Bis(benzonitrile)palladium chloride
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
- Pd
- chemical reaction,pharm,electronic,materials
- 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
MSDS
- Language:English Provider:Bis(benzonitrile)palladium chloride
- Language:English Provider:ACROS
- Language:English Provider:SigmaAldrich
- Language:English Provider:ALFA
Bis(benzonitrile)palladium chloride 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.
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
Preparation Products
Raw materials
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