Q. Consider the acidity of the carboxylic acids $ PhCOOH $ $ o-N{{O}_{2}}{{C}_{6}}{{H}_{4}}COOH $ $ p-N{{O}_{2}}{{C}_{6}}{{H}_{4}}COOH $ $ m-N{{O}_{2}}{{C}_{6}}{{H}_{4}}COOH $ Which of the following order is correct?
JamiaJamia 2007
Solution:
(I)
(II)
(III)
(IV)
$ -N{{O}_{2}} $ group at any position shows electron withdrawing effect thus acid strength is increased. But o-nitro benzoate ion is stabilized by intramolecular H-bonding like forces hence its acid strength is maximum. Thus acid strength $ (II)>(III)>(IV)>(I) $
