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Question

A compound (X) has the molecular formula C3H7NO with Br2 and KOH, (X) gives (Y) (Y) responds to mustard oil reaction. (Y) upon treatment with HNO2 gives:

A
C2H5CONH2
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B
CH3CONH2
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C
CH3COONH4
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D
C2H5CNO
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Solution

The correct option is A C2H5CONH2
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 involving degradation of amide and 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.
778726_253928_ans_e6480d1ea05a42b1aa141f62facb9c13.png

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