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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
Molecular Weight:
701.9
MDL Number:
MFCD00009593
MOL File:
13965-03-2.mol
Last updated:2024-10-28 16:48:35

Bis(triphenylphosphine)palladium(II) chloride Properties

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)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H317-H413
Precautionary statements  P261-P272-P273-P280-P302+P352-P333+P313
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
NFPA 704
1
0 0

Bis(triphenylphosphine)palladium(II) chloride price More Price(80)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.04174 Bis(triphenylphosphine)palladium(II) chloride (15.2% Pd) for synthesis 13965-03-2 1g $148 2024-03-01 Buy
Sigma-Aldrich 8.04174 Bis(triphenylphosphine)palladium(II) chloride (15.2% Pd) for synthesis 13965-03-2 5G $550 2024-03-01 Buy
Sigma-Aldrich 208671 Bis(triphenylphosphine)palladium(II) dichloride 98% 13965-03-2 1g $68.9 2024-03-01 Buy
Sigma-Aldrich 208671 Bis(triphenylphosphine)palladium(II) dichloride 98% 13965-03-2 5g $214 2024-03-01 Buy
Sigma-Aldrich 8.04174 Bis(triphenylphosphine)palladium(II) chloride (15.2% Pd) for synthesis 13965-03-2 500mg $111 2023-01-07 Buy
Product number Packaging Price Buy
8.04174 1g $148 Buy
8.04174 5G $550 Buy
208671 1g $68.9 Buy
208671 5g $214 Buy
8.04174 500mg $111 Buy

Bis(triphenylphosphine)palladium(II) chloride Chemical Properties,Uses,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.
Reactions of 13965-03-2_1
Reactions of 13965-03-2_2
Reactions of 13965-03-2_3

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

7647-01-0
7440-05-3
603-35-0
13965-03-2
Synthesis of Bis(triphenylphosphine)palladium(II) chloride from Hydrochloric acid and Palladium and Triphenylphosphine
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Bis(triphenylphosphine)palladium(II) chloride pictures 2024-12-10 Bis(triphenylphosphine)palladium(II) chloride
13965-03-2
US $0.00 / KG 1KG 98% 100KG /month Shanghai Daken Advanced Materials Co.,Ltd
Bis(triphenylphosphine)palladium(II) chloride pictures 2024-10-28 Bis(triphenylphosphine)palladium(II) chloride
13965-03-2
US $0.00 / KG 1KG 99% 500000kg Hebei Weibang Biotechnology Co., Ltd
Bis(triphenylphosphine)palladium(II) chloride pictures 2024-10-25 Bis(triphenylphosphine)palladium(II) chloride
13965-03-2
US $60.00-20.00 / kg 1kg 0.99 30 tons Hebei Yanxi Chemical Co., Ltd.
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