JEE Main Chemistry question

A cyclopentyl methyl ketone --CF₃COOH--> X. Identify X (a Baeyer–Villiger-type oxidative rearrangement using a peracid-equivalent/strong acid oxidant).

(A)An open-chain pentyl/ethyl ketone isomer
(B)A spirocyclopropane-fused ketone
(C)Cyclopentanecarboxylic acid (ring–COOH)Correct
(D)A ring-bearing secondary alcohol with isopropyl substituent

Answer: (C)

Solution

Trifluoroperacetic acid (generated or implied by CF₃COOH with an oxidant/peroxide context) performs Baeyer–Villiger oxidation on the methyl cyclopentyl ketone: an oxygen is inserted between the carbonyl carbon and the more substituted (better migrating) ring carbon, converting the ketone to an ester (cyclopentyl

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Question ID VK-149255