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Why doesn't dimethyl para amino benzaldehyde give cannizaro reaction even though it has no alpha hydrogen

Why  doesn't dimethyl para amino benzaldehyde give cannizaro reaction even though it has no alpha hydrogen

Grade:12

1 Answers

Vikas TU
14149 Points
3 years ago
Dear student 
During a normal Cannizzaro’s reaction there is a formation of carboxylate but in your case the amount group competes with the carboxylate ion and in turn the lone pair on nitrogen wud attack the aldehyde contrary to the classic Cannizzaro mechanism.
Good Luck 

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