JEE Main Chemistry question

Chemistry Organic Oxidation & Reduction Reactions JEE Main

A ring-fused aldehyde-ester (CHO and COOC₂H₅ substituents on a cyclohexane ring) --[X]/[Y]--> the corresponding methyl-substituted ester (CHO reduced fully to CH₃, ester retained). Here [X]/[Y] is

(A)H₂/Ni and NaOH
(B)H₂/Ni and hydrazineCorrect
(C)NaBH₄ and H⁺
(D)LiAlH₄ and H⁺

Answer: (B)

Solution

Converting an aldehyde all the way to a methyl group (CHO → CH₃), while leaving the ester group completely untouched, requires a Wolff–Kishner-type full carbonyl deoxygenation (hydrazine/base) rather than a simple

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Question ID VK-149348