Dichlorobis(trimethylphosphine)nickel(II)

Base Information

• Chemical Name: Dichlorobis(trimethylphosphine)nickel(II)
• CAS No.: 19232-05-4
• Molecular Formula: C₆H₁₈Cl₂NiP₂
• Molecular Weight: 281.752
• European Community (EC) Number: 622-630-0
• DSSTox Substance ID: DTXSID40455934
• Mol file: 19232-05-4.mol

Synonyms:Dichlorobis(trimethylphosphine)nickel(II);19232-05-4;dichloronickel;trimethylphosphane;Nickel, dichlorobis(trimethylphosphine)-;103421-62-1;Bis(trimethylphosphine)nickel dichloride;NiCl2(PMe3)2;SCHEMBL2782922;DTXSID40455934;AKOS015914643;SC10038;FT-0748287;Dichlorobis(trimethylphosphine)nickel(II), 97%;F85619;J-012429;BIS(TRIMETHYLPHOSPHINE)NICKEL DICHLORIDE;DICHLOROBIS(TRIMETHYLPHOSPHINE)NICKEL(II)

Chemical Property of Dichlorobis(trimethylphosphine)nickel(II)

Chemical Property:

• Vapor Pressure: 434mmHg at 25°C
• Melting Point: 194-199 °C(lit.)
• Boiling Point: 40.5 °C at 760 mmHg
• PSA: 27.18000
• LogP: 4.09440
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 279.961422
• Heavy Atom Count: 11
• Complexity: 10.8

Purity/Quality:

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

Dichlorobis(trimethylphosphine)nickel(II) 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CP(C)C.CP(C)C.Cl[Ni]Cl
• Uses: Catalyst for:Wenkert arylation of thiophene with aryl Grignard reagentsRegioselective [2+2+2] cycloaddition of carboryne with alkynes to give benzocarborane compoundsKumada-Corriu cross coupling of Grignard reagentsBorylation of aryl chloridesReductive aldol cyclization-lactonizationArylcyanation of alkynesAlkynylation of benzonitriles via C-C bond activation

Technology Process of Dichlorobis(trimethylphosphine)nickel(II)

There total 2 articles about Dichlorobis(trimethylphosphine)nickel(II) 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: 75.0%

nickel dichloride (83864-14-6) + trimethylphosphane (594-09-2) → trans-[dichlorobis(trimethylphosphane)nickel(II)] (103421-62-1,19232-05-4,20087-67-6)

Guidance literature:

In tetrahydrofuran; at 90 ℃; for 20h; Inert atmosphere;

DOI:10.1021/acs.organomet.0c00708

Reference yield:

(1,2-dimethoxyethane)dichloronickel(II) (29046-78-4) + trimethylphosphane (594-09-2) → trans-[dichlorobis(trimethylphosphane)nickel(II)] (103421-62-1,19232-05-4,20087-67-6)

Guidance literature:

In tetrahydrofuran; toluene; Inert atmosphere;

DOI:10.1002/ejic.202101006

Reference yield: 87.0%

trans-[dichlorobis(trimethylphosphane)nickel(II)] (103421-62-1,19232-05-4,20087-67-6) + (2-diphenylphosphino)benzeneamine (65423-44-1) → Ni(II)Cl2P(CH3)3 (o-diphenylphosphino)aniline

Guidance literature:

In dichloromethane; org. compd. (solid) addn. to Ni-compd. soln., stirring (1 h, room temp., under N2), concn., pptn. on n-hexane addn.; solid filtration off, washing (n-hexane, C6H6 and Et2O), vac. drying;

DOI:10.1021/ja9738440

upstream raw materials:

nickel dichloride

trimethylphosphane

(1,2-dimethoxyethane)dichloronickel(II)

Downstream raw materials:

trans-Ni(C₆H₄Me-2)2(PMe₃)2

C₃₆H₃₀N₂NiP₂

Ni(II)Cl(P(CH₃)3) (o-diphenylphosphino)-N-(trimethylphosphoranyl)phenylimine

chloro[2-(diphenylphosphanyl)-N-(trimethylsilyl)anilido-N,P](trimethylphosphane)nickel(II)

Refernces

• 1、 Ayres, Alexander J.,Cleaves, Peter A.,Cobb, Philip J.,Liddle, Stephen T.,Stewart, John C.,Vondung, Lisa,Wooles, Ashley J.. "Bridged and Unbridged Nickel-Nickel Bonds Supported by Cyclopentadienyl and Phosphine Ligand Sets". . p. 4735 - 4746. Retrieved 2020/12/23.