Effect of structure and acidity of acid modified clay materials on synthesis of octahydro-2H-chromen-4-ol from vanillin and isopulegol

The Prins cyclization of (−)-isopulegol with vanillin to form octahydro-2H-chromen-4-ol was studied in the presence of natural layered aluminosilicates modified by 0.5 mol/dm3 HCl, such as montmorillonite, kaolin, and metakaolin obtained by the calcination of kaolin at 650 °C. According to infrared...

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Detalles Bibliográficos
Autores: Timofeeva, Maria N., Panchenko, Valentina N., Gil, Antonio, Zakusin, Sergey V., Krupskaya, Victoria V., Volcho, Konstantin P., Vicente Rodríguez, Miguel Ángel
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2015
País:España
Institución:Universidad de Salamanca (USAL)
Repositorio:GREDOS. Repositorio Institucional de la Universidad de Salamanca
OAI Identifier:oai:gredos.usal.es:10366/150995
Acceso en línea:http://hdl.handle.net/10366/150995
Access Level:acceso abierto
Palabra clave:Montmorillonite
Kaolin
Metakaolin
Acid activation
Prins cyclization reaction
Octahydro-2H-chromen-4-ol
2303 Química Inorgánica
Descripción
Sumario:The Prins cyclization of (−)-isopulegol with vanillin to form octahydro-2H-chromen-4-ol was studied in the presence of natural layered aluminosilicates modified by 0.5 mol/dm3 HCl, such as montmorillonite, kaolin, and metakaolin obtained by the calcination of kaolin at 650 °C. According to infrared spectroscopy using pyridine as probe molecule, the amount and strength of Brønsted acid sites depend on the type of clay and decrease in the following order HCl-montmorillonite > HCl-kaolin > HCl-metakaolin. The difference in Brønsted acidity and textural properties of clays affected the reaction rate and the selectivity towards octahydro-2H-chromen-4-ol