Solvent effects on glyphosate deprotonation: DFT theoretical studies

Autores
Albesa, Alberto Gustavo; Farías Hermosilla, María Estefanía
Año de publicación
2023
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
To better understand the molecular structures of glyphosate in different solvents, we have studied several possible conformations, and their relative abundances, of glyphosate and its deprotonated forms, in acetone, acetonitrile, DMSO, water, ethanol, carbon tetrachloride, dichloromethane and gas phase. We have also studied NMR and IR spectra of these species in these solvents. We found that the first protonation of glyphosate in water corresponds to the protonation on the amino group, the second protonation in the phosphonate group, the third protonation in the carboxylic group, and that when the molecule has a neutral charge, the most stable form is the zwitterionic specie with the protonated amino group and the phosphonate group.
Fil: Albesa, Alberto Gustavo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas; Argentina
Fil: Farías Hermosilla, María Estefanía. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas; Argentina
Materia
CONFORMES
DFT CALCULATIONS
GLYPHOSATE
NMR
SOLVENT EFFECTS
Nivel de accesibilidad
acceso abierto
Condiciones de uso
https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
Repositorio
CONICET Digital (CONICET)
Institución
Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identificador
oai:ri.conicet.gov.ar:11336/226975
Acceder
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spelling Solvent effects on glyphosate deprotonation: DFT theoretical studiesAlbesa, Alberto GustavoFarías Hermosilla, María EstefaníaCONFORMESDFT CALCULATIONSGLYPHOSATENMRSOLVENT EFFECTShttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1To better understand the molecular structures of glyphosate in different solvents, we have studied several possible conformations, and their relative abundances, of glyphosate and its deprotonated forms, in acetone, acetonitrile, DMSO, water, ethanol, carbon tetrachloride, dichloromethane and gas phase. We have also studied NMR and IR spectra of these species in these solvents. We found that the first protonation of glyphosate in water corresponds to the protonation on the amino group, the second protonation in the phosphonate group, the third protonation in the carboxylic group, and that when the molecule has a neutral charge, the most stable form is the zwitterionic specie with the protonated amino group and the phosphonate group.Fil: Albesa, Alberto Gustavo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas; ArgentinaFil: Farías Hermosilla, María Estefanía. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas; ArgentinaElsevier2023-06info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/226975Albesa, Alberto Gustavo; Farías Hermosilla, María Estefanía; Solvent effects on glyphosate deprotonation: DFT theoretical studies; Elsevier; Chemical Physics Impact; 6; 6-2023; 1-82667-0224CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/pii/S2667022422000780info:eu-repo/semantics/altIdentifier/doi/10.1016/j.chphi.2022.100140info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-nd/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-29T10:32:56Zoai:ri.conicet.gov.ar:11336/226975instacron:CONICETInstitucionalhttp://ri.conicet.gov.ar/Organismo científico-tecnológicoNo correspondehttp://ri.conicet.gov.ar/oai/requestdasensio@conicet.gov.ar; lcarlino@conicet.gov.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:34982025-09-29 10:32:56.537CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Solvent effects on glyphosate deprotonation: DFT theoretical studies
title Solvent effects on glyphosate deprotonation: DFT theoretical studies
spellingShingle Solvent effects on glyphosate deprotonation: DFT theoretical studies
Albesa, Alberto Gustavo
CONFORMES
DFT CALCULATIONS
GLYPHOSATE
NMR
SOLVENT EFFECTS
title_short Solvent effects on glyphosate deprotonation: DFT theoretical studies
title_full Solvent effects on glyphosate deprotonation: DFT theoretical studies
title_fullStr Solvent effects on glyphosate deprotonation: DFT theoretical studies
title_full_unstemmed Solvent effects on glyphosate deprotonation: DFT theoretical studies
title_sort Solvent effects on glyphosate deprotonation: DFT theoretical studies
dc.creator.none.fl_str_mv Albesa, Alberto Gustavo
Farías Hermosilla, María Estefanía
author Albesa, Alberto Gustavo
author_facet Albesa, Alberto Gustavo
Farías Hermosilla, María Estefanía
author_role author
author2 Farías Hermosilla, María Estefanía
author2_role author
dc.subject.none.fl_str_mv CONFORMES
DFT CALCULATIONS
GLYPHOSATE
NMR
SOLVENT EFFECTS
topic CONFORMES
DFT CALCULATIONS
GLYPHOSATE
NMR
SOLVENT EFFECTS
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv To better understand the molecular structures of glyphosate in different solvents, we have studied several possible conformations, and their relative abundances, of glyphosate and its deprotonated forms, in acetone, acetonitrile, DMSO, water, ethanol, carbon tetrachloride, dichloromethane and gas phase. We have also studied NMR and IR spectra of these species in these solvents. We found that the first protonation of glyphosate in water corresponds to the protonation on the amino group, the second protonation in the phosphonate group, the third protonation in the carboxylic group, and that when the molecule has a neutral charge, the most stable form is the zwitterionic specie with the protonated amino group and the phosphonate group.
Fil: Albesa, Alberto Gustavo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas; Argentina
Fil: Farías Hermosilla, María Estefanía. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas; Argentina
description To better understand the molecular structures of glyphosate in different solvents, we have studied several possible conformations, and their relative abundances, of glyphosate and its deprotonated forms, in acetone, acetonitrile, DMSO, water, ethanol, carbon tetrachloride, dichloromethane and gas phase. We have also studied NMR and IR spectra of these species in these solvents. We found that the first protonation of glyphosate in water corresponds to the protonation on the amino group, the second protonation in the phosphonate group, the third protonation in the carboxylic group, and that when the molecule has a neutral charge, the most stable form is the zwitterionic specie with the protonated amino group and the phosphonate group.
publishDate 2023
dc.date.none.fl_str_mv 2023-06
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
http://purl.org/coar/resource_type/c_6501
info:ar-repo/semantics/articulo
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/11336/226975
Albesa, Alberto Gustavo; Farías Hermosilla, María Estefanía; Solvent effects on glyphosate deprotonation: DFT theoretical studies; Elsevier; Chemical Physics Impact; 6; 6-2023; 1-8
2667-0224
CONICET Digital
CONICET
url http://hdl.handle.net/11336/226975
identifier_str_mv Albesa, Alberto Gustavo; Farías Hermosilla, María Estefanía; Solvent effects on glyphosate deprotonation: DFT theoretical studies; Elsevier; Chemical Physics Impact; 6; 6-2023; 1-8
2667-0224
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/pii/S2667022422000780
info:eu-repo/semantics/altIdentifier/doi/10.1016/j.chphi.2022.100140
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
eu_rights_str_mv openAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
dc.format.none.fl_str_mv application/pdf
application/pdf
dc.publisher.none.fl_str_mv Elsevier
publisher.none.fl_str_mv Elsevier
dc.source.none.fl_str_mv reponame:CONICET Digital (CONICET)
instname:Consejo Nacional de Investigaciones Científicas y Técnicas
reponame_str CONICET Digital (CONICET)
collection CONICET Digital (CONICET)
instname_str Consejo Nacional de Investigaciones Científicas y Técnicas
repository.name.fl_str_mv CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicas
repository.mail.fl_str_mv dasensio@conicet.gov.ar; lcarlino@conicet.gov.ar
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score 13.070432

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