CID 6398754

Base Information

• Chemical Name: CID 6398754
• CAS No.: 14647-21-3
• Molecular Formula: C26H24 Br2 Ni P2
• Molecular Weight: 616.922
• DSSTox Substance ID: DTXSID50422753
• Mol file: 14647-21-3.mol

Synonyms:14647-21-3, CFCD14647213;14647-21-3;NSC193725;DTXSID50422753

Chemical Property of CID 6398754

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 7
• Exact Mass: 617.92094
• Heavy Atom Count: 31
• Complexity: 339

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)[PH+](CC[PH+](C2=CC=CC=C2)C3=CC=CC=C3)C4=CC=CC=C4.[Ni](Br)Br

Technology Process of CID 6398754

There total 18 articles about CID 6398754 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: 54.0%

nickel(II) bromide dimethoxyethane (28923-39-9) + 1,2-bis-(diphenylphosphino)ethane (1663-45-2) → dibromo[1,2-bis(diphenylphosphino)ethane]nickel(II) (14647-21-3)

Guidance literature:

In dichloromethane; at 20 ℃; Schlenk technique; Inert atmosphere;

DOI:10.1002/ejic.201402430

Reference yield: 48.0%

ethyl bromide (74-96-4) + dimethylnickel{1,2-bis(diphenylphosphino)ethane} (31387-22-1) → dibromo[1,2-bis(diphenylphosphino)ethane]nickel(II) (14647-21-3) + methane (34557-54-5,27936-85-2) + ethane (74-84-0) + propane (74-98-6) + ethene (74-85-1)

Guidance literature:

In toluene; EtBr added into toluene soln. of Ni complex, stirred at 35°C for48 h; evapd. in vac., crystd. from Et2O-hexane; GLC anal.;

DOI:10.1246/bcsj.56.2147

Reference yield: 40.0%

(1,2-bis(diphenylphosphino)ethane)Ni(C2H4CO2) + bromine (7726-95-6) → 3-bromopropionic anhydride (112489-79-9) + dibromo[1,2-bis(diphenylphosphino)ethane]nickel(II) (14647-21-3) + [(1,2-bis(diphenylphosphino)ethaneO2)3Ni][NiBr4]

Guidance literature:

In dichloromethane; at -35 - 20 ℃; for 12h; Glovebox;

DOI:10.1002/ejic.201402952

upstream raw materials:

[Ni(II)(xanthate)(tetraphenyldiphosphinoethane)]

allyl bromide

ethyl bromide

dimethylnickel{1,2-bis(diphenylphosphino)ethane}

Downstream raw materials:

Dibutyl carbonate

di-n-butyl oxalate

tetracarbonyl nickel

{{(C₆H₅)2P(CH₂)2P(C₆H₅)2}{Ni(B₄H₈)}}*0.5CH₂Cl₂

Refernces

• 1、 Boulens, Pierre,Lutz, Martin,Jeanneau, Erwann,Olivier-Bourbigou, Hlne,Reek, Joost N. H.,Breuil, Pierre-Alain R.. "Iminobisphosphines to (Non-)symmetrical diphosphinoamine ligands: Metal-induced synthesis of diphosphorus nickel complexes and application in ethylene oligomerisation reactions". . p. 3754 - 3762. Retrieved 2015/05/05.
• 2、 Hwang, Seung Jun,Anderson, Bryce L.,Powers, David C.,Maher, Andrew G.,Hadt, Ryan G.,Nocera, Daniel G.. "Halogen Photoelimination from Monomeric Nickel(III) Complexes Enabled by the Secondary Coordination Sphere". . p. 4766 - 4774. Retrieved 2015/10/28.