Bis(triphenylphosphine)palladium(II) chloride

Bis(triphenylphosphine)palladium(II) chloride Basic information
Structure
Product Name:Bis(triphenylphosphine)palladium(II) chloride
Synonyms:PALLADIUM BIS(TRIPHENYLPHOSPHINE) DICHLORIDE;PALLADIUM(II)BIS(TRIPHENYLPHOSPHINE) DICHLORIDE;DICHLOROBIS(TRIPHENYLPHOSPHINE)PALLADATE (II);DICHLOROBIS(TRIPHENYLPHOSPHINE)PALLADIUM;DICHLOROBIS(TRIPHENYLPHOSPHINE)PALLADIUM(II);BIS(TRIPHENYLPHOSPHINE)PALLADIUM CHLORIDE;BIS-(TRIPHENYLPHOSPHINE)-PALLADIUM DICHLORIDE;BIS(TRIPHENYLPHOSPHINE)PALLADIUM(II) DICHLORIDE
CAS:13965-03-2
MF:C36H30Cl2P2Pd
MW:701.9
EINECS:237-744-2
Product Categories:chemical reaction,pharm,electronic,materials;Catalysts for Organic Synthesis;Classes of Metal Compounds;Homogeneous Catalysts;Metal Complexes;Pd (Palladium) Compounds;Metal Compounds;Catalysts-Ligands;Synthetic Organic Chemistry;Transition Metal Compounds;metal-phosphine complexes;Pd;13965-03-2
Mol File:13965-03-2.mol
Bis(triphenylphosphine)palladium(II) chloride Structure
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
InChIInChI=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
InChIKeyILBDOZRDKNIJBS-UHFFFAOYSA-N
SMILESP(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
LogP5.69 at 20℃
CAS DataBase Reference13965-03-2(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
3-10-21
TSCA No
HS Code 28439090
MSDS Information
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Dichlorobis(triphenylphosphine)palladium(II) English
SigmaAldrich English
ACROS English
ALFA English
Bis(triphenylphosphine)palladium(II) chloride Usage And Synthesis
StructureSeveral 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 PropertiesBis(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.
UsesBis(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.
SynthesisThe 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.
ReactionsPrecatalyst 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.
Reactions of 13965-03-2_1
Reactions of 13965-03-2_2
Reactions of 13965-03-2_3
General DescriptionBis(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 ExplosibilityNonflammable
Methylene Chloride BIS(TRIS(3-(H4-PERFLUORODECYL)PHENYL)PH& BIS(TRIS(4-(H4-PERFLUORODECYL)PHENYL)PH& Sodium chloride TRIPHENYLPHOSPHINE DICHLOROTRIPHENYLPHOSPHORANE BIS[DIPHENYL-[4-(1H,1H,2H,2H-PERFLUORODECYL)PHENYL] PHOSPHINE]PALLADIUM (II) CHLORIDE BIS(TRIS(3-(HEPTADECAFLUOROOCTYL)PHE)PHO Palladium BIS(TRIS(4-(HEPTADECAFLUOROOCTYL)PHE)PHO [(R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl]palladium(II) chloride Polyvinyl chloride Triphenylphosphine Potassium chloride Bis(diphenylphosphinophenyl)ether palladium (II) dichloride DICHLOROBIS(TRI-O-TOLYLPHOSPHINE)PALLADIUM(II) Bis(triphenylphosphine)palladium(II) chloride 2-​[[(2-​ethylphenyl)​(2-​hydroxyethyl)​amino]​methyl]​-​3,​3-​difluoro-Propanenitrile

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