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Question
Write a note on Stephen reaction.
Solution
Nitriles are reduced to imine hydrochloride by stannous chloride in presence of hydrochloric acid which on acid hydrolysis give corresponding aldehydes. This reaction is called Stephen reaction.
\[\ce{\underset{(Alkane nitrile)}{R - C ≡ N +}2[H] ->[SnCl2, HCl]\underset{(Imine hydrochloride)}{R - HC = NH.HCl}->[H3O+]\underset{(Aldehyde)}{R - CHO} + NH4Cl}\]
e.g. \[\ce{\underset{(Ethanenitrile)}{H3C - C ≡ N}+2[H] ->[SnCl2, HCl][(reduction)]\underset{(Ethanimine hydrochloride)}{CH3 - HC = NH.HCl}->[H3O+]\underset{(Ethanal)}{CH3 - CHO} + NH4Cl}\]
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