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746339

Sigma-Aldrich

Dichlorotriphenylphosphine[bis(2-(ethylthio)ethyl)amine]ruthenium(II)

greener alternative

97%

Synonym(s):

Ru-SNS catalyst

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About This Item

Empirical Formula (Hill Notation):
C26H34Cl2NPRuS2
CAS Number:
Molecular Weight:
627.63
MDL number:
UNSPSC Code:
12161600
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

form

solid

reaction suitability

core: ruthenium
reagent type: catalyst

greener alternative product characteristics

Catalysis
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

mp

300-310 °C

greener alternative category

SMILES string

CCSCCN([H])CCSCC.Cl[Ru]Cl.P(C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3

InChI

1S/C18H15P.C8H19NS2.2ClH.Ru/c1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;1-3-10-7-5-9-6-8-11-4-2;;;/h1-15H;9H,3-8H2,1-2H3;2*1H;/q;;;;+2/p-2

InChI key

ZQGMNGJIEYHKBR-UHFFFAOYSA-L

General description

We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product has been enhanced for catalytic efficiency. Click here for more information.

Application

Catalyst for hydrogenation of esters to alcohols. Greener alternative to stoichiometric hydride reagents.

Replacing Phosphorus with Sulfur for the Efficient Hydrogenation of Esters
Catalyst for the hydrogenation of esters to alcohols.

Other Notes

"The mer-SNS complexes form isomers in solution. This is due to the different arrangements of the SEt groups relative to the SNS ligand plane. Two of the isomers have eclipsed SEt groups (arranged on one side of the SNS plane), and the third isomer has staggered SEt groups (occupying the opposite sides of the SNS plane)."

Legal Information

This Product is licensed from GreenCentre Canada for non-commercial, research use only. Please contact GreenCentre Canada for information regarding commercial use of Product.

Pictograms

Skull and crossbones

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 4 Dermal - Acute Tox. 4 Oral

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Denis Spasyuk et al.
Angewandte Chemie (International ed. in English), 52(9), 2538-2542 (2013-01-29)
Catalyst tune-up: A readily available, air-stable amino-sulfide catalyst, [RuCl(2)(PPh(3)){HN(C(2)H(4)SEt)(2)}], has been developed. This complex displays outstanding efficiency for the hydrogenation of a broad range of substrates with C=X bonds (esters, ketones, imines), as well as for the acceptorless dehydrogenative coupling

Articles

Learn about Ester Hydrogenation from MilliporeSigma. The reduction of esters to alcohols is typically accomplished using metal hydrides. While effective, it comes at the cost of stoichiometric waste and complicated workup procedures.

Related Content

Prof. Dmitry Gusev and his co-workers are developing organometallic compounds of transition metals with tridentate ('pincer'-type) ligands for applications in catalytic hydrogenation of compounds with polar C=O and C=N bonds, dehydrogenative coupling and dehydrogenation reactions of alcohols.

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