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Which of the following has the highest pKa value?

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in Chemistry – Class 12 by (188k points)
Which of the following has the highest pKa value?

(a) Bromoacetic acid

(b) Chloroacetic acid

(c) Fluoroacetic acid

(d) Iodoacetic acid

The question was asked during an interview.

This interesting question is from Carboxylic Acids Chemical Reactions in division Aldehydes, Ketones and Carboxylic Acids of Chemistry – Class 12

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Right answer is (d) Iodoacetic acid

For explanation: Higher the electronegativity of a halogen, greater will be its electron withdrawing effect, and stronger will be the acid. Since electronegativity of halogens decrease in the order F > Cl > Br > I, iodoacetic acid will be the weakest and hence will have the highest pKa value.

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