Density functional theory study on the thermodynamic properties of aminophenols

Abstract

Density Functional Theory was used to investigate several gas-phase thermodynamic parameters of the o-, m-, and p-aminophenol isomers. Within the DFT approach, the B3LYP method and the 6-31G(d) and 6-311+G(2d,2p) basis sets were used to compute standard enthalpies of formation. Calculated data are in excellent agreement with the experimental work of Nuñez et al. [J Chem Thermodyn 1996, 18, 575-579] but differs significantly from the values of Sabbah et al. [Can J Chem 1996, 74, 500-507]. In this work, other properties such as homolytic O-H and N-H bond dissociation energies, gas-phase acidities, and proton or electron affinities were also obtained and confirm the few experimental results available for these properties in these kind of compounds, except the O-H homolytic dissociation energy of 2-aminophenol. © 2004 Wiley Periodicals, Inc.