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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
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.]

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Tetrakis(triphenylphosphine)palladium Suppliers

Shaanxi Rock New Materials Co., Ltd.
Tel
0917-8888777, 3380777,18691786767; 15619786767
Email
xuya@bjrock.com
Country
China
ProdList
310
Advantage
62
Beijing Guofang Dingsheng Technology Co., Ltd.
Tel
18610472091 18610472091
Fax
010-59092859
Email
gfdskj@163.com
Country
China
ProdList
494
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58
Wuhan Huahan Dingcheng New Material Technology Co., Ltd
Tel
+86-027-81388558 18963961905
Email
huahandingcheng@sina.com
Country
China
ProdList
91
Advantage
58
Tianjin heowns Biochemical Technology Co., Ltd.
Tel
400-6387771-6038 18902104717
Email
sales@heowns.com
Country
China
ProdList
21085
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60
Wu Han Lbpchem Chemical Co., Ltd.
Tel
02763499399 13797220777
Email
lpbchem@163.com
Country
China
ProdList
99
Advantage
58
Beijing HwrkChemical Technology Co., Ltd
Tel
010-89508211 18501085097
Fax
010-89508210
Email
sales.bj@hwrkchemical.com
Country
China
ProdList
8418
Advantage
55
Wuhan Jiade Ruifeng New Materials Co., Ltd
Tel
18271874579; 18271874579
Email
2176439072@qq.com
Country
China
ProdList
268
Advantage
58
Hebei Jiacheng Trading Co., LTD
Tel
15031159310
Email
1301448869@qq.com
Country
China
ProdList
8
Advantage
58
BeiJing Greenchem Technology Co.,Ltd.
Tel
131-21959385 15640741633
Fax
010-62925455
Email
chemrocking@bjgreenchem.com
Country
China
ProdList
269
Advantage
58
Shanghai Boyle Chemical Co., Ltd.
Tel
Fax
86-21-57758967
Email
sales@boylechem.com
Country
China
ProdList
2922
Advantage
55
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View Lastest Price from Tetrakis(triphenylphosphine)palladium manufacturers

R&D Scientific Inc.
Product
Tetrakis(triphenylphosphine)palladium 14221-01-3
Price
US $950.00/g
Min. Order
1g
Purity
98
Supply Ability
500 Kg
Release date
2024-11-12
Shanghai Daken Advanced Materials Co.,Ltd
Product
Tetrakis(triphenylphosphine)palladium 14221-01-3
Price
US $0.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
100KG /month
Release date
2021-11-05
Shanghai UCHEM Inc.
Product
Tetrakis(triphenylphosphine)palladium(0) 14221-01-3
Price
US $111.00-422.00/g
Min. Order
5g
Purity
0.98
Supply Ability
25kg
Release date
2023-12-13

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