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Q.

The following amide does not undergo Hoffmann’s degradation
A) Propionamide
B) N-methyl butanamide
C) Butanamide
D) N,N-dimethyl butanamide

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a

D only

b

C and D

c

B and D

d

C only

answer is D.

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Detailed Solution

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  • For hoffmann bromamide reaction to take place nitrogen should have 2 hydrogens attached with it. 
  • N-methyl butanamide and  N,N-dimethyl butanamide will not undergo hoffmann bromamide
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