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403237

Sigma-Aldrich

Dichlorobis(tricyclohexylphosphine)palladium(II)

95%

Synonym(s):

PdCl2[P(cy)3]2

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About This Item

Linear Formula:
[(C6H11)3P]2PdCl2
CAS Number:
Molecular Weight:
738.18
MDL number:
UNSPSC Code:
12161600
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

95%

form

solid

reaction suitability

core: palladium
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

mp

270 °C (dec.) (lit.)

SMILES string

Cl[Pd]Cl.C1CCC(CC1)P(C2CCCCC2)C3CCCCC3.C4CCC(CC4)P(C5CCCCC5)C6CCCCC6

InChI

1S/2C18H33P.2ClH.Pd/c2*1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;;;/h2*16-18H,1-15H2;2*1H;/q;;;;+2/p-2

InChI key

VUYVXCJTTQJVKJ-UHFFFAOYSA-L

General description

Dichlorobis(tricyclohexylphosphine)palladium(II) is widely employed as catalyst precursor in various carbon-carbon and carbon-heteroatom bond forming reactions.

Application

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

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

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Dichlorobis (tricyclohexylphosphine) palladium.
Carpentier JF, et al.
e-EROS Encyclopedia of Reagents for Organic Synthesis. (2008)

Articles

A variety of transition-metal catalysts for the Suzuki coupling reaction are now available in our catalog. The majority of these catalysts are palladium- and nickelbased, typically utilizing phosphine-derived ligands.

The Heck reaction is the palladium catalyzed cross-coupling reaction between alkenes and aryl or vinyl halides (or triflates) to afford substituted alkenes.

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