Isomerization of styrene oxide to phenylacetaldehyde over supported phosphotungstic heteropoly acid.

Detalhes bibliográficos
Autor(a) principal: Costa, Vinícius Vieira
Data de Publicação: 2010
Outros Autores: Rocha, Kelly Alessandra da Silva, Kozhevnikov, Ivan V., Gusevskaya, Elena Vitalievna
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Institucional da UFOP
Texto Completo: http://www.repositorio.ufop.br/handle/123456789/5092
https://doi.org/10.1016/j.apcata.2010.06.005
Resumo: Silica-supported H3PW12O40 (PW), the strongest heteropoly acid in the Keggin series, is an efficient, environmentally friendly heterogeneous catalyst for the liquid-phase isomerization of styrene oxide into phenylacetaldehyde, an industrially important intermediate for fine chemical synthesis. The reaction occurs in cyclohexane as a solvent under mild conditions at 25–70 ◦C with low catalyst loadings and without PW leaching in solution. At 60 ◦C, the yield of phenylacetaldehyde reaches 92% at 97% styrene oxide conversion, with a catalyst turnover number of 19 600. The catalyst can be recovered and reused.
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spelling Costa, Vinícius VieiraRocha, Kelly Alessandra da SilvaKozhevnikov, Ivan V.Gusevskaya, Elena Vitalievna2015-04-14T17:57:53Z2015-04-14T17:57:53Z2010COSTA, V. V. et al. Isomerization of styrene oxide to phenylacetaldehyde over supported phosphotungstic heteropoly acid. Applied Catalysis. A, General, v. 383, p. 217-220, 2010. Disponível em: <http://www.sciencedirect.com/science/article/pii/S0926860X10004126>. Acesso em: 02 fev. 2015.0926-860Xhttp://www.repositorio.ufop.br/handle/123456789/5092https://doi.org/10.1016/j.apcata.2010.06.005Silica-supported H3PW12O40 (PW), the strongest heteropoly acid in the Keggin series, is an efficient, environmentally friendly heterogeneous catalyst for the liquid-phase isomerization of styrene oxide into phenylacetaldehyde, an industrially important intermediate for fine chemical synthesis. The reaction occurs in cyclohexane as a solvent under mild conditions at 25–70 ◦C with low catalyst loadings and without PW leaching in solution. At 60 ◦C, the yield of phenylacetaldehyde reaches 92% at 97% styrene oxide conversion, with a catalyst turnover number of 19 600. The catalyst can be recovered and reused.IsomerizationStyrene oxidePhenylacetaldehydeAcid catalysisHeteropoly acidIsomerization of styrene oxide to phenylacetaldehyde over supported phosphotungstic heteropoly acid.info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleO periódico Applied Catalysis A: General concede permissão para depósito deste artigo no Repositório Institucional da UFOP. Número da licença: 3581341088932.info:eu-repo/semantics/openAccessengreponame:Repositório Institucional da UFOPinstname:Universidade Federal de Ouro Preto (UFOP)instacron:UFOPLICENSElicense.txtlicense.txttext/plain; charset=utf-82636http://www.repositorio.ufop.br/bitstream/123456789/5092/2/license.txtc2ffdd99e58acf69202dff00d361f23aMD52ORIGINALARTIGO_IsomerizationStyreneOxide.pdfARTIGO_IsomerizationStyreneOxide.pdfapplication/pdf126836http://www.repositorio.ufop.br/bitstream/123456789/5092/1/ARTIGO_IsomerizationStyreneOxide.pdf97fbc45405c1a360ae8ae8f5038b1036MD51123456789/50922019-07-11 09:20:24.925oai:localhost: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Repositório InstitucionalPUBhttp://www.repositorio.ufop.br/oai/requestrepositorio@ufop.edu.bropendoar:32332019-07-11T13:20:24Repositório Institucional da UFOP - Universidade Federal de Ouro Preto (UFOP)false
dc.title.pt_BR.fl_str_mv Isomerization of styrene oxide to phenylacetaldehyde over supported phosphotungstic heteropoly acid.
title Isomerization of styrene oxide to phenylacetaldehyde over supported phosphotungstic heteropoly acid.
spellingShingle Isomerization of styrene oxide to phenylacetaldehyde over supported phosphotungstic heteropoly acid.
Costa, Vinícius Vieira
Isomerization
Styrene oxide
Phenylacetaldehyde
Acid catalysis
Heteropoly acid
title_short Isomerization of styrene oxide to phenylacetaldehyde over supported phosphotungstic heteropoly acid.
title_full Isomerization of styrene oxide to phenylacetaldehyde over supported phosphotungstic heteropoly acid.
title_fullStr Isomerization of styrene oxide to phenylacetaldehyde over supported phosphotungstic heteropoly acid.
title_full_unstemmed Isomerization of styrene oxide to phenylacetaldehyde over supported phosphotungstic heteropoly acid.
title_sort Isomerization of styrene oxide to phenylacetaldehyde over supported phosphotungstic heteropoly acid.
author Costa, Vinícius Vieira
author_facet Costa, Vinícius Vieira
Rocha, Kelly Alessandra da Silva
Kozhevnikov, Ivan V.
Gusevskaya, Elena Vitalievna
author_role author
author2 Rocha, Kelly Alessandra da Silva
Kozhevnikov, Ivan V.
Gusevskaya, Elena Vitalievna
author2_role author
author
author
dc.contributor.author.fl_str_mv Costa, Vinícius Vieira
Rocha, Kelly Alessandra da Silva
Kozhevnikov, Ivan V.
Gusevskaya, Elena Vitalievna
dc.subject.por.fl_str_mv Isomerization
Styrene oxide
Phenylacetaldehyde
Acid catalysis
Heteropoly acid
topic Isomerization
Styrene oxide
Phenylacetaldehyde
Acid catalysis
Heteropoly acid
description Silica-supported H3PW12O40 (PW), the strongest heteropoly acid in the Keggin series, is an efficient, environmentally friendly heterogeneous catalyst for the liquid-phase isomerization of styrene oxide into phenylacetaldehyde, an industrially important intermediate for fine chemical synthesis. The reaction occurs in cyclohexane as a solvent under mild conditions at 25–70 ◦C with low catalyst loadings and without PW leaching in solution. At 60 ◦C, the yield of phenylacetaldehyde reaches 92% at 97% styrene oxide conversion, with a catalyst turnover number of 19 600. The catalyst can be recovered and reused.
publishDate 2010
dc.date.issued.fl_str_mv 2010
dc.date.accessioned.fl_str_mv 2015-04-14T17:57:53Z
dc.date.available.fl_str_mv 2015-04-14T17:57:53Z
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
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status_str publishedVersion
dc.identifier.citation.fl_str_mv COSTA, V. V. et al. Isomerization of styrene oxide to phenylacetaldehyde over supported phosphotungstic heteropoly acid. Applied Catalysis. A, General, v. 383, p. 217-220, 2010. Disponível em: <http://www.sciencedirect.com/science/article/pii/S0926860X10004126>. Acesso em: 02 fev. 2015.
dc.identifier.uri.fl_str_mv http://www.repositorio.ufop.br/handle/123456789/5092
dc.identifier.issn.none.fl_str_mv 0926-860X
dc.identifier.doi.none.fl_str_mv https://doi.org/10.1016/j.apcata.2010.06.005
identifier_str_mv COSTA, V. V. et al. Isomerization of styrene oxide to phenylacetaldehyde over supported phosphotungstic heteropoly acid. Applied Catalysis. A, General, v. 383, p. 217-220, 2010. Disponível em: <http://www.sciencedirect.com/science/article/pii/S0926860X10004126>. Acesso em: 02 fev. 2015.
0926-860X
url http://www.repositorio.ufop.br/handle/123456789/5092
https://doi.org/10.1016/j.apcata.2010.06.005
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