return to home page

IV.A.4.b.

Tautomer energy comparison

using model chemistry: PBEPBE/STO-3G

formula sketch Energy (kJ mol-1) Name difference
A B calculated experiment A B
C3H4 sketch of allene sketch of propyne 9 7 allene propyne 2
C4H6 sketch of 1,2-Butadiene sketch of 1,3-Butadiene 30 51 1,2-Butadiene 1,3-Butadiene -22
C4H6 sketch of 1,2-Butadiene sketch of 1,3-Butadiene 39 51 1,2-Butadiene 1,3-Butadiene -12
C4H6 sketch of 1,2-Butadiene sketch of 1-Butyne -7 -3 1,2-Butadiene 1-Butyne -4
C4H6 sketch of 1,2-Butadiene sketch of 2-Butyne 28 17 1,2-Butadiene 2-Butyne 11
C4H6 sketch of Cyclobutene sketch of 1,3-Butadiene -32 49 Cyclobutene 1,3-Butadiene -81
C4H6 sketch of Cyclobutene sketch of 1,3-Butadiene -23 49 Cyclobutene 1,3-Butadiene -72
C4H6 sketch of 1-Methylcyclopropene sketch of 1,2-Butadiene 51 82 1-Methylcyclopropene 1,2-Butadiene -31
C4H6 sketch of Methylenecyclopropane sketch of 1-Methylcyclopropene -48 -42 Methylenecyclopropane 1-Methylcyclopropene -7
C3H6O sketch of Oxetane sketch of Propanal 17 110 Oxetane Propanal -93
C4H8 sketch of cyclobutane sketch of 1-Butene -58 33 cyclobutane 1-Butene -91
C3H4O2 sketch of 2-Propenoic acid sketch of β–Propiolactone 110 -29 2-Propenoic acid β–Propiolactone 138
C4H6S sketch of Thiophene, 2,5-dihydro- sketch of Thiophene, 2,3-dihydro- 22 -4 Thiophene, 2,5-dihydro- Thiophene, 2,3-dihydro- 27
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 -55 -64 1,3-Pentadiene, (E)- 1,2-Pentadiene 10
C5H8 sketch of 1,2-Butadiene, 3-methyl- sketch of 1,3-Butadiene, 2-methyl- 29 52 1,2-Butadiene, 3-methyl- 1,3-Butadiene, 2-methyl- -22
C4H8O sketch of Butanal sketch of Furan, tetrahydro- 63 -29 Butanal Furan, tetrahydro- 93
C5H10 sketch of 1-Butene, 2-methyl- sketch of 2-Butene, 2-methyl- 15 5 1-Butene, 2-methyl- 2-Butene, 2-methyl- 9
C5H10 sketch of Cyclopropane, 1,1-dimethyl- sketch of 1-Butene, 2-methyl- -4 29 Cyclopropane, 1,1-dimethyl- 1-Butene, 2-methyl- -33
C6H8 sketch of 1,4-Cyclohexadiene sketch of 1,3-Cyclohexadiene 8 3 1,4-Cyclohexadiene 1,3-Cyclohexadiene 5