Structure
ChemicalBook > CAS DataBase List > Bis(triphenylphosphine)palladium(II) chloride

Bis(triphenylphosphine)palladium(II) chloride

Structure
Product Name
Bis(triphenylphosphine)palladium(II) chloride
CAS No.
13965-03-2
Chemical Name
Bis(triphenylphosphine)palladium(II) chloride
Synonyms
DICHLOROBIS(TRIPHENYLPHOSPHINE)PALLADIUM;BIS(TRIPHENYLPHOSPHINE)PALLADIUM(II) DICHLORIDE;(PPh3)2PdCl2;DICHLOROBIS(TRIPHENYLPHOSPHINE)PALLADIUM(II);BIS(TRIPHENYLPHOSPHINE)PALLADIUM CHLORIDE;Bis(triphenylphosphine)dichloropalladium;BIS(TRIPHENYLPHOSPHINE)PALLADIUM(II);TRIPHENYLPHOSPHINE PALLADIUM CHLORIDE;Bis(triphenylphosphine)palladium(ll) chloride;PALLADIUM BIS(TRIPHENYLPHOSPHINE) DICHLORIDE
CBNumber
CB9364066
Molecular Formula
C36H30Cl2P2Pd
Formula Weight
701.9
MOL File
13965-03-2.mol
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Bis(triphenylphosphine)palladium(II) chloride Property

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)
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Safety

Hazard Codes 
Xn
Risk Statements 
36/37/38-22-40-19
Safety Statements 
37/39-26-36/37
WGK Germany 
3
3-10-21
TSCA 
No
HS Code 
28439090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H317May cause an allergic skin reaction

H413May cause long lasting harmful effects to aquatic life

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P272Contaminated work clothing should not be allowed out of the workplace.

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P333+P313IF SKIN irritation or rash occurs: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
8.04174
Product name
Bis(triphenylphosphine)palladium(II) chloride (15.2% Pd)
Purity
for synthesis
Packaging
1g
Price
$148
Updated
2024/03/01
Sigma-Aldrich
Product number
8.04174
Product name
Bis(triphenylphosphine)palladium(II) chloride (15.2% Pd)
Purity
for synthesis
Packaging
5G
Price
$550
Updated
2024/03/01
Sigma-Aldrich
Product number
208671
Product name
Bis(triphenylphosphine)palladium(II) dichloride
Purity
98%
Packaging
1g
Price
$68.9
Updated
2024/03/01
Sigma-Aldrich
Product number
208671
Product name
Bis(triphenylphosphine)palladium(II) dichloride
Purity
98%
Packaging
5g
Price
$214
Updated
2024/03/01
Sigma-Aldrich
Product number
8.04174
Product name
Bis(triphenylphosphine)palladium(II) chloride (15.2% Pd)
Purity
for synthesis
Packaging
500mg
Price
$111
Updated
2023/01/07
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Bis(triphenylphosphine)palladium(II) chloride Chemical Properties,Usage,Production

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

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View Lastest Price from Bis(triphenylphosphine)palladium(II) chloride manufacturers

Shanghai Daken Advanced Materials Co.,Ltd
Product
Bis(triphenylphosphine)palladium(II) chloride 13965-03-2
Price
US $0.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
100KG /month
Release date
2021-11-05
Hebei Weibang Biotechnology Co., Ltd
Product
Bis(triphenylphosphine)palladium(II) chloride 13965-03-2
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
500000kg
Release date
2024-10-28
Hebei Yanxi Chemical Co., Ltd.
Product
Bis(triphenylphosphine)palladium(II) chloride 13965-03-2
Price
US $60.00-20.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
30 tons
Release date
2023-09-25

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