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Question

Arrange the following compounds in order of acidic strength.
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A
P>R>Q>S
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B
S>R>Q>P
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C
P>S>Q>R
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D
Q>S>P>R
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Solution

The correct option is C P>S>Q>R
P>S>Q>R
i. This is due to the atho effect. Irrespective of the nature of the substituent ( electron - donating or electron with drawing ), the atho isomer is nitro acidic.
ii. Due to the steric hindrance caused by the atho substitution the carboxylic acid goes out of the plane and is hence not susceptible to resonance stabilization. The acidity of an acid is dependent on the stability of the convterion. Whether the stability, greater the acidity.
Hence, the answer is P>S>Q>R.

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