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Question

Which of the following shows the correct order of decreasing acidity?

A
PhCO2H>PhSO3H>PhCH2OH>PhOH
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B
PhSO3H>PhOH>PhCO2H>PhCH2OH
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C
PhCO2H>PhOH>PhCH2OH>PhSO3H
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D
PhSO3H>PhCO2H>PhOH>PhCH2OH
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Solution

The correct option is D PhSO3H>PhCO2H>PhOH>PhCH2OH
To explain the acidity of these compounds, we need to see the stability of their conjugate bases.

The conjugate base PhSO3 is most stable due to highest delocalization of electrons and highest number of resonating structures.

PhCOO is more stable than PhO.

PhCH2O is not stable as the negative charge is not in conjugation with ring and +I effect of alkyl group makes it less stable.

Therefore, the order of acidic strength is PhSO3H>PhCOOH>PhOH>PhCH2OH

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