Which of the following orders of acidic stren | vedclass

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Question

(C) The acidic strength of carboxylic acids depends on the stability of the conjugate base (carboxylate ion). Electron-withdrawing groups $(EWG)$ incr

Vedclass · Accepted Answer

$HCOOH > CH_3COOH > C_6H_5COOH$

Vedclass · Answer

(C) The acidic strength of carboxylic acids depends on the stability of the conjugate base (carboxylate ion). Electron-withdrawing groups $(EWG)$ increase acidity by stabilizing the negative charge,while electron-donating groups $(EDG)$ decrease acidity.$A$. $Cl_3C-COOH > Cl_2CH-COOH > ClCH_2-COOH$: Correct,as the number of $EWG$ $(Cl)$ increases,acidity increases.$B$. $CH_3CH_2CH(Cl)COOH > CH_3CH(Cl)CH_2COOH > CH_2(Cl)CH_2CH_2COOH$: Correct,as the distance of the $EWG$ from the $-COOH$ group increases,the inductive effect decreases,thus acidity decreases.$C$. $HCOOH > CH_3COOH > C_6H_5COOH$: This order is incorrect. The correct order is $HCOOH > C_6H_5COOH > CH_3COOH$. $C_6H_5COOH$ is more acidic than $CH_3COOH$ because the phenyl group exerts an electron-withdrawing effect through resonance,whereas the methyl group is electron-donating ($+I$ effect).$D$. $CH_3COOH > CH_3CH_2COOH > (CH_3)_2CHCOOH$: Correct,as the number of alkyl groups $(EDG)$ increases,the $+I$ effect increases,which destabilizes the carboxylate ion and decreases acidity.

Which of the following orders of acidic strength is not correct?

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