667234

Chloro(pentamethylcyclopentadienyl)(cyclooctadiene)ruthenium(II)

• Synonym(s): Cp*RuCl(cod), 1,5-Cyclooctadiene, ruthenium complex, Chloro(1,5-cyclooctadiene)(η⁵-pentamethylcyclopentadienyl)ruthenium, Chloro(1,5-cyclooctadiene)(pentamethylcyclopentadienyl)ruthenium
• Empirical Formula (Hill Notation): C₁₈H₂₇ClRu
• CAS Number: 92390-26-6
• Molecular Weight: 379.93
• MDL number: MFCD07369035
• UNSPSC Code: 12161600
• PubChem Substance ID: 24884896
• NACRES: NA.22

Properties

• reaction suitability: core: ruthenium; reagent type: catalyst
• Quality Level: 100
• mp: 143-147 °C
• storage temp.: −20°C
• SMILES string: 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-;;
• InChI key: MQMQNIQJGNBEMG-ONEVTFJLSA-M

Description

Application

Chloro(pentamethylcyclopentadienyl)(cyclooctadiene)ruthenium(II) is a homogeneous catalyst for the formation of carbon-carbon and carbon-heteroatom bonds.
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.
• To catalyze C-C coupling of norbornenes and norbornadiene with alkynes to form [2 + 2] cycloadducts.
• 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.
• To synthesize new organoruthenium complexes with phosphorus-based ligands such as bis(phosphino)amines.
• To catalyze the addition of organic disulfides to alkenes leading to vic-dithioethers.

Safety Information

• Pictograms: GHS02
• Signal Word: Danger
• Hazard Statements: H261
• Precautionary Statements: P231 + P232 - P422
• Hazard Classifications: Water-react 2
• Storage Class Code: 4.3 - Hazardous materials which set free flammable gases upon contact with water
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves