Isomerization of α-pinene oxide: solvent effects, kinetics and thermodynamics

Päivi Mäki-Arvela, Nataliya Shcherban, Chloe Lozachmeur, Vincenzo Russo, Johan Wärnå, Dmitry Murzin

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Kinetics and thermodynamics of α-pinene oxide isomerization was investigated both theoretically and experimentally in different solvents in the temperature range of 50–140 °C using different zeolites, iron modified zeolites, Fe–H–MCM-41 and micro-mesoporous ZSM-5 derived catalysts. The aim was to elucidate the effect of solvent basicity and polarity on the product distribution in this reaction giving as the main value-added products campholenic aldehyde and trans-carveol, which are used as fragrances and perfumes. A generic kinetic first order model was developed composed of both parallel and consecutive routes. A thermodynamic analysis showed that product selectivity is determined by kinetic control and not by thermodynamics. Formation of campholenic aldehyde was favored in non-polar solvents, whereas basic solvents promoted formation of trans-carveol independent on temperature.

Original languageUndefined/Unknown
Pages (from-to)203–214
JournalCatalysis Letters
Issue number1
Publication statusPublished - 2019
MoE publication typeA1 Journal article-refereed

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