Degradation of carbofuran and carbofuran-derivatives in presence of humic substances under basic conditions

Chemosphere

Volumn 89, Issue 11, 2012, Pages 1267-1271

  Morales, Jorge ^a   Manso, José A ^a   Cid, Antonio ^a,b   Mejuto, Juan C ^a,b  

^a UNIVERSITY OF VIGO   (Spain)

^b San Cibrao das Viñas   (Spain)

Author keywords

3 Hydroxy carbofuran; 3 Keto carbofuran; Carbofuran; Humic substances; Hydrolysis; Pesticides

Indexed keywords

AGGREGATES; HYDROLYSIS; PESTICIDES; SOLS;

3-HYDROXY-CARBOFURAN; 3-KETO-CARBOFURAN; BASIC CONDITIONS; BASIC HYDROLYSIS; CARBOFURANS; COLLOIDAL AGGREGATES; HUMIC SUBSTANCES; PSEUDOPHASE MODEL;

CHEMICAL STABILITY;

3 HYDROXY CARBOFURAN; 3 KETO CARBOFURAN; CARBOFURAN; CARBOFURAN DERIVATIVE; UNCLASSIFIED DRUG; WATER;

BIODEGRADATION; CARBOFURAN; COLLOID; HUMIC SUBSTANCE; HYDROLYSIS; NUMERICAL MODEL; PESTICIDE; STABILIZATION;

ALKALINITY; ARTICLE; CHEMICAL ANALYSIS; CHEMICAL MODEL; COLLOID; DEGRADATION; HUMIC SUBSTANCE; HYDROLYSIS; MOLECULAR STABILITY;

EID: 84866635029     PISSN: 00456535     EISSN: 18791298     Source Type: Journal    
DOI: 10.1016/j.chemosphere.2012.05.018     Document Type: Article

References (32)

1. Arias-Estévez M., Fernández-Gándara D., García-Falcón M.S., Mejuto J.C., Simal-Gándara J. Sorption of PAHs to colloid dispersions of humic substances in water. B. Environ. Contam. Tox. 2007, 79:251-254.
2. Arias-Estevez M., Astray G., Cid A., Fernández-Gándara D., García-Río L., Mejuto J.C. Influence of colloid suspensions of humic acids upon the alkaline fading of carbocations. J. Phys. Org. Chem. 2008, 21:555-560.
3. Arias-Estevez M., López-Periago E., Martinez-Carballo E., Simal-Gándara J., Mejuto J.C., García-Río L. The mobility and degradation of pesticides in soils and the pollution of groundwater resources. Agr. Ecosyst. Environ. 2008, 123:247-260.
4. Arias M., Barral M.T., Mejuto J.C. Enhancement of copper and cadmium adsorption on kaolin by the presence of humic acids. Chemosphere 2002, 48:1081-1088.
5. Arias M., Garcia-Rio L., Mejuto J.C., Rodriguez-Dafonte P., Simal-Gandara J. Influence of micelles on the basic degradation of carbofuran. J. Agr. Food Chem. 2005, 53:7172-7178.
6. Astray G., García Río L., Lodeiro C., Mejuto J.C., Moldes O., Morales J., Moyano F. Influence of colloid suspensions of humic acids on the alkaline hydrolysis of N-methyl-N-nitroso-p-toluene sulfonamide. Int. J. Chem. Kinet. 2010, 42:316-322.
7. Astray G., Cid A., Manso J.A., Mejuto J.C., Moldes O.A., Morales J. Basic degradation of 3-keto-carbofuran in the presence of non-ionic self-assembly colloids. Fresen. Environ. Bull. 2011, 20:354-357.
8. Astray G., Cid A., Manso J.A., Mejuto J.C., Moldes O., Morales J. Influence of anionic and nonionic micelles upon hydrolysis of 3-hydroxy-carbofuran. Int. J. Chem. Kinet. 2011, 43:402-408.
9. Deuel L.E., Price J.D., Turner F.T., Brown K.W. Persistence of carbofuran and its metabolites, 3-keto and 3-hydroxy carbofuran, under flooded rice culture. J. Environ. Qual. 1979, 8:23-26.
10. Georgi A., Kopinke F.D. Validation of a modified Flory-Huggins concept for description of hydrophobic organic compound sorption on dissolved humic substances. Environ. Toxicol. Chem. 2002, 21:1766-1774.
11. Georgi A., Reichl A., Trommler U., Kopinke F.D. Influence of sorption to dissolved humic substances on transformation reactions of hydrophobic organic compounds in water. I. Chlorination of PAHs. Environ. Sci. Technol. 2007, 41:7003-7009.
12. Georgi A., Trommler U., Reichl A., Kopinke F.D. Influence of sorption to dissolved humic substances on transformation reactions of hydrophobic organic compounds in water. Part II: hydrolysis reactions. Chemosphere 2008, 71:1452-1460.
13. Guetzloff T.F., Rice J.A. Does humic acid form a micelle?. Sci. Total Environ. 1994, 152:31-35.
14. Gupta R.C. Carbofuran toxicity. J. Toxicol. Environ. Health 1994, 43:383-418.
15. Kieber R.J., Li A., Seaton P.J. Production of nitrite from the photodegradation of dissolved organic matter in natural waters. Environ. Sci. Technol. 1999, 33:993-998.
16. Kinniburgh D.G., Milne C.J., Benedetti M.F., Pinheiro J.P., Filius J., Koopal L.K., van Riemsdijk W.H. Metal ion binding by humic acid: application of the NICA-Donnan model. Environ. Sci. Technol. 1996, 30:1687-1698.
17. Klavins M., Dipane J., Babre K. Humic substances as catalysts in condensation reactions. Chemosphere 2001, 44:737-742.
18. Klavins M., Babre K. Decarboxylation and alkaline colour fading reactions in presence of humic substances. Chemosphere 2002, 49:685-689.
19. Krol J., Romano J., Block E. Analysis of carbamates using LC/MS. Am. Chem. Soc. Div. Environ. Chem. 2001, 41:649-656.
20. LeBoeuf E.J., Weber W.J. Macromolecular characteristics of natural organic matter. 2. Sorption and desorption behavior. Environ. Sci. Technol. 2000, 34:3632-3640.
21. Martin-Neto L., Traghetta D.G., Vaz C.M.P., Crestana S., Sposito G. On the interaction mechanisms of atrazine and hydroxyatrazine with humic substances. J. Environ. Qual. 2001, 30:520-525.
22. Methods of soil analysis. 1999. American Society of Agronomy, Madison, WI, USA.
23. Morales J., Manso J.A., Cid A., Lodeiro C., Mejuto J.C. Degradation of carbofuran derivatives in restricted water environments: basic hydrolysis in AOT-based microemulsions. J. Colloid Interf. Sci. 2012, 372:113-120.
24. Morales J., Manso J.A., Mejuto J.C. Basic hydrolysis of carbofuran in the presence of cyclodextrins. Supramol. Chem. 2012, 10.1080/10610278.2012.688121.
25. Noblet J.A., Smith L.A., Suffet I.H. Influence of natural dissolved organic matter, temperature, and mixing on the abiotic hydrolysis of triazine and organophosphate pesticides. J. Agric. Food Chem. 1996, 44:3685-3693.
26. Perdue E.M., Wolfe N.L. Modification of pollutant hydrolysis kinetics in the presence of humic substances. Environ. Sci. Technol. 1982, 16:847-852.
27. Prosen H., Zupancic-Kralj L. Evaluation of photolysis and hydrolysis of atrazine and its first degradation products in the presence of humic acids. Environ. Pollut. 2005, 133:517-529.
28. Ramus K., Kopinke F.-D., Georgi A. Influence of dissolved humic substances on the mass transfer of organic compounds across the air-water interface. Chemosphere 2012, 86:138-143.
29. Sabadie J. Degradation of bensulfuron-methyl on various minerals and humic acids. Weed Res. 1997, 37:411-418.
30. Salvestrini S., Capasso S., Iovino P. Catalytic effect of dissolved humic acids on the chemical degradation of phenylurea herbicides. Pest Manage. Sci. 2008, 64:768-774.
31. Tipping E., Rey-Castro C., Bryan S.E., Hamilton-Taylor J. Al(III) and Fe(III) binding by humic substances in freshwaters, and implications for trace metal speciation. Geochim. Cosmochim. Ac. 2002, 66:3211-3224.
32. Zhou P., Yan H., Gu B. Competitive complexation of metal ions with humic substances. Chemosphere 2005, 58:1327-1337.