Olefin Autoxidation in Flow
Author(s)Neuenschwander, Ulrich; Jensen, Klavs F.
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Handling hazardous multiphase reactions in flow brings not only safety advantages but also significantly improved performance, due to better mass transfer characteristics. In this paper, we present a continuous microreactor setup, capable of performing olefin autoxidations with O[subscript 2], under solvent-free and catalyst-free conditions. Owing to the transparent reactor design, consumption of O[subscript 2] can be visually followed and exhaustion of the gas bubbles marks a clear end point along the channel length coordinate. Tracking the position of this end point enables measuring effective rate constants. The developed system was calibrated using the well-studied β-pinene substrate, and was subsequently applied to the synthetically interesting transformation of (+)-valencene to (+)-nootkatone. For the latter, a space-time yield was obtained that is at least 3 orders of magnitude larger than that realized with established biotechnology approaches.
DepartmentMassachusetts Institute of Technology. Department of Chemical Engineering
Industrial & Engineering Chemistry Research
American Chemical Society (ACS)
Neuenschwander, Ulrich, and Klavs F. Jensen. “Olefin Autoxidation in Flow.” Ind. Eng. Chem. Res. 53, no. 2 (January 15, 2014): 601–608.
Author's final manuscript