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M. Muchalal

Chemistry Department, Faculty of Mathematics and Natural Sciences, Universitas Gadjah Mada, Yogyakarta

Author-ID : 3959561

Chemical Engineering, Chemistry & Bioengineering Chemistry

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Articles

STUDY OF CATALYTIC CYCLISATION OF (+)-CITRONELLAL WITH Zn/γ-ALUMINA AS CATALYST Elvina Dhiaul Iftitah; Hardjono Sastrohamidjojo; M. Muchalal
Indonesian Journal of Chemistry Vol 4, No 3 (2004)
Publisher : Universitas Gadjah Mada

The reaction of catalytic cyclisation of (+)-citronellal has been done using g-alumina and Zn/γ-alumina as catalysts. Zn/γ-alumina catalyst was prepared by impregnation of ZnBr2 into solid of γ-alumina in methanol as a solvent. The calcination process is performed on Muchalal reactor at 400 oC. The reactions were carried out under nitrogen gas atmosphere by mixing 5 mL sample and 1.0 g catalyst at 90-95 oC for 3 hours. The product of reaction was analyzed using GC, FT-IR and GC-MS. The reaction of cyclization of (+)-citronellal with γ-alumina catalyst did not give targeted product as well as reaction with Zn/g-alumina catalyst. Whereas, the reactions with Zn/γ-alumina catalyst gave four compounds of isopulegol stereoisomer. Conversion of (-)-Isopulegol, (+)-Neoisopulegol, (+)-Isoisopulegol and (+)-Neoisoisopulegol were 64,29%, 18,80%, 9,20% and 3,32% respectively. For that reason, the transformation of (+)-sitronelal using Zn/γ-alumina was considered to be the best catalyst. A reaction mechanism is proposed where the (+)-citronellal molecule binds to a catalyst Lewis acid site via the aldehyde oxygen and the π-electrons of the double bond. Subsequent protonation of the aldehyde via a neighbouring Bronsted acid site initiates the cyclisation to isopulegol.

STUDY OF EPOXIDE DECYCLISATION OF CARYOPHYLENE OXIDE WITH SYNTHETIC ZEOLITE AS CATALYSTS Winarto Haryadi; M. Muchalal
Indonesian Journal of Chemistry Vol 4, No 2 (2004)
Publisher : Universitas Gadjah Mada

The reaction of epoxide ring opening of caryophillene oxide has been done using zeolite H-Y, H-sodalit, and H-ZSM-5 as catalysts. The reactions were done in two types, there were in dioxane solvent at temperature of 110 oC and without solvent at temperature of 175 oC. The catalyst weight was 10 % from caryophillene oxide weight, and the time of reaction was four hours. The product of reaction was analyzed using GC, FTIR, and GC-MS. The reactions of caryophillene oxide in dioxane solvent with the three kinds of zeolites did not give any targeted product. Whereas, the reactions without solvent gave three main products, there was one compound with one group of secondary hidroxyl (secondary alcohol), and two compounds of ketone from caryophillene. The reaction product of caryophillene oxide obtained without using solvent with the three type of catalysts were then compared. Conversion of three main products produced by H-ZSM-5 catalyst, H-sodalit catalyst and H-Y catalyst were 82.11 %, 54.92 % and 38.53 % respectively. For that reason, the transformation of caryophillene oxide using H-ZSM-5 catalyst was considered to be the best selective product. The alcohol product was resulted from reaction between caryophillene oxide and Bronsted acid, and the ketone products was resulted from the reaction with Lewis acid in zeolite.

THE STEREOCHEMISTRY EFFECT OF EUGENOL, CIS-ISOEUGENOL AND TRANS-ISOEUGENOL ON THEIR CATALYTIC HIDROGENATION M. Muchalal
Indonesian Journal of Chemistry Vol 4, No 2 (2004)
Publisher : Universitas Gadjah Mada

The stereochemistry effect of eugenol, cis-isoeugenol and trans-isoeugenol on their catalytic hydrogenation by Ni/g-Al2O3 catalyst was investigated. In this investigation, the catalyst is prepared by impregnation of Nickel into solid of γ-Al2O3 in methanol as a solvent. The calcination process, which is followed by reduction, is performed on Muchalal reactor at 400 oC. After that, the catalytic hydrogenation is carried out under hydrogen gas atmosphere by mixing 10 mL sample and 0.5 g Ni/g-Al2O3 catalyst at 200 oC for 3 hours. The stereochemistry effect of reactants is evaluated by computer modelling using PM3 semiempirical methods. The mass spectrum of catalytic hydrogenation product from those compounds shows a molecular ion at m/z 164, which proves the existence of 2 -methoxy-4-propylphenol. The eugenol gives the highest conversion (99%), followed by cis-isoeugenol (81%) and trans-isoeugenol (67%). It was found that there is a correlation between the stereochemistry of those compounds and catalytic reactivity.

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