(19d) Tuning Performance of Ketone Partial Oxidation over Supported VOx and Its Utilization: Selective Maleic Anhydride Production from Levulinic Acid Oxidative Scission.
AIChE Annual Meeting
Monday, November 16, 2020 - 8:45am to 9:00am
Toward potential applications, we study the oxidative scission of bio-based levulinic acid. We observe that oxidation of either affords maleic anhydride in excellent yields (60-70%), which contrasts expectations based on trends observed for monofunctional methyl ketones. An examination of primary, secondary, and tertiary reaction pathways during oxidative scission of levulinic acid reveals that its facile intramolecular dehydration leads to the formation of stable, cyclic angelicalactones, which quickly dehydrogenate to form protoanemoninâa polyfunctional molecule having both diene and lactone structures. Its unique structure suggests it may be a useful platform chemical in the synthesis of biopolymers; further, its formation is unique to this 5-carbon system, and its formation underlies the high selectivity to maleic anhydride observed in this system.