Ionic dissociation of 4-substituted phenols and 2,6-dichloro- and 2,6-dimethyl-phenols in organic solvents

Abstract

Half-neutralisation potentials have been measured for 4-X-phenols, 4-X-2,6-dichlorophenols, and 4-X-2,6-dimethylphenols in methanol, propan-2-ol, acetone, chlorobenzene, and benzene, and for 4-X-2,6-dichlorophenols in dioxan and aqueous dioxan solutions at 25°. For most of these series the ρ-values derived are attributed to the ionic dissociation reaction. ρ increases as the dielectric constant of the solvent is reduced. In each solvent, ρ is lower for non-hindered than for hindered phenols. For –M substituents containing multiply bound oxygen, σ-values are lower in organic solution than in water.