Question:

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

Updated On: Jun 14, 2022
  • $NaOH-Br_2$
  • Sodalime
  • Hot conc. $H_2SO_4$
  • $PCl_5$
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The Correct Option is A

Solution and Explanation

The reagent which can convert -$CONH_2$ group into - $NH_2$ group is used for this reaction. Among the given reagents only NaOH/B$r_2$ converts -$CONH_2$ group to - $NH_2$ 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
$Br_2 /NaOH$ form primary amines. $CH_3 CONH_2 +NaOH + Br_2 \longrightarrow CH_3 NH_2$ $ \, \, Acetamide Methyl amine$ $ + NaBr + Na_2 CO_3 + H_2 O$
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Concepts Used:

Aldehydes, Ketones, and Carboxylic Acids

Aldehydes, Ketones, and Carboxylic Acids are carbonyl compounds that contain a carbon-oxygen double bond. These organic compounds are very important in the field of organic chemistry and also have many industrial applications.

Aldehydes:

Aldehydes are organic compounds that have the functional group -CHO.

Preparation of Aldehydes

Acid chlorides are reduced to aldehydes with hydrogen in the presence of palladium catalyst spread on barium sulfate.

Ketones:

Ketones are organic compounds that have the functional group C=O and the structure R-(C=O)-R’.

Preparation of Ketones

Acid chlorides on reaction with dialkyl cadmium produce ketones. Dialkyl cadmium themselves are prepared from Grignard reagents.

Carboxylic Acid:

Carboxylic acids are organic compounds that contain a (C=O)OH group attached to an R group (where R refers to the remaining part of the molecule).

Preparation of Carboxylic Acids

Primary alcohols are readily oxidized to carboxylic acids with common oxidizing agents such as potassium permanganate in neutral acidic or alkaline media or by potassium dichromate and chromium trioxide in acidic media.