Q75 / 200 · NEET 2010 (Screening) · Chemistry

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

  • Correct answer
    A
    $\mathrm{NaOH}-\mathrm{Br}_2$
  • B
    Sodalime
  • C
    Hot conc $\mathrm{H}_2 \mathrm{SO}_4$
  • D
    $\mathrm{PCl}_5$

Solution

Key Idea The reagent which can convert $-\mathrm{CONH}_2$ group into $-\mathrm{NH}_2$ group is used for this reaction. Among the given reagents only $\mathrm{NaOH} / \mathrm{Br}_2$ converts $-\mathrm{CONH}_2$ group to $-\mathrm{NH}_2$ group, thus it is used for converting acetamide to methyl amine. This reaction is called Hofmann bromamide reaction. $$ \begin{aligned} & \underset{\text { acetamide }}{\mathrm{CH}_3 \mathrm{CONH}_2}+\mathrm{NaOH}+\mathrm{Br}_2 \longrightarrow \begin{array}{c} \mathrm{CH}_3 \mathrm{NH}_2 \\ \text { methyl amine } \end{array} \\ &+\mathrm{NaBr}+\mathrm{Na}_2 \mathrm{CO}_3+\mathrm{H}_2 \mathrm{O} \end{aligned} $$

Hence, the correct answer is option: 'A'.

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