Question

In the Hofmann rearrangement of primary amides having optically active group with S-configuration, the product amine has

• A. R-configuration
• B. S-configuration
• C. Racemic mixture
• D. Meso form

Answer 1

Answer: (B)

S-configuration

Answer 2

In Hofmann rearrangement of primary amides having optically active group with S-configuration, the product amine has S-configuration. If the reactant ' $R'$ is chiral (asymmetric), then it imigrates with unchanged configuration.

$R-\overset{\underset{||}{O}}{C}-NH_2 +Br_2 +4NaOH$
$\longrightarrow R- NH _{2}+ Na _{2} CO _{3}+2 NaBr$

Here, $C$ -atom is optically optive group with S-configuration.