Theoretical study of propyl alcohol acetylation catalyzed by Co2+ions

Autores
Caglieri, Silvana Claudia; Iñiguez, Martín
Año de publicación
2017
Idioma
inglés
Tipo de recurso
informe técnico
Estado
versión aceptada
Descripción
A theoretical study of acetylation of propyl alcohol catalyzed by Co2+ ions from the analysis of intermediate of the reaction was carried out. The study of acetylation of alcohols is of great interest by the utility of its products of reaction and is one of the most frequently used transformations in organic synthesis as it provides an efficient means for protecting hydroxyl groups in a synthetic process1. This reaction can be catalyzed by Lewis acid, metallic ion. In reaction mechanism, the metallic ion formed a complex with the oxygen of the acetic anhydride carbonyl, facilitating the polarization of the same and the successive addition of alcohol at the position to form a tetrahedral intermediate, determining step of the rate of the reaction. Experimental studies were carried out and agreed that this reaction takes place with the formation of a tetrahedral intermediate 2,3. In the present theoretical work were investigated the structure and energy of the tetrahedral intermediate of the reaction catalyzed by Co2+ ions. All of the geometry optimizations were performed by the method at the DFT/B3LYP level of theory and were adopted the 6-31+G* basis sets. Energies were calculated using the Mechanics-UFF method. Following the same procedure it was identified the geometric parameters and energy of reaction intermediate. The calculations show 64.82 kcal/mol of energy for the tetrahedral intermediate and the energy of activation for the reaction was 27.36 kcal/mol.
Fil: Caglieri, Silvana Claudia. Universidad Tecnológica Nacional. Facultad Regional Córdoba. Centro de Investigación y Transferencia en Química Ambiental; Argentina.
Fil: Iñiguez, Martín. Universidad Tecnológica Nacional. Facultad Regional Córdoba. Centro de Investigación y Transferencia en Química Ambiental; Argentina.
Peer Reviewed
Materia
Acetylation
Propyl alcohol
Co2+ions
DFT
UFF
Nivel de accesibilidad
acceso abierto
Condiciones de uso
Attribution-NonCommercial-NoDerivs 2.5 Argentina
Repositorio
Repositorio Institucional Abierto (UTN)
Institución
Universidad Tecnológica Nacional
OAI Identificador
oai:ria.utn.edu.ar:20.500.12272/15205
Acceder
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network_acronym_str RIAUTN
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network_name_str Repositorio Institucional Abierto (UTN)
spelling Theoretical study of propyl alcohol acetylation catalyzed by Co2+ionsCaglieri, Silvana ClaudiaIñiguez, MartínAcetylationPropyl alcoholCo2+ionsDFTUFFA theoretical study of acetylation of propyl alcohol catalyzed by Co2+ ions from the analysis of intermediate of the reaction was carried out. The study of acetylation of alcohols is of great interest by the utility of its products of reaction and is one of the most frequently used transformations in organic synthesis as it provides an efficient means for protecting hydroxyl groups in a synthetic process1. This reaction can be catalyzed by Lewis acid, metallic ion. In reaction mechanism, the metallic ion formed a complex with the oxygen of the acetic anhydride carbonyl, facilitating the polarization of the same and the successive addition of alcohol at the position to form a tetrahedral intermediate, determining step of the rate of the reaction. Experimental studies were carried out and agreed that this reaction takes place with the formation of a tetrahedral intermediate 2,3. In the present theoretical work were investigated the structure and energy of the tetrahedral intermediate of the reaction catalyzed by Co2+ ions. All of the geometry optimizations were performed by the method at the DFT/B3LYP level of theory and were adopted the 6-31+G* basis sets. Energies were calculated using the Mechanics-UFF method. Following the same procedure it was identified the geometric parameters and energy of reaction intermediate. The calculations show 64.82 kcal/mol of energy for the tetrahedral intermediate and the energy of activation for the reaction was 27.36 kcal/mol.Fil: Caglieri, Silvana Claudia. Universidad Tecnológica Nacional. Facultad Regional Córdoba. Centro de Investigación y Transferencia en Química Ambiental; Argentina.Fil: Iñiguez, Martín. Universidad Tecnológica Nacional. Facultad Regional Córdoba. Centro de Investigación y Transferencia en Química Ambiental; Argentina.Peer ReviewedUniversidad Tecnológica Nacional Regional Córdoba.2026-06-17T20:43:14Z2017info:eu-repo/semantics/reportinfo:eu-repo/semantics/acceptedVersionhttp://purl.org/coar/resource_type/c_18ghinfo:ar-repo/semantics/informeTecnicopdfapplication/pdfhttps://hdl.handle.net/20.500.12272/15205enginfo:eu-repo/semantics/openAccessAttribution-NonCommercial-NoDerivs 2.5 Argentinahttp://creativecommons.org/licenses/by-nc-nd/2.5/ar/Caglieri, Silvana Claudia; Iñiguez, Martín.https://creativecommons.org/licenses/by-nc-nd/4.0/reponame:Repositorio Institucional Abierto (UTN)instname:Universidad Tecnológica Nacional2026-09-24T12:44:20Zoai:ria.utn.edu.ar:20.500.12272/15205instacron:UTNInstitucionalhttp://ria.utn.edu.ar/Universidad públicaNo correspondehttp://ria.utn.edu.ar/oaigestionria@rec.utn.edu.ar; fsuarez@rec.utn.edu.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:a2026-09-24 12:44:21.426Repositorio Institucional Abierto (UTN) - Universidad Tecnológica Nacionalfalse
dc.title.none.fl_str_mv Theoretical study of propyl alcohol acetylation catalyzed by Co2+ions
title Theoretical study of propyl alcohol acetylation catalyzed by Co2+ions
spellingShingle Theoretical study of propyl alcohol acetylation catalyzed by Co2+ions
Caglieri, Silvana Claudia
Acetylation
Propyl alcohol
Co2+ions
DFT
UFF
title_short Theoretical study of propyl alcohol acetylation catalyzed by Co2+ions
title_full Theoretical study of propyl alcohol acetylation catalyzed by Co2+ions
title_fullStr Theoretical study of propyl alcohol acetylation catalyzed by Co2+ions
title_full_unstemmed Theoretical study of propyl alcohol acetylation catalyzed by Co2+ions
title_sort Theoretical study of propyl alcohol acetylation catalyzed by Co2+ions
dc.creator.none.fl_str_mv Caglieri, Silvana Claudia
Iñiguez, Martín
author Caglieri, Silvana Claudia
author_facet Caglieri, Silvana Claudia
Iñiguez, Martín
author_role author
author2 Iñiguez, Martín
author2_role author
dc.subject.none.fl_str_mv Acetylation
Propyl alcohol
Co2+ions
DFT
UFF
topic Acetylation
Propyl alcohol
Co2+ions
DFT
UFF
dc.description.none.fl_txt_mv A theoretical study of acetylation of propyl alcohol catalyzed by Co2+ ions from the analysis of intermediate of the reaction was carried out. The study of acetylation of alcohols is of great interest by the utility of its products of reaction and is one of the most frequently used transformations in organic synthesis as it provides an efficient means for protecting hydroxyl groups in a synthetic process1. This reaction can be catalyzed by Lewis acid, metallic ion. In reaction mechanism, the metallic ion formed a complex with the oxygen of the acetic anhydride carbonyl, facilitating the polarization of the same and the successive addition of alcohol at the position to form a tetrahedral intermediate, determining step of the rate of the reaction. Experimental studies were carried out and agreed that this reaction takes place with the formation of a tetrahedral intermediate 2,3. In the present theoretical work were investigated the structure and energy of the tetrahedral intermediate of the reaction catalyzed by Co2+ ions. All of the geometry optimizations were performed by the method at the DFT/B3LYP level of theory and were adopted the 6-31+G* basis sets. Energies were calculated using the Mechanics-UFF method. Following the same procedure it was identified the geometric parameters and energy of reaction intermediate. The calculations show 64.82 kcal/mol of energy for the tetrahedral intermediate and the energy of activation for the reaction was 27.36 kcal/mol.
Fil: Caglieri, Silvana Claudia. Universidad Tecnológica Nacional. Facultad Regional Córdoba. Centro de Investigación y Transferencia en Química Ambiental; Argentina.
Fil: Iñiguez, Martín. Universidad Tecnológica Nacional. Facultad Regional Córdoba. Centro de Investigación y Transferencia en Química Ambiental; Argentina.
Peer Reviewed
description A theoretical study of acetylation of propyl alcohol catalyzed by Co2+ ions from the analysis of intermediate of the reaction was carried out. The study of acetylation of alcohols is of great interest by the utility of its products of reaction and is one of the most frequently used transformations in organic synthesis as it provides an efficient means for protecting hydroxyl groups in a synthetic process1. This reaction can be catalyzed by Lewis acid, metallic ion. In reaction mechanism, the metallic ion formed a complex with the oxygen of the acetic anhydride carbonyl, facilitating the polarization of the same and the successive addition of alcohol at the position to form a tetrahedral intermediate, determining step of the rate of the reaction. Experimental studies were carried out and agreed that this reaction takes place with the formation of a tetrahedral intermediate 2,3. In the present theoretical work were investigated the structure and energy of the tetrahedral intermediate of the reaction catalyzed by Co2+ ions. All of the geometry optimizations were performed by the method at the DFT/B3LYP level of theory and were adopted the 6-31+G* basis sets. Energies were calculated using the Mechanics-UFF method. Following the same procedure it was identified the geometric parameters and energy of reaction intermediate. The calculations show 64.82 kcal/mol of energy for the tetrahedral intermediate and the energy of activation for the reaction was 27.36 kcal/mol.
publishDate 2017
dc.date.none.fl_str_mv 2017
2026-06-17T20:43:14Z
dc.type.none.fl_str_mv info:eu-repo/semantics/report
info:eu-repo/semantics/acceptedVersion
http://purl.org/coar/resource_type/c_18gh
info:ar-repo/semantics/informeTecnico
format report
status_str acceptedVersion
dc.identifier.none.fl_str_mv https://hdl.handle.net/20.500.12272/15205
url https://hdl.handle.net/20.500.12272/15205
dc.language.none.fl_str_mv eng
language eng
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
Attribution-NonCommercial-NoDerivs 2.5 Argentina
http://creativecommons.org/licenses/by-nc-nd/2.5/ar/
Caglieri, Silvana Claudia; Iñiguez, Martín.
https://creativecommons.org/licenses/by-nc-nd/4.0/
eu_rights_str_mv openAccess
rights_invalid_str_mv Attribution-NonCommercial-NoDerivs 2.5 Argentina
http://creativecommons.org/licenses/by-nc-nd/2.5/ar/
Caglieri, Silvana Claudia; Iñiguez, Martín.
https://creativecommons.org/licenses/by-nc-nd/4.0/
dc.format.none.fl_str_mv pdf
application/pdf
dc.publisher.none.fl_str_mv Universidad Tecnológica Nacional Regional Córdoba.
publisher.none.fl_str_mv Universidad Tecnológica Nacional Regional Córdoba.
dc.source.none.fl_str_mv reponame:Repositorio Institucional Abierto (UTN)
instname:Universidad Tecnológica Nacional
reponame_str Repositorio Institucional Abierto (UTN)
collection Repositorio Institucional Abierto (UTN)
instname_str Universidad Tecnológica Nacional
repository.name.fl_str_mv Repositorio Institucional Abierto (UTN) - Universidad Tecnológica Nacional
repository.mail.fl_str_mv gestionria@rec.utn.edu.ar; fsuarez@rec.utn.edu.ar
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score 13.265058

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