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Chemical Properties

Tetrakis(triphenylphosphine)palladium Chemical Properties Melting point  103-107 °C storage temp.  2-8°C form  Fine Powder or Platelets color  Bright yellow to khaki Water Solubility  insoluble

Synonyms:(beta-4)-palladiu;Tetrakis(triphenylphosphine)palladium(0), 99.8% (metals basis), Pd 9% min;Tetrakis(triphenylphosphine)palladium(0) Store refrigerated Protect from light;Tetrakis(triphenylphosphine) p;Tetrakis(triphenylphosphine)palladiu;Tetrakis(triphenylphosphine)Palladium(0), Pd(PPh3)4;Terakis(triphenylphosphine)palladi;Tetrakis(triphenylphosphine)palladiuM(0), 99.8%

CAS:14221-01-3

MF:C72H60P4Pd

MW:1155.561844

EINECS:238-086-9

Product Categories:blocks;straight chain compounds;Metal Compounds;Fine Chemical Catalysts;chemical reaction,pharm,electronic,materials;metal-phosphine complexes;Pd;Catalysts-Ligands;pharmacetical;Catalysts for Organic Synthesis;Classes of Metal Compounds;Homogeneous Catalysts;Metal Complexes;Pd (Palladium) Compounds;Synthetic Organic Chemistry;Transition Metal Compounds

Tetrakis(triphenylphosphine)palladium Chemical Properties

Melting point 103-107 °C

storage temp. 2-8°C

form Fine Powder or Platelets

color Bright yellow to khaki

Water Solubility insoluble

Hydrolytic Sensitivity7: reacts slowly with moisture/water

Sensitive Light Sensitive/Air Sensitive

BRN：6704828

InChIKey：NANALCPCPBPJAB-UHFFFAOYSA-N

CAS DataBase Reference：14221-01-3(CAS DataBase Reference)

EPA Substance Registry SystemPalladium, tetrakis(triphenylphosphine)-, (T-4)- (14221-01-3)

Safety Information

Hazard Codes Xi,Xn

Risk Statements：20/22-40-36/37/38

Safety Statements：22-24/25-36/37-37/39-26

WGK Germany 3

F 8-10-23

Hazard Note Air sensitive/Light sensitive/Irritant

TSCA No

HazardClass MOISTURE SENSITIVE, STORED UNDER ARGON

HS Code 28439090

Tetrakis(triphenylphosphine)palladium Usage And Synthesis

Chemical Propertiesyellow crystals

Uses：suzuki reaction

Uses：Tetrakis(triphenylphosphine)palladium(0) is widely used as a catalyst for palladium-catalyzed coupling reactions.

Uses：Pd(PPh3)4 is widely used as a catalyst for palladium-catalyzed coupling reactions. Prominent applications include the Heck reaction, Suzuki coupling, Stille coupling, Sonogashira coupling, and Negishi coupling.

Uses：A high-yielding catalyst used in coupling reactions.

Reactions

Catalyst for Suzuki coupling of chiral secondary organoboronic esters.

Palladium-catalyzed SNAr reactions for the synthesis of heteroaryl ethers.

Catalyst for cross-coupling of a-diazocarbonyl compouns with arylboronic acids.

Diastereoselective synthesis of trans-1,2-diazetidines.

Palladium-catalyzed alkynyl iminium ion cyclization.

Widely used reagent in a variety of transformations including Heck arylation, enyne and diyne cycloisomerization.

Catalysts for cross-coupling.

Purification Methods：The palladium complex is recrystallised from EtOH. It should not be heated excessively as it dissociates to Pd(PPh3)3 and PdPh3 and then further to Pd(PPh3)2 and PPh3. It is also air sensitive as PPh3 is oxidized to PPh3O. It is stable only for short periods because on exposure to heat or air it turns from yellow to orange and dissociates in solution so the solutions should be used directly. However it can always be prepared freshly by mixing Pd(NO3)2 (2mmols) and PPh3(2mmols) in hot *C6H6 when vigorous evolution of nitric oxide occurs and a solid mass separates. This is collected and crystallised from EtOH. Its cryoscopic constant in *C6H6 (at 0.601g/20mL) corresponds to M 1156 [Malatesta & Angoletti J Chem Soc 1186 1957]. It is a useful catalyst for Suzuki coupling reactions [Trost Tetrahedron 33 2615 1977]. [Beilstein 16 IV 954.] This palladium catalyst bound to a polymer support (~0.06mmol/g) is also commercially available [cf Fenger & LeDrain Tetrahedron Lett 39 4287 1998]. [Beilstein 16 IV 954.]