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JIPMER 2016
Exam
JIPMER
Year
2016
Subject
Chemistry
Chapter
Carboxylic Acid Derivatives

JIPMER 2016 · Chemistry · Carboxylic Acid Derivatives

Consider the following compounds. The decreasing order of...

Consider the following compounds. Consider the following compounds. The decreasing order of decarboxylation is The decreasing order of decarboxylation is

Options

  1. AI >\gt II >\gt III
  2. BIII >\gt II >\gt I
  3. CIII >\gt I >\gt II
  4. DII >\gt I >\gt III

Correct answer

A. I >\gt II >\gt III

Step-by-step solution

−I-I effect of Cl>Br>I\mathrm{Cl} \gt \mathrm{Br} \gt \mathrm{I}. The decreasing order of stabilities of carbanion is Cl3C−>Br3C−>\mathrm{Cl}_3 \mathrm{C}^{-} \gt \mathrm{Br}_3 \mathrm{C}^{-} \gt\mathrm{I}3C−_3 \mathrm{C}^{-} Hence, the decreasing order of ease of decarboxylation is I>II>IIII \gt II \gt III.
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