Bis(benzonitrile)palladium chloride CAS 14220-64-5

Introduction：Basic information about Bis(benzonitrile)palladium chloride CAS 14220-64-5, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Bis(benzonitrile)palladium chloride Basic information

• Product Name: Bis(benzonitrile)palladium chloride
• Synonyms: TRANS-BIS-(BENZONITRILE)PALLADIUM(II) CHLORIDE;Dichlorobis(benzonitrile)palladiuM(II),98% (C6H5CN)2PdCl2;Pd(PhCN)2Cl2;trans-Bis(benzonitrile)palladiuM chloride;Dichlorobis(benzonitrile)palladium(Ⅱ);Benzonitrile, palladium complex;Bis(phenylnitrile)dichloropalladium;Dibenzonitrilepalladium dichloride
• CAS: 14220-64-5
• MF: C14H10Cl2N2Pd
• MW: 383.57
• EINECS: 238-085-3
• Product Categories: organometallic complexes;Metal Compounds;Catalysts for Organic Synthesis;Classes of Metal Compounds;Homogeneous Catalysts;Metal Complexes;Pd (Palladium) Compounds;Synthetic Organic Chemistry;Transition Metal Compounds;chemical reaction,pharm,electronic,materials;Pd
• Mol File: 14220-64-5.mol

Bis(benzonitrile)palladium chloride Chemical Properties

• Melting point: 131 °C(lit.)
• storage temp.: Inert atmosphere,2-8°C
• solubility: Soluble in acetone, chloroform
• form: Crystalline Powder
• color: Orange to brown
• Water Solubility: insoluble
• Hydrolytic Sensitivity: 4: no reaction with water under neutral conditions
• BRN: 3981730
• Exposure limits: NIOSH: IDLH 25 mg/m3
• InChI: InChI=1S/2C7H5N.2ClH.Pd/c2*8-6-7-4-2-1-3-5-7;;;/h2*1-5H;2*1H;/q;;;;+2/p-2
• InChIKey: WXNOJTUTEXAZLD-UHFFFAOYSA-L
• SMILES: C1(C#N)=CC=CC=C1.C1(C#N)=CC=CC=C1.[Pd](Cl)Cl
• CAS DataBase Reference: 14220-64-5(CAS DataBase Reference)

Safety Information

• Hazard Codes: Xn
• Risk Statements: 20/21-23/24/25
• Safety Statements: 22-24/25-23-45-36/37-27-20-9-4
• RIDADR: UN3439
• WGK Germany: 3
• F: 9
• TSCA: No
• HazardClass: 6.1
• PackingGroup: III
• HS Code: 28439090
• Storage Class: 11 - Combustible Solids

Bis(benzonitrile)palladium chloride 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.

Chemical Properties

yellow powder

Uses

suzuki reaction

Uses

Catalyst for greener amine synthesis from terminal olefins by Wacker oxidation followed by transfer hydrogenation of the resultant imine.

Uses

Bis(benzonitrile)palladium(II) chloride can be used as a catalyst:

• For greener amine synthesis from terminal olefins by Wacker oxidation, followed by transfer hydrogenation of the resultant imine.
• In cross-coupling reactions and α-O-glycosidation.

Formal anti-Markovnikov hydroamination of terminal olefins

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

Synthesis

Bis(cyanophenyl)dichloropalladium can be prepared by reacting palladium acetate or palladium chloride with benzonitrile.
A mixture of palladium(II) acetate (502 mg, 2.2 mmol), HCl (37% aqueous solution, 0.7 mL, 8.5 mmol), and benzonitrile (15 mL) was stirred for 30 minutes at 90??C in a 50 mL flask. The mixture was allowed to cool at 20??C and then hexane (8 mL) was added. The mixture was filtered through diatomaceous earth and washed with hexane. The filtrate was cooled to 4??C to obtain crystals. Filter the crystals. Wash with hexane and dry under high vacuum.

Bis(benzonitrile)palladium chloride Preparation Products And Raw materials

• Raw materials: Toluene-->Palladium chloride-->Benzonitrile
• Preparation Products: Chlorodimethylphenylsilane-->1,4-Bis(diphenylphosphino)butane-palladium(II) chloride-->Bis(tricyclohexylphosphine)palladium(II) Dichloride