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Physical Properties of Alkenes

Catalytic hyd...

Question

Catalytic hydrogenation of $1, 4 -$ dimethylcyclopentene 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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