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  • Product Name:   Tetrakis(triphenylphosphine)palladium
  • Synonyms:   (beta-4)-palladiu;Tetrakis(triphenylphosphine)palladiu;TETRAKIS(TRIPHENYLPHOSPHNE) PALLADIUM (0);Tetra(triphenylphosphine) palladium
  • CAS No.:   14221-01-3
  • Molecular Formula:   C72H60P4Pd
  • Molecular Weight :   1155.561844
  • Specification :   98%
  • Place of Origin:   China
  • Appearance :   
  • Document :   Download

Description of Tetrakis(triphenylphosphine)palladium
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
Sensitive  Light Sensitive/Air Sensitive
BRN  6704828
InChIKey NANALCPCPBPJAB-UHFFFAOYSA-N
CAS DataBase Reference 14221-01-3(CAS DataBase Reference)
EPA Substance Registry System Palladium, 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 Properties yellow 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
  1. Catalyst for Suzuki coupling of chiral secondary organoboronic esters.
  2. Palladium-catalyzed SNAr reactions for the synthesis of heteroaryl ethers.
  3. Catalyst for cross-coupling of a-diazocarbonyl compouns with arylboronic acids.
  4. Diastereoselective synthesis of trans-1,2-diazetidines.
  5. Palladium-catalyzed alkynyl iminium ion cyclization.
  6. Widely used reagent in a variety of transformations including Heck arylation, enyne and diyne cycloisomerization.
  7. Catalysts for cross-coupling.
    Tetrakis(triphenylphosphine)palladium Reaction 1
    Tetrakis(triphenylphosphine)palladium Reaction 2
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.]
Tetrakis(triphenylphosphine)palladium Preparation Products And Raw materials
Preparation Products 4-PHENYLETHYNYLPHTHALIC ANHYDRIDE-->PLUMBAGIN-->3-AMINOBIPHENYL-->Dimidium bromide-->4-(6-FORMYLPYRIDIN-2-YL)BENZONITRILE-->6-(2-THIENYL)-2-PYRIDINECARBOXALDEHYDE-->6-(THIOPHEN-3-YL)PYRIDINE-2-CARBALDEHYDE-->2-CHLORO-7H-PYRROLO[2,3-D]PYRIMIDINE-->1-(3-AMINO-PYRIDIN-2-YL)-ETHANONE-->3-(6-FORMYL-PYRIDIN-2-YL)-BENZONITRILE-->4-BENZYLOXY-3-INDOLEACETONITRILE-->3-(4-METHYLPHENYL)BENZALDEHYDE-->3-(3-PYRIDINYL)BENZOIC ACID-->6-(3-NITROPHENYL)-2-PYRIDINECARBOXALDEHYDE-->6-(4-METHYLSULFANYLPHENYL)PYRIDINE-2-CARBALDEHYDE-->4-Hex-1-ynylbenzaldehyde-->6-(4-CHLOROPHENYL)PYRIDINE-2-CARBALDEHYDE-->6-(4-FLUOROPHENYL)PYRIDINE-2-CARBALDEHYDE-->6-(4-METHOXYPHENYL)PYRIDINE-2-CARBALDEHYDE-->3-AMINO-6-PHENYLPYRIDAZINE
Raw materials Etanol-->Ethyl acetate-->Diethyl ether-->Toluene-->Acetonitrile-->Hydrazinium hydroxide-->Dimethyl sulfoxide-->Hydrazine hydrate-->Triphenylphosphine-->tert-Butyl methyl ether-->Palladium chloride

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