Bis(triphenylphosphine)palladium(II) chloride Chemical Properties

Melting point:

260°C

vapor pressure 

0Pa at 25℃

RTECS 

RT3578000

storage temp. 

Store below +30°C.

solubility 

Chloroform (Slightly), Dichloromethane (Slightly, Heated), Methanol (Slightly,

form 

Powder

color 

Yellow

Water Solubility 

Insoluble in water. Soluble in benzene, and toluene.

Sensitive 

Hygroscopic

BRN 

4935975

InChI

InChI=1S/2C18H15P.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*1-15H;2*1H;/q;;;;+2/p-2

InChIKey

ILBDOZRDKNIJBS-UHFFFAOYSA-N

SMILES

P(C1C=CC=CC=1)(C1=CC=CC=C1)C1C=CC=CC=1.P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.[Pd](Cl)Cl

LogP

5.69 at 20℃

CAS DataBase Reference

13965-03-2(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn

Risk Statements 

36/37/38-22-40-19

Safety Statements 

37/39-26-36/37

WGK Germany 

3

F 

3-10-21

TSCA 

No

HS Code 

28439090

MSDS

• Language:English Provider:Dichlorobis(triphenylphosphine)palladium(II)
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

Bis(triphenylphosphine)palladium(II) chloride Usage And Synthesis

Structure

Several crystal structures containing PdCl2(PPh3)2 have been reported. In all of the structures,Bis(triphenylphosphine)palladium(II) chloride adopts a square planar coordination geometry and the trans isomeric form.

Chemical Properties

Bis(triphenylphosphine)palladium chloride is a coordination compound of palladium containing two triphenylphosphine and two chloride ligands. This yellow solid is insoluble in water but can dissolve in some organic solvents, such as toluene and benzene, and is slightly soluble in acetone and chloroform. It is used for palladium-catalyzed coupling reactions, e.g. the Sonogashira–Hagihara reaction. The complex adopts a square planar geometry and numerous similar complexes are known, with different phosphine ligands.

Uses

Bis(triphenylphosphine)palladium(II) chloride is used primarily in organometallic catalytic reactions due to the palladium content of the compound. It is also involved in crystalized structures of me tallacyclic complexes which show antiinflammatory and antifungal properties.

Synthesis

The synthesis of Bis(triphenylphosphine)palladium(II) chloride can be achieved by the reaction of palladium(II) chloride with triphenylphosphine, resulting in the formation of Bis(triphenylphosphine)palladium(II) chloride. This chemical process is represented by the balanced equation: PdCl2 + 2 PPh3 → PdCl2(PPh3)2.

Reactions

Precatalyst for the carbonylative cyclization of malonate derivatives.
Catalyst used in the double allylation of activated olefins.
Precatalyst for the three-component preparation of 3-arylidene- (or 3-alkenylidene) tetrahydrofurans.
Precatalyst for the homocoupling of terminal alkynes.
Precatalyst in the cross-coupling of alkynylsilanols and aryl halides.
Catalyst for direct Pd-catalyzed alkynylation of N-fused heterocycles.
Catalyst for a tandem Heck reaction/C-H functionalization.
Catalyst for direct arylation of tautomerizable heterocycles.

General Description

Bis(triphenylphosphine)palladium(II) dichloride is an organometallic complex. It is an efficient cross-coupling catalyst for C-C coupling reaction, such as Negishi coupling, Suzuki coupling, Sonogashira coupling and Heck coupling reaction. Detection of bis(triphenylphosphine)palladium(II) dichloride by electrospray ionization quadrupole ion trap mass spectrometry using different imidazolium salts as the charge carrier has been reported. It is employed as catalyst for the Heck reaction medium.

Flammability and Explosibility

Non flammable

Bis(triphenylphosphine)palladium(II) chloride(13965-03-2)Related Product Information

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