Fundamentholfundamenthol
NEET2022Chemistry
Q.

The product formed from the following reaction sequence is

  1. A

    1

  2. B

    2

  3. C

    3

  4. D

    4

Solution

Step (i): LiAlH reduces the nitrile to a primary amine. CH-CN CH-CH-NH (benzylamine).

Step (ii): NaNO with HCl converts the aliphatic primary amine into a highly unstable alkyl diazonium ion CH-CH-N Cl, which immediately loses N to form a benzylic carbocation.

Step (iii): Water captures the carbocation to give the corresponding alcohol, CH-CH-OH (benzyl alcohol).

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