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Solvent-induced selectivity in α-pinene oxide isomerization catalyzed by Fe-modified zeolite beta

  • Eliška VyskočilováEmail author
  • Lenka Hašková
  • Libor Červený
Original Paper

Abstract

α-Pinene oxide rearrangement to important product—trans-carveol and campholenic aldehyde in the presence of zeolite beta modified by various amount of iron (0.625–20 wt%) was studied. The amount of iron influenced initial reaction rate and time for 50% conversion. The initial reaction rate decreased with decreasing amount of iron therefore with decreasing acidity. On the other side, the highest conversion achieved after 180 min was in the case of material modified by 5 wt% of iron. The selectivity was only slightly influenced by the iron amount, but very important was the influence of used solvent on product distribution. Large variety of solvents was used in this reaction (toluene, acetonitrile, 1,4-dioxane, acetone, N,N-dimethylformamide, N,N- dimethylacetamide, dimethyl sulfoxide). Using strongly basic polar solvents (e.g., dimethyl sulfoxide) the main product in the reaction mixture was trans-carveol and using low-basic solvents (e.g. toluene) it was campholenic aldehyde. It was shown that the product distribution may be induced by used solvent.

Keywords

α-Pinene oxide Trans-carveol Campholenic aldehyde Solvent influence Zeolite beta 

Notes

Acknowledgements

This work was realized within the Operational Programme Prague—Competitiveness (CZ.2.16/3.1.00/24501) and “National Program of Sustainability“(NPU I LO1613) MSMT-43760/2015.

Supplementary material

11696_2019_713_MOESM1_ESM.docx (414 kb)
Supplementary material 1 (DOCX 414 kb)

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Copyright information

© Institute of Chemistry, Slovak Academy of Sciences 2019

Authors and Affiliations

  • Eliška Vyskočilová
    • 1
    Email author
  • Lenka Hašková
    • 1
  • Libor Červený
    • 1
  1. 1.Department of Organic TechnologyUniversity of Chemistry and Technology PraguePrague 6Czech Republic

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