453048

Dichlorobis(tri-o-tolylphosphine)palladium(II)

97%

• Synonym(s): PdCl₂[P(o-Tol)₃]₂
• Linear Formula: [(CH₃C₆H₄)₃P]₂PdCl₂
• CAS Number: 40691-33-6
• Molecular Weight: 786.06
• MDL number: MFCD00274659
• UNSPSC Code: 12161600
• PubChem Substance ID: 24868751
• NACRES: NA.22

Properties

• Quality Level: 200
• assay: 97%
• form: solid
• reaction suitability: reaction type: Buchwald-Hartwig Cross Coupling Reaction; reaction type: Cross Couplings; 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; core: palladium
• mp: 280 °C (dec.) (lit.)
• SMILES string: Cl[Pd]Cl.Cc1ccccc1P(c2ccccc2C)c3ccccc3C.Cc4ccccc4P(c5ccccc5C)c6ccccc6C
• InChI: 1S/2C21H21P.2ClH.Pd/c2*1-16-10-4-7-13-19(16)22(20-14-8-5-11-17(20)2)21-15-9-6-12-18(21)3;;;/h2*4-15H,1-3H3;2*1H;/q;;;;+2/p-2
• InChI key: OTYPIDNRISCWQY-UHFFFAOYSA-L

Description

General description

Dichlorobis(tri-o-tolylphosphine)palladium(II) is a useful catalyst for C-C and C-N coupling reactions.

Application

Application Guide for Palladium Catalyzed Cross-Coupling Reactions

Catalyst for C-C and C-N coupling reaction.

Dichlorobis(tri-o-tolylphosphine)palladium(II) has been employed as catalyst for the following studies:

• Reaction of tributyltin enolates, prepared in situ from tributyltin methoxide and enol acetates, with aryl bromides.
• Coupling reaction of aryl bromides with vinylic acetates.
• Negishi-Reformatsky coupling reaction of aryl bromides with ethyl 2-(tributylstannyl)acetates.
• Synthesis of (E)-methyl 3-(7-indolyl)-2-methacrylate, via Heck reaction.
• Synthesis of imidazopyrimidine derivatives.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)