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Dissociation constants of benzoic acid, ...

Dissociation constants of benzoic acid, p-nitrobenzoic acid and p-hydroxybenzoic acid are `6.3xx10^(-5)`, `36xx10^(-5)" and "2.5xx10^(-5)` respectively. Explain.

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(i) `NO_(2)` group is an electron withdrawing group and tends to stabilise the carboxylate anion more than the benzoate ion after the release of `H^(+)` ion. Thus, p-nitrobenzoic acid is a stronger acid than benzoic acid.
(ii) OH group is an electron releasing group and tends to destabilise the carboxylate anion more than benzoate ion after the release of `H^(+)` ion. Thus p-hydroxybenzoic acid is a weaker acid than benzoic acid. The relative order of of acidic strengths is , thus, justified.
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Dissociation constant of benzoic acid, p- nitro benzoic acid and p- hydroxy benzoic acid are 6.3 xx 10^(-5), 36 xx 10^(-5) " and ", 2.5 xx 10^(-5) respectively. Explain

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Knowledge Check

  • Decreasing order of acidity of p-methoxy benzoic acid (A), p-nitrobenzoic acid (B) and benzoic acid (C) is-

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    A
    B, C, A
    B
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