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IV.A.4.b.

Tautomer energy comparison

using model chemistry: B3PW91/6-31G*

formula sketch Energy (kJ mol-1) Name difference
A B calculated experiment A B
C3H4 sketch of allene sketch of propyne -12 7 allene propyne -19
C4H6 sketch of Cyclobutene sketch of 1,3-Butadiene 35 49 Cyclobutene 1,3-Butadiene -14
C4H6 sketch of Methylenecyclopropane sketch of 1-Methylcyclopropene -46 -42 Methylenecyclopropane 1-Methylcyclopropene -4
C3H6O sketch of Oxetane sketch of Propanal 103 110 Oxetane Propanal -7
C4H8 sketch of cyclobutane sketch of 1-Butene 11 33 cyclobutane 1-Butene -21
C3H4O2 sketch of 2-Propenoic acid sketch of β–Propiolactone -8 -29 2-Propenoic acid β–Propiolactone 21
C4H6S sketch of Thiophene, 2,5-dihydro- sketch of Thiophene, 2,3-dihydro- 0 -4 Thiophene, 2,5-dihydro- Thiophene, 2,3-dihydro- 5
C5H8 sketch of 1,3-Pentadiene, (E)- sketch of 1,4-Pentadiene -38 -25 1,3-Pentadiene, (E)- 1,4-Pentadiene -13
C5H8 sketch of 1,3-Pentadiene, (E)- sketch of 1,2-Pentadiene -57 -64 1,3-Pentadiene, (E)- 1,2-Pentadiene 7
C5H8 sketch of 1,2-Butadiene, 3-methyl- sketch of 1,3-Butadiene, 2-methyl- 37 52 1,2-Butadiene, 3-methyl- 1,3-Butadiene, 2-methyl- -14
C4H8O sketch of Butanal sketch of Furan, tetrahydro- -25 -29 Butanal Furan, tetrahydro- 5
C5H10 sketch of 1-Butene, 2-methyl- sketch of 2-Butene, 2-methyl- 13 5 1-Butene, 2-methyl- 2-Butene, 2-methyl- 8
C5H10 sketch of Cyclopropane, 1,1-dimethyl- sketch of 1-Butene, 2-methyl- 15 29 Cyclopropane, 1,1-dimethyl- 1-Butene, 2-methyl- -14
C6H8 sketch of 1,4-Cyclohexadiene sketch of 1,3-Cyclohexadiene 0 3 1,4-Cyclohexadiene 1,3-Cyclohexadiene -2