Bis(acetonitrile)dichloropalladium(II) CAS 14592-56-4

Introduction：Basic information about Bis(acetonitrile)dichloropalladium(II) CAS 14592-56-4, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Bis(acetonitrile)dichloropalladium(II) Basic information

• Product Name: Bis(acetonitrile)dichloropalladium(II)
• Synonyms: PALLADIUM(II) CHLORIDE-DIACETONITRILE COMPLEX;PALLADIUM-BIS-ACETONITRIL-DICHLORIDE;PALLADIUM DICHLOROBIS(ACETONITRILE);TRANS-DICHLOROBIS(ACETONITRILE)PALLADIUM;TRANS-BIS(ACETONITRILE)PALLADIUM(II) CHLORIDE;Bis(acetonitriL;e)dichL;PALLADIUM(2+) ION BIS(ACETONITRILE) DICHLORIDE
• CAS: 14592-56-4
• MF: C4H6Cl2N2Pd
• MW: 259.43
• EINECS: 238-637-3
• Product Categories: Pd;organometallic complexes;Metal Compounds;Pd (Palladium) Compounds;Synthetic Organic Chemistry;Transition Metal Compounds;Catalysts for Organic Synthesis;Classes of Metal Compounds;Homogeneous Catalysts;Metal Complexes
• Mol File: 14592-56-4.mol

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)

Safety Information

• 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

1. Catalyst for the cyclization of δ-acetylenic carboxylic acids to butenolides.
2. Catalyst for the aza-Michael reaction of carbamates with enones.
3. Catalyst for the rearrangement of allylic imidates to allylic amides.
4. Catalyst for the Nazarov cyclization of α-alkoxy dienones.
5. Catalyst for the diamination of conjugated dienes.
6. Three component Michael addition, cyclization, cross-coupling reaction.
7. C-H activation of indoles.
8. 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

suzuki reaction

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

Catalyst used in an ether-directed aza-Claisen rearrangement.

Preparation

Bis(acetonitrile)palladium dichloride is prepared by reacting two acetonitrile ligands and palladium(II) chloride.

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.

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

• Raw materials: Dichloromethane-->Acetonitrile-->Palladium chloride
• Preparation Products: Bis(di-tert-butyl(4-dimethylaminophenyl)phosphine)dichloropalladium(II)