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CH334

Alkene Heats of Hydrogenation

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Stabilities of alkenes can be measured by comparing heats of hydrogenation.

Reaction: C=C + H2 → CH-CH

Values (in kJ/mol) taken from the NIST Webbook and reflect more current values than Wade.

Ethylene

Monosubstituted
Average:  -126
Ethylene
-136.0
Propene
Propene
-123.4


1-Butene
1-Butene
-125.9


1-pentene
1-pentene
-126.0


1-hexene
1-hexene
-125.0


3-methyl-1-butene
3-methyl-1-butene
-126.3


3,3-dimethyl-1-butene
3,3-dimethyl-1-butene
-125.8
E-disubstituted
Average:  -115
Z-disubstituted
Average:  -118
E-2-butene
E-2-butene
-114.6
Z-2-butene
Z-2-butene
-118.5
E-2-pentene
E-2-pentene
-113.8
Z-2-pentene
Z-2-pentene
-117.7
E-2-hexene
E-2-hexene
-116.1
Z-2-hexene
Z-2-hexene
-119.5
E-3-hexene
E-3-hexene
-117.9
Z-3-hexene
Z-3-hexene
-121.6
E-4-methyl-2-butene
E-4-methyl-2-butene
-114.2
Z-4-methyl-2-butene
Z-4-methyl-2-butene
-116.9


Cyclohexene
cyclohexene
-118.6


Cyclopentene
cyclopentene
-112.7
1,1-Disubstituted
Average:  -117
Trisubstituted
Average:  -111
2-methylpropene
2-methylpropene
-117.8
2-methyl-2-butene
2-methyl-2-butene
-111.6
2-methyl-1-butene
2-methyl-1-butene
-118.2
2-methyl-2-pentene
2-methyl-2-pentene
-111.6
2-methyl-1-pentene
2-methyl-1-pentene
-116.3
E-3-methyl-2-pentene
E-3-methyl-2-pentene
-110.1
2,3-dimethyl-1-butene
2,3-dimethyl-1-butene
-116.3
Z-3-methyl-2-pentene
Z-3-methyl-2-pentene
-110.6
2-ethyl-1-butene
2-ethyl-1-butene
-115.8
1-methylcyclohexene
1-methylcyclohexene
-111.4
Methylenecyclohexane
Methylenecyclohexane
-119.5
1-methylcyclopentene
1-methylcyclopentene
-100.8
Methylenecyclopentane
Methylenecyclopentane
-115.9


Tetrasubstituted



2,3-dimethyl-2-butene
2,3-dimethyl-2-butene
-110.4