Surface intermediate species of the 4-isobutylacetophenone adsorption-reaction over fosfotungstic Wells-Dawson heteropoly acid

Autores
Matkovic, Silvana R.; Valle, Graciela M.; Briand, Laura Estefanía
Año de publicación
2009
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
Surface adsorbed species of isobutybenzene and 4-isobutylacetophenone on bulk fosfotungstic Wells-Dawson acid H6P2W18O62.xH2O (HPA) have been screened in the present investigation. The evolution of chemisorbed species towards products was followed through infrared spectroscopy of systems containing liquid reactants and the solid acid kept at various temperatures. 4-Isobutylacetophenone adsorbs on Brønsted acid sites of the heteropoly acid and further reacts towards a condensation product similarly to the reaction of acetophenone over other acid materials such as, mordenite, niobic acid and sulfated zirconia. The condensation product possesses well defined infrared signals at 1654 cm-1 and 1597 cm-1 that resemble the carbonyl stretching vibration and the double bond of dypnone C6H5COHC=C(CH3)C6H5. Additional signals at 1221 cm-1 and a shoulder at 1284 cm-1 ascribed to the vibration of the C6H5 species in the C6H5COHC= group, give more evidences of the formation of a chalcone type compound. A reaction mechanism of the Aldol condensation of 4-isobutylacetophenone through an enol reactive intermediate is proposed.
Centro de Investigación y Desarrollo en Ciencias Aplicadas
Materia
Química
Aldol condensation
HPA
Wells-Dawson acid
Chalcone
4-isobutylacetophenone
Nivel de accesibilidad
acceso abierto
Condiciones de uso
http://creativecommons.org/licenses/by-nc/4.0/
Repositorio
SEDICI (UNLP)
Institución
Universidad Nacional de La Plata
OAI Identificador
oai:sedici.unlp.edu.ar:10915/102390
Acceder
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oai_identifier_str oai:sedici.unlp.edu.ar:10915/102390
network_acronym_str SEDICI
repository_id_str 1329
network_name_str SEDICI (UNLP)
spelling Surface intermediate species of the 4-isobutylacetophenone adsorption-reaction over fosfotungstic Wells-Dawson heteropoly acidMatkovic, Silvana R.Valle, Graciela M.Briand, Laura EstefaníaQuímicaAldol condensationHPAWells-Dawson acidChalcone4-isobutylacetophenoneSurface adsorbed species of isobutybenzene and 4-isobutylacetophenone on bulk fosfotungstic Wells-Dawson acid H6P2W18O62.xH2O (HPA) have been screened in the present investigation. The evolution of chemisorbed species towards products was followed through infrared spectroscopy of systems containing liquid reactants and the solid acid kept at various temperatures. 4-Isobutylacetophenone adsorbs on Brønsted acid sites of the heteropoly acid and further reacts towards a condensation product similarly to the reaction of acetophenone over other acid materials such as, mordenite, niobic acid and sulfated zirconia. The condensation product possesses well defined infrared signals at 1654 cm<sup>-1</sup> and 1597 cm<sup>-1</sup> that resemble the carbonyl stretching vibration and the double bond of dypnone C<sub>6</sub>H<sub>5</sub>COHC=C(CH<sub>3</sub>)C<sub>6</sub>H<sub>5</sub>. Additional signals at 1221 cm<sup>-1</sup> and a shoulder at 1284 cm<sup>-1</sup> ascribed to the vibration of the C<sub>6</sub>H<sub>5</sub> species in the C<sub>6</sub>H<sub>5</sub>COHC= group, give more evidences of the formation of a chalcone type compound. A reaction mechanism of the Aldol condensation of 4-isobutylacetophenone through an enol reactive intermediate is proposed.Centro de Investigación y Desarrollo en Ciencias Aplicadas2009-12info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionArticulohttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdf173-178http://sedici.unlp.edu.ar/handle/10915/102390enginfo:eu-repo/semantics/altIdentifier/url/https://ri.conicet.gov.ar/11336/30581info:eu-repo/semantics/altIdentifier/url/http://www.scielo.org.ar/scielo.php?script=sci_abstract&pid=S0327-07932009000200013&lng=en&nrm=iso&tlng=eninfo:eu-repo/semantics/altIdentifier/issn/1851-8796info:eu-repo/semantics/altIdentifier/hdl/11336/30581info:eu-repo/semantics/openAccesshttp://creativecommons.org/licenses/by-nc/4.0/Creative Commons Attribution-NonCommercial 4.0 International (CC BY-NC 4.0)reponame:SEDICI (UNLP)instname:Universidad Nacional de La Platainstacron:UNLP2025-09-29T11:20:00Zoai:sedici.unlp.edu.ar:10915/102390Institucionalhttp://sedici.unlp.edu.ar/Universidad públicaNo correspondehttp://sedici.unlp.edu.ar/oai/snrdalira@sedici.unlp.edu.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:13292025-09-29 11:20:01.238SEDICI (UNLP) - Universidad Nacional de La Platafalse
dc.title.none.fl_str_mv Surface intermediate species of the 4-isobutylacetophenone adsorption-reaction over fosfotungstic Wells-Dawson heteropoly acid
title Surface intermediate species of the 4-isobutylacetophenone adsorption-reaction over fosfotungstic Wells-Dawson heteropoly acid
spellingShingle Surface intermediate species of the 4-isobutylacetophenone adsorption-reaction over fosfotungstic Wells-Dawson heteropoly acid
Matkovic, Silvana R.
Química
Aldol condensation
HPA
Wells-Dawson acid
Chalcone
4-isobutylacetophenone
title_short Surface intermediate species of the 4-isobutylacetophenone adsorption-reaction over fosfotungstic Wells-Dawson heteropoly acid
title_full Surface intermediate species of the 4-isobutylacetophenone adsorption-reaction over fosfotungstic Wells-Dawson heteropoly acid
title_fullStr Surface intermediate species of the 4-isobutylacetophenone adsorption-reaction over fosfotungstic Wells-Dawson heteropoly acid
title_full_unstemmed Surface intermediate species of the 4-isobutylacetophenone adsorption-reaction over fosfotungstic Wells-Dawson heteropoly acid
title_sort Surface intermediate species of the 4-isobutylacetophenone adsorption-reaction over fosfotungstic Wells-Dawson heteropoly acid
dc.creator.none.fl_str_mv Matkovic, Silvana R.
Valle, Graciela M.
Briand, Laura Estefanía
author Matkovic, Silvana R.
author_facet Matkovic, Silvana R.
Valle, Graciela M.
Briand, Laura Estefanía
author_role author
author2 Valle, Graciela M.
Briand, Laura Estefanía
author2_role author
author
dc.subject.none.fl_str_mv Química
Aldol condensation
HPA
Wells-Dawson acid
Chalcone
4-isobutylacetophenone
topic Química
Aldol condensation
HPA
Wells-Dawson acid
Chalcone
4-isobutylacetophenone
dc.description.none.fl_txt_mv Surface adsorbed species of isobutybenzene and 4-isobutylacetophenone on bulk fosfotungstic Wells-Dawson acid H6P2W18O62.xH2O (HPA) have been screened in the present investigation. The evolution of chemisorbed species towards products was followed through infrared spectroscopy of systems containing liquid reactants and the solid acid kept at various temperatures. 4-Isobutylacetophenone adsorbs on Brønsted acid sites of the heteropoly acid and further reacts towards a condensation product similarly to the reaction of acetophenone over other acid materials such as, mordenite, niobic acid and sulfated zirconia. The condensation product possesses well defined infrared signals at 1654 cm<sup>-1</sup> and 1597 cm<sup>-1</sup> that resemble the carbonyl stretching vibration and the double bond of dypnone C<sub>6</sub>H<sub>5</sub>COHC=C(CH<sub>3</sub>)C<sub>6</sub>H<sub>5</sub>. Additional signals at 1221 cm<sup>-1</sup> and a shoulder at 1284 cm<sup>-1</sup> ascribed to the vibration of the C<sub>6</sub>H<sub>5</sub> species in the C<sub>6</sub>H<sub>5</sub>COHC= group, give more evidences of the formation of a chalcone type compound. A reaction mechanism of the Aldol condensation of 4-isobutylacetophenone through an enol reactive intermediate is proposed.
Centro de Investigación y Desarrollo en Ciencias Aplicadas
description Surface adsorbed species of isobutybenzene and 4-isobutylacetophenone on bulk fosfotungstic Wells-Dawson acid H6P2W18O62.xH2O (HPA) have been screened in the present investigation. The evolution of chemisorbed species towards products was followed through infrared spectroscopy of systems containing liquid reactants and the solid acid kept at various temperatures. 4-Isobutylacetophenone adsorbs on Brønsted acid sites of the heteropoly acid and further reacts towards a condensation product similarly to the reaction of acetophenone over other acid materials such as, mordenite, niobic acid and sulfated zirconia. The condensation product possesses well defined infrared signals at 1654 cm<sup>-1</sup> and 1597 cm<sup>-1</sup> that resemble the carbonyl stretching vibration and the double bond of dypnone C<sub>6</sub>H<sub>5</sub>COHC=C(CH<sub>3</sub>)C<sub>6</sub>H<sub>5</sub>. Additional signals at 1221 cm<sup>-1</sup> and a shoulder at 1284 cm<sup>-1</sup> ascribed to the vibration of the C<sub>6</sub>H<sub>5</sub> species in the C<sub>6</sub>H<sub>5</sub>COHC= group, give more evidences of the formation of a chalcone type compound. A reaction mechanism of the Aldol condensation of 4-isobutylacetophenone through an enol reactive intermediate is proposed.
publishDate 2009
dc.date.none.fl_str_mv 2009-12
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
Articulo
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://sedici.unlp.edu.ar/handle/10915/102390
url http://sedici.unlp.edu.ar/handle/10915/102390
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/url/https://ri.conicet.gov.ar/11336/30581
info:eu-repo/semantics/altIdentifier/url/http://www.scielo.org.ar/scielo.php?script=sci_abstract&pid=S0327-07932009000200013&lng=en&nrm=iso&tlng=en
info:eu-repo/semantics/altIdentifier/issn/1851-8796
info:eu-repo/semantics/altIdentifier/hdl/11336/30581
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
http://creativecommons.org/licenses/by-nc/4.0/
Creative Commons Attribution-NonCommercial 4.0 International (CC BY-NC 4.0)
eu_rights_str_mv openAccess
rights_invalid_str_mv http://creativecommons.org/licenses/by-nc/4.0/
Creative Commons Attribution-NonCommercial 4.0 International (CC BY-NC 4.0)
dc.format.none.fl_str_mv application/pdf
173-178
dc.source.none.fl_str_mv reponame:SEDICI (UNLP)
instname:Universidad Nacional de La Plata
instacron:UNLP
reponame_str SEDICI (UNLP)
collection SEDICI (UNLP)
instname_str Universidad Nacional de La Plata
instacron_str UNLP
institution UNLP
repository.name.fl_str_mv SEDICI (UNLP) - Universidad Nacional de La Plata
repository.mail.fl_str_mv alira@sedici.unlp.edu.ar
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score 13.070432

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