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Question

Decreasing order of acidity of p-methoxy benzoic acid (A), p-nitrobenzoic acid (B) and benzoic acid (C) is :

A
B > C > A
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B
A > B > C
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C
C > A > B
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D
None
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Solution

The correct option is B B > C > A
Substitution of OCH3 on benzoic acid decreases its acidic strength because it is an activating group having +M effect which increases electron density and destabilizes benzoate carbanion. The NO2 group has M effect which withdraws electron density and forms stable benzoate carbanion and makes it a strong acid. Therefore, the order of acidic strength is pnitrobenzoicacid>benzoicacid>pmethoxybenzoicacid.

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