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Sigma-Aldrich

Chloro(pentamethylcyclopentadienyl)(cyclooctadiene)ruthenium(II)

Sinonimo/i:

Cp*RuCl(cod), 1,5-Cyclooctadiene, ruthenium complex, Chloro(1,5-cyclooctadiene)(η5-pentamethylcyclopentadienyl)ruthenium, Chloro(1,5-cyclooctadiene)(pentamethylcyclopentadienyl)ruthenium

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About This Item

Formula empirica (notazione di Hill):
C18H27ClRu
Numero CAS:
Peso molecolare:
379.93
Numero MDL:
Codice UNSPSC:
12161600
ID PubChem:
NACRES:
NA.22
Prezzi e disponibilità al momento non sono disponibili

Impiego in reazioni chimiche

core: ruthenium
reagent type: catalyst

Livello qualitativo

Punto di fusione

143-147 °C

Temperatura di conservazione

−20°C

Stringa SMILE

Cl[Ru].C1CC=CCCC=C1.C[C]2[C](C)[C](C)[C](C)[C]2C

InChI

1S/C10H15.C8H12.ClH.Ru/c1-6-7(2)9(4)10(5)8(6)3;1-2-4-6-8-7-5-3-1;;/h1-5H3;1-2,7-8H,3-6H2;1H;/q;;;+1/p-1/b;2-1-,8-7-;;
MQMQNIQJGNBEMG-ONEVTFJLSA-M

Applicazioni

Chloro(pentamethylcyclopentadienyl)(cyclooctadiene)ruthenium(II) is a homogeneous catalyst for the formation of carbon-carbon and carbon-heteroatom bonds.[1]
It can be used:
  • To catalyze cyclotrimerization of alkynylboronates, propargyl alcohols, and terminal alkynes to form arylboronate, which in turn undergoes palladium(II)-catalyzed carbonylation to form highly substituted phthalides.[2]
  • To catalyze C-C coupling of norbornenes and norbornadiene with alkynes to form [2 + 2] cycloadducts.[3]
  • In combination with 2-diphenylphosphinoethylamine-potassium tertiary butoxide to form a ternary catalyst system that can catalyze fast racemization of chiral non-racemic sec-alcohols.[4]
  • To synthesize new organoruthenium complexes with phosphorus-based ligands such as bis(phosphino)amines.[5]
  • To catalyze the addition of organic disulfides to alkenes leading to vic-dithioethers.[6]

Pittogrammi

Flame

Avvertenze

Danger

Indicazioni di pericolo

Consigli di prudenza

Classi di pericolo

Water-react 2

Codice della classe di stoccaggio

4.3 - Hazardous materials which set free flammable gases upon contact with water

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

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


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Visita l’Archivio dei documenti

The versatility of molecular ruthenium catalyst RuCl(COD)(C5Me5)
D'erien S and Dixneuf PH
Journal of Organometallic Chemistry, 689(8), 1382-1392 (2004)
Cp*RuCl-catalyzed formal intermolecular cyclotrimerization of three unsymmetrical alkynes through a boron temporary tether: Regioselective four-component coupling synthesis of phthalides
Yamamoto Y, et al.
Journal of the American Chemical Society, 127(26), 9625-9631 (2005)
[2+ 2] Cycloaddition of norbornenes with alkynes catalyzed by ruthenium complexes
Mitsudo T-A, et al.
Angewandte Chemie (International ed. in English), 33(5), 580-581 (1994)
First Transition-Metal Complex Catalyzed Addition of Organic Disulfides to Alkenes Enables the Rapid Synthesis of v icinal-Dithioethers
Kondo T, et al.
Journal of the American Chemical Society, 121(2), 482-483 (1999)
Ruthenium (II) chemistry of phosphorus-based ligands, Ph2PN(R)PPh2 (R= Me or Ph) and Ph2PN(Ph)P(E)Ph2 (E= S or Se). Solution thermochemical study of ligand substitution reactions in the Cp′ RuCl (COD)(Cp′= Cp, Cp*; COD= cyclooctadiene) system
Balakrishna MS, et al.
Journal of Organometallic Chemistry, 599(2), 159-165 (2000)

Domande

1–2 di 2 domande  
  1. How is shipping temperature determined? And how is it related to the product storage temperature?

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

    1 risposta
    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

      Utile?

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