Nitrogen Containing Compounds Question 143

Question: Among the following which one does not act as an intermediate in Hofmann rearrangement [AIIMS 2005]

Options:

A) $ RNCO $

B) $ RCO\overset{,.\ .}{\mathop{N}}, $

C) $ RCO\overset{,.\ .}{\mathop{N}},HBr $

D) $ RNC $

Show Answer

Answer:

Correct Answer: D

Solution:

(i) $ \overset{\overset{O}{\mathop{||}},}{\mathop{RCNH_2}}, $ + Br2 + KOH ® RCONHBr+ KBr + H2O (ii) RCONHBr + KOH ® RNCO + KBr + H2O (iii) RNCO + 2KOH ® RNH2 + K2CO3 RCONH2 + Br2 + 4KOH ® RNH2 + 2KBr + K2CO3+2H2O