Potassium peroxymonosulfate is widely used as an
oxidizing agent, for example, in pools and spas (usually referred to as monopersulfate or "MPS"). It is the
potassiumsalt of
peroxymonosulfuric acid. Usually potassium peroxymonosulfate is available as the triple salt 2KHSO5·KHSO4·K2SO4, known as Oxone.
Potassium peroxymonosulfate per se is a relatively obscure salt, but its derivative called Oxone is of commercial value. Oxone refers to the triple salt 2KHSO5·KHSO4·K2SO4. Oxone has a longer shelf life than does potassium peroxymonosulfate. A white, water-soluble solid, Oxone loses <1% of its oxidizing power per month.[5]
Production
Oxone is produced from peroxysulfuric acid, which is generated in situ by combining
oleum and
hydrogen peroxide. Careful neutralization of this solution with potassium hydroxide allows the crystallization of the triple salt.
Uses
Cleaning
Oxone is used widely for cleaning. It whitens dentures,[6] oxidizes organic contaminants in swimming pools,[citation needed] and cleans chips for the manufacture of microelectronics.[6][7][8]
Oxone converts
ketones to
dioxiranes. The synthesis of
dimethyldioxirane (DMDO) from
acetone is representative. Dioxiranes are versatile oxidising agents and may be used for the
epoxidation of
olefins. In particular, if the starting ketone is
chiral then the epoxide may be generated enantioselectively, which forms the basis of the
Shi epoxidation.[12]
References
^Wu, Mingsong; Xu, Xinyang; Xu, Xun (November 2014). "Algicidal and Bactericidal Effect of Potassium Monopersulfate Compound on Eutrophic Water". Applied Mechanics and Materials. 707: 259.
doi:
10.4028/www.scientific.net/AMM.707.259.
S2CID98000605.
^Pool School. Trouble Free Pool. p. PT4. Retrieved November 30, 2018.
^Wacławek, Stanisław; Lutze, Holger V.; Grübel, Klaudiusz; Padil, Vinod V.T.; Černík, Miroslav; Dionysiou, Dionysios. D. (2017-12-15). "Peroxy Compounds Human Health and Ecological Draft Risk Assessment DP 455445, 455446". Chemical Engineering Journal. 330: 44–62.
doi:
10.1016/j.cej.2017.07.132.
^Benjamin R. Travis; Meenakshi Sivakumar; G. Olatunji Hollist & Babak Borhan (2003). "Facile Oxidation of Aldehydes to Acids and Esters with Oxone". Organic Letters. 5 (7): 1031–4.
doi:
10.1021/ol0340078.
PMID12659566.
^Bell, Thomas W.; Cho, Young-Moon; Firestone, Albert; Healy, Karin; Liu, Jia; Ludwig, Richard; Rothenberger, Scott D. (1990). "9-n-Butyl-1,2,3,4,5,6,7,8-Octahydroacridin-4-ol". Organic Syntheses. 69: 226.
doi:
10.15227/orgsyn.069.0226.
^McCarthy, James R.; Matthews, Donald P.; P. Paolini, John (1995). "Reaction of Sulfoxides with Diethylaminosulfur Trifluoride". Organic Syntheses. 72: 209.
doi:
10.15227/orgsyn.072.0209.