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Q. Benzonitrile can be prepared from benzaldehyde on treatment with

KEAMKEAM 2019Aldehydes Ketones and Carboxylic Acids

Solution:

Benzonitrile can be prepared from benzaldehyde on treatment with $NH _{2} OH$ 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

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