Question

The major products $P$ and $Q$ formed in the following reactions of benzonitrile are

• A.
• B.
• C.
• D.

Answer 1

Answer: (C)

When $C_6{H}_{5}CN$ reacts with $Na/EtOH,C_6{H}_{5}CN$ undergo for reduction and $-C\equiv N$, changes to $-C{H}_2-N{H}_2$

Thus, the product $(P)$ is


The reaction occurs as follows :


When $C_6{H}_{5}CN$ reacts with (i) $HCl$ (conc. cold) and (ii) $B{r}_2/KOH$, it gives corresponding primary amine with one $C$ -atom less, as in parent formula (using Hoffmann-Bromamide degradation reaction). Thus, the final product is



The whole reaction is as follows: