Garuda - Garba Rujukan Digital

Konversi Sitronelal Menjadi Senyawa Isopulegol dengan Katalis ZnBr2/β-Zeolit Khoirun Nisyak; Elvina Dhiaul Iftitah; Rachmat Triandi Tjahjanto
Jurnal Kimia dan Kemasan Vol. 39 No. 2 Oktober 2017
Publisher : Balai Besar Kimia dan Kemasan

Pada penelitian ini telah dilakukan konversi sitronelal menjadi senyawa isopulegol melalui mekanisme reaksi siklisasi dengan katalis ZnBr2/β-Zeolit. Sitronelal diisolasi dari minyak sereh wangi dengan metode distilasi fraksional. Katalis ZnBr2/β-Zeolit dibuat dengan metode impregnasi pada temperatur 400 ºC di bawah aliran gas nitrogen selama 4 jam. Reaksi konversi sitronelal dilakukan dengan metode one-pot synthesis dengan aliran gas nitrogen pada temperatur 120 ºC. Karakterisasi katalis ZnBr2/β-Zeolit dilakukan dengan analisa X ray- Diffraction (XRD) dan Scanning Electron Microscopy- Energy Dispersive X-ray (SEM-EDX). Karakterisasi produk reaksi dilakukan kromatografi gas (GC) dan Gas Chromatography-Mass Spectroscopy (GC-MS). Berdasarkan hasil penelitian, katalis ZnBr2/β-Zeolit memberikan aktivitas lebih baik dibandingkan β-Zeolit, dimana nilai konversi sitronelal menjadi isopulegol sebesar 100% dengan selektivitas terhadap senyawa isopulegol sebesar 75,28% pada temperatur 120 0C dan waktu reaksi 60 menit.

Prediction of Geraniol Bond Mode in Aspergillus niger Linalool Dehydratase – Isomerase Yelfi Anwar; Andrianopsyah Mas Jaya Putra; Elvina Dhiaul Iftitah; Partomuan Simanjuntak; Shirly Kumala
Majalah Obat Tradisional Vol 24, No 2 (2019)
Publisher : Faculty of Pharmacy, Universitas Gadjah Mada

Geraniol is a very valuable aroma chemical and has commonly been used in fragrances and aroma compound. Geraniol biotransformation by Aspergillus niger has been studied. The main bioconversion products obtained from geraniol and liquid culture of A. niger are linalool and alpha-terpineol. Linalool plays a major role in anti-inflammatory, antibacterial and antioxidant activities. This study aims to know the interaction of geraniol in Aspergillus niger enzyme with docking molecular. Comparative modeling of Aspergillus niger enzyme was conducted by means of one of the crystal structure of Linalool Dehydratase – Idomerase (LDI) as a template. The best model of this comparative modeling was then used in docking molecular to investigate geraniol binding mode inactive site enzyme of Aspergillus niger. Inactive site enzyme of Aspergillus niger, geraniol is located with hydrophobic and hydrogen bonds: Amino acid – the amino acids are Asn 105, Arg 96, Lys 112 inactive site - OH with hydrogen bond, Arg 97 inactive site – CH3 with hydrophobic bond and Leu54 inactive site – CH3 with the hydrophobic bond. The distances among pharmacophore respectively are 3,603 A, 6,768 A, and 7,345A. It has higher score (ΔGbind: -3.4 kcal/mol) compared to linalool (ΔGbind: -3.6 kcal/mol). Virtual tethering of linalool with LDI Aspergillus niger enzyme in amino acid Leu120 and Glu118 had been done. The pharmacophore is - OH and methyl C8 group. The distances among pharmacophore respectively are 5,835 Å, 2,52 Å, and 5,32 Å. Virtual tethering of LDI Aspergillus niger enzyme with geraniol has a higher score (ΔGbind: -3.4 kcal/mol) compared to linalool (ΔGbind: -3.6 kcal/mol). It shows that interaction between linalool and LDI Aspergillus niger enzyme is easier to occur than the interaction between geraniol and LDI Aspergillus niger enzyme, geraniol reaction to linalool that occurs is rearrangement reaction.

One-Pot Catalytic Oxidation for Transforming Eugenol to Vanillin Using ZnAl2O4 Catalyst Damiana Nofita Birhi; Elvina Dhiaul Iftitah; Warsito Warsito; Adzkia Qisthi Ismail
The Journal of Pure and Applied Chemistry Research Vol 10, No 3 (2021): Edition September-December 2021
Publisher : Chemistry Department, The University of Brawijaya

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.21776/ub.jpacr.2021.010.03.622

In this study, ZnAl2O4 catalyst was synthesized with the capability of transforming eugenol to vanillin through One-Pot Catalytic Oxidation. ZnAl2O4 was synthesized from Zn(CH3COO)2.2H2O and Al2O3 using the wet-impregnation method, and characterized by FTIR, XRD, and SEM. One-Pot Catalytic Oxidation was conducted by heating under reflux at 150oC using nitrobenzene and a certain amount of ZnAl2O4 catalyst (4% and 7%) for 2 and 3 hours of reaction. Catalytic Oxidation is also carried out without catalyst as a comparison. The vanillin product was confirmed by GC and spectral data achieved from UV-Vis, FTIR, and mass spectrometry. The results revealed that transforming eugenol to vanillin using ZnAl2O4 catalyst provides a better selectivity value than without using the catalyst, is 100% for the use of 4% catalyst in 2 hours, while without catalyst gives 88% in 3 hours. In addition, the use of 4% catalyst in 3 hours gives 94% for selectivity of vanillin, and the use of 7% catalyst gives selectivity values at 82% and 85%, respectively for 2 hours and 3 hours. The conversion rate of the use of catalyst and without catalyst gives the perfect rate at 100%, but the use of catalyst produces better vanillin with percent yield at 2.485 for 2 hours, and 3.22% for 3 hours, while without catalyst have percent yield of vanillin at 1.94% for 3 hours.

Preparation and characterization of poly-(methacrylatoethyl trimethylammonium chloride-co-vinylbenzyl chloride-co-ethylene dimethacrylate) monolith Eko Malis; Aprilia Nur Tasfiyati; Elvina Dhiaul Iftitah; Setyawan Purnomo Sakti; Akhmad Sabarudin
The Journal of Pure and Applied Chemistry Research Vol 4, No 2 (2015)
Publisher : Chemistry Department, The University of Brawijaya

A polymer monolithic column, poly-(methacrylatoethyltrimethylammonium chloride-co-vinylbenzyl chloride-co-ethylene dimethacrylate) or poly-(MATE-co-VBC-co-EDMA) was successfully prepared in the current study by one-step thermally initiated in situ polymerization, conﬁned in a steel tubing of 0.5 mm i.d. and 1/16” o.d. The monoliths were prepared from methacrylatoethyltrimethylammonium chloride (MATE) and vinylbenzyl chloride (VBC) as monomer and ethylene dimethacrylate (EDMA) as crosslinker using a binary porogen system of 1-propanol and 1,4-butanediol. The inner wall of steel tubing was pretreated with 3-methacryloxypropyl-trimethoxysilane (MAPS). In order to obtain monolith with adequate column efﬁciency and low ﬂow resistance, some parameters such as total monomer concentration (%T) and crosslinker concentration (%C) were optimized. The morphology of this monolith was assessed by scanning electron microscopy (SEM). The properties of the monolithic column, such as permeability, binding capacity, and pore size distribution were also characterized in detail. From the results of the characterization of all monolith variation, monolith with %T 30 %C 50 and %T 35 %C 50 give the best characteristic. These monoliths have high permeability, adequate molecular recognition sites (represented with binding capacity value of over 20 mg/mL), and have over 80% flow through pores in their pore structure contribute to low flow resistance. The resulted monolithic columns have promising potential for dual mode liquid chromatography. MATE may contribute for anion-exchange while VBC may responsible for reversed-phase liquid chromatography.

Konversi Sitronelal Menjadi Senyawa Isopulegol dengan Katalis ZnBr2/β-Zeolit Khoirun Nisyak; Elvina Dhiaul Iftitah; Rachmat Triandi Tjahjanto
Jurnal Kimia dan Kemasan Vol. 39 No. 2 Oktober 2017
Publisher : Balai Besar Kimia dan Kemasan

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.24817/jkk.v39i2.3306

Pada penelitian ini telah dilakukan konversi sitronelal menjadi senyawa isopulegol melalui mekanisme reaksi siklisasi dengan katalis ZnBr2/β-Zeolit. Sitronelal diisolasi dari minyak sereh wangi dengan metode distilasi fraksional. Katalis ZnBr2/β-Zeolit dibuat dengan metode impregnasi pada temperatur 400 ºC di bawah aliran gas nitrogen selama 4 jam. Reaksi konversi sitronelal dilakukan dengan metode one-pot synthesis dengan aliran gas nitrogen pada temperatur 120 ºC. Karakterisasi katalis ZnBr2/β-Zeolit dilakukan dengan analisa X ray- Diffraction (XRD) dan Scanning Electron Microscopy- Energy Dispersive X-ray (SEM-EDX). Karakterisasi produk reaksi dilakukan kromatografi gas (GC) dan Gas Chromatography-Mass Spectroscopy (GC-MS). Berdasarkan hasil penelitian, katalis ZnBr2/β-Zeolit memberikan aktivitas lebih baik dibandingkan β-Zeolit, dimana nilai konversi sitronelal menjadi isopulegol sebesar 100% dengan selektivitas terhadap senyawa isopulegol sebesar 75,28% pada temperatur 120 0C dan waktu reaksi 60 menit.

CYCLIZATION AND HYDROGENATION OF (+)-CITRONELLAL TO MENTHOLS OVER ZnBr2 AND Ni CATALYSTS SUPPORTED ON γ-Al2O3 Elvina Dhiaul Iftitah; M. Muchalal; Wega Trisunaryanti; Ria Armunanto
Indonesian Journal of Chemistry Vol 10, No 2 (2010)
Publisher : Universitas Gadjah Mada

Two steps transformation of (+)-citronellal, cyclization and hydrogenation, on ZnBr2/γ-Al2O3 and Ni/γ-Al2O3 catalyst have been realized with the selectivity to cyclization products (isopulegols) was very high (yield up to ~92.58%) over ZnBr2/γ-Al2O3 under mild condition (90 °C and 1 atm nitrogen atmosphere) with high Brønsted acid concentration, while at the same time very low cyclization rates were achieved over Ni/γ-Al2O3 with low or no Brønsted acidity, respectively. The highest cyclization rates were observed over Ni/ZnBr2/γ-Al2O3 under mild condition (90 °C and 1 atm hydrogen atmosphere). The second step transformation towards cyclization products, hydrogenation to menthols, was performed with Ni/γ-Al2O3 under hydrogen atmosphere. Surprisingly the one-step transformation of (+)-citronellal into menthols was investigated over Ni/γ-Al2O3 with yield ~84% under hydrogen atmosphere (90 °C, 1 atm) by exploiting the presence of acidic and hydrogenation sites on the catalyst surface. On the Ni/γ-Al2O3 catalyst it was found that the cyclization of (+)-citronellal to isopulegols occurs on the surface of the support. In the presence of the noble metal, the isopulegols are further hydrogenated to the menthols.

THE SYNTHESIS OF 1,3-DIMETHYL-6,7-DIMETHOXY-3,4-DIHYDROISOQUINOLINE FROM METHYLEUGENOL : APPLICATION OF RITTER REACTION FOR DIRECTLY CYCLIZATION M. Farid Rahman; Elvina Dhiaul Iftitah
Indonesian Journal of Chemistry Vol 6, No 3 (2006)
Publisher : Universitas Gadjah Mada

The synthesis of 1,3-dimethyl-6,7-dimethoxy-3,4-dihydroisoquinoline from methyleugenol with application of Ritter reaction for directly cyclization was presented. This research was carried out in 2 steps : (1) Determination of intermediate stability that undergo in the reaction by using hyperchem version 6 with AM 1 semi empirical method, and (2) Synthesis of dihydroisoquinoline from methyleugenol and acetonitrile with acid catalyst (H2SO4) in the laboratory. The result of AM 1 calculation found that generally, the intermediate encourage the formation dihydroisoquinoline product, had low energy were compared with the intermediate in other product. Therefore, the dihydroisoquinoline product was easily formed. The result of experimental laboratory found that dihydroisoquinoline could be synthesed from methyleugenol and acetonitrile in the presence sulphuric acid under reflux in 74,92% yields. In despite, the minor product was formed with amount 6,74%. While the reaction at room temperature gave dihydroisoquinoline in poor yield about 11,42%.

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.

Preparation of Poly-(GMA-EDA-β-CD-co-TMPTMA) Monolith as High Performance Liquid Chromatography Chiral Stationary Phase Column Stevin Carolius Angga; Dias Septiana; Suci Amalia; Warsito Warsito; Elvina Dhiaul Iftitah; Akhmad Sabarudin
Indonesian Journal of Chemistry Vol 19, No 4 (2019)
Publisher : Universitas Gadjah Mada

An enantiomer molecule consisted of the chiral atom has different structure conformations, which exhibit different activities as well. Yet, its separation considerably difficult since ordinary separation could not separate both molecules. One of the popular enantioseparations which are often used was using organic polymer monolithic column modified by ethylenediamine-β-cyclodextrin (EDA-β-CD) as the enantioseparations site. The aim of this research was to produce chiral stationary phase column for enantioseparations of (±)-citronellal. It was conducted by preparing monolithic column using monomer glycidyl methacrylate (GMA), trimethylolpropane trimethacrylate (TMPTMA) as crosslinker, 1-propanol, 1,4-butanediol, and water as pore-forming agents (porogens) in the presence of α,α'-azoisobutyronitrile (AIBN) as radical initiator inside polyetheretherketone (PEEK) tubing. It was then modified with EDA-β-CD synthesized from β-CD. Finally, it was installed as a high-performance liquid chromatography column. The result shows the produced chiral stationary phase column could separate (±)-citronellal at a retention time of 44.76 and 45.71 min.

Synthesis Strategy of Cinnamaldehyde Derivate Compound from Cinnamon Bark Oil (Cinnamomum burmanii) to 2-hydroxycinnamaldehyde Vina Octavia Azzahra; Warsito Warsito; Elvina Dhiaul Iftitah; Desytrifa Rosenny Ompusunggu; Dwi Nanda Cakra Wiguna; Fadhil Akbar Sugiarto
Jurnal Kimia Valensi Jurnal Kimia VALENSI Volume 8, No. 1, May 2022
Publisher : Syarif Hidayatullah State Islamic University

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.15408/jkv.v8i1.22686

Cinnamaldehyde is the major secondary metabolite of Cinnamon (Cinnamomum burmanii) that has various benefits in medical fields. One of the cinnamaldehyde derivatives, 2-Hydroxycinnamaldehyde (HC), has been shown to have good anticancer activity. In contrast to its activity, the synthesis method of HC from pure cinnamaldehyde has not been studied before. This research studies the synthesis of HC with a semisynthetic approach from the natural ingredient cinnamaldehyde. This study was initiated by purifying cinnamaldehyde from cinnamon bark oil with the salting method using a saturated sodium bisulfite solution. Cinnamaldehyde is converted into HC through the synthesis design in three-reaction steps, including nitration using nitric acid-acetic acid anhydride at 0-5 °C, reduction in mild condition by reflux using NH4Cl-Fe in methanol-water solution, and diazotation-hydrolysis using NaNO2-HCl at 5 °C. Optimization of the synthesis was evaluated to get the best method according to yield and characterized using TLC, UV-Vis, FTIR, and GC-MS/LC-MS. The isolated CD has a purity of up to 100% with a yield of about 36%. The 2-nitrocinnamaldehyde (NC) product from nitration was analyzed with ethanol and n-hexane (1:1) Rf = 0.84 and showed high purity with a 26% yield. The reduction product 2-aminocinnamaldehyde (Rf = 0.48) and 2-hydroxycinamaldehyde (Rf = 0.19) as a product from diazotation-hydrolysis obtained in moderate yield.

Title

Found 11 Documents
Search

Abstract

Abstract

Abstract

Abstract

Abstract

Abstract

Abstract

Abstract

Abstract

Abstract

Title Search

Found 11 Documents Search

Abstract

Abstract

Abstract

Abstract

Abstract

Abstract

Abstract

Abstract

Abstract

Abstract

Title

Found 11 Documents
Search