Catalytic activities of Fe3+- and Zn2+-natural zeolite on the direct cyclisation-acetylation of (R)-(+)-citronellal

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Edy Cahyono, M. Muchalal, T. Triyono, Harno Dwi Pranowo

2014 Bulletin of Chemical Reaction Engineering and Catalysis Vol. 9 Issue 2 Article Cited by 5

Abstract

An investigation on characterisation and catalytic ativities of modified natural zeolite on cyclisation-acetylation reaction of (R)-(+)-citronellal was performed. The experimental works involved the isolation of (R)-(+)-citronellal from Javanese citronella (Cymbopogon winterianus) oil by vacuum fractional distillation, the determination of its enantiomers, and the preparation and characterisation of different catalysts i.e. H-natural zeolite (H-Za), Fe 3+-natural zeolite (Fe3+-Za), and Zn2+-natural zeolite (Zn2+-Za), followed by the examination of their activity and selectivity on cyclisation-acetylation reaction of (R)-(+)-citronellal. The isolated citronellal contained 88.21 ee.% of (R)-(+)-citronellal. The crystallinity and the morphology of the modified zeolites showed that the natural zeolite from Malang Indonesia has the main component of mordenite-type zeolite. The main products of cyclisation-acetylation of (R)-(+)-citronellal were isopulegyl acetate (IPA) and neo-isopulegyl acetate (NIPA). Fe 3+-Za catalyst showed the highest activity towards IPA and NIPA production but its stereoselectivity was slightly lower than that of Zn 2+-Za catalyst. It is shown that Lewis acidity plays the role in the formation of acetyl ionic from acetic anhydride. © 2014 BCREC UNDIP. All rights reserved.

Affiliations

Department of Chemistry, Universitas Negeri Semarang, Sekaran, Gunungpati, Semarang 50229, Indonesia; Department of Chemistry, Gadjah Mada University, Sekip Utara, Yogyakarta 55281, Indonesia