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NEET 2025, Chemistry Q4: Preparation of Amines

NEET2025Chemistry
Q.

Predict the major product 'P' in the following sequence of reactions:

  1. A

    1

  2. B

    2

  3. C

    3

  4. D

    4

Solution

Step (i) HBr in the presence of benzoyl peroxide adds in anti-Markovnikov fashion: Br adds to the less substituted carbon of the original alkene, giving a 2-bromo-1-methylcyclopentane.

Step (ii) KCN performs S2 substitution, replacing Br with CN, giving 2-methylcyclopentane-1-carbonitrile.

Step (iii) Na(Hg) in CHOH reduces the nitrile CN to a primary amine CHNH (Mendius reduction).

The final product has CH on one ring carbon and CHNH on the adjacent ring carbon, matching option (1).

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