Indicate which nitrogen compound amongst the following would undergo Hoffmann reaction (i.e., reaction with $B r_{2}$ and strong KOH) to furnish the primary amine (R - $N H_{2}$ )?

R C O N H C H_{3}

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R C O O N H_{4}

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R C O N H_{2}

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R - C O - N H O H

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Solution

The correct option is C $R C O N H_{2}$
When an amide is treated with bromine in an aqueous or ethanolic solution of sodium hydroxide, degradation of amide takes place and is popularly known as Hoffmann bromanmide degradation reaction.

Only $1^{\circ}$ amides (i.e. $R C O N H_{2}$ ) in the present case undergo Hoffmann bromamide reaction.
$R C O N H_{2} + B r_{2} + 4 K O H \to R - N H_{2} + 2 K B r + K_{2} C O_{3} + 2 H_{2} O$
(Hoffmann bromamide reaction)

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Indicate which nitrogen compound amongst the following would undergo Hoffmann reaction (i.e., reaction with Br2 and strong KOH) to furnish the primary amine (R - NH2)?

Indicate which nitrogen compound amongst the following would undergo Hoffmann reaction (i.e., reaction with $B r_{2}$ and strong KOH) to furnish the primary amine (R - $N H_{2}$ )?