Question

Cis-1,2-dimethylcyclohexane and cis-1,4-dimethylcyclohexane have very similar heats of combustion. However, cis-1,2-dimethylcyclohexane is slightly higher. Why?

Cis-1,2-dimethylcyclohexane and cis-1,4-dimethylcyclohexane have very similar heats of combustion. However, cis-1,2-dimethylcyclohexane is slightly higher. Why?

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Solution :-

Cis-1,2-dimethylcyclohexane is coparitevely less stable than the Cis-1,4-dimethylcyclohexane

therefore the amount of the energy given out by the combustion of the Cis-1,2-dimethylcyclohexane is slightly higher than the combustion of the Cis-1,4-dimethylcyclohexane.

Cis-1,2-dimethylcyclohexane has 1,3 diaxial interactions with hydrogen and 1 gauche interaction while Cis-1,4-dimethylcyclohexane only has 1, dimethyl H interactions.

following image shows the structures

Cis-1,2-dimethylcyclohexane MDTe Enengy lesstable Cis-1,4-dimethylcyclohexane ess en47 More stable

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Cis-1,2-dimethylcyclohexane and cis-1,4-dimethylcyclohexane have very similar heats of combustion. However, cis-1,2-dimethylcyclohexane is slightly higher. Why?
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