Isomerization of α-pinene oxide using Fe-supported catalysts: Selective synthesis of campholenic aldehyde

Martina Stekrova, Narendra Kumar, Atte Aho, Ilia Sinev, Wolfgang Grünert, Johnny Dahl, Jorma Roine, Sergey S. Arzumanov, Päivi Mäki-Arvela, Dmitry Murzin

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    α-Pinene oxide, an oxygenated derivative of α-pinene, can be converted into various valuable substances useful as flavour, fragrance and pharmaceutical compounds. Campholenic aldehyde is one of the most desired products of α-pinene oxide isomerization being a valuable intermediate for the production of sandalwood-like fragrances. Iron modified zeolites Beta-75 and ZSM-5, mesoporous material MCM-41, silica and alumina were prepared by two methods (impregnation and solid-state ion exchange) and tested for selective preparation of campholenic aldehyde by isomerization of α-pinene oxide. The characterization of tested catalyst was carried out using scanning electron microscope analysis, nitrogen adsorption measurements, pyridine adsorption–desorption with FTIR, X-ray absorption spectroscopy measurements, XPS-analysis, 29Si MAS NMR and 27Al MAS NMR and X-ray diffraction. The isomerization of α-pinene oxide was carried out in toluene as a solvent at 70 °C. The main properties influencing the activity and the selectivity are the acidic and structural properties of the tested catalysts. The highest selectivity of 66% was achieved at complete conversion of α-pinene oxide with Fe-MCM-41.
    Original languageUndefined/Unknown
    Pages (from-to)162–176
    JournalApplied Catalysis A: General
    Publication statusPublished - 2014
    MoE publication typeA1 Journal article-refereed

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