My watch list
my.chemeurope.com  
Login  

Potassium peroxymonosulfate



Potassium peroxymonosulfate
IUPAC name Potassium peroxysulfate
Other names Potassium persulfate
Identifiers
CAS number 37222-66-5
SMILES OS(O[O-])(=O)=O.[K+]
Properties
Molecular formula KHSO5
Molar mass 152.17
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer and references

Potassium peroxymonosulfate, KHSO5, is widely used as an oxidizing agent. It is the potassium acid salt of peroxymonosulfuric acid.

The potassium salt is marketed by two companies: Degussa under the tradename Caroat® and DuPont under the tradename Oxone®, tradenames which are now part of standard chemistry vocabulary. It is a component of a triple salt with the formula 2KHSO5·KHSO4·K2SO4. The standard electrode potential for this compound is -1.44 V with a half reaction generating the hydrogen sulfate.

HSO4- + H2O → HSO5- + 2 H+ + 2 e-

Illustrative of the oxidation power of this salt is the conversion of an acridine to the corresponding acridine-N-oxide.[1]


It will also oxidize a thioether to a sulfone with 2 equivalents.[2] With one equivalent the reaction converting sulfide to sulfoxide is much faster than that of sulfoxide to sulfone, so the reaction can conveniently be stopped at that stage if so desired.


References

  1. ^ Thomas W. Bell, Young-Moon Cho, Albert Firestone, Karin Healy, Jia Liu, Richard Ludwig, and Scott D. Rothenberger Organic Syntheses, Coll. Vol. 8, p.87; Vol. 69, p.226 Article
  2. ^ James R. McCarthy, Donald P. Matthews, and John P. Paolini Organic Syntheses, Coll. Vol. 9, p.446; Vol. 72, p.209 Article
 
This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Potassium_peroxymonosulfate". A list of authors is available in Wikipedia.
Your browser is not current. Microsoft Internet Explorer 6.0 does not support some functions on Chemie.DE