Indicate which nitrogen compound amongst the following would undergo Hoffmann reaction (i.e.., reaction with…

Indicate which nitrogen compound amongst the following would undergo Hoffmann reaction (i.e.., reaction with $\mathrm{Br}$ and strong $\mathrm{KOH}$ ) to furnish the primary amine $\left(\mathrm{R}-\mathrm{NH}_{2}ight)$
  1. $\mathrm{RCONHCH}_{3}$
  2. $\mathrm{RCOONH}_{4}$
  3. $\mathrm{RCONH}_{2}$
  4. $\mathrm{R}-\mathrm{CO}-\mathrm{NHOH}$

Solution

Only $1^{\circ}$ amides (i.e. $\mathrm{RCONH}_{2}$ ) in the present case undergo Hofmann bromamide reaction.
$\mathrm{RCONH}_{2}+\mathrm{Br}_{2}+4 \mathrm{KOH} \longrightarrow$
$\mathrm{R}-\mathrm{NH}_{2}+2 \mathrm{KBr}+\mathrm{K}_{2} \mathrm{CO}_{3}+2 \mathrm{H}_{2} \mathrm{O}$
(Hofmann's bromamide reaction) ^

Asked in: JEE-TOPICTESTS-CHEMISTRY

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