Which of the following substituted phenols is | vedclass

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Question

(B) The acidity of substituted phenols depends on the electronic effects of the substituent groups attached to the benzene ring. Electron-withdrawing

Vedclass · Accepted Answer

$p$-nitrophenol

Vedclass · Answer

(B) The acidity of substituted phenols depends on the electronic effects of the substituent groups attached to the benzene ring. Electron-withdrawing groups $(EWG)$ increase acidity by stabilizing the phenoxide ion through $-I$ and $-R$ effects. Electron-donating groups $(EDG)$ decrease acidity by destabilizing the phenoxide ion through $+I$ and $+R$ effects. In the given options: $(A)$ $-CH_3$ is an $EDG$ ($+I$ and hyperconjugation). $(B)$ $-NO_2$ is a strong $EWG$ ($-I$ and $-R$ effects). $(C)$ $-OCH_3$ is an $EDG$ ($+R$ effect dominates over $-I$). $(D)$ $-C_2H_5$ is an $EDG$ ($+I$ effect). Since $-NO_2$ is the only strong electron-withdrawing group among the choices,$p$-nitrophenol is the strongest acid.

Which of the following substituted phenols is the strongest acid?

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