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KCET2018ChemistryAlcohols Phenols and Ethers

What is the increasing order of acidic strength among the following? (i) p-methoxy phenol (ii) p-methyl phenol (iii) p-nitro phenol

Options

  1. A( ii < iii < i )
  2. B( iii < ii < i )
  3. C( i < ii < iii )
  4. D( i < iii < i )

Correct answer

C. ( i < ii < iii )

Step-by-step solution

Presence of ( - NO ₂ ) group increases the acidic character of phenol, because it is an electron withdrawing group, it withdraws the electron towards itself thereby decreasing the ( e⁻ )density on the conjugate base so formed and stabilizes by resonance, whereas the electron releasing groups increases the ( e⁻ )density on conjugate base and destabilizes it. Therefore, the increasing order of acidic strength is : ( | < | < ||| ).

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