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Which of the following acids has the sma...

Which of the following acids has the smallest dissociation constant?

A

`BrCH_(2)CH_(2)COOH`

B

`CH_(3)CHBrCOOH`

C

`FCH_(2)CH_(2)COOH`

D

`CH_(3)CHFCOOH`

Text Solution

Verified by Experts

The correct Answer is:
A
The dissociation constant of acid is directly related to its acidic strength which increase with the negative inductive effect (electron withdrawing power) of the halogen. The more electronegative the halogen, the greater the negative inductive effect. The closer the halogen to the COOH group, the greater the influence of the inductive effct of the halogen. Thus, the order of acidic strength is `CH_(3)CHFCOOHgtCH_(3)CHBrCOOHgtFCH_(2)CH_(2)COOHgtBrCH_(2)CH_(2)COOH` Thus, `BrCH_(2)CH_(2)COOH` has the smallest dissociation constant.
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