Solvent effects on chemical processes: New solvents designed on the basis of the molecular-microscopic properties of (molecular solvent + 1,3-dialkylimidazolium) binary mixtures

Autores
Mancini, Pedro Maximo Emilio; Fortunato, Graciela Guadalupe; Adam, Claudia Guadalupe; Vottero, L. R.
Año de publicación
2008
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
The purpose of this work was to analyze the microscopic feature of binary solvent systems formed by a molecular solvent (acetonitrile or dimethylformamide or methanol) and an ionic liquid (IL) cosolvent [1-(1-butyl)-3- methylimidazolium tetrafluoroborate or 1-(1-butyl)-3-methylimidazolium hexafluorophosphate]. The empirical solvatochromic solvent parameters E T(30), π*, α, and β were determined from the solvatochromic shifts of adequate indicators. The behavior of the solvent systems was analyzed according to their deviation from ideality. The study focused on the identification of solvent mixtures with relevant solvating properties in order to select mixed solvents with particular characteristics. The comparison of the molecular-microscopic solvent parameters corresponding to the selected binary mixtures with both ILs considered at similar mixed-solvent composition revealed that the difference is centered on the basic character of them. A kinetic study of a nucleophilic aromatic substitution reaction between 1-fluoro-2,4-dinitrobenzene (FDNB) and 1-butylamine (BU) developed in (acetonitrile or dimethylformamide + IL) solvent mixtures is presented in order to investigate and compare the solvent effects on a chemical process. For the explored reactive systems the solvation behavior is dominated by both the dipolarity/polarizability and the basicity of the media, contributing these solvent properties to accelerating the chemical process.
Fil: Mancini, Pedro Maximo Emilio. Universidad Nacional del Litoral; Argentina
Fil: Fortunato, Graciela Guadalupe. Universidad Nacional del Litoral; Argentina
Fil: Adam, Claudia Guadalupe. Universidad Nacional del Litoral; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Fil: Vottero, L. R.. Universidad Nacional del Litoral; Argentina
Materia
AROMATIC NUCLEOPHILIC SUBSTITUTION
BINARY MIXTURES
IONIC LIQUID
MOLECULAR SOLVENT
MOLECULAR-MICROSCOPIC PROPERTIES
SOLVATOCHROMIC PARAMETERS
Nivel de accesibilidad
acceso abierto
Condiciones de uso
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
Repositorio
CONICET Digital (CONICET)
Institución
Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identificador
oai:ri.conicet.gov.ar:11336/114120
Acceder
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oai_identifier_str oai:ri.conicet.gov.ar:11336/114120
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Solvent effects on chemical processes: New solvents designed on the basis of the molecular-microscopic properties of (molecular solvent + 1,3-dialkylimidazolium) binary mixturesMancini, Pedro Maximo EmilioFortunato, Graciela GuadalupeAdam, Claudia GuadalupeVottero, L. R.AROMATIC NUCLEOPHILIC SUBSTITUTIONBINARY MIXTURESIONIC LIQUIDMOLECULAR SOLVENTMOLECULAR-MICROSCOPIC PROPERTIESSOLVATOCHROMIC PARAMETERShttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1The purpose of this work was to analyze the microscopic feature of binary solvent systems formed by a molecular solvent (acetonitrile or dimethylformamide or methanol) and an ionic liquid (IL) cosolvent [1-(1-butyl)-3- methylimidazolium tetrafluoroborate or 1-(1-butyl)-3-methylimidazolium hexafluorophosphate]. The empirical solvatochromic solvent parameters E T(30), π*, α, and β were determined from the solvatochromic shifts of adequate indicators. The behavior of the solvent systems was analyzed according to their deviation from ideality. The study focused on the identification of solvent mixtures with relevant solvating properties in order to select mixed solvents with particular characteristics. The comparison of the molecular-microscopic solvent parameters corresponding to the selected binary mixtures with both ILs considered at similar mixed-solvent composition revealed that the difference is centered on the basic character of them. A kinetic study of a nucleophilic aromatic substitution reaction between 1-fluoro-2,4-dinitrobenzene (FDNB) and 1-butylamine (BU) developed in (acetonitrile or dimethylformamide + IL) solvent mixtures is presented in order to investigate and compare the solvent effects on a chemical process. For the explored reactive systems the solvation behavior is dominated by both the dipolarity/polarizability and the basicity of the media, contributing these solvent properties to accelerating the chemical process.Fil: Mancini, Pedro Maximo Emilio. Universidad Nacional del Litoral; ArgentinaFil: Fortunato, Graciela Guadalupe. Universidad Nacional del Litoral; ArgentinaFil: Adam, Claudia Guadalupe. Universidad Nacional del Litoral; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; ArgentinaFil: Vottero, L. R.. Universidad Nacional del Litoral; ArgentinaJohn Wiley & Sons Ltd2008-02info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/114120Mancini, Pedro Maximo Emilio; Fortunato, Graciela Guadalupe; Adam, Claudia Guadalupe; Vottero, L. R.; Solvent effects on chemical processes: New solvents designed on the basis of the molecular-microscopic properties of (molecular solvent + 1,3-dialkylimidazolium) binary mixtures; John Wiley & Sons Ltd; Journal Of Physical Organic Chemistry; 21; 2; 2-2008; 87-950894-3230CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/doi/10.1002/poc.1227info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-29T09:34:01Zoai:ri.conicet.gov.ar:11336/114120instacron: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 09:34:01.598CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Solvent effects on chemical processes: New solvents designed on the basis of the molecular-microscopic properties of (molecular solvent + 1,3-dialkylimidazolium) binary mixtures
title Solvent effects on chemical processes: New solvents designed on the basis of the molecular-microscopic properties of (molecular solvent + 1,3-dialkylimidazolium) binary mixtures
spellingShingle Solvent effects on chemical processes: New solvents designed on the basis of the molecular-microscopic properties of (molecular solvent + 1,3-dialkylimidazolium) binary mixtures
Mancini, Pedro Maximo Emilio
AROMATIC NUCLEOPHILIC SUBSTITUTION
BINARY MIXTURES
IONIC LIQUID
MOLECULAR SOLVENT
MOLECULAR-MICROSCOPIC PROPERTIES
SOLVATOCHROMIC PARAMETERS
title_short Solvent effects on chemical processes: New solvents designed on the basis of the molecular-microscopic properties of (molecular solvent + 1,3-dialkylimidazolium) binary mixtures
title_full Solvent effects on chemical processes: New solvents designed on the basis of the molecular-microscopic properties of (molecular solvent + 1,3-dialkylimidazolium) binary mixtures
title_fullStr Solvent effects on chemical processes: New solvents designed on the basis of the molecular-microscopic properties of (molecular solvent + 1,3-dialkylimidazolium) binary mixtures
title_full_unstemmed Solvent effects on chemical processes: New solvents designed on the basis of the molecular-microscopic properties of (molecular solvent + 1,3-dialkylimidazolium) binary mixtures
title_sort Solvent effects on chemical processes: New solvents designed on the basis of the molecular-microscopic properties of (molecular solvent + 1,3-dialkylimidazolium) binary mixtures
dc.creator.none.fl_str_mv Mancini, Pedro Maximo Emilio
Fortunato, Graciela Guadalupe
Adam, Claudia Guadalupe
Vottero, L. R.
author Mancini, Pedro Maximo Emilio
author_facet Mancini, Pedro Maximo Emilio
Fortunato, Graciela Guadalupe
Adam, Claudia Guadalupe
Vottero, L. R.
author_role author
author2 Fortunato, Graciela Guadalupe
Adam, Claudia Guadalupe
Vottero, L. R.
author2_role author
author
author
dc.subject.none.fl_str_mv AROMATIC NUCLEOPHILIC SUBSTITUTION
BINARY MIXTURES
IONIC LIQUID
MOLECULAR SOLVENT
MOLECULAR-MICROSCOPIC PROPERTIES
SOLVATOCHROMIC PARAMETERS
topic AROMATIC NUCLEOPHILIC SUBSTITUTION
BINARY MIXTURES
IONIC LIQUID
MOLECULAR SOLVENT
MOLECULAR-MICROSCOPIC PROPERTIES
SOLVATOCHROMIC PARAMETERS
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv The purpose of this work was to analyze the microscopic feature of binary solvent systems formed by a molecular solvent (acetonitrile or dimethylformamide or methanol) and an ionic liquid (IL) cosolvent [1-(1-butyl)-3- methylimidazolium tetrafluoroborate or 1-(1-butyl)-3-methylimidazolium hexafluorophosphate]. The empirical solvatochromic solvent parameters E T(30), π*, α, and β were determined from the solvatochromic shifts of adequate indicators. The behavior of the solvent systems was analyzed according to their deviation from ideality. The study focused on the identification of solvent mixtures with relevant solvating properties in order to select mixed solvents with particular characteristics. The comparison of the molecular-microscopic solvent parameters corresponding to the selected binary mixtures with both ILs considered at similar mixed-solvent composition revealed that the difference is centered on the basic character of them. A kinetic study of a nucleophilic aromatic substitution reaction between 1-fluoro-2,4-dinitrobenzene (FDNB) and 1-butylamine (BU) developed in (acetonitrile or dimethylformamide + IL) solvent mixtures is presented in order to investigate and compare the solvent effects on a chemical process. For the explored reactive systems the solvation behavior is dominated by both the dipolarity/polarizability and the basicity of the media, contributing these solvent properties to accelerating the chemical process.
Fil: Mancini, Pedro Maximo Emilio. Universidad Nacional del Litoral; Argentina
Fil: Fortunato, Graciela Guadalupe. Universidad Nacional del Litoral; Argentina
Fil: Adam, Claudia Guadalupe. Universidad Nacional del Litoral; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Fil: Vottero, L. R.. Universidad Nacional del Litoral; Argentina
description The purpose of this work was to analyze the microscopic feature of binary solvent systems formed by a molecular solvent (acetonitrile or dimethylformamide or methanol) and an ionic liquid (IL) cosolvent [1-(1-butyl)-3- methylimidazolium tetrafluoroborate or 1-(1-butyl)-3-methylimidazolium hexafluorophosphate]. The empirical solvatochromic solvent parameters E T(30), π*, α, and β were determined from the solvatochromic shifts of adequate indicators. The behavior of the solvent systems was analyzed according to their deviation from ideality. The study focused on the identification of solvent mixtures with relevant solvating properties in order to select mixed solvents with particular characteristics. The comparison of the molecular-microscopic solvent parameters corresponding to the selected binary mixtures with both ILs considered at similar mixed-solvent composition revealed that the difference is centered on the basic character of them. A kinetic study of a nucleophilic aromatic substitution reaction between 1-fluoro-2,4-dinitrobenzene (FDNB) and 1-butylamine (BU) developed in (acetonitrile or dimethylformamide + IL) solvent mixtures is presented in order to investigate and compare the solvent effects on a chemical process. For the explored reactive systems the solvation behavior is dominated by both the dipolarity/polarizability and the basicity of the media, contributing these solvent properties to accelerating the chemical process.
publishDate 2008
dc.date.none.fl_str_mv 2008-02
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/11336/114120
Mancini, Pedro Maximo Emilio; Fortunato, Graciela Guadalupe; Adam, Claudia Guadalupe; Vottero, L. R.; Solvent effects on chemical processes: New solvents designed on the basis of the molecular-microscopic properties of (molecular solvent + 1,3-dialkylimidazolium) binary mixtures; John Wiley & Sons Ltd; Journal Of Physical Organic Chemistry; 21; 2; 2-2008; 87-95
0894-3230
CONICET Digital
CONICET
url http://hdl.handle.net/11336/114120
identifier_str_mv Mancini, Pedro Maximo Emilio; Fortunato, Graciela Guadalupe; Adam, Claudia Guadalupe; Vottero, L. R.; Solvent effects on chemical processes: New solvents designed on the basis of the molecular-microscopic properties of (molecular solvent + 1,3-dialkylimidazolium) binary mixtures; John Wiley & Sons Ltd; Journal Of Physical Organic Chemistry; 21; 2; 2-2008; 87-95
0894-3230
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/doi/10.1002/poc.1227
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
eu_rights_str_mv openAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
dc.format.none.fl_str_mv application/pdf
application/pdf
application/pdf
dc.publisher.none.fl_str_mv John Wiley & Sons Ltd
publisher.none.fl_str_mv John Wiley & Sons Ltd
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
_version_ 1844613050445856768
score 13.070432

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