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Merck
모든 사진(1)

주요 문서

201030

Sigma-Aldrich

Osmium tetroxide

ReagentPlus®, 99.8%

동의어(들):

Osmium(VIII)-oxide, ‘Osmic acid’

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About This Item

Linear Formula:
OsO4
CAS Number:
Molecular Weight:
254.23
EC Number:
MDL number:
UNSPSC 코드:
12352303
PubChem Substance ID:
NACRES:
NA.55

vapor density

8.8 (vs air)

Quality Level

vapor pressure

7 mmHg ( 20 °C)

제품 라인

ReagentPlus®

분석

99.8%

형태

crystalline
powder

반응 적합성

reagent type: oxidant

bp

130 °C (lit.)

mp

39.5-41 °C (lit.)

저장 온도

2-8°C

SMILES string

O=[Os](=O)(=O)=O

InChI

1S/4O.Os

InChI key

VUVGYHUDAICLFK-UHFFFAOYSA-N

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일반 설명

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.

애플리케이션

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.

법적 정보

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

픽토그램

Skull and crossbonesCorrosion

신호어

Danger

유해 및 위험 성명서

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

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable


시험 성적서(COA)

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문서 라이브러리 방문

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)
Highly enantioselective dihydroxylation of olefins by osmium tetroxide with chiral diamines.
Nakajima M, et al.
Tetrahedron, 49(47), 10793-10806 (1993)
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)
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)

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