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Question

In the Hofmann bromamide degradation reaction below
RCONH2+KOH+Br2
the intermediates involved are

A
RCONHBr
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B
RNCO
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C
RNH2
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D
RCOONHK+
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Solution

The correct options are
A RCONHBr
B RNCO
When an amide is treated with Bromine in aqueous or ethanolic solution of sodium hydroxide, a primary amine with one carbon atom less than the original amide is released. This degradation reaction is called as Hoffmann bromamide reaction. This reaction involves the migration of an alkyl or aryl group from the carbonyl carbon atom of the amide to the nitrogen atom.


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