Surfactant-Assisted Ozonolysis of Alkenes in Water: Mitigation of Frothing Using Coolade as a Low-Foaming Surfactant
Supanat Buntasana, Jun Hayashi, Prakorn Saetung, Piyatida Klumphu, Tirayut Vilaivan and Panuwat Padungros*
*Department of Chemistry, Faculty of Science, Chulalongkorn University, Phayathai Road, Pathumwan, Bangkok 10330, Thailand,
Email: panuwat.p
chula.ac.th
S. Buntasana, J. Hayashi, P. Saetung, P. Klumphu, T. Vilaivan, P. Padungros, J. Org. Chem., 2022, 87, 6525-6540.
DOI: 10.1021/acs.joc.1c02539
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Abstract
The use of Coolade as a nonionic and low-foaming surfactant enables an ozonolysis of alkenes in water to provide carbonyl products in good yields. During the ozonolysis reaction, water molecules intercept the Criegee intermediate to provide a hydroxy hydroperoxide intermediate that decomposes to the carbonyl compound without the need for a reductant.
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proposed reaction pathway
Coolade
reactions without reductive workup (shortened table)
Key Words
ID: J42-Y2022
