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Which of the following has the highest pKa value?(a) Bromoacetic acid(b) Chloroacetic acid(c) Fluoroacetic acid(d) Iodoacetic acidThe 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

Answer»

Right answer is (d) Iodoacetic acid<BR>
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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