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Which product of the following reactions...

Which product of the following reactions falis to give carbyl amine test?

A

Hoffmann-bromamide degradation

B

Gabriel phthalimide synthesis

C

Reduction of nitrites `"LiAlH"_(4)`

D

Reduction of tertiary amides with `"LiAlH"_(4)`

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The correct Answer is:
D
Carbylamine test is also known as Hofmann's isocyanide test, it is used for detection of primary amines. If primary amine is present it forms carbylamine (isocyanide) and gives foul smelling substance. Since, on reduction of tertiary amide with `LiAlH_(4)` no primary amine is obtained as product, so carbyl amine test fails.
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