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Arrange the following compounds in incre...

Arrange the following compounds in increasing order of their acidic strength`.C_6H_5COOH`, 4-nitrobenzoic acid, 3,4-dinitrobenzoic acid, 4-meth-oxybenzoic acid.

A

`I lt II lt III lt IV`

B

`II lt I lt IV lt III`

C

`IV lt II lt I lt III`

D

`I lt IV lt II lt III`

Text Solution

Verified by Experts

The correct Answer is:
C
Acidity of carboxylic acid (or benzoic acid) depends upon the stability of benzoate ion formed. More the number of electron withdrawing groups attached to benzene nucleus, more is the dispersal of negative charge and hence, more is stability of carboxylate ion which in turn increases the acidity of the respective carboxylic (or benzoic) acid.
Presence of electron releasing substituent like OR group however decreases the acidity by decreasing the stability of generated benzoate ion,
Thus, the correct increasing order of acidity of given compounds is `IV lt I lt II lt III.`
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