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Arrange the following compounds in order of decreasing acidity :

Options

  1. AIII > I > II > IV
  2. BIV > III > I > II
  3. CII > IV > I > III
  4. DI > II > III > IV

Correct answer

A. III > I > II > IV

Step-by-step solution

Acidity is directly proportional to conjugated base stability. Stability order of conjugate bases is III > I > II > IV Conjugate base in I is stabilised by - I > + M Conjugate base in II is destabilised by + I and hyperconjugation. Conjugate base in III is stabilised by strong withdrawing effect of - NO 2 by - I & - M effect. Conjugate base in IV is destabilised by + M effect of - OCH 3 acidic   character    ∝   − M , − I        &#8

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