JEE Main Chemistry question

Reaction of trans-2-phenyl-1-bromocyclopentane with alcoholic KOH produces

(A)4-phenylcyclopentene
(B)2-phenylcyclopentene
(C)1-phenylcyclopentene
(D)3-phenylcyclopenteneCorrect

Answer: (D)

Solution

Dehydrohalogenation with alcoholic KOH proceeds by the mechanism, which requires the leaving and the -hydrogen being removed to be anti-periplanar (dihedral angle ). In the trans isomer of 2-phenyl-1-bromocyclopentane, the ring conformation places the required anti-periplanar hydrogen on the

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Question ID VK-148036