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Question

Catalytic hydrogenation of 1,4dimethylcyclopentene yields a mixture of two products. Identify them. One of them is formed in much greater amount than the other (observed ratio =10:1). Which one is the major product?

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Solution

The catalytic hydrogenation of 1,4-dimethylcyclopentene gives a mixture of cis and trans-1,4-dimethylcyclopentane.
The cis-1,4-dimethylcyclopentane is the major product as its formation involves less steric hindrance.
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