NEET2022Chemistry
Q.
The product formed from the following reaction sequence is

- A
1
- B
2
- C
3
- 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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