2,5-Norbornadiene Palladium(II) Dichloride

Base Information

• Chemical Name: 2,5-Norbornadiene Palladium(II) Dichloride
• CAS No.: 12317-46-3
• Molecular Formula: C7H8Cl2Pd
• Molecular Weight: 269.467
• European Community (EC) Number: 235-583-2
• Mol file: 12317-46-3.mol

Synonyms:12317-46-3;2,5-Norbornadiene Palladium(II) Dichloride;(Bicyclo[2.2.1]hepta-2,5-diene)dichloropalladium(II);Palladium, [(2,3,5,6-eta)-bicyclo[2.2.1]hepta-2,5-diene]dichloro-;SCHEMBL530639;AKOS015833821;FT-0696273;A890846;bicyclo[2.2.1]hepta-2,5-diene;dichloropalladium;(Bicyclo[2.2.1]hepta-2,5-diene)dichloropalladium(II), 98%

Chemical Property of 2,5-Norbornadiene Palladium(II) Dichloride

Chemical Property:

• Vapor Pressure: 66mmHg at 25°C
• Melting Point: 260 °C (dec.)(lit.)
• Boiling Point: 89.5 °C at 760 mmHg
• PSA: 0.00000
• LogP: 2.83230
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 267.90379
• Heavy Atom Count: 10
• Complexity: 106

Purity/Quality:

98%,99%, ^*data from raw suppliers

2,5-Norbornadiene Palladium(II) Dichloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-R36/37/38
• Safety Statements: 26-37/39-S37/39-S26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1C2C=CC1C=C2.Cl[Pd]Cl
• Uses: Dichloro(norbornadiene)palladium(II) can be useful starting material for the in situ preparation of a variety of chiral and achiral palladium catalysts. Catalyst for:Aerobic kinetic resolution of secondary alcoholsKinetic oxidative resolution of 1-phenyl ethanolOxidative kinetic resolution-Claisen rearrangement sequenceAerobic oxidation of secondary alcohols

Technology Process of 2,5-Norbornadiene Palladium(II) Dichloride

There total 3 articles about 2,5-Norbornadiene Palladium(II) Dichloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 77.0%

hydrogenchloride (7647-01-0,15364-23-5) + bicyclo[2.2.1]hepta-2,5-diene (121-46-0) + palladium dichloride → palladium dichloro (η-2,5-norbornadiene) (12317-46-3)

Guidance literature:

PdCl2 was dissolved in conc. HCl by stirring at 150°C for 1 h, cooled to room temp., diluted with EtOH, filtered, ligand was added with stirring; filtered, washed with Et2O, recrystd. from CH2Cl2, dried at room temp. under vac; elem. anal.;

Reference yield:

Na(1+)*PdCl3(OC(CH3)2)(1-)=Na(PdCl3(OC(CH3)2)) (98838-66-5) + bicyclo[2.2.1]hepta-2,5-diene (121-46-0) → palladium dichloro (η-2,5-norbornadiene) (12317-46-3)

Guidance literature:

In water; acetone; reaction in an aq. acetone soln. at 25°C; followed by UV and (1)H NMR; Kinetics;

Reference yield:

bis(benzonitrile)palladium(II) dichloride (15617-18-2,39958-10-6,14220-64-5) + bicyclo[2.2.1]hepta-2,5-diene (121-46-0) → palladium dichloro (η-2,5-norbornadiene) (12317-46-3)

Guidance literature:

In benzene; addn. of norbornadiene to soln. of Pd compd. in benzene, pptn.; elem. anal.;

DOI:10.1016/0584-8539(80)80164-4

upstream raw materials:

hydrogenchloride

bicyclo[2.2.1]hepta-2,5-diene

bis(benzonitrile)palladium(II) dichloride

Na⁽¹⁺⁾*PdCl₃(OC(CH₃)2)^(1-)=Na(PdCl₃(OC(CH₃)2))

Downstream raw materials:

(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride

trans-bis(triphenylphosphine)palladium dichloride

trans-bis(3,3-dimethyl-2-methylimino-1-phenylaziridine)palladium dichloride

trans-bis(3,3-dimethyl-1-phenyl-2-phenyliminoaziridine)palladium dichloride

Refernces

• 1、 Sarhan, Jamil K. K.,Murray, Siew-Wan Foong,Asfour, Hasan M.,Green, Michael,Wing, Richard M.,Parra-Haake, Miguel. "Kinetics of the reaction of palladium(II) with various dienes and the importance of the diene conformation". . p. 243 - 244. Retrieved 2008/10/08.