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Question

Which of the following will be most acidic?


A

CH3COOH

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B

CH3CH2COOH

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C

CH3CH2CH2COOH

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D

CH3CH2CH2CH2COOH

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Solution

The correct option is A

CH3COOH


To check for acidity, we should always check for the stability of the conjugate base.

A conjugate base is stabilised if the charge density of the oxygen atom is reduced or delocalized. So, the stability of a conjugate base is higher if there is an electron withdrawing group and lower if there is an electron donating group.

In our options, highest +I effect is exhibited by CH3CH2CH2CH2COOH because of 4 carbons.

And lowest +I effect is exhibited by CH3COOH

Therefore, CH3COOH will be most acidic as per our discussion.


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