The correct decreasing order of the acidic strength of the given compound is :

(I)> (II)> (III)> (IV)

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(II)> (III)> (I)> (IV)

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(III)> (II)> (I)> (IV)

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(I)> (III)> (II)> (IV)

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Solution

The correct option is A (I)> (II)> (III)> (IV)

$N O_{2}$ group being highly $E W G$ $(e^{-}$ withdrawing group $)$ makes the ring $e^{-}$ deficient.

Due to the presence of nitro group on ortho position, the $- C O O H$ group bends out of the plane of the ring due to steric hindrance.

As a result, $H^{+}$ ion can be easily removed because it has come out of plane of ring.

Any group attached at ortho position may be $E W G$ or $E D G$ is more acidic than benzoic acid due to the ortho effect.

Further, O-methoxybenzoic acid is more stronger than O-hydroxybenzoic acid as methoxy $(- O C H_{3})$ group being $e^{-}$ donating group and it decreases the probability of release of $H^{+}$ ion but in O-hydroxybenzoic acid $H -$ bond is formed making the compound stable hence less acidic than O-methoxybenzoic acid.

Hence the correct option is A.

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Similar questions

Mark the correct order of decreasing acid strength of the following compounds.

(a) V > IV > II > I > III
(b) II > IV > I > III > V
(c) IV > V > III > II > I
(d) V > IV > III > II > I

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