ChemicalBook > CAS DataBase List > Allylpalladium(II) Chloride Dimer

Allylpalladium(II) Chloride Dimer

Product Name
Allylpalladium(II) Chloride Dimer
CAS No.
12012-95-2
Chemical Name
Allylpalladium(II) Chloride Dimer
Synonyms
ALLYLPALLADIUM CHLORIDE DIMER;[PdCl(C3H5)]2;[PdCl(allyl)]2;Allylpalladium(II) chloride;allylpaladium;Bis(allyl)dichlorodipalladium;oride dimer;Bis(pi-allylpallad;allyl-chloro-palladium;Allylpalladium chloride
CBNumber
CB4156701
Molecular Formula
C6H10Cl2Pd2
Formula Weight
365.89
MOL File
12012-95-2.mol
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Allylpalladium(II) Chloride Dimer Property

Melting point:
120°C (dec.)
storage temp. 
2-8°C
form 
Crystals or Crystalline Powder
color 
Yellow to green-yellow
Water Solubility 
decomposes
Sensitive 
Air Sensitive
BRN 
4124623
NIST Chemistry Reference
[Pd(Cl)(C3H5)]2(12012-95-2)
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Safety

Hazard Codes 
Xi,Xn
Risk Statements 
36/37/38-40
Safety Statements 
26-36-36/37
WGK Germany 
3
RTECS 
RT3510000
1-10
TSCA 
No
HS Code 
28439090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

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

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

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
222380
Product name
Allylpalladium(II) chloride dimer
Purity
98%
Packaging
1g
Price
$134
Updated
2024/03/01
Sigma-Aldrich
Product number
222380
Product name
Allylpalladium(II) chloride dimer
Purity
98%
Packaging
5g
Price
$524
Updated
2024/03/01
Sigma-Aldrich
Product number
705020
Product name
Allylpalladium chloride dimer ChemDose™ tablet
Packaging
10tablets
Price
$91.8
Updated
2023/06/20
TCI Chemical
Product number
A1479
Product name
Allylpalladium(II) Chloride Dimer
Purity
>97.0%(T)
Packaging
1g
Price
$345
Updated
2024/03/01
TCI Chemical
Product number
A1479
Product name
Allylpalladium(II) Chloride Dimer
Purity
>97.0%(T)
Packaging
500mg
Price
$173
Updated
2024/03/01
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Allylpalladium(II) Chloride Dimer Chemical Properties,Usage,Production

Chemical Properties

Allylpalladium(II) chloride dimer is a yellow powder with the formula [(η3-C3H5)PdCl]2. This compound is an important catalyst used in organic synthesis. It is one of the most widely used transition metal allyl complexes.

Uses

Allylpalladium(II) chloride dimer is used as an important catalyst in Heck reaction. It reacts with cyclopentadienyl anion to give cyclopentadienyl allyl palladium. It acts as a precatalyst for asymmetric and cross-coupling catalysis. Further, it is used in the preparation of 1,4-diallyl-1,2-dihydroisoquinolines. It is also employed as a catalyst for greener Buchwald-Hartwig coupling reaction and involved in the synthesis of cationic palladium catalysts. In addition, it takes part in preparation of -heterocyclic carbene-palladium-eta3-allyl chloride complex, which is an efficient catalyst for the Suzuki-Miyaura cross-coupling reactions in synthetic chemistry.

Uses

[Pd(allyl)Cl]2 can be used as a catalyst:
For the silylation of organobromides.
To synthesize α-aryl carbonyl compounds by coupling reaction between aldehydes and aryl halides.
To prepare various arylthiophene derivatives by cross-coupling reaction with aryl halides via C-H functionalization.
Application Guide for Palladium Catalyzed Cross-Coupling Reactions
ChemDose: Convenient Dosing of Catalysts and Reagents

Preparation

Allylpalladium(II) chloride dimer is prepared by purging carbon monoxide through a methanolic aqueous solution of palladium(II) chloride, sodium chloride, and allyl chloride.
2Na2PdCl4 + 2 CH2=CHCH2Cl + 2 CO + 2 H2O → (C3H5)2Pd2Cl2 + 4 NaCl + 2 CO2 + 4 HCl

Reactions

  1. Precatalyst for the enantioselective hydrosilylation of olefins.
  2. Precatalyst for asymmetric allylic alkylation and amination.
  3. Used as a palladium source for cross-coupling reactions.
  4. Can be used with Trost ligands.
  5. Catalyst for the carbostannylation of alkynes.
  6. Used as a precatalyst for "-arylation of aldehydes.

General Description

Allylpalladium(II) chloride dimer is employed as catalyst in Heck reaction. It also participates as catalyst in the tandem nucleophilic allylation-alkoxyallylation reaction of the alkynylaldehydes with allyl chloride and allyltributylstannane.

Purification Methods

It crystallises from benzene and is soluble in MeOH, Et2O and CHCl3. [Hüttel et al. Chem Ber 94 766 1961, Dent et al. J Chem Soc 1585 1964, Armstrong J Org Chem 31 618 1966.]

Allylpalladium(II) Chloride Dimer Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Allylpalladium(II) Chloride Dimer manufacturers

henan kanbei chemical co.,ltd
Product
Allylpalladium(II) Chloride Dimer 12012-95-2
Price
US $0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
1000kg
Release date
2022-09-23
Longyan Tianhua Biological Technology Co., Ltd
Product
Allylpalladium chloride dimer 12012-95-2
Price
US $20.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10000KG
Release date
2020-11-10
Chemwill Asia Co.,Ltd.
Product
Allylpalladium chloride dimer 12012-95-2
Price
US $1.00/kg
Min. Order
1kg
Purity
Pd 56% Purity:>98%
Supply Ability
High quality purified manufacturer
Release date
2019-04-04

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