Potassium peroxymonosulfate

Potassium peroxymonosulfate
Names

IUPAC name Potassium peroxysulfate
Other names Caroat Oxone potassium monopersulfate MPS
Identifiers
CAS Number	10058-23-8^N 37222-66-5 (triple salt, see text)^N
3D model (Jmol)	Interactive image
ChemSpider	8053100^N
ECHA InfoCard	100.030.158
PubChem	11804954
UNII	040ZB27861^N
InChI InChI=1S/K.H2O5S/c;1-5-6(2,3)4/h;1H,(H,2,3,4)/q+1;/p-1^N Key: OKBMCNHOEMXPTM-UHFFFAOYSA-M^N InChI=1S/K.H2O4S/c;1-4-5(2)3/h;1H,(H,2,3)/q+1;/p-1 Key: GZHFEBOLZPYNER-UHFFFAOYSA-M InChI=1/K.H2O5S/c;1-5-6(2,3)4/h;1H,(H,2,3,4)/q+1;/p-1 Key: OKBMCNHOEMXPTM-REWHXWOFAJ
SMILES [K+].[O-]S(=O)(=O)OO
Properties
Chemical formula	KHSO₅
Molar mass	152.2 g/mol (614.76 as triple salt)
Appearance	off-white powder
Solubility in water	decomposes
Hazards
Main hazards	Oxidant, Corrosive
Safety data sheet	Degussa Caroat MSDS
NFPA 704	0 3 1
Related compounds
Related compounds	Potassium persulfate
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N (what is ^YN ?)
Infobox references

Potassium peroxymonosulfate (also known as MPS, potassium monopersulfate, and the trade names Caroat and Oxone) is widely used as an oxidizing agent. It is the potassium salt of peroxymonosulfuric acid.

This potassium salt is a component of a triple salt with the formula 2KHSO₅·KHSO₄·K₂SO₄. The standard electrode potential for this compound is +2.51 V with a half reaction generating the hydrogen sulfate (pH=0).

MPS is a versatile oxidant. It oxidizes aldehydes to carboxylic acids; in the presence of alcoholic solvents, the esters may be obtained. Internal alkenes may be cleaved to two carboxylic acids (see below), while terminal alkenes may be epoxidized. Thioethers give sulfones, tertiary amines give amine oxides, and phosphines give phosphine oxides.

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

MPS will also oxidize a thioether to a sulfone with 2 equivalents. 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.

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