Solvent Influence on Selectivity in <i>α</i>-Pinene Oxide Isomerization Using MoO<sub>3</sub>-Modified Zeolite BETA

Natural source turpentine is an available source of <i>α</i>-pinene oxide. This compound’s value is especially given by the possibility of producing important compounds campholenic aldehyde and <i>trans</i>-carveol. In this work, we would like to present the usage of MoO<s...

Full description

Bibliographic Details
Main Authors: Eva Vrbková, Eliška Vyskočilová, Miloslav Lhotka, Libor Červený
Format: Article
Language:English
Published: MDPI AG 2020-10-01
Series:Catalysts
Subjects:
Online Access:https://www.mdpi.com/2073-4344/10/11/1244
_version_ 1797549596482732032
author Eva Vrbková
Eliška Vyskočilová
Miloslav Lhotka
Libor Červený
author_facet Eva Vrbková
Eliška Vyskočilová
Miloslav Lhotka
Libor Červený
author_sort Eva Vrbková
collection DOAJ
description Natural source turpentine is an available source of <i>α</i>-pinene oxide. This compound’s value is especially given by the possibility of producing important compounds campholenic aldehyde and <i>trans</i>-carveol. In this work, we would like to present the usage of MoO<sub>3</sub>-modified zeolite BETA in α-pinene oxide isomerization concerning campholenic aldehyde and <i>trans</i>-carveol formation using a wide range of solvents. Catalyst calcination temperature also influenced the reaction course (selectivity to desired compounds and reaction rate). MoO<sub>3</sub>-zeolite BETA was prepared by the wet impregnation method and characterized by different techniques. The use of polar aprotic solvents had the most positive effect on the reaction course. Solvent basicity and polarity considerably influenced the reaction rate and selectivity to particular products. The combination of high basicity and the high polarity was the most suitable for the studied reaction from the reaction rate point of view. Selectivity to campholenic aldehyde and <i>trans</i>-carveol was the most influenced by solvent basicity. Higher solvent basicity caused the preferential formation of <i>trans</i>–carveol, influence on selectivity to campholenic aldehyde formation was the opposite. The described catalyst may be used for <i>α</i>-pinene oxide rearrangement to both desired products dependently on the used solvent. Molybdenum offers an exciting alternative for previously described modifications of zeolites for this reaction.
first_indexed 2024-03-10T15:17:48Z
format Article
id doaj.art-66164bd1b0b9416988de4b487dd26475
institution Directory Open Access Journal
issn 2073-4344
language English
last_indexed 2024-03-10T15:17:48Z
publishDate 2020-10-01
publisher MDPI AG
record_format Article
series Catalysts
spelling doaj.art-66164bd1b0b9416988de4b487dd264752023-11-20T18:48:13ZengMDPI AGCatalysts2073-43442020-10-011011124410.3390/catal10111244Solvent Influence on Selectivity in <i>α</i>-Pinene Oxide Isomerization Using MoO<sub>3</sub>-Modified Zeolite BETAEva Vrbková0Eliška Vyskočilová1Miloslav Lhotka2Libor Červený3Department of Organic Technology, University of Chemistry and Technology, 16628 Prague, Czech RepublicDepartment of Organic Technology, University of Chemistry and Technology, 16628 Prague, Czech RepublicDepartment of Inorganic Technology, University of Chemistry and Technology, 16628 Prague, Czech RepublicDepartment of Organic Technology, University of Chemistry and Technology, 16628 Prague, Czech RepublicNatural source turpentine is an available source of <i>α</i>-pinene oxide. This compound’s value is especially given by the possibility of producing important compounds campholenic aldehyde and <i>trans</i>-carveol. In this work, we would like to present the usage of MoO<sub>3</sub>-modified zeolite BETA in α-pinene oxide isomerization concerning campholenic aldehyde and <i>trans</i>-carveol formation using a wide range of solvents. Catalyst calcination temperature also influenced the reaction course (selectivity to desired compounds and reaction rate). MoO<sub>3</sub>-zeolite BETA was prepared by the wet impregnation method and characterized by different techniques. The use of polar aprotic solvents had the most positive effect on the reaction course. Solvent basicity and polarity considerably influenced the reaction rate and selectivity to particular products. The combination of high basicity and the high polarity was the most suitable for the studied reaction from the reaction rate point of view. Selectivity to campholenic aldehyde and <i>trans</i>-carveol was the most influenced by solvent basicity. Higher solvent basicity caused the preferential formation of <i>trans</i>–carveol, influence on selectivity to campholenic aldehyde formation was the opposite. The described catalyst may be used for <i>α</i>-pinene oxide rearrangement to both desired products dependently on the used solvent. Molybdenum offers an exciting alternative for previously described modifications of zeolites for this reaction.https://www.mdpi.com/2073-4344/10/11/1244<i>α</i>-Pinene oxidecampholenic aldehydetrans-carveolisomerizationMoO<sub>3</sub>-zeolite BETA
spellingShingle Eva Vrbková
Eliška Vyskočilová
Miloslav Lhotka
Libor Červený
Solvent Influence on Selectivity in <i>α</i>-Pinene Oxide Isomerization Using MoO<sub>3</sub>-Modified Zeolite BETA
Catalysts
<i>α</i>-Pinene oxide
campholenic aldehyde
trans-carveol
isomerization
MoO<sub>3</sub>-zeolite BETA
title Solvent Influence on Selectivity in <i>α</i>-Pinene Oxide Isomerization Using MoO<sub>3</sub>-Modified Zeolite BETA
title_full Solvent Influence on Selectivity in <i>α</i>-Pinene Oxide Isomerization Using MoO<sub>3</sub>-Modified Zeolite BETA
title_fullStr Solvent Influence on Selectivity in <i>α</i>-Pinene Oxide Isomerization Using MoO<sub>3</sub>-Modified Zeolite BETA
title_full_unstemmed Solvent Influence on Selectivity in <i>α</i>-Pinene Oxide Isomerization Using MoO<sub>3</sub>-Modified Zeolite BETA
title_short Solvent Influence on Selectivity in <i>α</i>-Pinene Oxide Isomerization Using MoO<sub>3</sub>-Modified Zeolite BETA
title_sort solvent influence on selectivity in i α i pinene oxide isomerization using moo sub 3 sub modified zeolite beta
topic <i>α</i>-Pinene oxide
campholenic aldehyde
trans-carveol
isomerization
MoO<sub>3</sub>-zeolite BETA
url https://www.mdpi.com/2073-4344/10/11/1244
work_keys_str_mv AT evavrbkova solventinfluenceonselectivityiniaipineneoxideisomerizationusingmoosub3submodifiedzeolitebeta
AT eliskavyskocilova solventinfluenceonselectivityiniaipineneoxideisomerizationusingmoosub3submodifiedzeolitebeta
AT miloslavlhotka solventinfluenceonselectivityiniaipineneoxideisomerizationusingmoosub3submodifiedzeolitebeta
AT liborcerveny solventinfluenceonselectivityiniaipineneoxideisomerizationusingmoosub3submodifiedzeolitebeta