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Question
Which of the following will be most acidic?
Which of the following will be most acidic?
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Solution
The correct option is A
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 CH3−CH2−CH2−CH2−COOH because of 4 carbons.
And lowest +I effect is exhibited by CH3−COOH
Therefore, CH3−COOH will be most acidic as per our discussion.
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 CH3−CH2−CH2−CH2−COOH because of 4 carbons.
And lowest +I effect is exhibited by CH3−COOH
Therefore, CH3−COOH will be most acidic as per our discussion.
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