Consider the acidity of the carboxylic acids : [AIEEE-2004](a) PhCOOH(...
-NO2 group at any position shows electron withdrawing effect, thus acid strength is increased. But o -nitro benzoate ion is stabilised by intramolecular H-bonding like forces, hence its acid strength is maximum. Thus, the order of acid strength is (ii) > (iii) > (iv) > (i)
The effect is more pronounced at para position than meta.
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Consider the acidity of the carboxylic acids : [AIEEE-2004](a) PhCOOH(...
Explanation:
Acidity of Carboxylic Acids:
- The acidity of carboxylic acids is influenced by the stability of the carboxylate anion formed after the loss of a proton.
- Electron-withdrawing groups attached to the benzene ring stabilize the carboxylate anion, increasing acidity.
- The order of acidity among the given carboxylic acids can be determined based on the position of the nitro group (-NO2) on the benzene ring.
Order of Acidity:
- The meta position (m) nitro group is the most electron-withdrawing, making the m-NO2C6H4COOH the most acidic among the given options.
- The para position (p) nitro group is less electron-withdrawing than the meta position, making p-NO2C6H4COOH less acidic than m-NO2C6H4COOH.
- The ortho position (o) nitro group is the least electron-withdrawing among the three positions, making o-NO2C6H4COOH the least acidic among the given options.
- PhCOOH (benzoic acid) has no electron-withdrawing groups attached to the benzene ring, making it the least acidic among the given options.
Therefore, the correct order of acidity is:
d) b > c > a