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208523

Sigma-Aldrich

Ruthenium(III) chloride

Ru content 45-55%

Synonym(s):

Ruthenium trichloride

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About This Item

Linear Formula:
RuCl3
CAS Number:
10049-08-8
Molecular Weight:
207.43
EC Number:
233-167-5
MDL number:
MFCD00011208
UNSPSC Code:
12352300
PubChem Substance ID:
24852520
NACRES:
NA.22

Quality Level

200

form

solid

reaction suitability

core: ruthenium
reagent type: catalyst
reaction type: Atom Transfer Radical Polymerization (ATRP)

density

3.11 g/mL at 25 °C (lit.)

SMILES string

Cl[Ru](Cl)Cl

InChI

1S/3ClH.Ru/h3*1H;/q;;;+3/p-3

InChI key

YBCAZPLXEGKKFM-UHFFFAOYSA-K

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General description

Ruthenium(III) chloride is a chemical compound, that can be used as a mild Lewis acid catalyst for the acetalization of aldehydes, acetalization of alcohols, and conversion of ketoximes to amides. Additionally, it can also be used as a precursor to synthesize Ru nanoparticles.

Application

Ruthenium(III) chloride is used as a catalyst:

  • In the synthesis of β‐amino alcohols by nucleophilic opening of epoxides with anilines.
  • In the acetylation of varies of phenols, alcohols, thiols, and amines under mild conditions.
  • In the synthesis of α‐aminonitriles by mixing aldehydes, amines, and trimethylsilyl cyanides.

Other Notes

insoluble form

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Danger

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 2 - Eye Dam. 1 - Skin Corr. 1B

Storage Class

8B - Non-combustible, corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Patrik Västilä et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 12(12), 3218-3225 (2006-01-28)
We studied the role of alkali cations in the [{RuCl2(p-cymene)}2]-pseudo-dipeptide-catalyzed enantioselective transfer hydrogenation of ketones with isopropanol. Lithium salts were shown to increase the enantioselectivity of the reaction when iPrONa or iPrOK was used as the base. Similar transfer-hydrogenation systems
Tetrahedron Letters, 48, 5131-5131 (2007)
Yoshihiko Yamamoto et al.
Organic & biomolecular chemistry, 3(9), 1768-1775 (2005-04-29)
In the presence of catalytic amounts of Cp*RuCl(cod), the partially intramolecular cyclotrimerizations of various C-alkynylglycosides and C-diynylglycosides proceeded at ambient temperature to afford C-arylglycosides.
Jong Seok Lee et al.
The Journal of organic chemistry, 72(15), 5820-5823 (2007-06-26)
Ruthenium-catalyzed site-specific C-H oxyfunctionalization of steroidal ethers with periodate or bromate as terminal oxidants in phosphate buffer provided the acid-sensitive C-16 hydroxy compounds in high yields. Phosphate buffer (pH 7.5) significantly inhibits formation of unwanted side products generated under more
Sébastien Perdriau et al.
ChemSusChem, 5(12), 2427-2434 (2012-10-13)
Cardanol, a constituent of cashew nutshell liquid (CNSL), was subjected to transfer hydrogenation catalyzed by RuCl(3) using isopropanol as a reductant. The side chain of cardanol, which is a mixture of a triene, a diene, and a monoene, was selectively
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