Abstract

The isomerisation of α-pinene oxide to campholenic aldehyde was investigated over a number of solid acids—B 2O 3/SiO 2, ZnCl 2/MCM-41, Al-MCM-41, HY zeolites and Al-MSU-S FAU. Irrespective of the loading, the selectivity to campholenic aldehyde over B 2O 3/SiO 2 was ∼69% at 25 °C. The initial rate for the isomerisation of α-pinene oxide was a maximum at 15 wt.% B 2O 3 loading. Both Lewis and Brønsted acid sites were present in B 2O 3/SiO 2 samples although at higher loadings of B 2O 3, Brønsted acidity predominated. Under anhydrous conditions, no crystalline phases of boron oxide were detected up to a B 2O 3 loading of 20 wt.%, but upon exposure to ambient environment, boric acid was formed. The Lewis acid, ZnCl 2/MCM-41, was not very active but highly selective (85%) for campholenic aldehyde. Al-MCM-41 and HY zeolites showed high conversion but the selectivity was dependent on the Al content, varying from 49 to 66%. By incorporating both microporosity and mesoporosity in mesostructured Al-MSU-S FAU (Si/Al 70), good activity and selectivity to campholenic aldehyde, 86%, was observed.

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