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Question: Answered & Verified by Expert
The major products $P$ and $Q$ formed in the following reactions of benzonitrile are

ChemistryAminesTS EAMCETTS EAMCET 2019 (06 May Shift 1)
Options:
  • A
  • B
  • C
  • D
Solution:
1898 Upvotes Verified Answer
The correct answer is:
When $\mathrm{C}_d \mathrm{H}_5 \mathrm{CN}$ reacts with $\mathrm{Na} / \mathrm{E}$ toH, $\mathrm{C}_e \mathrm{H}_5 \mathrm{CN}$
undergo for reduction and $-\mathrm{C}=\mathrm{N}$, changes to $-\mathrm{CH}_2-\mathrm{NH}_2$.
Thus, the product $(P)$ is


The reaction occurs as follows :

When $\mathrm{C}_s \mathrm{H}_5 \mathrm{CN}$ reacts with (i) $\mathrm{HCl}$ (conc. cold) and (ii) $\mathrm{Br}_2 / \mathrm{KOH}$, it gives corresponding primary amine with one $\mathrm{C}$-atom less, as in parent formula (using Hoffmann-Bromamide degradation reaction). Thus, the final product is

The whole reaction is as follows:

Hence, option (c) is the correct answer.

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