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AIIMS 2011
Exam
AIIMS
Year
2011
Subject
Chemistry
Chapter
Carboxylic Acid Derivatives

AIIMS 2011 · Chemistry · Carboxylic Acid Derivatives

Maximum decarboxylation occurs in

Maximum decarboxylation occurs in

Options

  1. ACH3COOH\mathrm{CH}_3 \mathrm{COOH}
  2. BC6H5COOH\mathrm{C}_6 \mathrm{H}_5 \mathrm{COOH}
  3. CC6H5CH2COOH\mathrm{C}_6 \mathrm{H}_5 \mathrm{CH}_2 \mathrm{COOH}
  4. DCH3COCH2COOH\mathrm{CH}_3 \mathrm{COCH}_2 \mathrm{COOH}

Correct answer

D. CH3COCH2COOH\mathrm{CH}_3 \mathrm{COCH}_2 \mathrm{COOH}

Step-by-step solution

CH3COCH2COOH\mathrm{CH}_3 \mathrm{COCH}_2 \mathrm{COOH} is a β\beta-keto acid. Thus decarboxylation is maximum in a carboxylic acid containing an electron withdrawing group such as >CO>\mathrm{CO} or −COOH-\mathrm{COOH} at the β\beta-carbon atom with respect to the −COOH-\mathrm{COOH} group.
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