Protonation site for anilines in aqueous media

Abstract

By means of the PM3 method it has been shown that the protonation of 2-, 3-, 4-methoxyanilines, 4-methylthioaniline, 2-, 3-, 4-aminobenzoic acids, 2-, 3-, 4-nitroanilines in the gaseous phase proceeds via the amine nitrogen atom. The same result, attributed to the aqueous medium, was obtained for 4-methoxyaniline, 4-aminobenzoic acid and 4-nitroaniline.

Keywords

• anilines
• protonation
• quantum chemical computation