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Q.

Arrange the following in correct decreasing order of pK_a

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a

I > II > IV > III

b

III > IV > II > I

c

III > II > IV > I

d

III > I > II > IV

answer is C.

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Detailed Solution

In substituted phenols, the presence of electron withdrawing groups such as nitro group, enhances the acidic strength of phenol due to -I effect.
On the other hand, electron releasing groups, such as alkyl groups, in
general, decrease the acid strength because of the +I effect.
So, the order of acidic strengths is: I > IV > II > III
The order of p^Ka values is: III > II > IV > I

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