A Matrix Isolation Spectroscopic and Quantum Chemical Study of Fumaric and Maleic Acid
Autor(a) principal: | |
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Data de Publicação: | 2001 |
Outros Autores: | , , , , |
Tipo de documento: | Artigo |
Idioma: | eng |
Título da fonte: | Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
Texto Completo: | http://hdl.handle.net/10316/10528 https://doi.org/10.1021/jp003802p |
Resumo: | Relative energies and vibrational spectra of buthenedioic acid [(E)- and (Z)-HOOC−CHCH−COOH; fumaric and maleic acids] were calculated using Hartree−Fock (HF), Møller−Plesset to 2nd order (MP2), and B3LYP Density Functional Theory (DFT) levels of approximation. Computationally the lowest energy conformer of maleic acid has a nearly planar structure with an OH···OC intramolecular hydrogen bond closing a seven member ring. Second conformer of maleic acid adopts a cis arrangement around the C−O bonds and exhibits the two carbonyl bonds in a nearly orthogonal arrangement with one carboxylic group in the plane containing the carbon atoms. Fumaric acid has three planar conformers with relative energies within 5 kJ mol-1. These conformers exhibit a cis arrangement around the C−O bond and differ by the relative conformation of their OC−CC axes. The infrared spectra of the studied compounds isolated in a solid argon matrix feature the most stable conformers. Narrowband tunable irradiation in the near-infrared region (6901 cm-1) was found to promote a conversion of the second most stable conformer of maleic acid into the most stable conformer. |
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A Matrix Isolation Spectroscopic and Quantum Chemical Study of Fumaric and Maleic AcidRelative energies and vibrational spectra of buthenedioic acid [(E)- and (Z)-HOOC−CHCH−COOH; fumaric and maleic acids] were calculated using Hartree−Fock (HF), Møller−Plesset to 2nd order (MP2), and B3LYP Density Functional Theory (DFT) levels of approximation. Computationally the lowest energy conformer of maleic acid has a nearly planar structure with an OH···OC intramolecular hydrogen bond closing a seven member ring. Second conformer of maleic acid adopts a cis arrangement around the C−O bonds and exhibits the two carbonyl bonds in a nearly orthogonal arrangement with one carboxylic group in the plane containing the carbon atoms. Fumaric acid has three planar conformers with relative energies within 5 kJ mol-1. These conformers exhibit a cis arrangement around the C−O bond and differ by the relative conformation of their OC−CC axes. The infrared spectra of the studied compounds isolated in a solid argon matrix feature the most stable conformers. Narrowband tunable irradiation in the near-infrared region (6901 cm-1) was found to promote a conversion of the second most stable conformer of maleic acid into the most stable conformer.American Chemical Society2001-04-19info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articlehttp://hdl.handle.net/10316/10528http://hdl.handle.net/10316/10528https://doi.org/10.1021/jp003802pengThe Journal of Physical Chemistry A. 105:15 (2001) 3922-39331089-5639Maçôas, Ermelinda M. S.Fausto, RuiLundell, JanPettersson, MikaKhriachtchev, LeonidRäsänen, Markkuinfo:eu-repo/semantics/openAccessreponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãoinstacron:RCAAP2020-02-11T18:17:38Zoai:estudogeral.uc.pt:10316/10528Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-19T21:01:33.285569Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãofalse |
dc.title.none.fl_str_mv |
A Matrix Isolation Spectroscopic and Quantum Chemical Study of Fumaric and Maleic Acid |
title |
A Matrix Isolation Spectroscopic and Quantum Chemical Study of Fumaric and Maleic Acid |
spellingShingle |
A Matrix Isolation Spectroscopic and Quantum Chemical Study of Fumaric and Maleic Acid Maçôas, Ermelinda M. S. |
title_short |
A Matrix Isolation Spectroscopic and Quantum Chemical Study of Fumaric and Maleic Acid |
title_full |
A Matrix Isolation Spectroscopic and Quantum Chemical Study of Fumaric and Maleic Acid |
title_fullStr |
A Matrix Isolation Spectroscopic and Quantum Chemical Study of Fumaric and Maleic Acid |
title_full_unstemmed |
A Matrix Isolation Spectroscopic and Quantum Chemical Study of Fumaric and Maleic Acid |
title_sort |
A Matrix Isolation Spectroscopic and Quantum Chemical Study of Fumaric and Maleic Acid |
author |
Maçôas, Ermelinda M. S. |
author_facet |
Maçôas, Ermelinda M. S. Fausto, Rui Lundell, Jan Pettersson, Mika Khriachtchev, Leonid Räsänen, Markku |
author_role |
author |
author2 |
Fausto, Rui Lundell, Jan Pettersson, Mika Khriachtchev, Leonid Räsänen, Markku |
author2_role |
author author author author author |
dc.contributor.author.fl_str_mv |
Maçôas, Ermelinda M. S. Fausto, Rui Lundell, Jan Pettersson, Mika Khriachtchev, Leonid Räsänen, Markku |
description |
Relative energies and vibrational spectra of buthenedioic acid [(E)- and (Z)-HOOC−CHCH−COOH; fumaric and maleic acids] were calculated using Hartree−Fock (HF), Møller−Plesset to 2nd order (MP2), and B3LYP Density Functional Theory (DFT) levels of approximation. Computationally the lowest energy conformer of maleic acid has a nearly planar structure with an OH···OC intramolecular hydrogen bond closing a seven member ring. Second conformer of maleic acid adopts a cis arrangement around the C−O bonds and exhibits the two carbonyl bonds in a nearly orthogonal arrangement with one carboxylic group in the plane containing the carbon atoms. Fumaric acid has three planar conformers with relative energies within 5 kJ mol-1. These conformers exhibit a cis arrangement around the C−O bond and differ by the relative conformation of their OC−CC axes. The infrared spectra of the studied compounds isolated in a solid argon matrix feature the most stable conformers. Narrowband tunable irradiation in the near-infrared region (6901 cm-1) was found to promote a conversion of the second most stable conformer of maleic acid into the most stable conformer. |
publishDate |
2001 |
dc.date.none.fl_str_mv |
2001-04-19 |
dc.type.status.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
dc.type.driver.fl_str_mv |
info:eu-repo/semantics/article |
format |
article |
status_str |
publishedVersion |
dc.identifier.uri.fl_str_mv |
http://hdl.handle.net/10316/10528 http://hdl.handle.net/10316/10528 https://doi.org/10.1021/jp003802p |
url |
http://hdl.handle.net/10316/10528 https://doi.org/10.1021/jp003802p |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
The Journal of Physical Chemistry A. 105:15 (2001) 3922-3933 1089-5639 |
dc.rights.driver.fl_str_mv |
info:eu-repo/semantics/openAccess |
eu_rights_str_mv |
openAccess |
dc.publisher.none.fl_str_mv |
American Chemical Society |
publisher.none.fl_str_mv |
American Chemical Society |
dc.source.none.fl_str_mv |
reponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação instacron:RCAAP |
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Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação |
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RCAAP |
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RCAAP |
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Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
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Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
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Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação |
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