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223468

Sigma-Aldrich

Potassium permanganate

ACS reagent, ≥99.0%

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About This Item

Empirical Formula (Hill Notation):
KMnO4
CAS Number:
7722-64-7
Molecular Weight:
158.03
EC Number:
231-760-3
MDL number:
MFCD00011364
UNSPSC Code:
12352312
PubChem Substance ID:
329752309
NACRES:
NA.21

grade

ACS reagent

Quality Level

200

Assay

≥99.0%

form

crystals, granules or powder

reaction suitability

reagent type: oxidant

impurities

≤0.005% N compounds
≤0.2% insolubles

pH

7.2-9.7 (20 °C, 20 g/L)

anion traces

chloride, chlorate (as Cl-): ≤0.005%
sulfate (SO42-): ≤0.02%

SMILES string

[K+].[O-][Mn](=O)(=O)=O

InChI

1S/K.Mn.4O/q+1;;;;;-1

InChI key

VZJVWSHVAAUDKD-UHFFFAOYSA-N

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General description

Potassium permanganate (KMnO4) exhibits strong oxidizing properties. KMnO4 on dissolution in benzene and on complexation with dicyclohexyl-18-crown-6, affords a useful oxidizing reagent. This reagent participates as an oxidant for the oxidation of olefins, alcohols, aldehydes and alkyl benzenes under mild conditions.
Potassium permanganate, a dark violet colored crystalline solid, is a strong oxidizing agent for a wide range of organic compounds. It is commonly used as a disinfectant to treat external infections in aquaculture. Corncobs pretreated with alkaline potassium permanganate solution showed high carbohydrate recovery due to the increased enzymatic hydrolysis of lignocellulose. The acidic potassium permanganate acts a chemiluminescence reagent for the determination of organic compounds.

Application

Layered MnO2 with very promising characteristics for battery applications is produced by thermal decomposition of KMnO4.
Potassium permanganate may be employed as an oxidizing agent in the synthesis of the following:
  • sulfonal (2,2-bisethylsulfonyyl)propane
  • cinchomeronic acid (pyridine-3,4-dicarboxylic acid)
  • isonicotinic acid (pyridine-4-carboxylic acid)
  • manganese(IV) sulfate
Potassium permanganate may be used as an oxidant for the conversion of aromatic aldehydes to corresponding amides in liquid ammonia.
Suitable for heterogeneous oxidations.

Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Ox. Sol. 2 - Repr. 2 - Skin Corr. 1 - STOT RE 2 Inhalation

Target Organs

Brain

Storage Class Code

5.1B - Oxidizing hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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Potassium Permanganate
Lee DG, et al.
e-EROS Encyclopedia of Reagents for Organic Synthesis. (2007)
Direct conversion of aromatic aldehydes into benzamides via oxidation with potassium permanganate in liquid ammonia.
Antoniak D, et al.
Synlett, 26(01), 84-86 (2015)
Potassium permanganate oxidation of organic compounds.
Shaabani A, et al.
Synthetic Communications, 35(4), 571-580 (2005)
Advances in the use of acidic potassium permanganate as a chemiluminescence reagent: a review.
Adcock JL, et al.
Analytica Chimica Acta, 807, 9-28 null
Potassium permanganate elicits a shift of the external fish microbiome and increases host susceptibility to columnaris disease.
Mohammed HH and Arias CR.
Veterninary Research, 46(1), 1-13 (2015)
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