Chemical Reactivity of Atrazine Employing the Fukui Function
Luis Humberto Mendoza–Huizar and Clara Hilda Rios–Reyes
Universidad Autónoma del Estado de Hidalgo. Centro de Investigaciones Químicas. Carretera Pachuca–Tulancingo km. 4.5 Mineral de la Reforma, Hidalgo, México. hhuizar@uaeh.edu.mx
Received May 31, 2010.
Accepted February 24, 2011.
Abstract
In the present work we calculated reactivity descriptors for atrazine at MP2/6–311++G(2d,2p)//B3LYP/6–311++G(2d,2p) level in order to analyze its reactivity. Reactivity descriptors such as ioniza–tion energy, molecular hardness, electrophilicity, condensed Fukui function and total energies were determined to identify changes in the reactivity of atrazine in the gas and aqueous phases. The influence of the solvent was taken into account with the PCM model. The values of the reactivity descriptors indicated that the interaction of atrazine with water diminished its reactivity in comparison with the exhibited in gas phase. Also, it was found that the electrophilic and free radical attacks were equivalent and they were located on all the cases in the ethylamine and isopropylamine groups.
Keywords: Atrazine, reactivity, Fukui, B3LYP, MP2, PCM.
Resumen
En el presente trabajo calculamos descriptores de reactividad para la atrazina, en el nivel de teoría MP2/6–311++G(2d,2p)//B3LYP/6–311++G(2d,2p), con la intención de analizar su reactividad. Se calcularon descriptores tales como energía de ionización, dureza, electrofilicidad, funciones de Fukui y diferencias de energías para identificar los cambios de reactividad de la atrazina en fase gas y en fase acuosa. La influencia del disolvente se tomó en cuenta empleando el modelo PCM. Los descriptores de reactividad calculados sugieren que en agua la reactividad de la atrazina disminuye en comparación con la atrazina en fase gas. Se encontró que las reactividades, electrofilica y por radicales libres, en la atrazina son equivalentes y localizadas en todos los casos en los grupos etilenamina e isopropilamina.
Palabras clave: Atrazina, reactividad, Fukui, B3LYP, MP2, PCM.
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