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216232

Sigma-Aldrich

Sodium persulfate

reagent grade, ≥98%

Synonym(s):

Sodium peroxodisulfate

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About This Item

Linear Formula:
Na2S2O8
CAS Number:
7775-27-1
Molecular Weight:
238.10
EC Number:
231-892-1
MDL number:
MFCD00003501
UNSPSC Code:
12352302
PubChem Substance ID:
329752185
NACRES:
NA.21

grade

reagent grade

Quality Level

200

Assay

≥98%

form

powder, crystals or granules

reaction suitability

reagent type: oxidant

SMILES string

[Na+].[Na+].[O-]S(=O)(=O)OOS([O-])(=O)=O

InChI

1S/2Na.H2O8S2/c;;1-9(2,3)7-8-10(4,5)6/h;;(H,1,2,3)(H,4,5,6)/q2*+1;/p-2

InChI key

CHQMHPLRPQMAMX-UHFFFAOYSA-L

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General description

Sodium persulfate, also known as Sodium peroxodisulfate is an inorganic compound and is a water-soluble strong oxidizing agent, that is stable and easy to handle. It is commonly used as an oxidant in organic synthesis reactions such as transition-metal-catalyzed or metal-free reactions. Additionally, it is used as a polymerization initiator and in the synthesis of sulfate radical anions through heat-activated decomposition.

Application

Sodium persulfate can be used as an oxidant:
  • For the radical cyclization cascade reaction of 2-alkynylbenzonitriles and sodium arylsulfinates to synthesize sulfonated indenones.
  • In the silica-supported aluminum chloride-catalyzed Baeyer-Villiger oxidation of cyclic and acyclic ketones to lactones or esters.
It can also be used as an initiator for the polymerization of styrene to synthesize polystyrene.

Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Oral - Ox. Sol. 3 - Resp. Sens. 1 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

5.1B - Oxidizing hazardous materials

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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Esther Eljarrat-Binstock et al.
Investigative ophthalmology & visual science, 45(8), 2543-2548 (2004-07-28)
To assess the corneal iontophoretic delivery of gentamicin by drug-loaded hydrogel probe, and to determine the resultant ocular disposition and elimination of the drug from the cornea and anterior chamber. Corneal iontophoresis of gentamicin sulfate was studied in healthy white
PCE oxidation by sodium persulfate in the presence of solids
Jed C, et al.
Environmental Science & Technology, 44, 9445-9450 (2010)
Chenju Liang et al.
Water research, 42(15), 4091-4100 (2008-08-23)
The present study focused on evaluation of activated persulfate (PS) anion (S(2)O(8)(2-)) oxidative degradation of benzene, toluene, ethylbenzene, and xylene (constituents of gasoline and known collectively as BTEX) contamination. The results indicated that BTEX were effectively oxidized by PS in
Richard L Johnson et al.
Environmental science & technology, 42(24), 9350-9356 (2009-01-30)
Contaminant destruction with in situ chemical oxidation (ISCO) using persulfate (peroxydisulfate, S2O8(2-)) can be enhanced by activation, which increases the rate of persulfate decomposition to sulfate radicals (SO4*-). This step initiates a chain of radical reactions involving species (including SO4*-
Xiaodan Zhao et al.
Journal of the American Chemical Society, 132(16), 5837-5844 (2010-04-03)
By palladium catalysis, the C-H bond functionalization of O-phenylcarbamates with simple arenes has been achieved using sodium persulfate (Na(2)S(2)O(8)), an inexpensive, easy-to-handle, and environmentally friendly oxidant. This oxidative cross-coupling involves two aromatic C-H bonds undergoing concomitant oxidation to furnish a
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