Isomerization of styrene oxide to phenylacetaldehyde over supported phosphotungstic heteropoly acid.
Autor(a) principal: | |
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Data de Publicação: | 2010 |
Outros Autores: | , , |
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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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 |
format |
article |
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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eng |
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eng |
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info:eu-repo/semantics/openAccess |
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openAccess |
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reponame:Repositório Institucional da UFOP instname:Universidade Federal de Ouro Preto (UFOP) instacron:UFOP |
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