Consider the given reaction, Identify ' X ' and ' Y '
(A)X−HNO3 (see structure)
(B)X−HNO3 (see structure)
(C)(see structure)✓ Correct
(D)X−NaOH (see structure)
Answer: (C)
Solution
The addition of HCN to the aldehyde needs the nucleophilic cyanide ion, which a base supplies, so X is NaOH; it generates CN− that attacks the carbonyl carbon to give the cyanohydrin. When the nitrile of that cyanohydrin is reduced by LiAlH4, the group −C≡N is converted to −CH2NH2, so the nitrogen ends up on a new carbon next to the one carrying the hydroxyl group. The product Y is therefore a 1,2-amino alcohol, with the −OH and −NH2 on adjacent carbons rather than on the same carbon.
JEE Main · 2021 · 26 Aug 2021 · Shift 2 · Single correct option