1. Tardigrade
  2. Question
  3. Chemistry
  4. 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:

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Q. 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:

JEE MainJEE Main 2022Amines

Solution:

$R - CO - NH_2 + Br_2 + NaOH \rightarrow R- NH_2 + Na_2CO_3 + NaBr + H_2O$
$R - CO - NH_2 + \overset{-}{O}H \rightarrow R - CO - \overset{-}{N}H \xrightarrow{Br_2}$
$R - CO - NH - Br \xrightarrow{OH^-} R - CO - \overset{-}{N} - Br$
$\xrightarrow{\text{migration of} \overset{-}{R}} R - NCO \xrightarrow{2\overset{-}{H}} RNH_2 + CO_3^{2-}$
In this reaction of alkyl as well as aryl group can migrate to electron deficient nitrogen atom.