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An organic compound A upon reacting with NH3 gives B. On heating, B gives C. C in presence of KOH reacts with Br2 to give CH3CH2CH2NH2. A is -

1. CH3-CH(CH3)-COOH
2. CH3CH2COOH
3. CH3COOH
4. CH3CH2CH2COOH

Correct answer: CH3CH2CH2COOH

Solution

Propylamine CH3CH2CH2NH2 (3 carbons) comes from the Hofmann degradation of a 4-carbon amide. So C = CH3CH2CH2CONH2, B is the same amide, and A = CH3CH2CH2COOH (butanoic acid), which forms the amide with NH3.

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