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201030

Sigma-Aldrich

Osmium tetroxide

ReagentPlus®, 99.8%

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Synonym(s):
Osmium(VIII)-oxide, ‘Osmic acid’
Linear Formula:
OsO4
CAS Number:
Molecular Weight:
254.23
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.55

vapor density

8.8 (vs air)

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

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1 of 4

This Item
O5500419494251755
Osmium tetroxide ReagentPlus®, 99.8%

Sigma-Aldrich

201030

Osmium tetroxide

-
Osmium tetroxide Sealed ampule.

Sigma-Aldrich

O5500

Osmium tetroxide

-
Osmium tetroxide ACS reagent, ≥98.0%

Sigma-Aldrich

419494

Osmium tetroxide

Essential Grade
assay

99.8%

assay

-

assay

≥98.0%

assay

-

form

crystalline, powder

form

powder

form

crystalline

form

liquid

mp

39.5-41 °C (lit.)

mp

39.5-41 °C (lit.)

mp

39.5-41 °C (lit.)

mp

-

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

100

vapor density

8.8 (vs air)

vapor density

8.8 (vs air)

vapor density

8.8 (vs air)

vapor density

-

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

Pictograms

CorrosionSkull and crossbones

Signal Word

Danger

Hazard Statements

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


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Customers Also Viewed

Highly enantioselective dihydroxylation of olefins by osmium tetroxide with chiral diamines.
Nakajima M, et al.
Tetrahedron, 49(47), 10793-10806 (1993)
Hwang, K.C.
Journal of the Chemical Society. Chemical Communications, 173-173 (1995)
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)
Osmium tetroxide catalyzed hydroxylation of hindered olefins.
Ray R and Matteson DS.
Tetrahedron Letters, 21(5), 449-450 (1980)

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