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Aldehydes, Ketones And Carboxylic Acids

Question
CBSEENCH12008629

Arrange the following compounds in increasing order of their property as indicated:

CH3CH2CH(Br)COOH, CH3CH(Br)CH2COOH, (CH3)2CHCOOH, CH3CH2CH2COOH (acid strength).

Solution

The compound having +I effect will decrease the strength of the acids and groups having –I effect will increase the strength of the acids. In the given compounds the alkyl group has +I effect and Br- group has –I effect. Hence, the strength of the given acids increase as;

(CH3)2CHCOOH < CH3CH2CH2COOH < CH3CH(Br)CH2COOH < CH3CH2CH(Br)COOH.