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Tutik Dwi Wahyuningsih
Chemistry Department, Faculty of Mathematics and Natural Sciences, Universitas Gadjah Mada, Yogyakarta
Chemical Engineering, Chemistry & Bioengineering Chemistry

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SYNTHESIS OF NEW ACTIVATED INDOLES; 3-(4’-BROMOPHENYL)-4,6-DIMETHOXY-2-METHYLINDOLE Tutik Dwi Wahyuningsih
Indonesian Journal of Chemistry Vol 4, No 3 (2004)
Publisher : Universitas Gadjah Mada

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (199.846 KB) | DOI: 10.22146/ijc.21853

Abstract

3-(4'-Bromophenyl)-4,6-dimethoxy-2-methylindole has been synthesized from 4,6-dimethoxyaniline via the modified Bischler method. Reaction of 4,6-dimethoxyaniline with 2,4-dibromopropiophenone gave an aniline ketone in 85%, and then it was protected to give the amido ketone as a white solid. Cyclization of amido ketone was performed by trifluoroacetic acid and subsequent deprotection with potassium hydroxide in methanol afforded a white solid of 3-(4'-bromophenyl)-4,6-dimethoxy-2-methylindole in 86%.
SYNTHESIS OF 3,4-DIMETHOXY ISOAMYL CINNAMIC AS THE SUNSCREEN COMPOUND FROM CLOVE OIL AND FUSEL OIL Tutik Dwi Wahyuningsih; Tri Joko Raharjo; Iqmal Tahir
Indonesian Journal of Chemistry Vol 2, No 1 (2002)
Publisher : Universitas Gadjah Mada

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (58.843 KB) | DOI: 10.22146/ijc.21933

Abstract

Synthesis of sunscreen compound 3,4-dimethoxy isoamyl cinnamic from clove oil and fusel oil has been done. The majoring component of clove oil that is eugenol has been isolated, followed with several chemical processes i.e. isomerization into isoeugenol, oxidation of the product to change into vanillin, then modification vanillin into veratraldehyde. From the fusel oil, we isolate isoamyl alcohol and modified by acetylation into isoamyl acetic. The final product could be produce by Claissen's condensation of isoamyl acetic and veratraldehyde to give 3,4-dimethoxy isoamyl cinnamic. All of the processes are followed with structure characterization using GC, IR, GC-MS and 1H-NMR spectroscopy. The result shown that compound has 46.98% purity and potent as the UV-B sunscreen's type (lmax = 313 nm). In-vitro sunscreen's activity of the compound was tested by UV-Vis spectrophotometry and resulting a maximum Sun Protection Factor value (SPFin-vitro) at low concentration, 10.25 mg/mL.
Co-Authors Iqmal Tahir Tri Joko Raharjo