Fundamentholfundamenthol
NEET2025Chemistry
Q.

The major product of the following reaction is:

  1. A

    1

  2. B

    2

  3. C

    3

  4. D

    4

Solution

Excess CHMgBr can attack both electrophilic carbons in the substrate.

At the aryl ketone (PhC(=O)): one equivalent of CH adds, giving after HO workup a tertiary alcohol PhC(CH)(OH).

At the nitrile (CN): Grignard addition gives an iminium magnesium salt that hydrolyses on acidic workup to a methyl ketone C(=O)CH (this is a classic way of converting RCN to RCOCH with MeMgBr).

The final product is PhC(CH)(OH)CHCHC(=O)CH, matching option (2).

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