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Question

Arrange the following compounds in the increasing order of their acid strength:
p-cresol, p-nitrophenol, phenol

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Solution

In p-nitrophenol, nitro group shows M effect which stabilises the conjugate anion hence, it will be most acidic.
In p-cresol, methyl group shows +H effect which destabilises the conjugate anion hence, it will be least acidic.
Therefore, acidity order wil be:
p-cresol < phenol < p-nitrophenol

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