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Question

The correct order of acidity for the following compounds is:


A
I > II > III > IV
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B
III > I > II > IV
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C
III > IV > II > I
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D
I > III > IV > II
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Solution

The correct option is A I > II > III > IV
Stable the conjugate base, stronger the acid.


o-hydroxybenzoic acid is more acidic than the corresponding para isomer, because the carboxylate ion formed from ortho hydroxy benzoic acid attains stability due to intermolecular hydrogen bonding. But in the case of the para isomer, -OH group shows +R effect ,which increases the electron density and hence the stability of the corresponding carboxylate ion is less compared to the ortho and the meta hydroxy benzoic acids.

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