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Question

Which of the compound has the highest value of pKa?

A
ClCH2CH2COOH
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B
CH3CH2COOH
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C
CH3CH|ClCOOH
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D
CH3Cl|C|ClCOOH
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Solution

The correct option is B CH3CH2COOH
Presence of a substitute showing I effect increases the acidity of carboxylic acids. Among the given acids, only B does not have any I group attached to it. Hence it will be the least acidic. Since pKa=log(Ka), less the value of Ka, more is the pKa value.
Hence, B will have the highest value of pKa

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