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Question

Chemistry Question on Aldehydes, Ketones and Carboxylic Acids

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

A

NaOHBr2NaOH-Br_2

B

Sodalime

C

Hot conc. H2SO4H_2SO_4

D

PCl5PCl_5

Answer

NaOHBr2NaOH-Br_2

Explanation

Solution

The reagent which can convert -CONH2CONH_2 group into - NH2NH_2 group is used for this reaction. Among the given reagents only NaOH/Br2r_2 converts -CONH2CONH_2 group to - NH2NH_2 group, thus it is used for converting acetamide to methyl amine.
This reaction is called Hoffmann bromamide reaction, in which primary amides on treatment with
Br2/NaOHBr_2 /NaOH form primary amines. CH3CONH2+NaOH+Br2CH3NH2CH_3 CONH_2 +NaOH + Br_2 \longrightarrow CH_3 NH_2 AcetamideMethylamine \, \, Acetamide Methyl amine +NaBr+Na2CO3+H2O + NaBr + Na_2 CO_3 + H_2 O