Conformational and vibrational analysis of methyl methanesulfonate, CH3SO2OCH3

Autores
Tuttolomondo, María Eugenia; Navarro, Amparo; Peña, Tomás; Varetti, Eduardo Lelio; Parker, Stewart F.; Ben Altabef, Aída
Año de publicación
2009
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
The molecular structure of methyl methanesulfonate, CH3SO 2OCH3, has been optimized by using methods based on density functional theory, coupled cluster, and Moller-Plesset second order perturbation theory (MP2). With regard to CH3SO2OCH 3, two populated conformations with symmetries Cs and C1 are obtained, the former being more stable than the latter. The theoretical data indicate that although both anti and gauche conformers are possible by rotation about the S-O bond, the preferred conformation is anti. The total energy as a function of the CSOC dihedral angle has been calculated using the MP2 method with the 6-31G(d) and cc-pVDZ basis sets and the hybrid functional B3LYP using 6-31G(d), 6-311G(d,p), and 6-311++G(d,p) basis sets. A natural bond orbital analysis showed that the lone pair →σ * hyperconjugative interactions favor the anti conformation. Furthermore, the infrared spectra for the liquid and solid phases, the Raman spectrum for the liquid one, and the inelastic neutron scattering spectrum of the solid phase have been recorded, and the observed bands have been assigned to the vibrational modes. The experimental vibrational data, along with calculated theoretical force constants, were used to define a scaled quantum mechanical force field for the target system that enabled us to fit the measured frequencies with a final root-mean-square deviation of 10 cm-1.
Fil: Tuttolomondo, María Eugenia. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Tucumán. Instituto de Química del Noroeste. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia. Instituto de Química del Noroeste; Argentina
Fil: Navarro, Amparo. Universidad de Jaén; España
Fil: Peña, Tomás. Universidad de Jaén; España
Fil: Varetti, Eduardo Lelio. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Centro de Química Inorgánica ; Argentina
Fil: Parker, Stewart F.. Rutherford Appleton Laboratory; Reino Unido
Fil: Ben Altabef, Aída. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Tucumán. Instituto de Química del Noroeste. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia. Instituto de Química del Noroeste; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Centro de Química Inorgánica "Dr. Pedro J. Aymonino". Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Centro de Química Inorgánica "Dr. Pedro J. Aymonino"; Argentina
Materia
Dft Calculations; Infrared Spectra
Raman Spectra
Ins Spectra
Methyl Methanesulfonate
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:11336/54661
Acceder
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oai_identifier_str oai:ri.conicet.gov.ar:11336/54661
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Conformational and vibrational analysis of methyl methanesulfonate, CH3SO2OCH3Tuttolomondo, María EugeniaNavarro, AmparoPeña, TomásVaretti, Eduardo LelioParker, Stewart F.Ben Altabef, AídaDft Calculations; Infrared SpectraRaman SpectraIns SpectraMethyl Methanesulfonatehttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1The molecular structure of methyl methanesulfonate, CH3SO 2OCH3, has been optimized by using methods based on density functional theory, coupled cluster, and Moller-Plesset second order perturbation theory (MP2). With regard to CH3SO2OCH 3, two populated conformations with symmetries Cs and C1 are obtained, the former being more stable than the latter. The theoretical data indicate that although both anti and gauche conformers are possible by rotation about the S-O bond, the preferred conformation is anti. The total energy as a function of the CSOC dihedral angle has been calculated using the MP2 method with the 6-31G(d) and cc-pVDZ basis sets and the hybrid functional B3LYP using 6-31G(d), 6-311G(d,p), and 6-311++G(d,p) basis sets. A natural bond orbital analysis showed that the lone pair →σ * hyperconjugative interactions favor the anti conformation. Furthermore, the infrared spectra for the liquid and solid phases, the Raman spectrum for the liquid one, and the inelastic neutron scattering spectrum of the solid phase have been recorded, and the observed bands have been assigned to the vibrational modes. The experimental vibrational data, along with calculated theoretical force constants, were used to define a scaled quantum mechanical force field for the target system that enabled us to fit the measured frequencies with a final root-mean-square deviation of 10 cm-1.Fil: Tuttolomondo, María Eugenia. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Tucumán. Instituto de Química del Noroeste. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia. Instituto de Química del Noroeste; ArgentinaFil: Navarro, Amparo. Universidad de Jaén; EspañaFil: Peña, Tomás. Universidad de Jaén; EspañaFil: Varetti, Eduardo Lelio. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Centro de Química Inorgánica ; ArgentinaFil: Parker, Stewart F.. Rutherford Appleton Laboratory; Reino UnidoFil: Ben Altabef, Aída. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Tucumán. Instituto de Química del Noroeste. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia. Instituto de Química del Noroeste; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Centro de Química Inorgánica "Dr. Pedro J. Aymonino". Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Centro de Química Inorgánica "Dr. Pedro J. Aymonino"; ArgentinaAmerican Chemical Society2009-07info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/54661Tuttolomondo, María Eugenia; Navarro, Amparo; Peña, Tomás; Varetti, Eduardo Lelio; Parker, Stewart F.; et al.; Conformational and vibrational analysis of methyl methanesulfonate, CH3SO2OCH3; American Chemical Society; Journal of Physical Chemistry A; 113; 29; 7-2009; 8401-84081089-56391520-5215CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/doi/10.1021/jp902993pinfo:eu-repo/semantics/altIdentifier/url/https://pubs.acs.org/doi/abs/10.1021/jp902993pinfo:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-10T13:06:44Zoai:ri.conicet.gov.ar:11336/54661instacron: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:34982025-09-10 13:06:45.017CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Conformational and vibrational analysis of methyl methanesulfonate, CH3SO2OCH3
title Conformational and vibrational analysis of methyl methanesulfonate, CH3SO2OCH3
spellingShingle Conformational and vibrational analysis of methyl methanesulfonate, CH3SO2OCH3
Tuttolomondo, María Eugenia
Dft Calculations; Infrared Spectra
Raman Spectra
Ins Spectra
Methyl Methanesulfonate
title_short Conformational and vibrational analysis of methyl methanesulfonate, CH3SO2OCH3
title_full Conformational and vibrational analysis of methyl methanesulfonate, CH3SO2OCH3
title_fullStr Conformational and vibrational analysis of methyl methanesulfonate, CH3SO2OCH3
title_full_unstemmed Conformational and vibrational analysis of methyl methanesulfonate, CH3SO2OCH3
title_sort Conformational and vibrational analysis of methyl methanesulfonate, CH3SO2OCH3
dc.creator.none.fl_str_mv Tuttolomondo, María Eugenia
Navarro, Amparo
Peña, Tomás
Varetti, Eduardo Lelio
Parker, Stewart F.
Ben Altabef, Aída
author Tuttolomondo, María Eugenia
author_facet Tuttolomondo, María Eugenia
Navarro, Amparo
Peña, Tomás
Varetti, Eduardo Lelio
Parker, Stewart F.
Ben Altabef, Aída
author_role author
author2 Navarro, Amparo
Peña, Tomás
Varetti, Eduardo Lelio
Parker, Stewart F.
Ben Altabef, Aída
author2_role author
author
author
author
author
dc.subject.none.fl_str_mv Dft Calculations; Infrared Spectra
Raman Spectra
Ins Spectra
Methyl Methanesulfonate
topic Dft Calculations; Infrared Spectra
Raman Spectra
Ins Spectra
Methyl Methanesulfonate
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 molecular structure of methyl methanesulfonate, CH3SO 2OCH3, has been optimized by using methods based on density functional theory, coupled cluster, and Moller-Plesset second order perturbation theory (MP2). With regard to CH3SO2OCH 3, two populated conformations with symmetries Cs and C1 are obtained, the former being more stable than the latter. The theoretical data indicate that although both anti and gauche conformers are possible by rotation about the S-O bond, the preferred conformation is anti. The total energy as a function of the CSOC dihedral angle has been calculated using the MP2 method with the 6-31G(d) and cc-pVDZ basis sets and the hybrid functional B3LYP using 6-31G(d), 6-311G(d,p), and 6-311++G(d,p) basis sets. A natural bond orbital analysis showed that the lone pair →σ * hyperconjugative interactions favor the anti conformation. Furthermore, the infrared spectra for the liquid and solid phases, the Raman spectrum for the liquid one, and the inelastic neutron scattering spectrum of the solid phase have been recorded, and the observed bands have been assigned to the vibrational modes. The experimental vibrational data, along with calculated theoretical force constants, were used to define a scaled quantum mechanical force field for the target system that enabled us to fit the measured frequencies with a final root-mean-square deviation of 10 cm-1.
Fil: Tuttolomondo, María Eugenia. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Tucumán. Instituto de Química del Noroeste. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia. Instituto de Química del Noroeste; Argentina
Fil: Navarro, Amparo. Universidad de Jaén; España
Fil: Peña, Tomás. Universidad de Jaén; España
Fil: Varetti, Eduardo Lelio. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Centro de Química Inorgánica ; Argentina
Fil: Parker, Stewart F.. Rutherford Appleton Laboratory; Reino Unido
Fil: Ben Altabef, Aída. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Tucumán. Instituto de Química del Noroeste. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia. Instituto de Química del Noroeste; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Centro de Química Inorgánica "Dr. Pedro J. Aymonino". Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Centro de Química Inorgánica "Dr. Pedro J. Aymonino"; Argentina
description The molecular structure of methyl methanesulfonate, CH3SO 2OCH3, has been optimized by using methods based on density functional theory, coupled cluster, and Moller-Plesset second order perturbation theory (MP2). With regard to CH3SO2OCH 3, two populated conformations with symmetries Cs and C1 are obtained, the former being more stable than the latter. The theoretical data indicate that although both anti and gauche conformers are possible by rotation about the S-O bond, the preferred conformation is anti. The total energy as a function of the CSOC dihedral angle has been calculated using the MP2 method with the 6-31G(d) and cc-pVDZ basis sets and the hybrid functional B3LYP using 6-31G(d), 6-311G(d,p), and 6-311++G(d,p) basis sets. A natural bond orbital analysis showed that the lone pair →σ * hyperconjugative interactions favor the anti conformation. Furthermore, the infrared spectra for the liquid and solid phases, the Raman spectrum for the liquid one, and the inelastic neutron scattering spectrum of the solid phase have been recorded, and the observed bands have been assigned to the vibrational modes. The experimental vibrational data, along with calculated theoretical force constants, were used to define a scaled quantum mechanical force field for the target system that enabled us to fit the measured frequencies with a final root-mean-square deviation of 10 cm-1.
publishDate 2009
dc.date.none.fl_str_mv 2009-07
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/11336/54661
Tuttolomondo, María Eugenia; Navarro, Amparo; Peña, Tomás; Varetti, Eduardo Lelio; Parker, Stewart F.; et al.; Conformational and vibrational analysis of methyl methanesulfonate, CH3SO2OCH3; American Chemical Society; Journal of Physical Chemistry A; 113; 29; 7-2009; 8401-8408
1089-5639
1520-5215
CONICET Digital
CONICET
url http://hdl.handle.net/11336/54661
identifier_str_mv Tuttolomondo, María Eugenia; Navarro, Amparo; Peña, Tomás; Varetti, Eduardo Lelio; Parker, Stewart F.; et al.; Conformational and vibrational analysis of methyl methanesulfonate, CH3SO2OCH3; American Chemical Society; Journal of Physical Chemistry A; 113; 29; 7-2009; 8401-8408
1089-5639
1520-5215
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/doi/10.1021/jp902993p
info:eu-repo/semantics/altIdentifier/url/https://pubs.acs.org/doi/abs/10.1021/jp902993p
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
application/pdf
dc.publisher.none.fl_str_mv American Chemical Society
publisher.none.fl_str_mv American Chemical Society
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 12.993085

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