Target Exam

CUET

Subject

Chemistry

Chapter

Organic: Amines

Question:

Select the correct statements for Hoffmann bromamide degradation reaction:

(A) Used to prepare primary amines
(B) Amides are treated with bromine in aqueous solution.
(C) NaOH is used in this reaction.
(D) HCl is used in this reaction

Choose the correct answer from the options given below.

Options:

(A), (B) and (D) only

(A), (B) and (C) only

(A), (B), (C) and (D)

(B), (C) and (D) only

Correct Answer:

(A), (B) and (C) only

Explanation:

The correct answer is Option (2) → (A), (B) and (C) only

Hoffmann bromamide degradation converts amides into primary amines using bromine and a strong base such as NaOH.

General reaction: RCONH₂ + Br₂ + NaOH → RNH₂ + CO₂

  • (A) Used to prepare primary amines: This is the primary purpose of the reaction. An amide ($R-CONH_2$) is converted into a primary amine ($R-NH_2$). It is a very useful "stepping-down" reaction in organic synthesis.
  • (B) Amides are treated with bromine in aqueous solution: Bromine ($Br_2$) is a required reagent. It reacts with the amide to form an $N$-bromoamide intermediate.
  • (C) NaOH is used in this reaction: A strong base, typically sodium hydroxide ($NaOH$) or potassium hydroxide ($KOH$), is essential. The base is needed to deprotonate the amide and to facilitate the rearrangement of the alkyl/aryl group from the carbonyl carbon to the nitrogen.
  • (D) HCl is used in this reaction: This is incorrect. The reaction occurs under strongly basic conditions. Adding hydrochloric acid ($HCl$) would neutralize the base and stop the reaction.