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Hydrolysis and Photodegradation of Trifloxystrobin in Aqueous Solution
Corresponding Author(s) : B.Y. Guo
Asian Journal of Chemistry,
Vol. 26 No. 10 (2014): Vol 26 Issue 10
Abstract
Hydrolysis of trifloxystrobin was investigated in pH 4-10 aqueous solutions at 25, 40 and 50 °C. Its photochemical experiments in acidic, neutral, alkaline solutions and 1-10 mg/L humic acid solutions were conducted. Trifloxystrobin hydrolytic rate was first-order with respect to hydroxide ion concentration. For each 10 temperature rising, the rate constant for hydrolysis increased 2-4 times. The photolytic T1/2 of trifloxystrobin at pH 4, 7 and 9 was 13.0, 11.9 and 4.3 h, respectively. In the 1-10 mg/L humic acid solutions, the photodegradation rate constants corrected for light screening of trifloxystrbin were 0.0592-0.0577 h-1, basically decreasing with the humic acid concentration increasing. It was concluded that in the aqueous solution, the key nucleophilic reaction partner was hydroxyl ions. Raise of temperature could accerlate hydrolysis of trifloxystrobin. The hydrolysis could accelerate the photolysis of trifloxystrobin and light screening had an effect on the photodegradation rate constants of trifloxystrobin.
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References
M. Reuveni, Can. J. Plant Pathol., 23, 52 (2001); doi:10.1080/07060660109506909.
J.Y. Chen, B. Loo and C. Ray, J. Agric. Food Chem., 56, 1829 (2008); doi:10.1021/jf071527z.
X. Chen and J. Lv, Sterilizing Pesticide Composition used for Preventing and Treating Rice Blast, Comprises Epoxiconazole and Trifloxystrobin, China Patent CN102428928-A (2012).
H. Wu, M. Wu and T. Yang, Composition Useful for Controlling Rice Sheath Blight and False Smut, Comprises Trifloxystrobin and Hexaconazole, China Patent CN102318612-A (2012).
C.M. Junges, P.M. Peltzer, R.C. Lajmanovich, A.M. Attademo, M.C. Cabagna Zenklusen and A. Basso, Chemosphere, 87, 1348 (2012); doi:10.1016/j.chemosphere.2012.02.026.
J.B. Belden, S.T. McMurry, L.M. Smith and P. Reilley, Environ. Toxicol. Chem., 29, 2477 (2010); doi:10.1002/etc.297.
K. Banerjee, A.P. Ligon and M. Spiteller, Anal. Bioanal. Chem., 382, 1527 (2005); doi:10.1007/s00216-005-3336-8.
K. Banerjee, A.P. Ligon and M. Spiteller, Anal. Bioanal. Chem., 388, 1831 (2007); doi:10.1007/s00216-007-1382-0.
K. Banerjee, A.P. Ligon, M. Schürmann, H. Preut and M. Spiteller, Acta Crystallogr, E60, 525 (2004); doi:10.1107/S1600536804004738.
K. Banerjee, A.P. Ligon, M. Schürmann, H. Preut and M. Spiteller, Acta Crystallogr., E61, o1752 (2005); doi:10.1107/S1600536805014972.
K. Banerjee, A.P. Ligon, M. Schürmann, H. Preut and M. Spiteller, Acta Crystallogr., E61, o1569 (2005); doi:10.1107/S160053680501336X.
Y. Zheng and H.-M. Hwang, Bull. Environ. Contam. Toxicol., 76, 712 (2006); doi:10.1007/s00128-006-0978-y.
R. Espy, E. Pelton , A. Opseth, J. Kasprisin and A.M. Nienow, J. Agric. Food Chem., 59, 7277 (2011).
A. Tomašević, D. Mijin and E. Kiss, Sep. Sci. Technol., 45, 1617 (2010); doi:10.1080/01496395.2010.487720.
S. Kaneco, N. Li, K.- Itoh, H. Katsumata, T. Suzuki and K. Ohta, Chem. Eng. J., 148, 50 (2009); doi:10.1016/j.cej.2008.07.029.
H. Prosen and L. Zupancic-Kralj, Environ. Pollut., 133, 517 (2005); doi:10.1016/j.envpol.2004.06.015.
J.R. Garbin, D.M. Milori, M.L. Simões, W.T. da Silva and L.M. Neto, Chemosphere, 66, 1692 (2007); doi:10.1016/j.chemosphere.2006.07.017.
J. Michalowski, P. Halaburda and A. Kojlo, Anal. Chim. Acta, 438, 143 (2001); doi:10.1016/S0003-2670(00)01368-4.
J.J. Werner, K. McNeill and W.A. Arnold, Chemosphere, 58, 1339 (2005); doi:10.1016/j.chemosphere.2004.10.004.
S. Halladja, A. Amine-Khodja, A. ter Halle, A. Boulkamh and C. Richard, Chemosphere, 69, 1647 (2007); doi:10.1016/j.chemosphere.2007.05.035.
M. Ramezani, D.P. Oliver, R.S. Kookana, G. Gill and C. Preston, J. Environ. Sci. Health B, 43, 105 (2008); doi:10.1080/03601230701794968.
L.E. Jacobs, L.K. Weavers and Y.P. Chin, Environ. Toxicol. Chem., 27, 1643 (2008); doi:10.1897/07-478.1.
R.P. Schwarzenbach, P.M. Gschwend and D.M. Imboden, Environmental Organic Chemistry, John Wiley & Sons, Inc. Press, New Jersey, edn 2, pp. 640 (2003).