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Question

Chemistry Question on Aldehydes, Ketones and Carboxylic Acids

Which of the following acids has the smallest dissociation constant?

A

CH3CHFCOOHCH _{3} CHFCOOH

B

FCH2CH2COOHFCH_{2}CH_{2}COOH

C

BrCH2CH2COOHBrCH_{2}CH_{2}COOH

D

CH3CHBrCOOHCH_{3}CHBrCOOH

Answer

BrCH2CH2COOHBrCH_{2}CH_{2}COOH

Explanation

Solution

Group or atom attached with COOH- COOH group shows negative inductive effect, makes the acid stronger or acid has the larger dissociation constant. -Br shows poor negative inductive effect and also far away from COOH- COOH, which makes BrCH2CH2COOHBr CH _{2} CH _{2} COOH weakest acid and hence, it has smallest dissociation constant.