Question

$RCONH _{2}$ is converted into $RNH _{2}$ by means of Hofmann bromamide degradation.

In this reaction, $RCONHBr$ is formed from which this reaction has derived its name. Electron donating group at phenyl activates the reaction. Hofmann degradation reaction is an intramolecular reaction.
Which is the rate determining step in Hofmann bromamide degradation?

• A. Formation of (i)
• B. Formation of (ii)
• C. Formation of (iii)
• D. Formation of (iv)

Answer 1

Answer: (D)

The mechanism involves the formation of acyl nitrene as intermediate.