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Question

Reaction of propanamide with ethanolic sodium hydroxide and bromine will give

A
Aniline
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B
Propylamine
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C
Ethylamine
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D
Methylamine
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Solution

The correct option is C Ethylamine
When an amide is treated with bromine in an aqueous or ethanolic solution of sodium hydroxide, degradation of amide takes place leading to the formation of primary amine. This reaction is popularly known as Hoffmann bromamide degradation reaction.
The primary amine thus formed contains one carbon less than the number of carbon atoms in that amide.

The general reaction is as follows:
RCONH2AmideBr2+4NaOH−−−−−−−RNH21Amine+Na2CO3+2NaBr+2H2O


Hence, option (b) is correct.

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