201030
Osmium tetroxide
ReagentPlus®, 99.8%
Sinónimos:
Osmium(VIII)-oxide, Osmic acid
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Fórmula lineal:
OsO4
Número CAS:
Peso molecular:
254.23
NACRES:
NA.55
PubChem Substance ID:
UNSPSC Code:
12352303
EC Number:
244-058-7
MDL number:
Assay:
99.8%
Form:
crystalline, powder
Servicio técnico
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Permítanos ayudarlevapor density
8.8 (vs air)
Quality Level
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
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 Merck KGaA, Darmstadt, Germany
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 1 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 2 Oral - Eye Dam. 1 - Skin Corr. 1B
Clase de almacenamiento
6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
wgk
WGK 1
flash_point_f
Not applicable
flash_point_c
Not applicable
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Osmium tetroxide-promoted catalytic oxidative cleavage of olefins: an organometallic ozonolysis.
Travis BR, et al.
Journal of the American Chemical Society, 124(15), 3824-3825 (2002)
Direct Lactonization of Alkenols via Osmium Tetroxide-Mediated Oxidative Cleavage.
Schomaker JM, et al.
Organic Letters, 5(17), 3089-3092 (2003)
Hwang, K.C.
Journal of the Chemical Society. Chemical Communications, 173-173 (1995)