ISSN: 2410-9649 Tijar et al / Chemistry International 2(4) (2016) 201-221 iscientic.org.
201
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Article type:
Research article
Article history:
Received October 2015
Accepted December 2015
October 2016 Issue
Keywords:
Genetic algorithm
Benzoic acid
Salicylic acid
Phthalic acid
Multi niche crowding
In this paper we present a detailed conformational study of three aromatic systems
constituting the basic units of humic acids namely benzoic acid, salicylic acid and
phthalic acid. The genetic algorithm, based on the multi-niche crowding (MNC)
method, coupled with the semi-empirical AM1 method is used to analyze the potential
energy surface (PES) of these systems. This algorithm, implemented in the MOPAC
program and piloted by scripts, provides better detection of global and local minima in
a reasonable time. The results obtained are comparable with those of previous studies.
Three factors can be cited to justify the stability of conformations i.e. effects of
conjugation, steric interactions and intramolecular hydrogen bonds.
© 2016 International Scientific Organization: All rights reserved.
Capsule Summary: The genetic algorithm based on the MNC method is used with the semi-empirical method AM1 in order to scan
the potential energy surfaces of benzoic acid, salicylic acid and phthalic acid. Three factors can be cited to justify the stability of
conformations i.e., effects of conjugation, steric interactions and intramolecular hydrogen bonds.
Cite This Article As: R. Tijar, B. El Merbouh, M. Bourjila, A. EL Guerdaoui, R. Drissi El Bouzaidi, A. El Gridani and M. EL
Mouhtadi. 2016. Conformational space analysis of neutral and deprotonated forms of benzoic acid, salicylic acid and phthalic acid
using a genetic algorithm. Chemistry International 2(4) 201-221
INTRODUCTION
Humic acids are the major components of the most common
natural organic matter in the soil and in fresh water and water
Sea (Witwicki and Jezierska, 2012). These naturally occurring
acids play a major ecological and geochemical role. Their
molecular structure is very complex and poorly defined which
makes their full structural characterization extremely difficult.
Many efforts have been made and many available techniques and
methods have been used to derive an average structure of these
acides (Susan et al., 1996; Yu-hui and Ting, 1997; Mamadou et
al., 2003).
Previously, they have been described as macromolecular
polymers containing various functional groups such as
carboxylic, phenolic, hydroxyl and carbonyl. Recently, based on
experimental data, it has been suggested that such materials are
likely rather supramolecular forming into smaller molecular units
interacting by non-covalent forces such as van der Waals forces
and hydrogen bonds (Markus et al., 2004; Tossell, 2009). These
Chemistry International 2(4) (2016) 201-221
Conformational space analysis of neutral and deprotonated forms of benzoic acid,
salicylic acid and phthalic acid using a genetic algorithm
R. Tijar
1
, B. El Merbouh
1
, M. Bourjila
1
, A. EL Guerdaoui
1
, R. Drissi El Bouzaidi
1,2,*
, A. El Gridani
1
and M. EL Mouhtadi
1
1
Laboratoire de chimie physique, Faculté des Sciences, B.P. 8106, Université Ibn Zohr, 80000, Agadir, Maroc.
2
Centre Régional des Métiers de L’Education et de la Formation (CRMEF), Souss Massa Daraa, Inezgane, Maroc.
*Corresponding author’s E. mail: drissi.rachid1@hotmail.fr , Tel.: 212672222253, Fax: 212524882123
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