The correct order for the acidic character of the following carboxylic acids is

    

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(a) IV > I > II > III > V

(b) V > II > III > I > IV

(c) V > II > IV > III > I

 (d) V > II > IV > I > III

Answer:(d) V is most stable because its anion is stabilized to a

greater extent through H – bonding with H atom of OH

present on both ortho-positions ; followed by II in

which one OH group is present. Compound IV comes

next to II because here –OCH3 group is present in ortho

position which although is not capable of forming

H–bonding yet more acidic than p-HOC6H4COOH (III)

due to ortho effect. Compound III is less acidic than

benzoic acid because of electron-releasing group in

the para position. Thus