222380

Allylpalladium(II) chloride dimer

98%

• Synonym(s): Bis((η3-allyl)(chloro)palladium), Di-ο-allyldi-μ-chlorodipalladium, [PdCl(C₃H₅)]₂
• Empirical Formula (Hill Notation): C₆H₁₀Cl₂Pd₂
• CAS Number: 12012-95-2
• Molecular Weight: 365.89
• Beilstein: 4124623
• EC Number: 234-579-8
• MDL number: MFCD00044874
• UNSPSC Code: 12161600
• PubChem Substance ID: 24853328
• NACRES: NA.22

Properties

• Quality Level: 200
• Assay: 98%
• form: solid
• reaction suitability: core: palladium; reaction type: Cross Couplings; 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
• greener alternative category: , Aligned
• storage temp.: 2-8°C
• SMILES string: Cl[Pd]CC=C.Cl[Pd]CC=C
• InChI: 1S/2C3H5.2ClH.2Pd/c2*1-3-2;;;;/h2*3H,1-2H2;2*1H;;/q;;;;2*+1/p-2
• InChI key: TWKVUTXHANJYGH-UHFFFAOYSA-L

Description

General description

Allylpalladium(II) chloride dimer is employed as catalyst in Heck reaction. It also participates as catalyst in the tandem nucleophilic allylation-alkoxyallylation reaction of the alkynylaldehydes with allyl chloride and allyltributylstannane.

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Application

Application Guide for Palladium Catalyzed Cross-Coupling Reactions

Allylpalladium(II) chloride dimer has been employed for the following studies:

• Synthesis of cationic palladium cataysts, used in the microwave-assisted Heck arylation.
• Synthesis of N-heterocyclic carbene-palladium-η³-allyl chloride complexes, which are efficient catalyst for the Suzuki-Miyaura cross-coupling of aryl bromides and activated aryl chlorides.
• Synthesis of 1,4-diallyl-1,2-dihydroisoquinolines.
• As catalyst for greener Buchwald-Hartwig coupling in TPGS-750-M.

On the Way Towards Greener Transition-Metal-Catalyzed Processes as Quantified by E Factors

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315
• Precautionary Statements: P264 - P280 - P302 + P352 - P332 + P313 - P362 + P364
• Hazard Classifications: Skin Irrit. 2
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves