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343706

Sigma-Aldrich

Dichloro(p-cymene)ruthenium(II) dimer

greener alternative

Synonym(s):

(p-Cymene)ruthenium(II) chloride dimer, Benzene, 1-methyl-4-(1-methylethyl)-, ruthenium complex

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About This Item

Linear Formula:
[Ru(p-cymene)Cl2]2
CAS Number:
52462-29-0
Molecular Weight:
612.39
MDL number:
MFCD00064793
UNSPSC Code:
12161600
PubChem Substance ID:
24861190
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

100

reaction suitability

core: ruthenium
reagent type: catalyst
reaction type: C-H Activation

greener alternative product characteristics

Catalysis
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

mp

247.0-250.0 °C (dec.) (lit.)

greener alternative category

, Aligned

SMILES string

Cl[Ru]Cl.Cl[Ru]Cl.CC(C)c1ccc(C)cc1.CC(C)c2ccc(C)cc2

InChI

1S/2C10H14.4ClH.2Ru/c2*1-8(2)10-6-4-9(3)5-7-10;;;;;;/h2*4-8H,1-3H3;4*1H;;/q;;;;;;2*+2/p-4

InChI key

LAXRNWSASWOFOT-UHFFFAOYSA-J

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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.

Dichloro(p-cymene)ruthenium(II) dimer is a saturated 18-electron complex used as a starting material for the synthesis of organometallic complexes.[1]

Application

Hydrosilylation Catalysts
Catalyst for greener amine synthesis by reduction of imines with PMHS or hydrogen-borrowing.

A Practical and Benign Synthesis of Primary Amines through Ruthenium-Catalyzed Reduction of Nitriles

Ruthenium-Catalyzed N-Alkylation of Amines and Sulfonamides Using Borrowing Hydrogen Methodology
Cyclometalated ruthenium complexes with arylimines and nitrogen-containing heterocycles via C-H bond activation[2]

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H319

Hazard Classifications

Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000319956
0000320562
MKCV6724
0000320562
0000319956

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One-step synthesis of low molecular weight poly (p-phenyleneethynylenevinylene) s via polyaddition of aromatic diynes by catalysis of the [Ru (p-cymene) Cl2] 2/AcOH system
Chiara P et al.
The Journal of Organic Chemistry, 73, 3892-3899 (2008)
Carina Sollert et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 21(14), 5380-5386 (2015-02-18)
The Ru-catalysed C2-H arylation of indoles and pyrroles by using boronic acids under oxidative conditions is reported. This reaction can be applied to tryptophan derivatives and tolerates a wide range of functional groups on both coupling partners, including bromides and
Bin Li et al.
Dalton transactions (Cambridge, England : 2003), 41(36), 10934-10937 (2012-08-15)
The reaction of [RuCl(2)(p-cymene)](2) with arylimines and 4 equiv. of KOAc in methanol at room temperature produces stable (N^C)-cyclometallated ruthenium(II) complexes via C-H bond activation/deprotonation. This method can be applied also to nitrogen-containing molecules: N-phenylpyrazole, 2-phenyl-2-oxazoline and benzo[h]quinoline. N-Phenyl-pyrazole, [RuCl(2)(p-cymene)](2)

Articles

Hydrosilylation Catalyst

Trost group's protocol yields α-vinylsilanes from terminal acetylenes using [Cp*Ru(MeCN)3]PF6 catalyst and others for hydrosilylation.

Hydrosilylation Catalyst

Trost group's protocol yields α-vinylsilanes from terminal acetylenes using [Cp*Ru(MeCN)3]PF6 catalyst and others for hydrosilylation.

Hydrosilylation Catalyst

Trost group's protocol yields α-vinylsilanes from terminal acetylenes using [Cp*Ru(MeCN)3]PF6 catalyst and others for hydrosilylation.

Hydrosilylation Catalyst

Trost group's protocol yields α-vinylsilanes from terminal acetylenes using [Cp*Ru(MeCN)3]PF6 catalyst and others for hydrosilylation.

Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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