Solvent effects on 2-methoxyethanol conformers: an ab initio DFT study using the SCI-PCModel

• Autor(a) principal: Gil, Francisco P. S. C.
• Data de Publicação: 1999
• Outros Autores: Teixeira-Dias, J. J. C.
• Tipo de documento: Artigo
• Idioma: eng
• Título da fonte: Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
• Texto Completo: http://hdl.handle.net/10316/4546; https://doi.org/10.1016/S0022-2860(98)00682-6
• topic: 2-methoxyethanol; solvent effects; Self-Consistent Reaction Field (SCRF); Self-Consistent Isodensity Polarizable Continuum Model (SCI-PCM)

The four stable conformers of 2-methoxyethanol, CH3O-CH2-CH2-OH (tgg', ggg', ttg and ttt) are studied by ab initio calculations using the SCRF theory and the SCI-PCModel to assess solvent effects on the structure and vibrational spectra of this compound. Full geometry optimizations were carried out at the B3LYP/6-311+G(3df,2df,2p)//B3LYP/6-31G(d) level, and normal mode calculations were performed within the harmonic approximation using the B3LYP/6-31G(d) derived force fields. The solvent, herein represented by a polarizable continuum with a defined dielectric constant, is found to affect significantly the geometry and dipole moment of the individual solute conformers. In addition, the results seem to suggest that the intramolecular H-bond type of interactions, which occur for tgg' and ggg', tend to attenuate the solvent influence. In turn, the conformers which do not exhibit intramolecular H-bond interactions, ttg and ttt, exhibit a stronger solvent influence as revealed mainly by structural and electrostatic changes affecting both the ether O atom and the hydroxyl group.