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Aldehydes, Ketones And Carboxylic Acids

Question
CBSEENCH12011272

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

  • NaOH - Br2

  • Sodalime

  • Hot conc. H2SO4

  • PCl5

Solution

A.

NaOH - Br2

The reagent which can convert -CONH2 group into - NH2 group is used for this reaction.
Among the given reagents only NaOH/ Br2 converts -CONH2 group to -NHgroup, thus it is used for converting acetamide to methylamine. This reaction is called Hoffman bromide reaction.
CH3CONH2 + NaOH  +Br2 --> CH3NH2 +NaBr + Na2CO3 + H2O