JEE Main · 2021 · 26 Aug 2021 · Shift 2 · Aldehydes Ketones and Carboxylic Acids

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Consider the given reaction, Identify ' ' and ' '
  1. (A) (see structure)
  2. (B) (see structure)
  3. (C)(see structure)
    ✓ Correct
  4. (D) (see structure)

Answer: (C)

Solution

The addition of to the aldehyde needs the nucleophilic cyanide ion, which a base supplies, so is ; it generates that attacks the carbonyl carbon to give the cyanohydrin. When the nitrile of that cyanohydrin is reduced by , the group is converted to , so the nitrogen ends up on a new carbon next to the one carrying the hydroxyl group. The product is therefore a -amino alcohol, with the and on adjacent carbons rather than on the same carbon.

JEE Main · 2021 · 26 Aug 2021 · Shift 2 · Single correct option

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