JEE Main Chemistry question

A cyclopentane-fused ketoester (ring–COOEt) --H₃O⁺, Δ--> B. The compound B is

(A)CyclopentanoneCorrect
(B)A ring-COOH substituted cyclopentane
(C)A ring-CH2COOH substituted cyclopentane
(D)A different ring-COOH substituted cyclopentane

Answer: (A)

Solution

Acidic hydrolysis of the β-ketoester (a cyclic acetoacetic-ester-type system, ring carbonyl with an adjacent –COOEt) first gives the β-keto acid, which readily

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Question ID VK-149251