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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:
12161600
PubChem Substance ID:
24852520
NACRES:
NA.22

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

Signal Word

Danger

Hazard Statements

H302,H314,H411

Hazard Classifications

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

Storage Class Code

8B - Non-combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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