An organic compound A reacts with NH_3 to give B. On heating, B gives C. C reacts with Br_2/KOH to give CH_3CH_2NH_2 (ethylamine). Identify compound A.

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JEE MAIN Chemistry QUESTION #5568

Question 1

An organic compound A reacts with $NH_3$ to give B. On heating, B gives C. C reacts with $Br_2$/KOH to give $CH_3CH_2NH_2$ (ethylamine). Identify compound A.

$CH_3COOH$
$CH_3CH_2CH_2COOH$
$CH_3CH(CH_3)COOH$ (2-methylpropanoic acid)
$CH_3CH_2COOH$✔️

Correct Answer Explanation

Working backwards: $CH_3CH_2NH_2$ (ethylamine) is produced by Hofmann bromamide degradation of $CH_3CH_2CONH_2$ (propionamide). Propionamide (C) is produced by heating propanoic acid ammonium salt (B). B is formed when $CH_3CH_2COOH$ (propanoic acid = A) reacts with $NH_3$. So A = $CH_3CH_2COOH$.

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