DOI: https://doi.org/10.9767/bcrec.9.2.5936.128-135

Catalytic Activities of Fe3+- and Zn2+-Natural Zeolite on the Direct Cyclisation-Acetylation of (R)-(+)-Citronellal

1Department of Chemistry, Universitas Negeri Semarang, Sekaran, Gunungpati, Semarang 50229, Indonesia

2Department of Chemistry, Gadjah Mada University, Sekip Utara, Yogyakarta 55281, Indonesia

Received: 18 Dec 2013; Revised: 9 Apr 2014; Accepted: 17 Apr 2014; Available online: 14 Jul 2014; Published: 30 Aug 2014.
Editor(s): Istadi Istadi
Open Access Copyright (c) 2014 by Authors, Published by BCREC Group
Creative Commons License This work is licensed under a Creative Commons Attribution-ShareAlike 4.0 International License.
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Abstract
Characterisation and catalytic ativities investigation of modified natural zeolite on cyclisation acetylation reaction of (R)-(+)-citronellal was performed. The experimental work involved isolation of (R)-(+)-citronellal from Java Citronella oil (Cymbopogon winterianus) by vacuum fractional distillation, determination of its enantiomer, preparation and characterisation of different catalysts i.e. H-natural zeolite (H-Za), Fe3+-natural zeolite (Fe3+-Za), and Zn2+-natural zeolite (Zn2+-Za), followed by examination of catalytic activity and selectivity. Isolated citronellal contained 88.21% ee of (R)-(+)-citronellal. The main products of cyclisation-acetylation of (R)-(+)-citronellal was IPA (isopulegyl acetate) and NIPA (neo-isopulegyl acetate). Although the highest yield of IPA and NIPA was obtained by Fe3+-Za catalyst (78.69%) at 80oC and 120 min, the stereoselectivity of Fe3+-Za slightly lower than that of Zn2+-Za. Structure elucidation of citronellal and products was carried out by means of GC and GC-MS. Lewis acidity plays the role of acetyl ionic formation from acetic anhydride. The Activity and stereoselectivity of catalysts depended on Lewis acidity and cation distribution on the catalyst surface. © 2014 by Authors, Published by BCREC Group. This is an open access article under the CC BY-SA License (https://creativecommons.org/licenses/by-sa/4.0)
Keywords: (R)-(+)-citronellal; isopulegyl acetate; Fe3+ and Zn2+-natural zeolite

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Section: Original Research Articles
Language : EN
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