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Question

Hofmann's bromamide reaction is to convert:

A
acid to alcohol
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B
alcohol to acid
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C
amide to amine
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D
amine to amide
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Solution

The correct option is C amide to amine
The Hofmann's bromaamide reaction is an organic reaction used to convert a primary amide to a primary amine using a halogen, base, water, and heat. The reaction begins with deprotonation of the amide by the base to form an anion which then attacks the halogen to form a N-haloamide. A second deprotonation by the base provides an anion that rearranges to an isocyanate intermediate and releases a halide anion. The isocyanate is then attacked by water which after a series of proton transfer step results in a zwitterionic intermediate, containing an ammonium cation and a carboxylate anion. Thermal conditions result in the explosion of carbon dioxide gas and quenching of the ammonium cation to the amine product.
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