Arrange cydohexanol (I), acetic acid (II), 2,4,6-trinitrophenol (III) and phenol (IV), in the order of decreasing acidic character

Question

Arrange cydohexanol (I), acetic acid (II), 2,4,6-trinitrophenol (III) and phenol (IV), in the order of decreasing acidic character (A) III > II > IV > I (B) III > IV > II > I (C) II > III > IV > I (D) II > III > I > IV

Tardigrade Admin · Accepted Answer

III > II > IV >I
Phenols and carboxylic acids are more acidic than aliphatic alcohols.

Presence of three highly electron withdrawing

- N O_{2}

groups on the benzene ring, makes the

O - H

bond extremely polarized. This facilitates the release of

H

as

H^{+}

Thus, III> IV

In acetic acid the electron withdrawing

— C ∣∣ O —

polarises the

O - H

bond and increases the acidic strength

∴

The order is III > II > IV > I.

Q. Arrange cydohexanol (I), acetic acid (II), 2,4,6-trinitrophenol (III) and phenol (IV), in the order of decreasing acidic character

III > II > IV > I

III > IV > II > I

II > III > IV > I

II > III > I > IV