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Marcellino Rudyanto
Research and Community Service Institute, Widya Mandala Catholic University, Jl. Dinoyo 42-44 Surabaya 60265
Chemical Engineering, Chemistry & Bioengineering Chemistry

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SYNTHESIS OF SOME CINNAMIC ACID DERIVATIVES: EFFECT OF GROUPS ATTACHED ON AROMATIC RING TO THE REACTIVITY OF BENZALDEHYDE Marcellino Rudyanto; Lanny Hartanti
Indonesian Journal of Chemistry Vol 8, No 2 (2008)
Publisher : Universitas Gadjah Mada

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (78.964 KB) | DOI: 10.22146/ijc.21626

Abstract

Synthesis of cinnamic acid and its six derivatives has been done by employing Knoevenagel reaction. Benzaldehyde, 4-butylbenzaldehyde, 4-t-butylbenzaldehyde, 4-butoxybenzaldehyde, 4-phenylbenzaldehyde, 5-bromo-2,4-dimethoxybenzaldehyde, and 5-bromo-2,3-dimethoxybenzaldehyde were reacted with malonic acid in pyridine – piperidine to give cinnamic acid (85,3%), 4-butylcinnamic acid (69,3%), 4-t-butylcinnamic acid (77,7%), 4-butoxycinnamic acid (64,5%), 4-phenylcinnamic acid (65,5%), 5-bromo-2,4-dimethoxycinnamic acid (53,2%) and 5-bromo-2,4-dimethoxycinnamic acid (57,2%), respectively. It was disclosed that 4-alkyl, 4-alkoxy, 4-aryl, dan 2-alkoxy groups decrease the reactivity of carbonyl carbon of benzaldehyde.
ONE-STEP CONVERSION OF EUGENOL TO METHYL ISOEUGENOL USING MICROWAVE IRRADIATION IN SOLVENT-FREE CONDITIONS Marcellino Rudyanto; Lanny Hartanti
Indonesian Journal of Chemistry Vol 6, No 3 (2006)
Publisher : Universitas Gadjah Mada

Show Abstract | Download Original | Original Source | Check in Google Scholar | Full PDF (193.996 KB) | DOI: 10.22146/ijc.21734

Abstract

A research on conversion of eugenol to methyl isoeugenol via one-step reaction with microwave irradiation has been carried out. Mixtures containing eugenol, sodium or potassium carbonate as solid support, with or without sodium or potassium hydroxide as base, with or without tetrabutylammonium bromide as phase transfer catalyst, with dimethyl sulfate as the methylating agent were irradiated in a domestic microwave oven for 20 - 50 seconds. It was revealed that one-step methylation and isomerization required combinations of sodium or potassium hydroxide base and tetrabutylammonium bromide. Without combination of base and TBAB only one product, i.e. methyl eugenol, was formed.
Co-Authors Lanny Hartanti