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
- Molecular Weight:
- 365.89
- MDL Number:
- MFCD00044874
- MOL File:
- 12012-95-2.mol
- MSDS File:
- SDS
| 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 |
| EWG's Food Scores | 1 |
| NIST Chemistry Reference | [Pd(Cl)(C3H5)]2(12012-95-2) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H315 | |||||||||
| Precautionary statements | P264-P280-P302+P352-P332+P313-P362+P364 | |||||||||
| Hazard Codes | Xi,Xn | |||||||||
| Risk Statements | 36/37/38-40 | |||||||||
| Safety Statements | 26-36-36/37 | |||||||||
| WGK Germany | 3 | |||||||||
| RTECS | RT3510000 | |||||||||
| F | 1-10 | |||||||||
| TSCA | No | |||||||||
| HS Code | 28439090 | |||||||||
| NFPA 704 |
|
Allylpalladium(II) Chloride Dimer price More Price(57)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 222380 | Allylpalladium(II) chloride dimer 98% | 12012-95-2 | 1g | $134 | 2024-03-01 | Buy |
| Sigma-Aldrich | 222380 | Allylpalladium(II) chloride dimer 98% | 12012-95-2 | 5g | $524 | 2024-03-01 | Buy |
| Sigma-Aldrich | 705020 | Allylpalladium chloride dimer ChemDose™ tablet | 12012-95-2 | 10tablets | $91.8 | 2023-06-20 | Buy |
| TCI Chemical | A1479 | Allylpalladium(II) Chloride Dimer >97.0%(T) | 12012-95-2 | 1g | $345 | 2024-03-01 | Buy |
| TCI Chemical | A1479 | Allylpalladium(II) Chloride Dimer >97.0%(T) | 12012-95-2 | 500mg | $173 | 2024-03-01 | Buy |
Allylpalladium(II) Chloride Dimer Chemical Properties,Uses,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
[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
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.
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
- Precatalyst for the enantioselective hydrosilylation of olefins.
- Precatalyst for asymmetric allylic alkylation and amination.
- Used as a palladium source for cross-coupling reactions.
- Can be used with Trost ligands.
- Catalyst for the carbostannylation of alkynes.
- 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
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Capot Chemical Co.,Ltd. | 571-85586718 +8613336195806 | sales@capotchem.com | China | 29797 | 60 |
| Shanghai Daken Advanced Materials Co.,Ltd | +86-371-66670886 | info@dakenam.com | China | 15928 | 58 |
| Henan Tianfu Chemical Co.,Ltd. | +86-0371-55170693 +86-19937530512 | info@tianfuchem.com | China | 21691 | 55 |
| ATK CHEMICAL COMPANY LIMITED | +undefined-21-51877795 | ivan@atkchemical.com | China | 32480 | 60 |
| career henan chemical co | +86-0371-86658258 | sales@coreychem.com | China | 29914 | 58 |
| Hubei Jusheng Technology Co.,Ltd. | 18871490254 | linda@hubeijusheng.com | CHINA | 28180 | 58 |
| Yunbio Tech Co.,Ltd. | +86-010-60605551 +86-18046518538 | yunbiochem@126.com | China | 321 | 58 |
| Chongqing Chemdad Co., Ltd | +86-023-61398051 +8613650506873 | sales@chemdad.com | China | 39916 | 58 |
| CONIER CHEM AND PHARMA LIMITED | +8618523575427 | sales@conier.com | China | 47465 | 58 |
| Richest Group Ltd | 18017061086 | oled@richest-group.com | CHINA | 5601 | 58 |
View Lastest Price from Allylpalladium(II) Chloride Dimer manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2023-01-31 | Allylpalladium(II) Chloride Dimer
12012-95-2
|
US $100.00 / kg | 1kg | 99% | 50000KG/month | Hebei Mojin Biotechnology Co., Ltd | |
 |
2022-09-24 | Allylpalladium(II) Chloride Dimer
12012-95-2
|
US $0.00 / kg | 1kg | 99% | 1000kg | henan kanbei chemical co.,ltd | |
 |
2020-11-16 | Allylpalladium chloride dimer
12012-95-2
|
US $20.00 / KG | 1KG | 99% | 10000KG | Longyan Tianhua Biological Technology Co., Ltd |
-
- Allylpalladium(II) Chloride Dimer
12012-95-2
- US $100.00 / kg
- 99%
- Hebei Mojin Biotechnology Co., Ltd
-
- Allylpalladium(II) Chloride Dimer
12012-95-2
- US $0.00 / kg
- 99%
- henan kanbei chemical co.,ltd
-
- Allylpalladium chloride dimer
12012-95-2
- US $20.00 / KG
- 99%
- Longyan Tianhua Biological Technology Co., Ltd
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