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Question

Among the following which is least acidic?

A
Phenol
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B
o-cresol
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C
p-nitrophenol
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D
p-chlorophenol
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Solution

The correct option is B o-cresol
o-cresol is least acidic. CH3 group is electron releasing group. It intensifies negative charge on O, hence destabilize the phenoxide ion. The release of proton is not easy. The acidity of such phenols is less.
In case of p-nitrophenol, electron withdrawing nitro group disperses the negative charge and stabilizes the phenoxide ion. The release of proton is easy. The acidity of such phenols is more.
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