JCECE Medical JCECE Medical Solved Paper-2008

  • question_answer 78) Consider the acidity of the carboxylic adds (i) \[PhCOOH\] (ii) \[o-N{{O}_{2}}{{C}_{6}}{{H}_{4}}COOH\] (iii) \[p-N{{O}_{2}}{{C}_{6}}{{H}_{4}}COOH\] (iv) \[mN{{O}_{2}}{{C}_{6}}{{H}_{4}}COOH\] Which of the following orders is correct?

    A)  (i) > (ii) > (iii) > (iv)

    B)  (ii) > (iv) > (iii) > (i)

    C)  (ii) > (iv) > (i) > (iii)

    D)  (ii) > (iii) > (iv) > (i)

    Correct Answer: D

    Solution :

      (i) (ii) (iii) (iv) \[-\text{N}{{\text{O}}_{\text{2}}}\]group at any position shows electron withdrawing effect, thus acid strength is increased. But o-nitro benzoate ion is stabilised by intramolecular H-bonding like forces, hence its acid strength is maximum. Thus, the order of acid strength is (i) > (ii) > (iv) > (i).

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