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Question

Acetamide is treated separately with following reagents. Which one of these would give methylamine?

A
PCl5
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B
Sodalime
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C
NaOH+Br2
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D
Hot concentrated H2SO4
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Solution

The correct option is D NaOH+Br2
When acetamide is treated with bromine and NaOH, methyl amine is obtained.
The reaction is Hoffmann bromamide degradation reaction in which an amide is converted to an amine containing one carbon atom less.
CH3CONH2+Br2+4NaOHCH3NH2+2KBr+Na2CO3+2H2O

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