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Q. When acetamide is treated with $ Br_2 $ and caustic soda, the product formed is

MHT CETMHT CET 2008

Solution:

Amides react with bromine and caustic soda to give their corresponding primary amines. Thus, acetamide gives methanamine. This reaction is known as Hofmann’s bromamide degradation reaction.

$\underset{\text{acetamide}}{H_3C-\overset{\underset{||}{O}}{C} - NH_2} + Br_2 + 4KOH \ce{->[343K]}$

$2 KBr + K _{2} CO _{3}+ \underset{\text{methanamine}}{H _{3} C - NH _{2}}+2 H _{2} O$