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Open Chemistry

formerly Central European Journal of Chemistry

1 Issue per year


IMPACT FACTOR 2016 (Open Chemistry): 1.027
IMPACT FACTOR 2016 (Central European Journal of Chemistry): 1.460

CiteScore 2016: 0.61

SCImago Journal Rank (SJR) 2016: 0.288
Source Normalized Impact per Paper (SNIP) 2016: 0.735

Open Access
Online
ISSN
2391-5420
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Volume 13, Issue 1 (Jan 2015)

Issues

Chemical reactivity of quinclorac employing the HSAB local principle - Fukui function

Luis H. Mendoza Huizar
  • Corresponding author
  • Academic Area of Chemistry. Autonomous University of Hidalgo State, Pachuca-Tulancingo km. 4.5, CP. 42186 Mineral de la Reforma, Hidalgo, México
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  • Other articles by this author:
  • De Gruyter OnlineGoogle Scholar
/ Clara H. Rios-Reyes
  • Academic Area of Earth Sciences and Materials, Autonomous University of Hidalgo State, Pachuca-Tulancingo km. 4.5, CP. 42186 Mineral de la Reforma, Hidalgo, Mexico.
  • Other articles by this author:
  • De Gruyter OnlineGoogle Scholar
/ Nubia J. Olvera-Maturano
  • Academic Area of Chemistry. Autonomous University of Hidalgo State, Pachuca-Tulancingo km. 4.5, CP. 42186 Mineral de la Reforma, Hidalgo, México
  • Other articles by this author:
  • De Gruyter OnlineGoogle Scholar
/ Juvencio Robles / Jose A. Rodriguez
  • Academic Area of Chemistry. Autonomous University of Hidalgo State, Pachuca-Tulancingo km. 4.5, CP. 42186 Mineral de la Reforma, Hidalgo, México
  • Other articles by this author:
  • De Gruyter OnlineGoogle Scholar
Published Online: 2014-10-09 | DOI: https://doi.org/10.1515/chem-2015-0008

Abstract

In the present work we have calculated several DFT reactivity descriptors for quinclorac at the B3LYP/6- 311++G(2d,2p) and MP2/6-311++G(2d,2p) levels of theory in order to analyze its reactivity. Reactivity descriptors such as ionization energy, molecular hardness, electrophilicity, condensed Fukui function and total energies were determined to predict the reactivity of quinclorac. The influence of the solvent was taken into account employing the PCM model. The results indicate that the solvation modifies the values of quinclorac reactivity descriptors. The Fukui function values predict that an electrophilic attack on quinclorac might cause a dechlorination, while a nucleophilic attack might lead to a decarboxylation and a free radical attack would cause a hydrogen substitution on the quinoline ring. Quinclorac in deprotonated form would be susceptible to decarboxylation through an electrophilic attack while nucleophilic and free radical attacks would cause an attack on the hydrogens of the ring.

Graphical Abstract

Keywords : quinclorac; reactivity; Fukui; MP2; B3LYP

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About the article

Received: 2013-12-12

Accepted: 2014-04-23

Published Online: 2014-10-09

Published in Print: 2015-01-01


Citation Information: Open Chemistry, ISSN (Online) 2391-5420, DOI: https://doi.org/10.1515/chem-2015-0008.

Export Citation

© 2015 Luis H. Mendoza Huizar et al.. This work is licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 3.0 License. BY-NC-ND 3.0

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