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

• Autorzy: Luis H. Mendoza Huizar , Clara H. Rios-Reyes , Nubia J. Olvera-Maturano , Juvencio Robles , Jose A. Rodriguez
• Języki publikacji: EN

Abstrakty

EN

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.

EN

Słowa kluczowe

EN

quinclorac; reactivity; Fukui; MP2; B3LYP

• Czasopismo: Open Chemistry
• Rocznik: 2015
• Tom: 13
• Numer: 1

Daty

wydano

2015-01-01

otrzymano

2013-12-12

zaakceptowano

2014-04-23

online

2014-10-09

Twórcy

autor

Luis H. Mendoza Huizar

• Academic Area of Chemistry. Autonomous University of Hidalgo State, Pachuca-Tulancingo km. 4.5, CP. 42186 Mineral de la Reforma, Hidalgo, México,

autor

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.

autor

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

autor

Juvencio Robles

• Pharmacy Department, University of Guanajuato, Noria Alta s/n, Gto. 36050 Guanajuato, México

autor

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

Bibliografia

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Identyfikatory

DOI

10.1515/chem-2015-0008