Aminomethylphosphonic acid and glyphosate adsorption onto goethite: A comparative study

Glyphosate is a non-selective, broad spectrum, post-emergent herbicide widely used in weed control. Aminomethylphosphonic acid (AMPA) is one of the main products of biodegradation of glyphosate in natural systems before its ultimate mineralization and also the breakdown product of more complex phosp...

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Autor principal: Barja, B.C
Otros Autores: Dos Santos Afonso, M.
Formato: Capítulo de libro
Lenguaje:Inglés
Publicado: 2005
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Acceso en línea:Registro en Scopus
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024 7 |2 scopus  |a 2-s2.0-12344258710 
024 7 |2 cas  |a aminomethylphosphonic acid, 1066-51-9; ferric hydroxide, 11113-66-9, 12022-37-6, 12181-28-1, 1309-33-7, 1310-14-1, 1317-60-8, 1317-63-1; glyphosate, 1071-83-6; aminomethylphosphonic acid; Glycine, 56-40-6; glyphosate, 1071-83-6; goethite, 1310-14-1; Herbicides; Iron Compounds; Iron, 7439-89-6; Phosphonic Acids 
040 |a Scopus  |b spa  |c AR-BaUEN  |d AR-BaUEN 
030 |a ESTHA 
100 1 |a Barja, B.C. 
245 1 0 |a Aminomethylphosphonic acid and glyphosate adsorption onto goethite: A comparative study 
260 |c 2005 
270 1 0 |m Dos Santos Afonso, M.; Departamento de Quimica Inorganica, Fac. de Ciencias Exactas y Naturales, Universidad de Buenos Aires, (C1428EHA) Buenos Aires, Argentina; email: dosantos@qi.fcen.uba.ar 
506 |2 openaire  |e Política editorial 
504 |a (2000) Ullmann's Encyclopedia of Industrial Chemistry, , Wiley & Sons: New York 
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504 |a Glass, R.L., Adsorption of glyphosate by soils and clay minerals (1987) J. Agric. Food Chem., 35, pp. 497-500 
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504 |a Nowack, B., Stone, A.T., Adsorption of phosphonates onto the goethite-water interface (1999) J. Colloid Interface Sci., 214, pp. 20-30 
504 |a Gimsing, A.L., Borggaard, O.K., Effect of phosphate on the adsorption of glyphosate on soils, clay minerals and oxides (2002) Int. J. Environ. Anal. Chem., 8-9, pp. 545-552 
504 |a Gimsing, A.L., Borggaard, O.K., Competitive adsorption of glyphosate and phosphate on clay minerals and oxides (2002) Clay Miner., 37, pp. 509-515 
504 |a Morillo, E., Undabeytia, T., Maqueda, C., Ramos, A., The effect of dissolved glyphosate upon the sorption of copper by three selected soils (2002) Chemosphere, 47, pp. 747-752 
504 |a Hill Jr., H.H., Competitive sorption between glyphosate and inorganic phosphate on clay minerals and low organic matter soils (2001) J. Radioanal. Nucl. Chem., 249, pp. 390-396 
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504 |a Sheals, J., Sjöberg, S., Persson, P., Adsorption of glyphosate on goethite: Molecular characterization of surface complexes (2002) Environ. Sci. Technol., 36, pp. 3090-3095 
504 |a Barja, B.C., Tejedor-Tejedor, M.I., Anderson, M.A., Complexation of methylphosphonic acid with the surface of goethite particles in aqueous solution (1999) Langmuir, 15, pp. 2316-2321 
504 |a Atkinson, R.J., Posner, A.M., Quirk, J.P., Crystal nucleation in Fe(III) solutions and hydroxide gels (1968) J. Inorg. Nucl. Chem., 30, pp. 2371-2378 
504 |a Tejedor-Tejedor, M.I., Anderson, M.A., "In situ" ATR-Fourier transform infrared studies of the goethite (α-FeOOH)-aqueous solution interface (1986) Langmuir, 2, pp. 203-210 
504 |a Tejedor-Tejedor, M.I., Anderson, M.A., The protonation of phosphate on the surface of goethite as studied by CIR-FTIR and electrophoretic mobility (1990) Langmuir, 6, pp. 602-611 
504 |a Stumm, W., (1992) Chemistry of the Solid-Water Interface, , Wiley & Sons: New York 
504 |a Wozniak, M., Nowogrocki, G., Acidites et complexes des acides (alkyl- et aminoalkyl-) phosphoniques. I: Determination potentiometrique des constantes d'acidite par affinement multiparametrique: Prise en compte de l'impurete carbonate (1978) Talanta, 25, pp. 633-641 
504 |a Barja, B., Dos Santos Afonso, M., An ATR-FTIR study of glyphosate and its Fe(III) complex in aqueous solution (1998) Environ. Sci. Technol., 32, pp. 3331-3335 
504 |a Novak, A., Cotrait, M., Étude par spectroscopie infrarouge de la N-méthylglycine (sarcosine) et de quelques dérivés a l'état solide (1966) Ann. Chim., 1, pp. 263-270 
504 |a Garrigou-Lagrange, Ch., Destrade, C., Étude par spectrométrie infrarouge de l'acide aminométhylphosphonique (1970) J. Chim. Phys., 67, pp. 1646-1656 
504 |a Shoval, S., Yariv, S., Infrared study of the fine structure of glyphosate and roundup (1981) Agrochimica, 25 (5-6), pp. 377-386 
504 |a Cornell, R.M., Schwertmann, U., (1996) The Iron Oxides, , VCH Publishers: New York 
504 |a Sprankle, P., Meggitt, W.F., Penner, D., Rapid inactivation of glyphosate in the soil (1975) Weed Sci., 23, pp. 224-228 
504 |a Sprankle, P., Meggitt, W.F., Penner, D., Adsorption, mobility, and microbial degradation of glyphosate in the soil (1975) Weed Sci., 23, pp. 229-234 
504 |a Newton, M., Horner, L.M., Cowell, J.E., White, D.E., Cole, E.C., Dissipation of glyphosate and aminomethylphosphonic acid in North American Forests (1994) J. Agric. Food Chem., 42, pp. 1795-1802 
504 |a Crisanto, T., Sanchez-Martin, M.J., Sanchez-Camazano, M., Mobility of pesticides in soils. Influence of soil properties and pesticide structure (1994) Toxicol. Environ. Chem., 45, pp. 97-104 
504 |a Roy, D.N., Konar, S.K., Banerjee, S., Charles, D.A., Thompson, D.G., Prasad, R., Persistence, movement, and degradation of glyphosate in selected Canadian boreal forest soils (1989) J. Agric. Food Chem., 37, pp. 437-440 
504 |a Zaranyika, M.F., Nyandoro, M.G., Degradation of glyphosate in the aquatic environment: An enzymic kinetic model that takes into account microbial degradation of both free and colloidal (or sediment) particle adsorbed glyphosate (1993) J. Agric. Food Chem., 41, pp. 838-842 
504 |a Rueppel, M.L., Brightwell, B.B., Schaefer, J., Marvel, J.T., Metabolism and degradation of glyphosate in soil and water (1977) J. Agric. Food Chem., 25, pp. 517-528 
520 3 |a Glyphosate is a non-selective, broad spectrum, post-emergent herbicide widely used in weed control. Aminomethylphosphonic acid (AMPA) is one of the main products of biodegradation of glyphosate in natural systems before its ultimate mineralization and also the breakdown product of more complex phosphonates such as nitrilotris-(methylenephosphonic acid). The adsorption isotherms and surface coverage of AMPA and glyphosate (N-phosphomethylglycine, PMG) in aqueous suspensions of goethite as a function of pH were measured. Electrophoretic mobility curves for the PMG/goethite system were also determined. The ATR-FTIR interfacial spectra of the surface complexes of AMPA and PMG onto goethite were analyzed as a function of the pH and the surface coverage. The phosphonate moiety of these two ligands coordinates to the iron oxide surface with similar structures as the methylphosphonic acid despite the presence of the amino and/or carboxylate groups of their molecules. Two predominating complexes have been identified where the phosphonate group in PMG or AMPA bonds monodentately or bridges bidentately to the surface of iron oxide in an inner sphere mode, while the carboxylate and amino group are noncoordinated to the surface. The stability constants of the surface complexes ≡ FeO-P(O)(OH)-R, ≡FeO-P(O)2-R, and (≡FeO) 2-P(O)-R were calculated using the constant capacitance model.  |l eng 
593 |a Departamento de Quimica Inorganica, Fac. de Ciencias Exactas y Naturales, Universidad de Buenos Aires, (C1428EHA) Buenos Aires, Argentina 
690 1 0 |a ADSORPTION 
690 1 0 |a BIODEGRADATION 
690 1 0 |a MOLECULES 
690 1 0 |a PRODUCT DEVELOPMENT 
690 1 0 |a SUSPENSIONS (FLUIDS) 
690 1 0 |a WEED CONTROL 
690 1 0 |a AMINOMETHYLPHOSPHONIC ACID (AMPA) 
690 1 0 |a GLYPHOSATE 
690 1 0 |a MINERALIZATION 
690 1 0 |a PHOSPHONATES 
690 1 0 |a ORGANIC ACIDS 
690 1 0 |a AMINOMETHYLPHOSPHONIC ACID 
690 1 0 |a FERRIC HYDROXIDE 
690 1 0 |a GLYPHOSATE 
690 1 0 |a HERBICIDE 
690 1 0 |a PHOSPHONIC ACID DERIVATIVE 
690 1 0 |a GOETHITE 
690 1 0 |a ADSORPTION 
690 1 0 |a ARTICLE 
690 1 0 |a COMPLEX FORMATION 
690 1 0 |a ELECTROPHORETIC MOBILITY 
690 1 0 |a FOURIER TRANSFORMATION 
690 1 0 |a INFRARED SPECTROSCOPY 
690 1 0 |a IONIC STRENGTH 
690 1 0 |a SOIL 
690 1 0 |a WEED CONTROL 
690 1 0 |a ADSORPTION 
690 1 0 |a GLYCINE 
690 1 0 |a HERBICIDES 
690 1 0 |a IRON 
690 1 0 |a IRON COMPOUNDS 
690 1 0 |a PHOSPHONIC ACIDS 
690 1 0 |a TEMPERATURE 
650 1 7 |2 spines  |a PH 
650 1 7 |2 spines  |a PH 
700 1 |a Dos Santos Afonso, M. 
773 0 |d 2005  |g v. 39  |h pp. 585-592  |k n. 2  |p Environ. Sci. Technol.  |x 0013936X  |w (AR-BaUEN)CENRE-14  |t Environmental Science and Technology 
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856 4 0 |u https://doi.org/10.1021/es035055q  |y DOI 
856 4 0 |u https://hdl.handle.net/20.500.12110/paper_0013936X_v39_n2_p585_Barja  |y Handle 
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