ChemicalBook > CAS DataBase List > Tetrakis(triphenylphosphine)palladium

Tetrakis(triphenylphosphine)palladium

Product Name
Tetrakis(triphenylphosphine)palladium
CAS No.
14221-01-3
Chemical Name
Tetrakis(triphenylphosphine)palladium
Synonyms
PD(PPH3)4;TETRAKIS(TRIPHENYLPHOSPHINE)PALLADIUM(0);etrakis(triphenylphosphine)palladiuM;TETRAKIS(TRIPHENYLPHOSPHINE)PALLADIUM(O);PALLADIUM (0) TETRAKIS(TRIPHENYLPHOSPHINE);Tetra(triphenylphosphine) palladium;Tetrakis(triphenylphosphine)palladiu;PALLADIUM-TETRAKIS(TRIPHENYLPHOSPHINE);Tetrakis(triphenylphosphine)palladium, tech;Tetrakis(triphenylphosphine)palladium(0), 99.8% (metals basis), Pd 9% min
CBNumber
CB6163934
Molecular Formula
C72H60P4Pd
Formula Weight
1155.561844
MOL File
14221-01-3.mol
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Tetrakis(triphenylphosphine)palladium Property

Melting point:
103-107 °C
vapor pressure 
0Pa at 25℃
storage temp. 
2-8°C
solubility 
Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
form 
Fine Powder or Platelets
color 
Bright yellow to khaki
Water Solubility 
insoluble
Sensitive 
Light Sensitive/Air Sensitive
Hydrolytic Sensitivity
7: reacts slowly with moisture/water
BRN 
6704828
Stability:
Light Sensitive, Moisture Sensitive
InChIKey
NANALCPCPBPJAB-UHFFFAOYSA-N
LogP
5.69 at 20℃
CAS DataBase Reference
14221-01-3(CAS DataBase Reference)
EPA Substance Registry System
Palladium, tetrakis(triphenylphosphine)-, (T-4)- (14221-01-3)
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Safety

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
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
8.14761
Product name
Tetrakis(triphenylphosphine)-palladium(0)
Purity
for synthesis
Packaging
500mg
Price
$109
Updated
2024/03/01
Sigma-Aldrich
Product number
8.14761
Product name
Tetrakis(triphenylphosphine)-palladium(0)
Purity
for synthesis
Packaging
1g
Price
$162
Updated
2024/03/01
Sigma-Aldrich
Product number
8.14761
Product name
Tetrakis(triphenylphosphine)-palladium(0)
Purity
for synthesis
Packaging
5G
Price
$456
Updated
2024/03/01
Sigma-Aldrich
Product number
8.14761
Product name
Tetrakis(triphenylphosphine)-palladium(0)
Purity
for synthesis
Packaging
25g
Price
$1180
Updated
2024/03/01
Sigma-Aldrich
Product number
216666
Product name
Tetrakis(triphenylphosphine)palladium(0)
Purity
99%
Packaging
1g
Price
$44.5
Updated
2024/03/01
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Tetrakis(triphenylphosphine)palladium Chemical Properties,Usage,Production

Chemical Properties

yellow crystals

Uses

suzuki reaction

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.

Uses

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

Application

Palladium-Catalyzed Three-Component Reaction for the Synthesis of Imidazolidinones.

Once the Schlenk tube containing K2CO3 (55 mg, 0.40 mmol) is flamed, dried, and filled with argon, Tetrakis(triphenylphosphine)palladium (12 mg, 0.010 mmol), PMB-protected 2,3-allenylamine (37 mg, 0.20 mmol), iodobenzene (58 mg, 0.28 mmol), phenyl isocyanate (36 mg, 0.30 mmol), and CH3CN (4 mL) are added sequentially. The resulting solution is heated to and stirred at 70°C. When the reaction is completed as monitored by TLC, the solvent is evaporated under reduced pressure, and the residue is purified by chromatography on silica gel (petroleum ether : ethyl acetate = 7:1) to afford the corresponding imidazolidione (72 mg, Y. 96%) as an oil.

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.

Flammability and Explosibility

Non flammable

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

Raw materials

Hydrazinium hydroxide solution Acetonitrile Ethanol tert-Butyl methyl ether Toluene Hydrazine hydrate Diethyl ether Palladium chloride Ethyl acetate Dimethyl sulfoxide Triphenylphosphine

Preparation Products

3-AMINOBIPHENYL 3-(6-FORMYL-PYRIDIN-2-YL)-BENZONITRILE 6-(3-NITROPHENYL)-2-PYRIDINECARBOXALDEHYDE 6-(4-METHYLSULFANYLPHENYL)PYRIDINE-2-CARBALDEHYDE 6-(4-METHOXYPHENYL)PYRIDINE-2-CARBALDEHYDE PLUMBAGIN 6-(THIOPHEN-3-YL)PYRIDINE-2-CARBALDEHYDE Dimidium bromide 3-AMINO-6-PHENYLPYRIDAZINE 4-PHENYLETHYNYLPHTHALIC ANHYDRIDE 2-CHLORO-7H-PYRROLO[2,3-D]PYRIMIDINE 6-(4-FLUOROPHENYL)PYRIDINE-2-CARBALDEHYDE 4-(6-FORMYLPYRIDIN-2-YL)BENZONITRILE 3-(3-PYRIDINYL)BENZOIC ACID 1-(3-AMINO-PYRIDIN-2-YL)-ETHANONE 6-(2-THIENYL)-2-PYRIDINECARBOXALDEHYDE 4-Hex-1-ynylbenzaldehyde 4-BENZYLOXY-3-INDOLEACETONITRILE 6-(4-CHLOROPHENYL)PYRIDINE-2-CARBALDEHYDE 3-(4-METHYLPHENYL)BENZALDEHYDE
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View Lastest Price from Tetrakis(triphenylphosphine)palladium manufacturers

Ouhuang Engineering Materials (Hubei) Co., Ltd
Product
Tetrakis(triphenylphosphine)palladium 14221-01-3
Price
US $10.00/kg
Min. Order
1kg
Purity
99.8%
Supply Ability
10000ton
Release date
2024-04-22
Henan Fengda Chemical Co., Ltd
Product
Tetrakis(triphenylphosphine)palladium 14221-01-3
Price
US $100.00-1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2023-12-25
Shandong Juchuang Chemical Co., LTD
Product
Tetrakis(triphenylphosphine)palladium 14221-01-3
Price
US $8.70-6.50/kg
Min. Order
500kg
Purity
99.9
Supply Ability
200tons
Release date
2024-03-14

14221-01-3, Tetrakis(triphenylphosphine)palladiumRelated Search:

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  • PALLADIUM-TETRAKIS(TRIPHENYLPHOSPHINE)
  • PALLADIUM-TETRAKIS(TRIPHENYLPHOSPHINE) POLYMER-BOUND