Highly selective synthesis of menthols from citral in a one-step process

Autores
Trasarti, Andres Fernando; Marchi, Alberto Julio; Apesteguia, Carlos Rodolfo
Año de publicación
2004
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
We report for the first time the selective synthesis of menthols from citral in a one-step process. Bifunctional metal/acid catalysts active and selective for menthol synthesis were developed by studying the individual steps involved in the reaction pathway leading to menthols from citral. The metallic component was selected by testing silica-supported metals for citral hydrogenation to citronellal. Acid site requirements to efficiently isomerize citronellal to isopulegols were investigated on different solid acids. Potential bifunctional metal/acid catalysts were then prepared and tested for citral conversion to menthols. The best catalyst was Ni/Al-MCM-41, which yielded about 90% menthols and gave 70–75% of racemic (±)-menthol in the menthol mixture.
Fil: Trasarti, Andres Fernando. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Santa Fe. Instituto de Investigaciones en Catálisis y Petroquímica ; Argentina
Fil: Marchi, Alberto Julio. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Santa Fe. Instituto de Investigaciones en Catálisis y Petroquímica ; Argentina
Fil: Apesteguia, Carlos Rodolfo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Santa Fe. Instituto de Investigaciones en Catálisis y Petroquímica ; Argentina
Materia
Menthol Synthesis
Citral Conversion
Fine Chemistry
Sustainable Processes
Nivel de accesibilidad
acceso abierto
Condiciones de uso
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
Repositorio
CONICET Digital (CONICET)
Institución
Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identificador
oai:ri.conicet.gov.ar:11336/55836
Acceder
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repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Highly selective synthesis of menthols from citral in a one-step processTrasarti, Andres FernandoMarchi, Alberto JulioApesteguia, Carlos RodolfoMenthol SynthesisCitral ConversionFine ChemistrySustainable Processeshttps://purl.org/becyt/ford/2.4https://purl.org/becyt/ford/2We report for the first time the selective synthesis of menthols from citral in a one-step process. Bifunctional metal/acid catalysts active and selective for menthol synthesis were developed by studying the individual steps involved in the reaction pathway leading to menthols from citral. The metallic component was selected by testing silica-supported metals for citral hydrogenation to citronellal. Acid site requirements to efficiently isomerize citronellal to isopulegols were investigated on different solid acids. Potential bifunctional metal/acid catalysts were then prepared and tested for citral conversion to menthols. The best catalyst was Ni/Al-MCM-41, which yielded about 90% menthols and gave 70–75% of racemic (±)-menthol in the menthol mixture.Fil: Trasarti, Andres Fernando. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Santa Fe. Instituto de Investigaciones en Catálisis y Petroquímica ; ArgentinaFil: Marchi, Alberto Julio. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Santa Fe. Instituto de Investigaciones en Catálisis y Petroquímica ; ArgentinaFil: Apesteguia, Carlos Rodolfo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Santa Fe. Instituto de Investigaciones en Catálisis y Petroquímica ; ArgentinaElsevier Science2004-06info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfapplication/pdfapplication/pdfapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/55836Trasarti, Andres Fernando; Marchi, Alberto Julio; Apesteguia, Carlos Rodolfo; Highly selective synthesis of menthols from citral in a one-step process; Elsevier Science; Journal of Catalysis; 224; 2; 6-2004; 484-4880021-9517CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/doi/10.1016/j.jcat.2004.03.016info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-11-12T09:43:35Zoai:ri.conicet.gov.ar:11336/55836instacron:CONICETInstitucionalhttp://ri.conicet.gov.ar/Organismo científico-tecnológicoNo correspondehttp://ri.conicet.gov.ar/oai/requestdasensio@conicet.gov.ar; lcarlino@conicet.gov.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:34982025-11-12 09:43:35.612CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Highly selective synthesis of menthols from citral in a one-step process
title Highly selective synthesis of menthols from citral in a one-step process
spellingShingle Highly selective synthesis of menthols from citral in a one-step process
Trasarti, Andres Fernando
Menthol Synthesis
Citral Conversion
Fine Chemistry
Sustainable Processes
title_short Highly selective synthesis of menthols from citral in a one-step process
title_full Highly selective synthesis of menthols from citral in a one-step process
title_fullStr Highly selective synthesis of menthols from citral in a one-step process
title_full_unstemmed Highly selective synthesis of menthols from citral in a one-step process
title_sort Highly selective synthesis of menthols from citral in a one-step process
dc.creator.none.fl_str_mv Trasarti, Andres Fernando
Marchi, Alberto Julio
Apesteguia, Carlos Rodolfo
author Trasarti, Andres Fernando
author_facet Trasarti, Andres Fernando
Marchi, Alberto Julio
Apesteguia, Carlos Rodolfo
author_role author
author2 Marchi, Alberto Julio
Apesteguia, Carlos Rodolfo
author2_role author
author
dc.subject.none.fl_str_mv Menthol Synthesis
Citral Conversion
Fine Chemistry
Sustainable Processes
topic Menthol Synthesis
Citral Conversion
Fine Chemistry
Sustainable Processes
purl_subject.fl_str_mv https://purl.org/becyt/ford/2.4
https://purl.org/becyt/ford/2
dc.description.none.fl_txt_mv We report for the first time the selective synthesis of menthols from citral in a one-step process. Bifunctional metal/acid catalysts active and selective for menthol synthesis were developed by studying the individual steps involved in the reaction pathway leading to menthols from citral. The metallic component was selected by testing silica-supported metals for citral hydrogenation to citronellal. Acid site requirements to efficiently isomerize citronellal to isopulegols were investigated on different solid acids. Potential bifunctional metal/acid catalysts were then prepared and tested for citral conversion to menthols. The best catalyst was Ni/Al-MCM-41, which yielded about 90% menthols and gave 70–75% of racemic (±)-menthol in the menthol mixture.
Fil: Trasarti, Andres Fernando. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Santa Fe. Instituto de Investigaciones en Catálisis y Petroquímica ; Argentina
Fil: Marchi, Alberto Julio. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Santa Fe. Instituto de Investigaciones en Catálisis y Petroquímica ; Argentina
Fil: Apesteguia, Carlos Rodolfo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Santa Fe. Instituto de Investigaciones en Catálisis y Petroquímica ; Argentina
description We report for the first time the selective synthesis of menthols from citral in a one-step process. Bifunctional metal/acid catalysts active and selective for menthol synthesis were developed by studying the individual steps involved in the reaction pathway leading to menthols from citral. The metallic component was selected by testing silica-supported metals for citral hydrogenation to citronellal. Acid site requirements to efficiently isomerize citronellal to isopulegols were investigated on different solid acids. Potential bifunctional metal/acid catalysts were then prepared and tested for citral conversion to menthols. The best catalyst was Ni/Al-MCM-41, which yielded about 90% menthols and gave 70–75% of racemic (±)-menthol in the menthol mixture.
publishDate 2004
dc.date.none.fl_str_mv 2004-06
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
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://hdl.handle.net/11336/55836
Trasarti, Andres Fernando; Marchi, Alberto Julio; Apesteguia, Carlos Rodolfo; Highly selective synthesis of menthols from citral in a one-step process; Elsevier Science; Journal of Catalysis; 224; 2; 6-2004; 484-488
0021-9517
CONICET Digital
CONICET
url http://hdl.handle.net/11336/55836
identifier_str_mv Trasarti, Andres Fernando; Marchi, Alberto Julio; Apesteguia, Carlos Rodolfo; Highly selective synthesis of menthols from citral in a one-step process; Elsevier Science; Journal of Catalysis; 224; 2; 6-2004; 484-488
0021-9517
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/doi/10.1016/j.jcat.2004.03.016
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
eu_rights_str_mv openAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
dc.format.none.fl_str_mv application/pdf
application/pdf
application/pdf
application/pdf
application/pdf
application/pdf
dc.publisher.none.fl_str_mv Elsevier Science
publisher.none.fl_str_mv Elsevier Science
dc.source.none.fl_str_mv reponame:CONICET Digital (CONICET)
instname:Consejo Nacional de Investigaciones Científicas y Técnicas
reponame_str CONICET Digital (CONICET)
collection CONICET Digital (CONICET)
instname_str Consejo Nacional de Investigaciones Científicas y Técnicas
repository.name.fl_str_mv CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicas
repository.mail.fl_str_mv dasensio@conicet.gov.ar; lcarlino@conicet.gov.ar
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score 13.24909

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