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Chemical Properties of Phenols

The correct o...

Question

The correct order of $K_{a}$ is?
(i) $C H_{3} - C H_{2} - C O O H$
(ii) $O H C - C H_{2} - C O O H$
(iii) $C_{6} H_{5} - C H_{2} - C O O H$

iii > ii > i

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i > ii > iii

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ii > iii > i

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i > iii > ii

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Solution

The correct option is C ii > iii > i
Electron withdrawing group increase the acidity of carboxylic acid by withdrawing electron making $O - H$ bond more polar. As a result, $H^{+}$ ion can be easily removed.

3-oxopropanoic acid $(O H C - C H_{2} - C O O H)$ is strong acid than phenylacetic acid $(C_{6} H_{5} - C H_{2} - C O O H)$ and acetic acid $(C H_{3} - C H_{2} - C O O H)$ due to presence of electron withdrawing group $(- C H O)$ .
Phenylacetic acid is more acid than acetic acid thus the acidic strength order is ii > iii > i.
more the acidic strength more is $K_{a}$ value of acid. Hence the $K_{a}$ value order is ii > iii > i.

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Similar questions

K_{a}

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

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

C_{6} H_{5} - C H_{2} - C O O H

K_{a}

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

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

P h - C H_{2} - C O O H

C H_{3} - C O O H

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

C_{6} H_{5} - C O O H

C_{6} H_{5} - C H_{2} - C O O H

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

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

(A) C H_{3} - C H_{2} - C | C O O H H - - C H - C H_{3}

(B) C H_{3} - C | C O O H H - C H_{2} - - C H - C H_{3}

(C) C | C O O H H_{2} - C H_{2} - C H_{2} - - C H - C H_{3}

I_{2} / N a O H

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