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Question 43 of 66

Q.Identify the weakest acidic compound amongst the following:

(a) p-Nitrophenol
(b) p-Chlorophenol
(c) p-Cresol
(d) p-Aminophenol
Maharashtra MsbshseMaharashtra HSC (MSBSHSE) Board 2016MCQ· 1mImportance★★★★★
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p-Aminophenol is the weakest acid because −NH2-NH_2 is a strong electron-donor.

The acidity of substituted phenols depends on the electronic nature of the substituent: electron-withdrawing groups (like −NO2-NO_2, −Cl-Cl) stabilise the phenoxide ion (conjugate base) by delocalising/withdrawing negative charge, thus increasing acidity; electron-donating groups (like −NH2-NH_2, −CH3-CH_3) destabilise the phenoxide ion by pushing electron density onto the already negative oxygen, thus decreasing acidity.

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