Question:

A compound 'X' on treatment with \(\mathrm{Br_2/NaOH}\), provided \(\mathrm{C_3H_9N}\), which gives positive carbylamine test. Compound 'X' is :

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Hofmann bromamide degradation converts a primary amide RCONH2 to a primary amine RNH2 with one carbon fewer; only primary amines give the carbylamine test.
Updated On: Nov 5, 2026
  • \(\mathrm{CH_3CH_2CH_2CONH_2}\)
  • \(\mathrm{CH_3CON(CH_3)_2}\)
  • \(\mathrm{CH_3CH_2COCH_2NH}\)
  • \(\mathrm{CH_3COCH_2NHCH_3}\)
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The Correct Option is A

Solution and Explanation

\(\mathrm{C_3H_9N}\) giving a positive carbylamine (isocyanide) test must be a primary amine: \(\mathrm{CH_3CH_2CH_2NH_2}\) (propylamine).
Hofmann bromamide reaction: \(\mathrm{RCONH_2 + Br_2 + 4NaOH \rightarrow RNH_2 + Na_2CO_3 + 2NaBr + 2H_2O}\), losing one carbon.
So X has four carbons: \(\mathrm{CH_3CH_2CH_2CONH_2}\) (butanamide).
Answer: (1) \(\mathrm{CH_3CH_2CH_2CONH_2}\)
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