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Question

The reaction of an amide with bromine and alkali to form a primary amine is called

A
Hunsdiecker reaction
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B
Hofmann mustard oil reaction
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C
Hoffmann degradation of amides
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D
Hell-Volhard-Zelinski reaction
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Solution

The correct option is B Hoffmann degradation of amides
The reaction of an amide with bromine and alkali to form a primary amine is called
Hoffmann degradation of amides.
RCONH2+Br2+4KOHRNH2+22KBr+K2CO3+2H2O
The intermediates involved in the reaction are N bromoamide RCONHBr and isocyanate RNCO.
For example propionamide on Hoffmann degradation gives ethyl amine.
CH3CH2CONH2+Br2+4KOHCH3CH2NH2+2KBr+K2CO3+2H2O

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