Isomerization of alpha-Pinene Oxide Using Fe-Supported Catalysts: Selective Synthesis of Campholenic Aldehyde | Sciact - CRIS-system of Boreskov Institute of Catalysis

Isomerization of alpha-Pinene Oxide Using Fe-Supported Catalysts: Selective Synthesis of Campholenic Aldehyde Full article

Journal

Applied Catalysis A: General
ISSN: 0926-860X , E-ISSN: 1873-3875

Output data

Year: 2014, Volume: 470, Pages: 162-176 Pages count : 9 DOI: 10.1016/j.apcata.2013.10.044

Tags

α-Pinene oxide, Campholenic aldehyde, Iron supported catalysts, MCM-41

Authors

Stekrova Marina ^1,2,3 , Kumar Narendra ¹ , Aho Atte ¹ , Sinev Ilia ⁴ , Grünert Wolfgang ⁴ , Dahl Johnny ⁵ , Roine Jorma ⁵ , Arzumanov Sergey S. ⁶ , Maki-Arvela Paivi ¹ , Murzin Dmitry Yu. ¹

Affiliations

1	Laboratory of Industrial Chemistry and Reaction Engineering, Åbo Akademi University, FI-20500 Turku, Finland
2	Institute of Chemical Technology Prague, Department of Organic Technology, Prague 6, Czech Republic
3	Research Institute of Inorganic Chemistry, Inc., Ústí nad Labem, Czech Republic
4	Ruhr University Bochum, Germany
5	Department of Physics and Astronomy, University of Turku, Turku, Finland
6	Boreskov Institute of Catalysis, Novosibirsk, Russia

Funding (3)

1	Åbo Akademi University
2	European Commission
3	Ministry of Education Youth and Sports	MSMT 20/2013

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.

Stekrova M. , Kumar N. , Aho A. , Sinev I. , Grünert W. , Dahl J. , Roine J. , Arzumanov S.S. , Maki-Arvela P. , Murzin D.Y.
Isomerization of alpha-Pinene Oxide Using Fe-Supported Catalysts: Selective Synthesis of Campholenic Aldehyde
Applied Catalysis A: General. 2014. V.470. P.162-176. DOI: 10.1016/j.apcata.2013.10.044 WOS Scopus РИНЦ ANCAN OpenAlex

Submitted:	Aug 26, 2013
Accepted:	Oct 24, 2013
Published online:	Oct 31, 2013
Published print:	Jan 30, 2014

Web of science:	WOS:000330822900018
Scopus:	2-s2.0-84888080968
Elibrary:	21861192
Chemical Abstracts:	2014:83630
Chemical Abstracts (print):	160:234341
OpenAlex:	W2032969385

DB	Citing
Web of science	55
Scopus	58
Elibrary	54
OpenAlex	55