Which of the compound has the highest value of $p K_{a}$ ?

C l - C H_{2} - C H_{2} - C O O H

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C H_{3} - C H_{2} - C O O H

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C H_{3} - C H | - C l C O O H

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C H_{3} - C l | C - | C l C O O H

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Solution

The correct option is B $C H_{3} - C H_{2} - C O O H$
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 $p K_{a} = - log (K_{a})$ , less the value of $K_{a}$ , more is the $p K_{a}$ value.
Hence, $B$ will have the highest value of $p K_{a}$

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