Question:

An organic compound A upon reacting with \(\mathrm{NH_3}\) gives B. On heating B gives C. C in presence of KOH reacts with \(\mathrm{Br_2}\) to given \(\mathrm{CH_3CH_2NH_2}\)2. A is :

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The last step is Hofmann bromamide degradation, which removes one carbon from the amide as carbonate.
Updated On: Nov 13, 2026
  • \(\mathrm{CH_3COOH}\)
  • \(\mathrm{CH_3CH_2CH_2COOH}\)
  • \(\mathrm{CH_3-CH(CH_3)-COOH}\)
  • \(\mathrm{CH_3CH_2COOH}\)
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The Correct Option is D

Solution and Explanation

The final product \(\mathrm{CH_3CH_2NH_2}\) (2 carbons) is formed by Hofmann bromamide degradation: \(\mathrm{RCONH_2 + Br_2 + 4KOH \to RNH_2 + K_2CO_3 + 2KBr + 2H_2O}\).
So C is the amide with one more carbon: \(\mathrm{CH_3CH_2CONH_2}\) (propanamide).
C is obtained by heating the ammonium salt B: \(\mathrm{CH_3CH_2COONH_4 \xrightarrow{\Delta} CH_3CH_2CONH_2 + H_2O}\).
B is formed from the acid A and \(\mathrm{NH_3}\): \(\mathrm{CH_3CH_2COOH + NH_3 \to CH_3CH_2COONH_4}\).
Hence A is propanoic acid.
Answer: (4) \(\mathrm{CH_3CH_2COOH}\)
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