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| | Bis(acetonitrile)dichloropalladium(II) Basic information | | Reaction |
| | Bis(acetonitrile)dichloropalladium(II) Chemical Properties |
| Melting point | 300 °C | | storage temp. | Inert atmosphere,Room Temperature | | solubility | Soluble in acetonitrile, acetone, chloroform | | form | Fine Crystalline Powder | | color | Orange to rust-brown | | Water Solubility | insoluble | | InChI | InChI=1S/2C2H3N.2ClH.Pd/c2*1-2-3;;;/h2*1H3;2*1H;/q;;;;+2/p-2 | | InChIKey | RBYGDVHOECIAFC-UHFFFAOYSA-L | | SMILES | C(#N)C.C(#N)C.[Pd](Cl)Cl | | CAS DataBase Reference | 14592-56-4(CAS DataBase Reference) |
| Hazard Codes | T,Xn | | Risk Statements | 23/24/25-36/37/38-20/21/22 | | Safety Statements | 16-27-36/37-45-36-26 | | RIDADR | UN 3077 9/PG 3 | | WGK Germany | 3 | | TSCA | No | | HazardClass | 6.1 | | PackingGroup | III | | HS Code | 28439090 | | Storage Class | 6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects | | Hazard Classifications | Acute Tox. 3 Dermal
Acute Tox. 3 Inhalation
Acute Tox. 3 Oral |
| | Bis(acetonitrile)dichloropalladium(II) Usage And Synthesis |
| Reaction |
- Catalyst for the cyclization of δ-acetylenic carboxylic acids to butenolides.
- Catalyst for the aza-Michael reaction of carbamates with enones.
- Catalyst for the rearrangement of allylic imidates to allylic amides.
- Catalyst for the Nazarov cyclization of α-alkoxy dienones.
- Catalyst for the diamination of conjugated dienes.
- Three component Michael addition, cyclization, cross-coupling reaction.
- C-H activation of indoles.
- Catalyst used for the direct C-H arylation of isoxazoles at the 5 position.
| | Chemical Properties | Light yellow to Brown powder to crystaline. | | Physical properties | Bis(acetonitrile)dichloropalladium(II) is a yellow-brown solid that is soluble in organic solvents. It is a reagent and a catalyst for reactions that require soluble Pd(II).The compound is similar to bis(benzonitrile)palladium dichloride. | | Uses | It is used as a catalyst in an ether-directed aza-Claisen rearrangement. Also used in cyclization and cross-coupling reactions. It is applied for olefin isomerization, preparation of acetals and hemiacetal esters. | | Uses | suzuki reaction | | Uses | Catalyst used in an ether-directed aza-Claisen rearrangement. | | Application | Synthesis of Oxindoles
To a dried screw-cap vial is added anilide (0.3 mmol), AgOCOCF3 (132.5 mg, 0.6 mmol), Bis(acetonitrile)dichloropalladium(II)
(3.5 mg, 0.015 mmol) and chlorobenzene. The reaction mixture is stirred
at 100-120 °C for 3-12 h in a pre-heated oil bath. After cooling to
room temperature, the reaction is diluted with EtOAc and filtered with a
glass filter. The filtrate is washed with 5% aqueous NaHCO3 and brine. The extract is dried over MgSO4 and concentrated in vacuo. The crude is purified by preparative TLC. | | Preparation | Bis(acetonitrile)palladium dichloride is prepared by reacting two acetonitrile ligands and palladium(II) chloride. | | General Description | This product has been enhanced for catalytic efficiency. | | reaction suitability | core: palladium
reaction type: Buchwald-Hartwig Cross Coupling Reaction
reaction type: Heck Reaction
reaction type: Hiyama Coupling
reaction type: Negishi Coupling
reaction type: Sonogashira Coupling
reaction type: Stille Coupling
reaction type: Suzuki-Miyaura Coupling
reagent type: catalyst |
| | Bis(acetonitrile)dichloropalladium(II) Preparation Products And Raw materials |
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