Which is the strongest acid?

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Question

(A) The acidity of carboxylic acids is determined by the stability of the conjugate base (carboxylate ion). Electron-withdrawing groups $(EWG)$ like $

Vedclass · Accepted Answer

$CH_3CH_2CH(Cl)CO_2H$

Vedclass · Answer

(A) The acidity of carboxylic acids is determined by the stability of the conjugate base (carboxylate ion). Electron-withdrawing groups $(EWG)$ like $-Cl$ increase acidity by stabilizing the negative charge on the carboxylate ion through the inductive effect ($-I$ effect). The strength of the $-I$ effect decreases with distance. In $CH_3CH_2CH(Cl)CO_2H$,the $-Cl$ group is on the $\alpha$-carbon,which is closer to the $-COOH$ group compared to $ClCH_2CH_2COOH$ (where it is on the $\beta$-carbon). Therefore,$CH_3CH_2CH(Cl)CO_2H$ is the strongest acid among the given options.

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