JEE Main Chemistry question

The conversion: CH₃–CO–CH₂CH₂–CO₂CH₃ → CH₃–CH(OH)–CH₂CH₂CH₂OH, can be effected using

(A)LiAlH₄ and then H⁺Correct
(B)NaBH₄ and then H⁺
(C)H₂/Pt–C
(D)None of these

Answer: (A)

Solution

The target product has BOTH the original methyl ketone reduced to a secondary alcohol AND the ester reduced fully to a primary alcohol — this requires a strong, non-selective hydride reducing agent capable of reducing both ketones and esters. LiAlH₄ (followed by acidic

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Question ID VK-149510