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NEET 2010
Exam
NEET
Year
2010
Subject
Chemistry
Chapter
Amines

NEET 2010 · Chemistry · Amines

Acetamide is treated with the following reagents separately. Which...

Acetamide is treated with the following reagents separately. Which one of these would yield methyl amine ?

Options

  1. ANaOH−Br2\mathrm{NaOH}-\mathrm{Br}_2
  2. BSodalime
  3. CHot conc H2SO4\mathrm{H}_2 \mathrm{SO}_4
  4. DPCl5\mathrm{PCl}_5

Correct answer

A. NaOH−Br2\mathrm{NaOH}-\mathrm{Br}_2

Step-by-step solution

Key Idea The reagent which can convert −CONH2-\mathrm{CONH}_2 group into −NH2-\mathrm{NH}_2 group is used for this reaction. Among the given reagents only NaOH/Br2\mathrm{NaOH} / \mathrm{Br}_2 converts −CONH2-\mathrm{CONH}_2 group to −NH2-\mathrm{NH}_2 group, thus it is used for converting acetamide to methyl amine. This reaction is called Hofmann bromamide reaction. CH3CONH2 acetamide +NaOH+Br2⟶CH3NH2 methyl amine +NaBr+Na2CO3+H2O\begin{aligned}& \underset{\text{ acetamide }}{\mathrm{CH}_{3}\mathrm{CONH}_{2}}+\mathrm{NaOH}+\mathrm{Br}_{2} \longrightarrow \begin{array}{c} \mathrm{CH}_{3}\mathrm{NH}_{2} \\ \text{ methyl amine } \end{array}\\ &+\mathrm{NaBr}+\mathrm{Na}_{2}\mathrm{CO}_{3}+ \mathrm{H}_{2}\mathrm{O} \end{aligned}
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