Mechanism of OH-initiated atmospheric photooxidation of dichlorvos: A quantum mechanical study

Environmental Science and Technology

Volumn 41, Issue 17, 2007, Pages 6109-6116

  Zhang, Qingzhu ^a   Qu, Xiaohui ^a   Wang, Wenxing ^a  

^a SHANDONG UNIVERSITY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

DEGRADATION; INSECTICIDES; MOLECULAR ORBITALS; POTENTIAL ENERGY;

DICHLORVOS; OH RADICALS;

PHOTOOXIDATION;

CARBON MONOXIDE; DICHLORVOS; HYDROGEN; INSECTICIDE; OXYGEN;

DEGRADATION; INSECTICIDES; MOLECULAR ORBITALS; PHOTOOXIDATION; POTENTIAL ENERGY;

CARBON MONOXIDE; MECHANICS; PESTICIDE; PHOTOOXIDATION; POTENTIAL ENERGY;

ARTICLE; ATMOSPHERE; CHEMICAL REACTION; ENERGY RESOURCE; PHOTOOXIDATION; QUANTUM CHEMISTRY;

AIR POLLUTANTS; ATMOSPHERE; DICHLORVOS; HYDROXIDES; HYDROXYL RADICAL; MODELS, CHEMICAL; OXIDATION-REDUCTION; PHOTOCHEMISTRY; QUANTUM THEORY; THERMODYNAMICS;

EID: 34548574872     PISSN: 0013936X     EISSN: None     Source Type: Journal    
DOI: 10.1021/es0628001     Document Type: Article

References (30)

1. Agency for toxic substances and disease registry (ATSDR). Toxicological Profile for Dichlorvos; Public Health Service, U.S. Department of Health and Human Services: Atlanta, GA, 1997.
2. Benarji, G.; Rajebdranath, T. Dichlorvos-induced histoarchitectural changes in the oocytes of a freshwater fish. Funct. Dev. Morphol. 1991, 1 (1), 9-12.
3. Chuiko, G. M.; Slynko, Y. V. Relation of allozyme genotype to survivorship of juvenile bream, Abramis brama L., acutely exposed to DDVP, an organophosphorus pesticide. Bull. Environ. Contam. Toxicol. 1995, 55 (5), 738-745.
4. Geraldine, P.; Bhavan, P. S.; Kaliamurthy, J.; Zayapragassarazan, Z. Effects of dichlorvos intoxication in the freshwater prawn, Macrobrachium malcolmsonii. J. Environ. Biol. 1999, 20 (2), 141-148.
5. McHenery, J. G.; Francis, C.; Davies, I. M. Threshold toxicity and repeated exposure studies of dichlorvos to the larvae of the common lobster (Homarus gammarus L.). Aquat. Toxicol. 1996, 34 (3), 237-251.
6. Office of Pesticide Programs, Environmental Protection Agency (EPA). Pesticide Ecotoxicity Database; Environmental Fate and Effects Division, U.S. Environmental Protection Agency: Washington, DC, 2000.
7. Konradsen, F.; Van der Hoek, W.; Cole, D. C.; Hutchinson, G.; Daisley, H.; Singh, S.; Eddleston, M. Reducing acute poisoning in developing countries - Options for restricting the availability of pesticides. Toxicology 2003, 192 (2-3), 249-261.
8. Gupta, P. K. Pesticide exposure - Indian scene. Toxicology 2004, 198 (1-3), 83-90.
9. U.S. Environmental Protection Agency, Technology Transfer Network, Air Toxics Website. http://www.eps.gov/ttn/atw/hlthef/dichlorv.html (accessed 2005).
10. Phillips McDougall. Products section - 2003 market. In Phillips McDougall-Agriservice; Phillips McDougall: Edinburgh, U.K., Year; pp 137.
11. Hofer, W. Chemistry of metrifonate and dichlorvos. Acta Pharmacol. Toxicol. 1981, 49 (Suppl 5), 7-14.
12. Murphy, K. C.; Cooper, R. J.; Clark, J. M. Volatile and dislodgeable residues following trichlorfon and isazofos application to turfgrass and implications for human exposure. Crop Sci. 1996, 36 (6), 1446-1454.
13. Pettigrew, L. C. Bieber, F., Lettiere, J.; Wermeling D. P. Schmitt. F. A.; Tikhtrman, A. J.; Ashford, J. W.; Smith, C. D.; Wekstein, D. R.; Markesbery, W. R.; Orazem, J.; Ruzicka, B. B.; Mas, J.; Gulanski, B. Pharmacokinetics, pharmacodynamics, and safety of metrifonate in patients with Alzheimer's disease. J. Clin. Pharmacol. 1998, 38 (3), 236-245.
14. Allen, J. M.; Balcavage, W. X.; Ramachandran, B. R.; Shrout, A. L. Determination of Henry's law constants by equilibrium partitioning in a closed system using a new in situ optical absorbance method. Environ. Toxicol. Chem. 1998, 17 (7), 1216-1221.
15. Garbarino, J. R.; Snyder-Conn, E.; Leiker, T. J.; Hoffman, G. L. Contaminants in arctic snow collected over northwest Alaskan sea ice. Water, Air Soil Pollut. 2002, 139 (1-4), 183-214.
16. Muir, D. C. G.; Teixeira, C.; Wania, F. Empirical and modeling evidence of regional atmospheric transport of current-use pesticides. Environ. Toxicol. Chem. 2004, 23 (10), 2421-2432.
17. Sauret, N.; Millet, M.; Herckes, P.; Mirabel, P.; Wortham, H. Analytical method using gas chromatography and ion trap tandem mass spectrometry for the determination of S-triazines and their metabolites in the atmosphere. Environ. Pollut. 2000, 110 (2), 243-252.
18. Sakai, M. Investigation of Pesticides in Rainwater at Isogo Ward of Yokohama. J. Health Sci. 2003, 49 (3), 221-225.
19. Mackay, D.; Shiu, W.-Y.; Ma, K.-C. Illustrated Handbook of Physical-Chemical Properties and Environmental Fate of Organic Chemicals; Lewis Publisher: New York, 1997; Vol. 5.
20. Feigenbrugel, V.; Person, Calve, A. L.; Mellouki, S. L.; A.; Munoz, A.; Wirtz, K. Atmospheric fate of dichlorvos: Photolysis and OH-initiated oxidation studies. Environ. Sci. Technol. 2006, 40 (3), 850-857.
21. Atkinson, R.; Kwok, E. S. C.; Arey, J. In Proceedings Brighton Crop Protection Conference; British Crop Protection Council; Farnham, U.K.; PP469.
22. Atkinson, R. In Issues in Environmental Science and Technology; Hester, R. E., Harrison, R. M., Eds.; Publisher: Location, 1995; Vol. 4, p 65.
23. Zetzsch, C.; Becker, K. H. In Halogenierte Organische Verbindungen in der Umwelt; VDI Berichte: Dusseldorf, Germany, 1989; p 97.
24. Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Gill, P. W. M.; Johnson, B. G.; Robb, M. A.; Cheeseman, J. R.; Keith, T. A.; Petersson, G. A.; Montgomery, J. A.; Raghavachari, K.; Allaham, M. A.; Zakrzewski, V. G.; Ortiz, J. V.; Foresman, J. B.; Cioslowski, J.; Stefanov, B. B.; Nanayakkara, A.; Challacombe, M.; Peng, C. Y.; Ayala, P. Y.; Chen, W.; Wong, M. W.; Andres, J. L.; Replogle, E. S.; Gomperts, R.; Martin, R. L.; Fox, D. J.; Binkley, J. S.; Defrees, D. J.; Baker, J.; Stewart, J. P.; Head-Gordon, M.; Gonzales, C.; Pople, J. A. GAUSSIAN 03; Gassian, Inc.: Pittsburgh, PA, 2003.
25. Staroverov, V. N.; Scuseria, G. E.; Tao, J.- M.; Perdew, J. P. Comparative assessment of a new nonempirical density functional: Molecules and hydrogen-bonded complexes. J. Chem. Phys. 2003, 119 (23), 12129-12137.
26. Tao, J. -M.; Perdew, J. P.; Staroverov, V. N.; Scuseria, G. E. Climbing the Density Functional Ladder: Nonempirical Meta-Generalized Gradient Approximation Designed for Molecules and Solids. Phys. Rev. Lett. 2003, 91 (14), 146401-(1-4).
27. Fukui, K. The path of chemical reactions - The IRC approach. Acc. Chem. Res. 1981, 14 (12), 363-368.
28. Curtiss, L. A.; Raghavachari, K.; Redfern, P. C.; Pople, J. A. Assessment of Gaussian-2 and density functional theories for the computation of enthalpies of formation. J. Chem. Phys. 1997, 106 (3), 1063-1079.
29. David, R. L., Ed. CRC Handbook of Chemistry and Physics, 87th ed.; Taylor and Francis: Boca Raton, FL, 2007; http:/www.h-bcpnetbase.com.
30. Tuazon, E. C.; Atkinson, R.; Aschmann, S. M.; Arey, J.; Winer, A. M.; Pitts, J. N. Atmospheric loss processes of 1,2-dibromo-3-chloropropane and trimethyl phosphate. Environ. Sci. Technol. 1986, 20, 1043-1046.