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Highly selective Backlog Qs for JEE MainChemistryGeneral Organic Chemistry

Among the following four compounds A. Phenol B. Methyl phenol C. meta-nitrophenol D. para nitrophenol the acidity order is

Options

  1. AD > C > A > B
  2. BC > D > A > B
  3. CA > D > C > B
  4. DB > A > C > D

Correct answer

A. D > C > A > B

Step-by-step solution

An electron withdrawing group (-I showing group like .- NO ₂,- CN ) stabilises the phenoxide ion, thus when present, increases the acidity of phenol. On the other hand electron releasing groups ( +I showing group like - CH ₃,- C ₂ H ₅ ), when present, decrease the acidity of phenol by destabilising phenoxide ion. Hence, the correct order of acidity of given compounds is ( (D) p-nitrophenol > (C) m-nitrophenol > (A) phenol > (B) methyl phenol ) (due to intermolecular H -bonding)

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