TWO APPROACHES TO THE SYNTHESIS OF DIMETHYL FUMARATETHATDEMONSTRATESFUNDAMENTAL PRINCIPLES OF ORGANIC CHEMISTRY

• Main Author: Novilawati Tulak, Rifka
• Format: Theses
• Language: Indonesia
• Subjects: Kimia
• Online Access: https://digilib.itb.ac.id/gdl/view/38852
• Institution: Institut Teknologi Bandung

Dimethyl Fumarate is a compound of methyl esters of fumaric acid, dimethyl fumarate was initially recognized as a highly effective hypoxic cell radiosensitizer. Currently dimethyl fumarate is used in effective treatment for patients with multiple sclerosis. In a previous study the synthesis of dimethyl fumarate was carried out by isomerization using a catalyst or without catalyst. Some catalysts that can be used in isomerisais reactions, namely by using a diethylamine (EhNH) catalyst and with an amine catalyst mixed with zinc chloride. In a reaction that does not use a catalyst, the reaction can be carried out by means of a radical reaction using Bromine (Bn) but the synthesis reaction requires a relatively long time and the results of the rendament are relatively small. Therefore, this study aims to study the two synthesis pathways of dimethyl fumarate with esterification and isomerization reaction pathways using catalyst ion liquid [DMIM]Br using the Microwave Assisted Organic Synthesis (MAOS) method, and develop a practicum module based on the synthesis results. The ionic liquid [DMIM]Br has been successfully synthesized and gives a yield of 62.42%. The synthesized ion liquid is used as a catalyst in the esterification reaction and has succeeded in synthesizing dimethyl fumarate and gives a yield of 68.50%, melting point measured at 103°C. Whereas the isomerization reaction pathway has been successfully synthesized dimethyl fumarate from dimethyl maleate isomerization reaction and gives a yield of 59.51%, measured melting point of 104°C. The purity of dimethyl fumarate from the two synthesis reaction pathways was characterized by the KLT method, while the structure was verified using the FTIR and NMR spectroscopy methods. The results of the development and trial of the practicum module showed a positive response that was shown by Bulungan MAN students, through students' understanding in studying the esterification reaction by 89%.