201030

Osmium tetroxide

ReagentPlus^®, 99.8%

• Synonym(s): Osmium(VIII)-oxide, ‘Osmic acid’
• Linear Formula: OsO₄
• CAS Number: 20816-12-0
• Molecular Weight: 254.23
• EC Number: 244-058-7
• MDL number: MFCD00011150
• PubChem Substance ID: 329751973
• NACRES: NA.55

Properties

• vapor density: 8.8 (vs air)
• Quality Level: 200
• vapor pressure: 7 mmHg ( 20 °C)
• product line: ReagentPlus^®
• Assay: 99.8%
• form: crystalline; powder
• reaction suitability: reagent type: oxidant
• bp: 130 °C (lit.)
• mp: 39.5-41 °C (lit.)
• storage temp.: 2-8°C
• SMILES string: O=[Os](=O)(=O)=O
• InChI: 1S/4O.Os
• InChI key: VUVGYHUDAICLFK-UHFFFAOYSA-N

Description

General description

Osmium tetroxide (OsO₄) is widely employed as a catalyst in various organic reactions. Stereochemical aspects of the OsO₄ assisted oxidation of allylic alcohols and their derivatives have been reported. Its reaction with olefins has been investigated. It participates as a catalyst for oxidizing fluoroquinolones, via reaction with potassium hexacyanoferrate(III) in alkaline medium. Kinetics of this oxidation reaction was studied.

Application

Osmium tetroxide may be employed as a catalyst for the hydroxylation of sterically hindered olefins.

Osmium tetroxide may be used in the following processes:

• To promote the lactonization of alkenols to lactones.
• To mediate the selective oxidative cleavage of olefins by oxone to form the corresponding ketones or carboxylic acids.
• Dihydroxylation of mono-trans-di, and trisubstituted olefins to form 1,2-diols with high enantioselectivity in the presence of chiral amines.

Widely used oxidizer for visualizing cells in microscopy. Promotes oxidative cleavage of graphene layers in carbon nanotubes creating the possibility of opening ′windows′ in fullerene cages.

Legal Information

ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

Safety Information

• Pictograms: GHS05,GHS06
• Signal Word: Danger
• Hazard Statements: H300 + H310 + H330 - H314
• Precautionary Statements: P260 - P270 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 1 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 2 Oral - Eye Dam. 1 - Skin Corr. 1B
• Storage Class Code: 6.1A - Combustible, acute toxic Cat. 1 and 2 / very toxic hazardous materials
• WGK: WGK 1