Structure of the 2-isopropylaminoethanol isolated molecule: Conformational analysis and intramolecular interactions

• Autor(a) principal: Nunes, Sandra C. C.
• Data de Publicação: 2008
• Outros Autores: Eusébio, M. Ermelinda S., Jesus, A. J. Lopes, Rosado, Mário T. S., Redinha, J. S.
• Tipo de documento: Artigo
• Idioma: eng
• Título da fonte: Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
• Texto Completo: http://hdl.handle.net/10316/5008; https://doi.org/10.1016/j.theochem.2008.05.028
• topic: 2-Isopropylaminoethanol; Conformational analysis; Intramolecular hydrogen bonding; NBO analysis; DFT calculations

In this paper, a systematic exploration of all the possible conformers of 2-isopropylaminoethanol (2-IPAE) was carried out using the Density Functional Theory (B3LYP) and the 6-311++G(d,p) basis set. At this level, 66 unique conformers within a Gibbs energy range of ca. 31 kJ mol-1 were found in the potential energy surface and their geometrical and thermodynamic properties were determined and discussed. A significant molecular strain was evidenced by the dihedrals and distances between non-bonded hydrogen atoms. According to the geometrical parameters, a O-H···N hydrogen bond was found to be present in the three most stable conformers, representing 68% of the conformational composition at 298.15 K. The energetic and geometrical data derived from the DFT calculations were further complemented by a NBO analysis of the most stable conformers.