Aldehydes Ketones Question 19

Question: In the mechanism of Hoffinann reaction, which intermediate rearranges to alkyl isocyanate-

Options:

A) Bromamide

B) Nitrene

C) Nitroso

D) Amide

Show Answer

Answer:

Correct Answer: B

Solution:

[b] $ R-\overset{O}{\mathop{\overset{||}{\mathop{C}}}}-NH_2\xrightarrow{Br_2/KOH}[ \underset{Acylnitrene}{\mathop{R-\overset{O}{\mathop{\overset{||}{\mathop{C}}}}-\overset{..}{\mathop{N:}}}} ] $

$ \xrightarrow{Rearrangment}\underset{Alkylisocynate}{\mathop{R-N=C=O}} $