Target Exam

CUET

Subject

Chemistry

Chapter

Organic: Amines

Question:

The Hoffmann bromamide degradation reaction is used for conversion of

Options:

Nitro to amine

Amide to amine

Cyanide to amine

Amine to diazonium salt

Correct Answer:

Amide to amine

Explanation:

The correct answer is Option (2) → Amide to amine

Hoffmann Bromamide Degradation Reaction:

It is used to convert a carboxylic acid amide (R–CONH₂) into a primary amine (R–NH₂) with one carbon less.

Reaction: R–CONH₂ + Br₂ + 4NaOH → R–NH₂ + Na₂CO₃ + 2NaBr + 2H₂O

Example: CH₃CONH₂ (acetamide) → CH₃NH₂ (methylamine)

Why others are wrong:

  • Nitro to amine → Reduction (Sn/HCl or Fe/HCl)
  • Cyanide to amine → Stephen reaction or reduction
  • Amine to diazonium salt → Only primary aromatic amines with NaNO₂/HCl