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.
Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas
Materia
Química
Glyphosate
DFT calculations
Conformes
Solvent effects
NMR
Nivel de accesibilidad
acceso abierto
Condiciones de uso
http://creativecommons.org/licenses/by-nc-nd/4.0/
Repositorio
SEDICI (UNLP)
Institución
Universidad Nacional de La Plata
OAI Identificador
oai:sedici.unlp.edu.ar:10915/153650
Acceder
id SEDICI_4d94710dcdd0f5a06cbda2914f4872bb
oai_identifier_str oai:sedici.unlp.edu.ar:10915/153650
network_acronym_str SEDICI
repository_id_str 1329
network_name_str SEDICI (UNLP)
spelling Solvent effects on glyphosate deprotonation: DFT theoretical studiesAlbesa, Alberto GustavoFarías Hermosilla, María EstefaníaQuímicaGlyphosateDFT calculationsConformesSolvent effectsNMRTo 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.Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas2023info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionArticulohttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfhttp://sedici.unlp.edu.ar/handle/10915/153650enginfo:eu-repo/semantics/altIdentifier/issn/2667-0224info:eu-repo/semantics/altIdentifier/doi/10.1016/j.chphi.2022.100140info:eu-repo/semantics/openAccesshttp://creativecommons.org/licenses/by-nc-nd/4.0/Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International (CC BY-NC-ND 4.0)reponame:SEDICI (UNLP)instname:Universidad Nacional de La Platainstacron:UNLP2025-10-22T17:20:42Zoai:sedici.unlp.edu.ar:10915/153650Institucionalhttp://sedici.unlp.edu.ar/Universidad públicaNo correspondehttp://sedici.unlp.edu.ar/oai/snrdalira@sedici.unlp.edu.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:13292025-10-22 17:20:42.606SEDICI (UNLP) - Universidad Nacional de La Platafalse
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
Química
Glyphosate
DFT calculations
Conformes
Solvent effects
NMR
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 Química
Glyphosate
DFT calculations
Conformes
Solvent effects
NMR
topic Química
Glyphosate
DFT calculations
Conformes
Solvent effects
NMR
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.
Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas
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
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
Articulo
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://sedici.unlp.edu.ar/handle/10915/153650
url http://sedici.unlp.edu.ar/handle/10915/153650
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/issn/2667-0224
info:eu-repo/semantics/altIdentifier/doi/10.1016/j.chphi.2022.100140
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
http://creativecommons.org/licenses/by-nc-nd/4.0/
Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International (CC BY-NC-ND 4.0)
eu_rights_str_mv openAccess
rights_invalid_str_mv http://creativecommons.org/licenses/by-nc-nd/4.0/
Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International (CC BY-NC-ND 4.0)
dc.format.none.fl_str_mv application/pdf
dc.source.none.fl_str_mv reponame:SEDICI (UNLP)
instname:Universidad Nacional de La Plata
instacron:UNLP
reponame_str SEDICI (UNLP)
collection SEDICI (UNLP)
instname_str Universidad Nacional de La Plata
instacron_str UNLP
institution UNLP
repository.name.fl_str_mv SEDICI (UNLP) - Universidad Nacional de La Plata
repository.mail.fl_str_mv alira@sedici.unlp.edu.ar
_version_ 1846783633183997952
score 12.982451

Publicaciones similares