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Question

Increasing order of acidic strength among p=methoxy phenyl (I), p-methyl phenol (II) and p-nitrophenol (III) is:

A
III, I, II
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B
II, I, III
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C
III, II, I
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D
I, II, III
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Solution

The correct option is A III, I, II
The correct option is C.
Since NO2 show strong I and M effect, so it is the strongest acid. Between I and II, II is a stronger acid than I because although CH3 shows +I effect and OCH3 show I effect, but the inductive effect is negligible in para position. Also, OCH3 group destabilizes the phenolate ions through strong +Meffect. So, pmethoxyphenol is less acidic.

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