PKa constant determination of two triazole pesticides: Tebuconazole and penconazole

Journal of Solution Chemistry

Volumn 42, Issue 5, 2013, Pages 1075-1082

  Čadková, Eva ^a,b   Komárek, Michael ^a   Debord, Jean ^c   Della Puppa, Loïc ^d   Bordas, François ^d   Bollinger, Jean Claude ^d  

^a CZECH UNIVERSITY OF LIFE SCIENCES PRAGUE   (Czech Republic)

^b CZECH GEOLOGICAL SURVEY   (Czech Republic)

^c DUPUYTREN UNIVERSITY HOSPITAL   (France)

^d UNIVERSITÉ DE LIMOGES   (France)

Author keywords

Molecular modeling; Potentiometric titrations; Protonation constant; Protonation site; Triazole pesticides

Indexed keywords

EID: 84879079772     PISSN: 00959782     EISSN: None     Source Type: Journal    
DOI: 10.1007/s10953-013-0012-z     Document Type: Article

References (18)

1. Stumm, W., Morgan, J.J.: Aquatic Chemistry: Chemical Equilibria and Rates in Natural Waters. Wiley, New York (1996)
2. Bhhatarai, B., Gramatica, P.: Modelling physico-chemical properties of (benzo)triazoles, and screening for environmental partitioning. Water Res. 45, 1463-1471 (2011)
3. Komárek, M., Čadková, E., Chrastný, V., Bordas, F., Bollinger, J.C.: Contamination of vineyard soils with fungicides: A review of environmental and toxicological aspects. Environ. Int. 36, 138-151 (2010)
4. IUPAC (International Union of Pure and Applied Chemistry): Pesticide properties database; online available: http://pesticides.iupac.org/
5. Noga, S., Michel, M., Buszewski, B.: Effect of functionalized stationary phases on the mechanism of retention of fungicides in RP-LC elution. Chromatographia 73, 857-864 (2011)
6. Qiu, J., Dai, S., Zheng, C., Yang, S., Chai, T., Bie, M.: Enantiomeric separation of triazole fungicides with 3-μm and 5-μm particle chiral columns by reverse-phase high-performance liquid chromatography. Chirality 23, 479-486 (2011)
7. Fikri, K., Debord, J., Bollinger, J.C., Clédat, D., Pénicaut, B., Robert, J.M.H.: RP-HPLC lipophilicity studies for some (hetero)arylamides derived from 2-amino 4,6-dimethyl pyridine: Introduction of an hydrogen-bond descriptor. J. Liq. Chrom. Rel. Technol. 34, 1356-1366 (2011)
8. Longhi, P., Mussini, T., Rondinini, S.: Predicting standard pH values for reference buffer solutions in solvent mixtures with water. Anal. Chem. 58, 2290-2292 (1986)
9. Rosés, M., Rafols, C., Bosch, E.: Autoprotolysis in aqueous organic solvent mixtures. Anal. Chem. 65, 2294-2299 (1993)
10. Turner, B.F., Fein, J.B.: ProtoFit: A program for determining surface protonation constants from titration data. Comput. Geosci. 32, 1344-1356 (2006); ProtoFit v.2.1 rev.1 (November 2005) available free at: http://protofit. sourceforge.net/protofit-download.html
11. 0 B parameters for activity coefficients. J. Chem. Eng. Data 52, 1103-1107 (2007)
12. HyperChem version 8, HyperCube Inc., Gainesville: http://www.hyper.com
13. Stewart, J.J.P.: Optimization of parameters for semiempirical methods, V: Modification of NDDO approximations and application to 70 elements. J. Mol. Model. 13, 1173-1213 (2007)
14. Stewart, J.J.P.: MOPAC2009, Stewart Computational Chemistry, Colorado Springs: http://OpenMOPAC.net
15. a's. Quant. Struct. Act. Relat. 14, 348-355 (1995). SPARC online calculator (v. 4.6, October 2011) available free at: http://archemcalc.com/ sparc/
16. Chimuka, L., Michel, M., Cukrowska, E., Buszewski, B.: Influence of temperature on mass transfer in an incomplete trapping supported liquid membrane extraction of triazole fungicides. J. Separ. Sci. 32, 1043-1050 (2009)
17. Arias, M., Paradelo, M., López, E., Simal-Gándara, J.: Influence of pH and soil copper on adsorption of metalaxyl and penconazole by the surface layer of vineyard soils. J. Agric. Food Chem. 54, 8155-8162 (2006)
18. Čadková, E., Komárek, M., Kaliszová, R., Száková, J., Vaněk, A., Bordas, F., Bollinger, J.C.: The influence of copper on tebuconazole sorption onto soils, humic substances and ferrihydrite. Environ. Sci. Pollut. Res. 20, 4205-4215 (2013)