THE STUDY OF OXOMOLYBDENUM(VI) COMPLEXES OF DITHIOCARBAMATE ON THE EPOXIDATION REACTION OF ETHYL OLEATE

• Main Author: WIBOWO (NIM:20516037), REKSY
• Format: Theses
• Language: Indonesia
• Online Access: https://digilib.itb.ac.id/gdl/view/30304
• Institution: Institut Teknologi Bandung

Epoxidation of fatty acid and its derivatives are one of the chemical transformations in the <br /> <br /> oleochemical industry. Epoxidized product work as precursors for various chemical reactions. <br /> <br /> However, epoxidation reaction used in organic synthesis mainly used percarboxylic acid <br /> <br /> reagent or chlorohydrin process which have several limitations, such as run at high <br /> <br /> temperature and high pressure reaction condition, employing toxic-organic solvent and <br /> <br /> corrosive. Molybdenum is the most studied transition metal at the topic of oxygen atom <br /> <br /> reaction, especially in the phosphine oxygenation and olefin epoxidation preocess. <br /> <br /> Dioxomolybdenum(VI) complex of diethyldithiocarbamate is known as a reactive complex in <br /> <br /> catalyzing oxidation of phosphine to phosphine oxide. Besides dioxomolybdenum(VI) <br /> <br /> complex of diethyldithiocarbamate, oxomolybdenum(VI) complexes of <br /> <br /> diethydithiocarbamate is also well-studied in phosphine oxidation. Nonetheless, there are few <br /> <br /> study regarding the reactivity of dioxo and oxomolybdenum(VI) group of <br /> <br /> diethyldithiocarbamate on the olefin epoxidation. Herein, we investigated the reactivity of <br /> <br /> dioxo and oxomolybdenum(VI) group of diethyldithiocarbamate on epoxidation reactions <br /> <br /> employing tert-butyl hydroperoxide (TBHP) and molecular O2 as the oxidant. The results of <br /> <br /> the study revealed that both type of the oxomolybdenum(VI) complexes performed weakly in <br /> <br /> catalyzing ethyl oleate epoxidation with both oxidants and performed moderately in <br /> <br /> catalyzing ring-opening epoxide (olefin dihydroxylation) reaction in the presence of water. <br /> <br /> Reaction mechanism study on olefin epoxidation using TBHP as the oxidant by FT-IR, 1H <br /> <br /> NMR and Vis-Nir analysis show the possibility of an existence of a similar active species <br /> <br /> produced by all-three complexes of oxomolybdenum(VI) diethyldithiocarbamate.