Facilitated Proton Transfer by a Novel 2-Aminothiazole Derivative Across the Water/1,2-Dichloroethane Interface

The behavior of proton transfer facilitated by a novel thiazole derivative, N-methyl-4-(4-phenoxyphenyl)thiazol-2-amine (MPPT), across the water/1,2-dichloroethane (1,2-DCE) interface was investigated electrochemically. The ionic partition diagram for MPPT was obtained from interpretation of the cyclic voltammograms. The apparent partition coefficient of MPPT was evaluated by the shaking-flask method under experimental conditions, while that for the protonated form of MPPT was calculated from its transfer potential obtained from the ionic partition diagram. It was suggested that the mechanism for transfer of MPPT across the water/1,2-DCE) interface depends on the pH of the aqueous phase. The parameters of the facilitated proton transfer across the water/1,2-DCE interface were evaluated as a quantitative measure of its lipophilicity.