Target Exam

CUET

Subject

Chemistry

Chapter

Organic: Amines

Question:

The reaction shown above is known as

Options:

Gabrial phthalimide synthesis

Gatterman reaction

Carbylamine reaction

Hoffmann bromamide degradation reaction

Correct Answer:

Hoffmann bromamide degradation reaction

Explanation:

The correct answer is Option (4) → Hoffmann bromamide degradation reaction

The given reaction involves the conversion of an amide (R–CONHâ‚‚) into a primary amine (R–NHâ‚‚) using bromine (Brâ‚‚) and a strong base (NaOH).

During this reaction:

  • One carbon atom from the amide group is removed as carbonate (Naâ‚‚CO₃)
  • The product amine has one carbon atom less than the original amide

General reaction:

R–CONHâ‚‚ + Brâ‚‚ + 4NaOH → R–NHâ‚‚ + Naâ‚‚CO₃ + 2NaBr + 2Hâ‚‚O

This reaction is known as the Hoffmann bromamide degradation reaction (also called Hofmann rearrangement).

Key features of this reaction:

  • Conversion of amide to primary amine
  • Loss of one carbon atom
  • Reaction occurs in alkaline medium with bromine

Option-wise Explanation

Option 1: Gabriel phthalimide synthesis

This reaction is used to prepare primary amines from alkyl halides using phthalimide. It does not involve bromine and NaOH reacting with amides. Therefore this option is incorrect.

Option 2: Gattermann reaction

The Gattermann reaction involves the substitution of diazonium salts with halogens or other groups using copper powder. It is unrelated to the conversion of amides to amines. Hence this option is incorrect.

Option 3: Carbylamine reaction

The carbylamine reaction involves primary amines reacting with chloroform and alcoholic KOH to produce isocyanides. Since the given reaction converts an amide to an amine, it is not a carbylamine reaction. Therefore this option is incorrect.

Option 4: Hoffmann bromamide degradation reaction

This reaction specifically describes the conversion of amides into primary amines with one carbon atom less using bromine and sodium hydroxide. The equation given in the question exactly matches this reaction. Hence this option is correct.