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Question: Answered & Verified by Expert
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 CH3CH2NH2. A is :
ChemistryCarboxylic Acid DerivativesJEE Main
Options:
  • A
  • B CH 3 CH 2 COOH
  • C CH 3 COOH
  • D CH 3 CH 2 CH 2 COOH
Solution:
1945 Upvotes Verified Answer
The correct answer is: CH 3 CH 2 COOH

Ammonia reacts with carboxylic acid to form ammonium carboxylate (B). Which on heating form amide (C). Amide on reaction with bromine and KOH undergo Hoffmann Bromamide reaction to form amine with one carbon less.

CH3CH2CO||OH+NH3(A)CH3CH2CO||O(B)NH4CH3CH2CO||O(B)NH4ΔCH3CH2CO||NH2(C)CH3CH2CO||NH2(C)(Hoffmann bromamide degradation)Br2/KOHCH3CH2NH2

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