Question

Given below are two statements:
Statements-I : In Hofmann degradation reaction, the migration of only an alkyl group takes place from carbonyl carbon of the amide to the nitrogen atom.
Statement-II : The group is migrated in Hofmann degradation reaction to electron deficient atom.
In the light of the above statement, choose the most appropriate answer from the options given below:

• A. Both Statement-I and Statement-II are correct
• B. Both Statement-I and Statement-II are incorrect
• C. Statement-I is correct but Statement-II is incorrect
• D. Statement-I is incorrect but Statement-II is correct

Answer 1

Answer: (D)

$R-CO-N{H}_2+B{r}_2+NaOH\to R-N{H}_2+N{a}_{2}C{O}_3+NaBr+H_{2}O$
$R-CO-N{H}_2+\stackrel{-}{O}H\to R-CO-\stackrel{-}{N}H\stackrel{B{r}_2}{\to }$
$R-CO-NH-Br\stackrel{O{H}^{-}}{\to }R-CO-\stackrel{-}{N}-Br$
$\stackrel{\text{migration of}\stackrel{-}{R}}{\to }R-NCO\stackrel{2\stackrel{-}{H}}{\to }RN{H}_2+C{O}_3^{2-}$
In this reaction of alkyl as well as aryl group can migrate to electron deficient nitrogen atom.