208868
Osmium tetroxide solution
2.5 wt. % in tert-butanol
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About This Item
Linear Formula:
OsO4
CAS Number:
Molecular Weight:
254.23
NACRES:
NA.55
PubChem Substance ID:
UNSPSC Code:
12352303
MDL number:
Form:
liquid
Quality Level
vapor pressure
5.42 psi ( 20 °C), 6.76 psi ( 55 °C)
form
liquid
contains
tert-butyl hydroperoxide as stabilizer
reaction suitability
reagent type: oxidant
concentration
2.5 wt. % in tert-butanol
density
1.0 g/mL at 20 °C, 0.811 g/mL at 25 °C
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 solution (OsO4) is commonly used as a catalyst in various organic reactions. OsO4 is a strong oxidizing agent and can be used to break carbon-carbon bonds. Additionally, it can be used in the cis dihydroxylation of alkenes, diastereoselective and asymmetric dihydroxylation, osmylation and oxyamination of alkenes.
Application
Osmium tetroxide solution is used as catalyst in the:
Osmium tetroxide can also be used:
- Cis dihydroxylation of alkenes to form cis-1,2-diols.
- Direct oxidation of 1,4-dienes to yield carboxylic acids using oxone as a co-oxidant.
Osmium tetroxide can also be used:
- In the stereoselective synthesis of (+)-norrisolide.
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Danger
Hazard Classifications
Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 2 - Muta. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3
target_organs
Respiratory system
Storage Class
3 - Flammable liquids
wgk
WGK 2
flash_point_f
39.2 °F - closed cup
flash_point_c
4 °C - closed cup
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Asymmetric induction in the reaction of osmium tetroxide with olefins.
Hentges SG and Barry Sharpless K.
Journal of the American Chemical Society, 102(12), 4263-4265 (1980)
On stereochemistry of osmium tetroxide oxidation of allylic alcohol systems: empirical rule.
Cha JK, et al.
Tetrahedron Letters, 24(37), 3943-3946 (1983)
Kinetics of Oxidation of Some Fluoroquinolones by Hexacyanoferrate (III) in Alkaline Medium.
Diab N, et al.
International Journal of Chemistry (Canadian Center of Science and Education), 34(2), 1388-1388 (2013)