-10.02
-9.93
-8.07
-10.64
-8.78
-139.55 -131.50 -131.15 -134.94
-137.06
2-Butenal
Fit
Glyoxal
Benzaldehyde
Fit
Acetic anhydride
Fit
Maleic anhydride
-142.94 -146.99
-97.36 -100.34
-87.93
-88.47
-76.35
-90.08
-95.19
Acetone
Fit
-55.83
-57.12
-51.56
-49.40
-49.19
-53.32
-51.90
3-Pentanone
Fit
-62.60
-65.74
-62.32
-58.61
-61.10
-61.52
-61.65
2-Pentanone
-64.62
-67.56
-62.71
-58.61
-62.09
-62.93
-61.92
3-Methyl-2-butanone
-65.40
-68.16
-62.24
-56.59
-59.37
-62.41
-62.76
2-Hexanone
-69.79
-73.57
-68.22
-63.32
-68.90
-68.31
-66.87
-74.07
-75.08
-67.66
-50.53
-61.25
-66.73
-69.47
3-Hexanone
-67.98
-71.81
-68.07
-63.16
-68.04
-67.01
-66.51
2-Methyl-3-pentanone
-68.86
-72.38
-67.69
-61.12
-65.33
-66.50
-68.38
2,2-Dimethyl-3-pentaone
-77.16
-79.59
-72.89
-54.49
-67.07
-70.70
-75.00
2,4-Dimethyl-3-pentanone
-75.98
-79.05
-72.77
-63.00
-69.30
-71.37
-74.40
Isopropyl tert-butyl ketone
-84.30
-85.58
-77.79
-56.45
-70.88
-76.55
-80.84
Diacetyl
-86.21
-87.37
-81.16
-75.55
-74.12
-81.39
-78.20
-93.93
-94.98
-91.32
-80.52
-81.55
-87.64
-90.47
-32.51
-40.24
-35.23
-32.85
-25.07
-31.55
-29.33
3,3-Dimethyl-2-butanone
Acetylacetone
Fit
Fit
p-Benzoquinone
Cyclopentanone
Fit
-53.54
-55.42
-57.20
-57.02
-55.33
-54.97
-46.03
Cyclohexanone
Fit
-58.03
-63.72
-64.14
-60.11
-63.33
-60.15
-54.04
-57.83
-41.60
-65.89
-59.43
-65.50
-60.04
-59.15
Cycloheptanone
12
Acetophenone
Fit
-19.10
-20.07
-20.24
-17.00
-9.73
-18.00
-20.71
Furfural
-54.01
-54.47
-43.79
-48.42
-32.66
-44.92
-36.08
Tropolone
-27.80
-36.00
-37.49
-38.57
-32.87
-30.97
-37.09
-93.21
-92.28
-90.96
-92.58
-97.38
-94.41
-90.57
Formic acid
Fit
Acetic acid
Fit
-103.67 -104.62
-100.63 -101.11 -102.99 -102.00
-103.26
Propionic acid
Fit
-107.25 -109.00
-106.28 -105.65 -109.04 -106.32
-108.37
n-Butyric acid
Fit
-112.60
-111.96
-111.79
-113.73
-115.07
-110.25 -115.95
n-Valeric acid
-117.76 -121.07
-117.46 -114.96 -122.75 -117.16
-117.14
Hexanoic acid
-122.98 -127.13
-123.06 -119.65 -129.60 -122.58
-122.54
Heptanoic acid
-128.23 -133.18
-128.64 -124.36 -136.44 -127.99
-127.74
Oxalic acid
-178.27 -184.90
-169.45 -170.54 -169.70 -174.53
-172.98
Maleic acid
-161.63 -168.43
-157.46 -157.57 -152.14 -157.76
-162.38
Succinic acid
-193.24 -196.31
-191.37 -186.65 -193.25 -190.70
-196.69
Acrylic acid
Fit
Benzoic acid
-76.16
-78.04
-72.77
-72.22
-71.36
-73.01
-80.36
-65.80
-67.82
-68.81
-67.68
-65.13
-65.48
-70.67
-87.45
-85.11
-85.15
-85.52
-91.05
-87.03
-84.96
-98.94
-102.21
Methyl formate
Fit
Ethyl acetate
Fit
-103.78 -103.22
-100.84
-98.90
-106.34
Ethyl propionate
Fit
-107.30 -107.55
-106.44 -103.43 -108.22 -103.13
-111.12
Isopropyl acrylate
-87.55
-89.31
-87.81
Methyl valerate
-111.81
-113.81
n-Butyl acetate
-113.95
Methyl caproate
Ethyl pentanoate
-82.79
-89.70
-111.22
-107.45 -116.15 -109.19
-112.70
-115.26
-111.73
-108.38 -115.77 -109.51
-116.06
-117.06
-119.87
-116.82 -112.15 -123.00 -114.61
-118.01
-117.82
-119.62
-117.62 -112.72 -121.93 -113.96
-121.16
Vinyl acetate
-77.27
-78.09
-72.85
-69.00
-67.78
-68.48
-75.27
Methyl crotonate
-82.01
-82.15
-79.91
-78.44
-80.57
-78.19
-81.72
Ethyl crotonate
-88.01
-87.95
-86.28
-83.70
-86.34
-82.94
-89.78
Ethyl pent-4-ynotate
-51.10
-52.63
-57.91
-46.95
-52.95
-49.01
-55.73
Ethyl pent-3-ynoate
-50.82
-58.98
-58.97
-58.14
-55.62
-53.13
-56.83
Ethyl pent-2-ynoate
-48.35
-57.54
-54.37
-56.10
-50.29
-49.92
-59.83
Ethyl -vinylacrylate
-64.11
-64.01
-63.52
-59.88
-62.64
-58.07
-69.20
Ethyl 4-pentenoate
-88.22
-88.83
-89.60
-83.38
-90.52
-83.43
-92.15
Ethyl cis-3-pentenoate
-91.00
-91.98
-91.51
-87.58
-92.86
-87.92
-92.65
Ethyl trans-3-pentenoate
-92.45
-92.69
-91.99
-88.75
-93.36
-88.05
-93.25
Ethyl cis-2-pentenoate
-90.49
-92.51
-91.41
-86.79
-91.92
-86.07
-94.35
Ethyl trans-2-pentenoate
-92.55
-94.07
-91.43
-88.92
-92.70
-87.85
-94.25
n-Propyl crotonate
-92.99
-94.01
-91.65
-88.43
-93.10
-88.20
-94.45
-94.54
-94.98
-93.72
-85.55
-87.67
-86.79
-98.25
-65.52
-69.03
-63.88
-68.86
-54.19
-62.24
-67.61
-124.47 -128.44 -127.55 -125.03
-121.50
Isopropyl crotonate
Propiolactone
Ethylene carbonate
4-Hydroxy-3-pentene-2-one
Fit
-130.90 -131.61
-91.78
-93.11
13
-88.97
-83.25
-83.92
-89.38
-84.91
-88.91
-92.10
2
2
2
1
1
2
2
2
2
2
2
2
2
3
2
2
1
2
38
2
2
2
2
2
2
2
2
2
2
1
2
2
2
2
2
2
2
2
2
39
Hydrogen peroxide
Dimethyl peroxide
Fit
Diethyl peroxide
-40.96
-52.68
-41.58
-38.23
-35.32
-40.78
-32.53
-33.89
-42.07
-33.73
-28.30
-26.96
-34.10
-30.05
-42.73
-53.84
-43.64
-38.92
-38.38
-39.97
-46.08
Ozone
Fit
35.48
-17.27
87.66
128.71
37.75
51.10
34.10
Carbon monoxide
Fit
-26.67
-21.28
1.67
-5.92
-5.68
-19.74
-26.42
-87.97
-79.91
-86.12
-75.08
-79.83
-85.04
-94.05
-11.47
-12.56
-11.39
-6.80
-5.66
-9.20
-11.40
Carbon suboxide
-19.59
-21.34
-24.19
-23.49
-14.59
-24.01
-22.38
Pentamethylene formal
-92.32
-88.19
-97.05
-97.07
-111.28
-94.43
-80.50
1,3-Dioxaindane
-75.79
-46.85
-74.17
-80.23
-73.10
-72.92
-71.53
Furoic acid
-99.30 -102.69
-87.53
-95.72
-80.11
-90.44
-93.20
-160.41 -161.57 -160.97 -162.48
-161.51
Carbon dioxide
Ketene
Fumeric Acid
Fit
-165.84 -169.81
1-Ethyoxypropane
-62.39
-63.13
-59.79
-66.71
-71.19
-62.75
-65.07
3,3-Dimethyl oxetane
-43.10
-47.28
-39.73
-44.19
-36.60
-41.15
-35.43
3-Oxabicyclo[3.2.2]nonane
-51.87
-53.44
-69.16
-57.92
-70.17
-57.06
-53.20
1,2-Diethyoxyethane
-95.07
-93.25
-91.92
-104.05 -110.63
-96.16
-97.56
-108.07
-97.98
-97.90
-86.33
-99.56
-99.15
-102.68
2-Ethylhexanal
-73.76
-76.37
-72.28
-65.26
-77.83
-74.13
-71.60
4-Heptanone
-73.37
-77.87
-73.82
-67.71
-74.98
-72.50
-71.30
5-Nonanone
-83.70
-89.92
-84.84
-77.11
-88.59
-83.25
-82.44
6-Undecanone
-94.22 -102.01
-96.05
-86.51
-102.30
-94.11
-92.59
3-Methyl-2-pentanone
-70.79
-73.26
-67.34
-59.87
-65.45
-67.28
-67.90
3,3-Dimethyl-2-pentanone
-77.18
-77.91
-71.41
-51.32
-66.27
-70.71
-72.60
4-Methyl-2-pentanone
-71.21
-74.31
-68.33
-59.57
-66.45
-67.93
-69.60
4,4-Dimethyl-2-pentanone
-78.58
-77.85
-72.24
-53.72
-68.14
-71.59
-76.60
3,3,4-Trimethyl-2-pentanone
-82.84
-81.17
-76.38
-48.26
-69.12
-73.83
-78.50
3,3,4,4-Tetramethyl-2pentanone
di-tert-Butyl ketone
-90.00
-85.66
-79.49
-37.40
-69.45
-76.88
-83.10
-87.35
-86.30
-77.59
-43.49
-68.68
-78.71
-82.65
tert-Butyl neopentyl ketone
-96.80
-95.76
-88.79
-53.43
-79.83
-85.78
-94.14
-100.83
-97.95
-95.03
-57.64
-86.89
-89.55
-100.67
Cyclooctanone
-62.02
-65.17
-69.67
-61.24
-71.12
-64.26
-64.91
Norbornan-2-one
-42.53
-45.64
-49.38
-0.49
-39.01
-43.07
-40.77
Norbornan-7-one
-40.13
-42.18
-46.98
-37.56
-36.46
-40.71
-32.00
Bicyclo[3.2.1]octan-2-one
-54.76
-57.59
-65.14
-51.94
-58.13
-56.35
-51.80
Bicyclo[3.2.1]octan-3-one
-55.44
-58.31
-66.27
-51.90
-59.09
-57.42
-52.90
Bicyclo[3.2.1]octan-8-one
-53.05
-56.56
-64.48
-52.48
-56.37
-54.70
-46.20
Bicyclo[3.3.1]nonane-3-one
-61.23
-65.88
-76.53
-59.55
-70.92
-64.93
-63.80
Bicyclo[3.3.1]nonane-9-one
-58.38
-63.77
-73.33
-59.96
-67.39
-63.16
-57.30
Adamantanone
-59.88
-68.98
-79.33
-53.51
-67.32
-62.99
-55.10
2,2-Dimethoxypropane
Dineopentyl ketone
14
40
2
2
5
5
5
5
5
2
5
2
2
2
2
41
2
2
1
42
36
42
42
42
42
42
42
42
37
37
43
2
44
44
45
45
45
45
45
45
Diadamantanone
-62.42
-14.99
-95.40
-50.27
-72.81
-66.78
-56.63
Camphor
-63.20
-63.14
-67.98
-33.72
-47.74
-57.01
-63.90
2-Methyl-2-propenal
-27.49
-29.71
-25.00
-24.80
-23.79
-27.22
-25.43
2-Ethylacrolein
-31.49
-32.50
-29.83
-27.33
-29.50
-31.07
-31.36
Xanthone
-22.19
-28.66
-25.28
-22.19
-6.78
-16.00
-23.50
-97.76
-97.40
-94.43
-93.65
-96.41
-94.10
-98.77
tert-Butyl hydroperoxide
-61.11
-68.84
-59.61
-38.69
-44.37
-51.48
-58.77
di-tert-Butyl peroxide
-82.29
-83.82
-75.72
-38.31
-49.17
-61.75
-83.44
eq-Cyclohexyl
hydroperoxide
1-Methyl cyclohexyl
hydroperoxide
1-Hydroperoxylhexane
-54.48
-67.17
-64.20
-50.30
-53.02
-53.55
-55.00
45
45
5
5
5
2
2
2
2
2
2
2
2
2
2
2
2
2
2
2
2
2
2
46
46
47
47
2
2
40
-62.67
-72.18
-70.96
-45.77
-57.37
-57.26
-63.00
40
-62.87
-76.94
-65.38
-57.46
-64.40
-61.08
-62.00
2-Hydroperoxylhexane
-64.89
-75.83
-67.63
-53.43
-60.84
-60.76
-64.00
3-Hydroperoxylhexane
-66.42
-75.32
-70.45
-52.54
-61.68
-62.58
-63.00
15.07
9.95
5.81
7.54
13.87
14.35
10.50
Ethyl phenyl ketone
-23.33
-24.91
-25.53
-22.09
-20.80
-21.87
-25.98
Methyl hydroperoxide
-37.49
-47.17
-37.85
-33.30
-30.52
-37.14
-31.31
Ethyl hydroperoxide
-44.47
-53.34
-46.20
-38.37
-37.95
-42.78
-47.55
Isopropyl hydroperoxide
-51.34
-60.50
-51.55
-40.77
-41.87
-46.28
-47.11
40
40
40
2
2
48
2
48
Methyl acetate
Fit
Isovaleric acid
-117.95 -121.24
-113.26 -106.97 -114.58
-114.19
-123.02
Pivalic acid
-122.18 -122.00
-114.23
-114.34
-117.43
Octanoic acid
-131.88 -138.70
-129.57 -124.71 -137.49 -130.79
-132.81
2-Ethylhexanoic acid
-131.89 -134.16
-127.96 -118.45 -133.01 -129.47
-133.73
Methyl heptanoate
-122.29 -125.92
-122.40 -116.85 -129.84 -120.01
-123.54
n-Propyl pentanoate
-122.80 -125.68
-123.01 -117.46 -128.70 -119.19
-127.53
n-Butyl pentanoate
-127.99 -131.66
-128.51 -122.17 -135.50 -124.58
-133.89
Methyl pivalate
-115.37
-112.19
-118.15
Ethyl pivalate
-121.37 -120.83
-118.59 -101.41 -114.47
Methyl isovalerate
-113.51
-111.56
Ethyl isovalerate
-119.53 -120.41
-117.96 -108.90 -119.62
-113.84
-125.96
Methyl -methylbutrate
-112.39
-113.84
-110.87 -103.88 -112.69 -108.06
-117.70
Ethyl -methylbutyrate
-118.42
-119.65
-117.29 -109.16 -118.53
-112.96
-124.86
sec-Butyl butyrate
-125.83 -125.58
-124.55 -112.72 -125.30 -118.66
-130.33
sec-Butyl pentanoate
-131.00 -131.64
-130.05 -117.63 -132.11 -124.03
-136.99
Isopropyl pentanoate
-126.41 -126.46
-125.30 -114.19 -125.92 -119.35
-130.23
Isobutyl pentanoate
-129.53 -132.21
-129.05 -118.34 -133.14 -124.21
-135.89
-115.08
-114.63
-98.98
-96.18
-110.55
-108.70 -107.38
-112.17
-128.10
-103.86 -113.83 -109.04
-119.00
Butyrolactione
-93.46
-94.09
-92.41
-93.92
-91.39
-91.46
-87.60
Valerolactone
-96.98 -100.74
-99.58
-96.05
-98.26
-95.92
-90.73
Caprolactone
-98.14
-99.17
-102.26
-94.34
-101.11
-96.58
-94.70
-102.73 -102.88
-106.19
-96.20
-107.03 -101.89
-98.30
Hepanlactone
Tropone
15
Formamide
Fit
-44.12
-46.67
-46.56
-39.38
-44.76
-41.82
-44.50
Dimethylformamide
Fit
-41.16
-42.69
-38.06
-37.17
-35.72
-44.56
-45.8
Acetamide
-55.52
-59.41
-56.55
-48.22
-50.69
-50.99
-56.96
Butanamide
-64.31
-69.68
-67.53
-57.28
-63.36
-60.52
-66.72
Pentanamide
Fit
-69.34
-75.68
-73.02
-60.88
-70.17
-65.90
-69.37
Hexanamide
Fit
-74.56
-81.74
-78.63
-65.58
-77.03
-71.33
-78.37
Urea
Fit
-53.87
-59.02
-56.18
-44.85
-44.95
-47.00
-58.74
-88.33
-94.22
-94.61
-77.03
-81.96
-80.90
-96.23
-107.19
-112.09
-106.37
-99.05
-103.75
-99.80
-112.67
-Caprolactam
-55.97
-60.09
-64.81
-55.38
-60.56
-58.62
-58.84
N,N-Dimethylbutryamide
-60.34
-63.00
-57.77
-49.39
-53.97
-61.27
-64.74
Oxamide
n-Propylcarbamate
Nitromethane
Fit
-18.83
-13.54
-11.57
3.32
-9.93
-15.94
-17.86
Nitroethane
Fit
-23.23
-19.75
-18.50
-3.31
-16.77
-21.40
-24.38
1-Nitropropane
Fit
-28.35
-25.78
-23.98
-8.12
-23.60
-26.77
-29.98
2-Nitropropane
Fit
-30.36
-26.58
-25.73
-6.34
-21.63
-27.10
-33.21
1-Nitrobutane
-33.51
-31.79
-29.47
-12.83
-30.41
-32.14
-34.39
2-Nitrobutane
-34.79
-31.27
-31.00
-10.11
-28.16
-31.82
-39.11
Nitric acid
-39.39
-38.34
-30.26
-17.54
-37.46
-38.01
-32.10
Methyl nitrate
Fit
-34.97
-33.91
-28.74
-12.43
-31.32
-32.42
-29.11
Ethyl nitrate
Fit
-40.44
-40.05
-34.44
-17.90
-37.27
-36.38
-36.83
n-Propylnitrate
-45.45
-46.17
-39.87
-22.61
-44.02
-41.62
-41.56
Isopropylnitrate
-49.47
-47.54
-42.22
-19.71
-42.13
-42.10
-45.64
Nitrous acid
-18.20
-44.94
-23.81
-40.66
-39.41
-14.88
-18.34
Methyl nitrite
-12.11
-39.92
-17.86
-36.66
-31.81
-9.12
-15.64
Methacrylamide
-38.79
-45.38
-41.70
-31.93
-31.86
-33.63
-37.69
N-Methylacetamide
Fit
-53.06
-55.91
-51.85
-46.92
-47.10
-51.72
-59.30
5-Methylisoxazole
Fit
16.82
6.74
18.54
8.18
35.35
26.13
3.6
17.28
8.21
18.96
7.50
34.99
25.69
4.8
8.09
-4.85
9.93
-3.54
27.44
16.74
-4.3
-0.32
-15.51
1.72
-13.18
19.53
7.42
-4.8
Isocyanic acid
-22.41
-17.14
-24.63
-10.79
-15.15
-15.29
-24.30
Propanamide
-59.10
-63.58
-61.77
-52.73
-56.43
-55.05
-61.89
Dimethylaminomethane
-47.64
-48.80
-42.97
-50.14
-48.50
-53.52
-48.60
-68.28
-74.88
-69.92
-62.14
-66.99
-68.18
-72.82
Isophthalamide
-62.35
-72.31
-72.54
-53.26
-53.22
-55.65
-91.40
Glycine
-95.81
-95.84
-95.07
-95.23
-98.13
-93.82
-93.72
L-Alanine
-101.56 -102.02
-103.56
-97.23
-100.59
-98.22
-99.12
L-Valine
-112.23
-111.78
-114.46
-99.09
-110.86 -107.67
-108.78
L-Leucine
-117.87
-118.99
-119.89 -105.11 -117.33
Benzamide
-19.76
-23.50
3-Methylisoxazole
3,5-Dimethylisoxazole
3,4,5-Trimethylisoxazole
N-Butyl acetamide
Fit
16
-25.60
-16.13
-16.06
-113.82
-116.34
-16.17
-24.12
49
1
5
5
2
2
2
2
2
2
5
1
1
1
1
1
1
24
1
1
1
1
5
5
5
5
1
1
1
1
5
5
5
1
5
1
50
1
1
5
2-Methyl propanamide
1.
-65.54
-70.22
-67.46
-55.13
-60.86
-60.18
-67.50
5
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Riberiro