Given below are two statements:Statement-I: I | vedclass

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(D) In the Hofmann bromamide degradation reaction,an amide reacts with bromine in an alkaline medium to form a primary amine.The mechanism involves th

Vedclass · Accepted Answer

Statement-$I$ is incorrect but Statement-$II$ is correct

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(D) In the Hofmann bromamide degradation reaction,an amide reacts with bromine in an alkaline medium to form a primary amine.The mechanism involves the formation of an $N$-bromamide intermediate,which loses a proton to form an electron-deficient nitrene-like species (or nitrenoid intermediate).During the rearrangement,the alkyl or aryl group $(R)$ migrates from the carbonyl carbon to the electron-deficient nitrogen atom to form an isocyanate $(R-N=C=O)$.Statement-$I$ is incorrect because not only alkyl groups but also aryl groups can migrate.Statement-$II$ is correct because the migration occurs specifically to the electron-deficient nitrogen atom.Therefore,Statement-$I$ is incorrect and Statement-$II$ is correct.

Similar Questions

Which of the following represents the correct order of basicity in an aqueous medium?

Identify $A$ and $B$ in the following reactions:

Identify the product $C$ in the series:
$CH_3CN$ $\xrightarrow{Na/C_2H_5OH} A$ $\xrightarrow{HNO_2} B$ $\xrightarrow{copper, 573 \ K} C$

Aniline on treatment with excess of bromine water gives

$A$. Phenyl methanamine
$B$. $N,N$-Dimethylaniline
$C$. $N$-Methylaniline
$D$. Benzenamine
Choose the correct order of basic nature of the above amines.

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