Solvent effects on the structure and dipole moment of resorcinol

Autores
Rudyk, Roxana Amelia; Molina, María A. A.; Gómez, M.I.; Blanco, Sonia Encarnacion; Ferretti, Ferdinando Hector
Año de publicación
2004
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
With the specific aim of explaining the dipole moment (DM) of resorcinol in water, we investigated the molecular conformations and solute-solvent interactions of resorcinol in ethanol, methanol and water. In this work, experimental dielectric procedures and theoretical ab initio and density functional methods were used. Basis sets at the levels of theory HF/6-31G(d) and B3LYP/6-31G(d) were used for calculations. Onsager's method was used to analyze the solvent effects on the conformers of resorcinol. A conformational equilibrium between the two main conformers of non-solvated resorcinol was proposed. The total energies, DMs, structural molecular and reactivity parameters of the conformers and transition states involved were calculated. These theoretical magnitudes were correlated with parameters of the solvating solvents. The properties of the solute-solvent association complexes formed by a molecule of resorcinol and two molecules of water by means of intermolecular hydrogen bonds were also calculated. It was concluded that the DM of resorcinol in water (8.66D) is due to these solute-solvent association complexes, which are the predominant forms of resorcinol in aqueous solutions.
Fil: Rudyk, Roxana Amelia. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia. Instituto de Química Inorgánica. Cátedra de Química General.; Argentina
Fil: Molina, María A. A.. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia. Instituto de Química Inorgánica. Cátedra de Química General.; Argentina
Fil: Gómez, M.I.. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia. Instituto de Química Inorgánica. Cátedra de Química General.; Argentina
Fil: Blanco, Sonia Encarnacion. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - San Luis. Instituto Multidisciplinario de Investigaciones Biológicas de San Luis. Universidad Nacional de San Luis. Facultad de Ciencias Físico Matemáticas y Naturales. Instituto Multidisciplinario de Investigaciones Biológicas de San Luis; Argentina. Universidad Nacional de San Luis. Facultad de Química, Bioquímica y Farmacia. Departamento de Química. Área de Química Física; Argentina
Fil: Ferretti, Ferdinando Hector. Universidad Nacional de San Luis. Facultad de Química, Bioquímica y Farmacia. Departamento de Química. Área de Química Física; Argentina
Materia
AB INITIO AND DFT CALCULATIONS
ASSOCIATION COMPLEXES
CONFORMATIONS
DIPOLE MOMENT
RESORCINOL
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:11336/139647
Acceder
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oai_identifier_str oai:ri.conicet.gov.ar:11336/139647
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Solvent effects on the structure and dipole moment of resorcinolRudyk, Roxana AmeliaMolina, María A. A.Gómez, M.I.Blanco, Sonia EncarnacionFerretti, Ferdinando HectorAB INITIO AND DFT CALCULATIONSASSOCIATION COMPLEXESCONFORMATIONSDIPOLE MOMENTRESORCINOLhttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1With the specific aim of explaining the dipole moment (DM) of resorcinol in water, we investigated the molecular conformations and solute-solvent interactions of resorcinol in ethanol, methanol and water. In this work, experimental dielectric procedures and theoretical ab initio and density functional methods were used. Basis sets at the levels of theory HF/6-31G(d) and B3LYP/6-31G(d) were used for calculations. Onsager's method was used to analyze the solvent effects on the conformers of resorcinol. A conformational equilibrium between the two main conformers of non-solvated resorcinol was proposed. The total energies, DMs, structural molecular and reactivity parameters of the conformers and transition states involved were calculated. These theoretical magnitudes were correlated with parameters of the solvating solvents. The properties of the solute-solvent association complexes formed by a molecule of resorcinol and two molecules of water by means of intermolecular hydrogen bonds were also calculated. It was concluded that the DM of resorcinol in water (8.66D) is due to these solute-solvent association complexes, which are the predominant forms of resorcinol in aqueous solutions.Fil: Rudyk, Roxana Amelia. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia. Instituto de Química Inorgánica. Cátedra de Química General.; ArgentinaFil: Molina, María A. A.. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia. Instituto de Química Inorgánica. Cátedra de Química General.; ArgentinaFil: Gómez, M.I.. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia. Instituto de Química Inorgánica. Cátedra de Química General.; ArgentinaFil: Blanco, Sonia Encarnacion. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - San Luis. Instituto Multidisciplinario de Investigaciones Biológicas de San Luis. Universidad Nacional de San Luis. Facultad de Ciencias Físico Matemáticas y Naturales. Instituto Multidisciplinario de Investigaciones Biológicas de San Luis; Argentina. Universidad Nacional de San Luis. Facultad de Química, Bioquímica y Farmacia. Departamento de Química. Área de Química Física; ArgentinaFil: Ferretti, Ferdinando Hector. Universidad Nacional de San Luis. Facultad de Química, Bioquímica y Farmacia. Departamento de Química. Área de Química Física; ArgentinaElsevier Science2004-04info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/139647Rudyk, Roxana Amelia; Molina, María A. A.; Gómez, M.I.; Blanco, Sonia Encarnacion; Ferretti, Ferdinando Hector; Solvent effects on the structure and dipole moment of resorcinol; Elsevier Science; Journal of Molecular Structure Theochem; 674; 1-3; 4-2004; 7-140166-1280CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/pii/S0166128003010170info:eu-repo/semantics/altIdentifier/doi/10.1016/j.theochem.2003.12.019info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-10-15T15:16:30Zoai:ri.conicet.gov.ar:11336/139647instacron: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:34982025-10-15 15:16:30.441CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Solvent effects on the structure and dipole moment of resorcinol
title Solvent effects on the structure and dipole moment of resorcinol
spellingShingle Solvent effects on the structure and dipole moment of resorcinol
Rudyk, Roxana Amelia
AB INITIO AND DFT CALCULATIONS
ASSOCIATION COMPLEXES
CONFORMATIONS
DIPOLE MOMENT
RESORCINOL
title_short Solvent effects on the structure and dipole moment of resorcinol
title_full Solvent effects on the structure and dipole moment of resorcinol
title_fullStr Solvent effects on the structure and dipole moment of resorcinol
title_full_unstemmed Solvent effects on the structure and dipole moment of resorcinol
title_sort Solvent effects on the structure and dipole moment of resorcinol
dc.creator.none.fl_str_mv Rudyk, Roxana Amelia
Molina, María A. A.
Gómez, M.I.
Blanco, Sonia Encarnacion
Ferretti, Ferdinando Hector
author Rudyk, Roxana Amelia
author_facet Rudyk, Roxana Amelia
Molina, María A. A.
Gómez, M.I.
Blanco, Sonia Encarnacion
Ferretti, Ferdinando Hector
author_role author
author2 Molina, María A. A.
Gómez, M.I.
Blanco, Sonia Encarnacion
Ferretti, Ferdinando Hector
author2_role author
author
author
author
dc.subject.none.fl_str_mv AB INITIO AND DFT CALCULATIONS
ASSOCIATION COMPLEXES
CONFORMATIONS
DIPOLE MOMENT
RESORCINOL
topic AB INITIO AND DFT CALCULATIONS
ASSOCIATION COMPLEXES
CONFORMATIONS
DIPOLE MOMENT
RESORCINOL
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv With the specific aim of explaining the dipole moment (DM) of resorcinol in water, we investigated the molecular conformations and solute-solvent interactions of resorcinol in ethanol, methanol and water. In this work, experimental dielectric procedures and theoretical ab initio and density functional methods were used. Basis sets at the levels of theory HF/6-31G(d) and B3LYP/6-31G(d) were used for calculations. Onsager's method was used to analyze the solvent effects on the conformers of resorcinol. A conformational equilibrium between the two main conformers of non-solvated resorcinol was proposed. The total energies, DMs, structural molecular and reactivity parameters of the conformers and transition states involved were calculated. These theoretical magnitudes were correlated with parameters of the solvating solvents. The properties of the solute-solvent association complexes formed by a molecule of resorcinol and two molecules of water by means of intermolecular hydrogen bonds were also calculated. It was concluded that the DM of resorcinol in water (8.66D) is due to these solute-solvent association complexes, which are the predominant forms of resorcinol in aqueous solutions.
Fil: Rudyk, Roxana Amelia. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia. Instituto de Química Inorgánica. Cátedra de Química General.; Argentina
Fil: Molina, María A. A.. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia. Instituto de Química Inorgánica. Cátedra de Química General.; Argentina
Fil: Gómez, M.I.. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia. Instituto de Química Inorgánica. Cátedra de Química General.; Argentina
Fil: Blanco, Sonia Encarnacion. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - San Luis. Instituto Multidisciplinario de Investigaciones Biológicas de San Luis. Universidad Nacional de San Luis. Facultad de Ciencias Físico Matemáticas y Naturales. Instituto Multidisciplinario de Investigaciones Biológicas de San Luis; Argentina. Universidad Nacional de San Luis. Facultad de Química, Bioquímica y Farmacia. Departamento de Química. Área de Química Física; Argentina
Fil: Ferretti, Ferdinando Hector. Universidad Nacional de San Luis. Facultad de Química, Bioquímica y Farmacia. Departamento de Química. Área de Química Física; Argentina
description With the specific aim of explaining the dipole moment (DM) of resorcinol in water, we investigated the molecular conformations and solute-solvent interactions of resorcinol in ethanol, methanol and water. In this work, experimental dielectric procedures and theoretical ab initio and density functional methods were used. Basis sets at the levels of theory HF/6-31G(d) and B3LYP/6-31G(d) were used for calculations. Onsager's method was used to analyze the solvent effects on the conformers of resorcinol. A conformational equilibrium between the two main conformers of non-solvated resorcinol was proposed. The total energies, DMs, structural molecular and reactivity parameters of the conformers and transition states involved were calculated. These theoretical magnitudes were correlated with parameters of the solvating solvents. The properties of the solute-solvent association complexes formed by a molecule of resorcinol and two molecules of water by means of intermolecular hydrogen bonds were also calculated. It was concluded that the DM of resorcinol in water (8.66D) is due to these solute-solvent association complexes, which are the predominant forms of resorcinol in aqueous solutions.
publishDate 2004
dc.date.none.fl_str_mv 2004-04
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/11336/139647
Rudyk, Roxana Amelia; Molina, María A. A.; Gómez, M.I.; Blanco, Sonia Encarnacion; Ferretti, Ferdinando Hector; Solvent effects on the structure and dipole moment of resorcinol; Elsevier Science; Journal of Molecular Structure Theochem; 674; 1-3; 4-2004; 7-14
0166-1280
CONICET Digital
CONICET
url http://hdl.handle.net/11336/139647
identifier_str_mv Rudyk, Roxana Amelia; Molina, María A. A.; Gómez, M.I.; Blanco, Sonia Encarnacion; Ferretti, Ferdinando Hector; Solvent effects on the structure and dipole moment of resorcinol; Elsevier Science; Journal of Molecular Structure Theochem; 674; 1-3; 4-2004; 7-14
0166-1280
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/S0166128003010170
info:eu-repo/semantics/altIdentifier/doi/10.1016/j.theochem.2003.12.019
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
dc.publisher.none.fl_str_mv Elsevier Science
publisher.none.fl_str_mv Elsevier Science
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 13.22299

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