Which of the following substituents will increase the acidic nature of phenol?

N O_{2}

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C N

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Both (a) and (b)

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C H_{3}

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Solution

The correct option is C Both (a) and (b)
Conjugate base of phenol is stabilised by conjugation of negative charge in the ring. Acidic strength is inversely propotional to EDGs and directly propotional to EWGs.

$N O_{2}, C N$ are electron withdrawing groups. They increase the acidity of phenols.
However $C H_{3}$ is electron donating group. It decreases the acidity of phenol.

Hence, option (c) is correct.

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