Bis(triphenylphosphine)palladium(II) chloride CAS 13965-03-2
Introduction：Basic information about Bis(triphenylphosphine)palladium(II) chloride CAS 13965-03-2, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Bis(triphenylphosphine)palladium(II) chloride Basic informationStructure
| 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 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 |
| Storage Class | 11 - Combustible Solids |
| Hazard Classifications | Aquatic Chronic 4 Skin Sens. 1A |
| 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 |
| reaction suitability | reagent type: catalyst reaction type: Cross Couplings |
Bis(triphenylphosphine)palladium(II) chloride Preparation Products And Raw materials
| Raw materials | Ethanol-->Ethyl acetate-->Toluene-->Acetonitrile-->Hydrazine hydrate-->Triphenylphosphine-->Palladium chloride-->4-METHOXYPHENYL ISOCYANIDE-->Tetrakis(triphenylphosphine)palladium-->Palladium-->1-Butyl nitrite |
| Preparation Products | 4-PHENYLETHYNYLPHTHALIC ANHYDRIDE-->2-CHLORO-7H-PYRROLO[2,3-D]PYRIMIDINE-->5-(2-PHENYLETH-1-YNYL)THIOPHENE-2-CARBALDEHYDE-->4-Azaindole-->4-ETHYNYLANILINE-->3,4-DICHLOROPHENYLACETYLENE |
