223689

Bis(benzonitrile)palladium(II) chloride

95%

• Synonym(s): Benzonitrile, palladium complex, Bis(benzonitrile)dichloropalladium(II), Bis(benzonitrile)palladium(II) chloride, Bis(phenylnitrile)dichloropalladium, Dibenzonitrilepalladium dichloride, Dichlorobis(benzonitrile)palladium, Dichlorobis(benzonitrile)palladium(II), Dichlorobis(phenyl cyanide)palladium, Palladium dichloride bis(benzonitrile), Palladium(II) chloride bis(benzonitrile) complex
• Linear Formula: (C₆H₅CN)₂PdCl₂
• CAS Number: 14220-64-5
• Molecular Weight: 383.57
• Beilstein: 3981730
• EC Number: 238-085-3
• MDL number: MFCD00013123
• UNSPSC Code: 12161600
• PubChem Substance ID: 24853396
• NACRES: NA.22

Properties

• Assay: 95%
• form: powder
• reaction suitability: core: palladium; reaction type: Buchwald-Hartwig Cross Coupling Reaction; reaction type: Heck Reaction; reaction type: Hiyama Coupling; reaction type: Negishi Coupling; reaction type: Sonogashira Coupling; reaction type: Stille Coupling; reaction type: Suzuki-Miyaura Coupling; reagent type: catalyst
• greener alternative product characteristics: Catalysis; Learn more about the Principles of Green Chemistry.
• sustainability: Greener Alternative Product
• mp: 131 °C (lit.)
• greener alternative category: Aligned,
• SMILES string: Cl[Pd]Cl.N#Cc1ccccc1.N#Cc2ccccc2
• InChI: 1S/2C7H5N.2ClH.Pd/c2*8-6-7-4-2-1-3-5-7;;;/h2*1-5H;2*1H;/q;;;;+2/p-2
• InChI key: WXNOJTUTEXAZLD-UHFFFAOYSA-L

Description

General description

Bis(benzonitrile)palladium(II) chloride is a coordination compound used as a catalyst in the Suzuki Cross-Coupling reaction.


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. Find details here.

Application

Bis(benzonitrile)palladium(II) chloride can be used as a catalyst:

• For greener amine synthesis from terminal olefins by Wacker oxidation, followed by transfer hydrogenation of the resultant imine.
• In cross-coupling reactions and α-O-glycosidation.

Formal anti-Markovnikov hydroamination of terminal olefins

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves