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Which of the following has a higher acidic character than benzoic acid?(a) Acetic acid(b) p-Methoxybenzoic acid(c) p-Bromobenzoic acid(d) p-Aminobenzoic acidThe question was posed to me in an international level competition.I'd like to ask this question from Carboxylic Acids Chemical Reactions topic in section Aldehydes, Ketones and Carboxylic Acids of Chemistry – Class 12

Answer»

The correct answer is (c) p-Bromobenzoic acid

To explain I would SAY: Bromine is an electron withdrawing GROUP that DISPERSE the negative charge on the carboxylate ion and strengthens its acidic character. p-Bromobenzoic acid has a pKa value of 3.96 COMPARED to 4.19, which is the pKa value of benzoic acid.



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