Table of Contents Author Guidelines Submit a Manuscript
Journal of Chemistry
Volume 2014 (2014), Article ID 215074, 8 pages
http://dx.doi.org/10.1155/2014/215074
Research Article

Reactivity of Alkyldibenzothiophenes Using Theoretical Descriptors

1Facultad de Ingeniería Química, Universidad Michoacana de San Nicolás de Hidalgo, 58010 Morelia, MICH, Mexico
2Facultad de Tecnología de la Madera, Universidad Michoacana de San Nicolás de Hidalgo, 58010 Morelia, MICH, Mexico

Received 4 November 2013; Accepted 11 February 2014; Published 26 March 2014

Academic Editor: Natarajan S. Venkataramanan

Copyright © 2014 Jose Luis Rivera et al. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Abstract

Theoretical calculations of the reactivity of dibenzothiophene and its methyl, dimethyl, and trimethyl derivatives show that local reactivity descriptors reproduce their experimental desulfurization reactivity trend if the first desulfurization step involves directly the sulfur atom, which only occurs if the sulfur atom is blocked at most by one methyl group. In the series of molecules 4,7-dimethyldibenzothiophene, ,4,7-trimethyldibenzothiophene (), the most reactive molecule is 2,4,7-trimethyldibenzothiophene, and local descriptors show that the reactivity is linked to the activity of the sulfur atom, which is higher in 2,4,7-trimethyldibenzothiophene due to the position of the third methyl substitute, located in the para position with respect to the carbon bonded to the sulfur atom. The electrostatic potential of 2,4,7-trimethyldibenzothiophene shows one effective adsorption site, while 1,4,7-trimethyldibenzothiophene and 3,4,7-trimethyldibenzothiophene have more sites, contributing to the higher reactivity of 2,4,7-trimethyldibenzothiophene. The index of reactivity of other descriptors was evaluated and the effect of the position of the methyl substituents on adsorption parameters, as the dipole moment and the atomic charges were also studied.