Theoretical Study on Amines: aniline, N-methylaniline, p-methylaniline and pmethyl-N-methylaniline

Autores
Caglieri, Silvana; Servetti, Gustavo Iván; Picco, Eduardo
Año de publicación
2024
Idioma
inglés
Tipo de recurso
informe técnico
Estado
versión aceptada
Descripción
The acetylation of amines is one of the most frequently used transformations in organic synthesis as it provides an efficient and inexpensive means for protecting amino groups in a multistep synthetic process. Geometric parameters of reactants: aniline,N-methylaniline,p-methylaniline1 and p-methyl-N-methylaniline were performed in the gas phase using the DFT/B3LYP density functional quantum mechanical method and was adopted the 3-21+G* basis set. Enthalpies of formation were determined using the AM1 method. The table lists the energies, lengths and angles values obtained. Steric effects caused by the additional methyl group might be responsible of an increase of the energy of N-methylaniline compared to aniline and an increase of the energy of p-methyl-N-methylaniline compared to p-methylaniline.
Fil: Caglieri, Silvana. Universidad Tecnológica Nacional. Facultad Regional Córdoba. Centro de Investigación y Transferencia en Ingeniería Química Ambiental; Argentina.
Fil: Servetti, Gustavo Iván. Universidad Tecnológica Nacional. Facultad Regional Córdoba. Centro de Investigación y Transferencia en Ingeniería Química Ambiental; Argentina.
Fil: Picco, Eduardo. Universidad Tecnológica Nacional. Facultad Regional Córdoba. Centro de Investigación y Transferencia en Ingeniería Química Ambiental; Argentina.
Materia
Acetylation
Amines
Organic synthesis
Nivel de accesibilidad
acceso abierto
Condiciones de uso
2024-06-14T15:04:49Z
Repositorio
Repositorio Institucional Abierto (UTN)
Institución
Universidad Tecnológica Nacional
OAI Identificador
oai:ria.utn.edu.ar:20.500.12272/10968
Acceder
id RIAUTN_d8c963dcf1c6f2974ae71aef33347c4d
oai_identifier_str oai:ria.utn.edu.ar:20.500.12272/10968
network_acronym_str RIAUTN
repository_id_str a
network_name_str Repositorio Institucional Abierto (UTN)
spelling Theoretical Study on Amines: aniline, N-methylaniline, p-methylaniline and pmethyl-N-methylanilineCaglieri, SilvanaServetti, Gustavo IvánPicco, EduardoAcetylationAminesOrganic synthesisThe acetylation of amines is one of the most frequently used transformations in organic synthesis as it provides an efficient and inexpensive means for protecting amino groups in a multistep synthetic process. Geometric parameters of reactants: aniline,N-methylaniline,p-methylaniline1 and p-methyl-N-methylaniline were performed in the gas phase using the DFT/B3LYP density functional quantum mechanical method and was adopted the 3-21+G* basis set. Enthalpies of formation were determined using the AM1 method. The table lists the energies, lengths and angles values obtained. Steric effects caused by the additional methyl group might be responsible of an increase of the energy of N-methylaniline compared to aniline and an increase of the energy of p-methyl-N-methylaniline compared to p-methylaniline.Fil: Caglieri, Silvana. Universidad Tecnológica Nacional. Facultad Regional Córdoba. Centro de Investigación y Transferencia en Ingeniería Química Ambiental; Argentina.Fil: Servetti, Gustavo Iván. Universidad Tecnológica Nacional. Facultad Regional Córdoba. Centro de Investigación y Transferencia en Ingeniería Química Ambiental; Argentina.Fil: Picco, Eduardo. Universidad Tecnológica Nacional. Facultad Regional Córdoba. Centro de Investigación y Transferencia en Ingeniería Química Ambiental; Argentina.2024-06-14T15:04:49Z2024-06-14T15:04:49Z2024info:eu-repo/semantics/reportinfo:eu-repo/semantics/acceptedVersionhttp://purl.org/coar/resource_type/c_18ghinfo:ar-repo/semantics/informeTecnicopdfapplication/pdfhttp://hdl.handle.net/20.500.12272/10968-enginfo:eu-repo/semantics/openAccess2024-06-14T15:04:49Zhttp://creativecommons.org/licenses/by-nc-nd/4.0/Attribution-NonCommercial-NoDerivatives 4.0 InternacionalCaglieri Silvana, Servetti Gustavo Iván, Picco Eduardocreativecommons.org/licenses/by-nc-sa/4.0/reponame:Repositorio Institucional Abierto (UTN)instname:Universidad Tecnológica Nacional2026-09-24T12:47:16Zoai:ria.utn.edu.ar:20.500.12272/10968instacron: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 12:47:18.87Repositorio Institucional Abierto (UTN) - Universidad Tecnológica Nacionalfalse
dc.title.none.fl_str_mv Theoretical Study on Amines: aniline, N-methylaniline, p-methylaniline and pmethyl-N-methylaniline
title Theoretical Study on Amines: aniline, N-methylaniline, p-methylaniline and pmethyl-N-methylaniline
spellingShingle Theoretical Study on Amines: aniline, N-methylaniline, p-methylaniline and pmethyl-N-methylaniline
Caglieri, Silvana
Acetylation
Amines
Organic synthesis
title_short Theoretical Study on Amines: aniline, N-methylaniline, p-methylaniline and pmethyl-N-methylaniline
title_full Theoretical Study on Amines: aniline, N-methylaniline, p-methylaniline and pmethyl-N-methylaniline
title_fullStr Theoretical Study on Amines: aniline, N-methylaniline, p-methylaniline and pmethyl-N-methylaniline
title_full_unstemmed Theoretical Study on Amines: aniline, N-methylaniline, p-methylaniline and pmethyl-N-methylaniline
title_sort Theoretical Study on Amines: aniline, N-methylaniline, p-methylaniline and pmethyl-N-methylaniline
dc.creator.none.fl_str_mv Caglieri, Silvana
Servetti, Gustavo Iván
Picco, Eduardo
author Caglieri, Silvana
author_facet Caglieri, Silvana
Servetti, Gustavo Iván
Picco, Eduardo
author_role author
author2 Servetti, Gustavo Iván
Picco, Eduardo
author2_role author
author
dc.subject.none.fl_str_mv Acetylation
Amines
Organic synthesis
topic Acetylation
Amines
Organic synthesis
dc.description.none.fl_txt_mv The acetylation of amines is one of the most frequently used transformations in organic synthesis as it provides an efficient and inexpensive means for protecting amino groups in a multistep synthetic process. Geometric parameters of reactants: aniline,N-methylaniline,p-methylaniline1 and p-methyl-N-methylaniline were performed in the gas phase using the DFT/B3LYP density functional quantum mechanical method and was adopted the 3-21+G* basis set. Enthalpies of formation were determined using the AM1 method. The table lists the energies, lengths and angles values obtained. Steric effects caused by the additional methyl group might be responsible of an increase of the energy of N-methylaniline compared to aniline and an increase of the energy of p-methyl-N-methylaniline compared to p-methylaniline.
Fil: Caglieri, Silvana. Universidad Tecnológica Nacional. Facultad Regional Córdoba. Centro de Investigación y Transferencia en Ingeniería Química Ambiental; Argentina.
Fil: Servetti, Gustavo Iván. Universidad Tecnológica Nacional. Facultad Regional Córdoba. Centro de Investigación y Transferencia en Ingeniería Química Ambiental; Argentina.
Fil: Picco, Eduardo. Universidad Tecnológica Nacional. Facultad Regional Córdoba. Centro de Investigación y Transferencia en Ingeniería Química Ambiental; Argentina.
description The acetylation of amines is one of the most frequently used transformations in organic synthesis as it provides an efficient and inexpensive means for protecting amino groups in a multistep synthetic process. Geometric parameters of reactants: aniline,N-methylaniline,p-methylaniline1 and p-methyl-N-methylaniline were performed in the gas phase using the DFT/B3LYP density functional quantum mechanical method and was adopted the 3-21+G* basis set. Enthalpies of formation were determined using the AM1 method. The table lists the energies, lengths and angles values obtained. Steric effects caused by the additional methyl group might be responsible of an increase of the energy of N-methylaniline compared to aniline and an increase of the energy of p-methyl-N-methylaniline compared to p-methylaniline.
publishDate 2024
dc.date.none.fl_str_mv 2024-06-14T15:04:49Z
2024-06-14T15:04:49Z
2024
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 http://hdl.handle.net/20.500.12272/10968
-
url http://hdl.handle.net/20.500.12272/10968
identifier_str_mv -
dc.language.none.fl_str_mv eng
language eng
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
2024-06-14T15:04:49Z
http://creativecommons.org/licenses/by-nc-nd/4.0/
Attribution-NonCommercial-NoDerivatives 4.0 Internacional
Caglieri Silvana, Servetti Gustavo Iván, Picco Eduardo
creativecommons.org/licenses/by-nc-sa/4.0/
eu_rights_str_mv openAccess
rights_invalid_str_mv 2024-06-14T15:04:49Z
http://creativecommons.org/licenses/by-nc-nd/4.0/
Attribution-NonCommercial-NoDerivatives 4.0 Internacional
Caglieri Silvana, Servetti Gustavo Iván, Picco Eduardo
creativecommons.org/licenses/by-nc-sa/4.0/
dc.format.none.fl_str_mv pdf
application/pdf
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
_version_ 1877230935779311616
score 13.265058

Publicaciones similares