Which of the following compounds would have the smallest value for $p K_{a}$ ?

C H F_{2} C H_{2} C H_{2} C O O H

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

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C H_{2} F C H F C H_{2} C O O H

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

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Solution

The correct option is B $C H_{3} C H_{2} C F_{2} C O O H$
$- F$ is a strong electron withdrawing group. Electron withdrawing group present nearer to the $- C O O H$ group has more acidic strength, hence low $p K_{a}$ value.

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