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Question

Chemistry Question on Aldehydes, Ketones and Carboxylic Acids

Benzonitrile can be prepared from benzaldehyde on treatment with

A

NH3NH_3

B

NH3NH_3 followed by hydrogenation with Ni

C

NH2OHNH_2OH

D

NH2OHNH_2OH followed by dehydration with acetic anhydride

Answer

NH2OHNH_2OH followed by dehydration with acetic anhydride

Explanation

Solution

Benzonitrile can be prepared from benzaldehyde on treatment with NH2OHNH _{2} OH followed by dehydration with acetic anhydride. This reaction occur via Beckmann rearrangement.

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For benzonitrile formation, the key step is a hydride shift followed by deprotonation of nitrogen that ultimately gives benzonitrile