DICHLOROBIS(TRIBUTYLPHOSPHINE)NICKEL(II)

Base Information

• Chemical Name: DICHLOROBIS(TRIBUTYLPHOSPHINE)NICKEL(II)
• CAS No.: 15274-43-8
• Molecular Formula: C₂₄H₅₄Cl₂NiP₂
• Molecular Weight: 534.236
• European Community (EC) Number: 624-942-2
• DSSTox Substance ID: DTXSID80934591
• Mol file: 15274-43-8.mol

Synonyms:Dichloronickel; tributylphosphanium;Dichlorobis(tributylphosphine)nickel(II);

Chemical Property of DICHLOROBIS(TRIBUTYLPHOSPHINE)NICKEL(II)

Chemical Property:

• Appearance/Colour: red to purple powder or crystals
• Melting Point: 43-45 °C(lit.)
• PSA: 27.18000
• LogP: 11.11620
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 18
• Exact Mass: 532.243123
• Heavy Atom Count: 29
• Complexity: 74.9

Purity/Quality:

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

Dichlorobis(tributylphosphine)nickel(II) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 45-20/21/22-34-42/43
• Safety Statements: 53-22-26-27-28-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCP(CCCC)CCCC.CCCCP(CCCC)CCCC.Cl[Ni]Cl
• Description: Dichlorobis(tributylphosphine)nickel(II), a metal catalyst, can be used in various coupling reactions.
• Uses: Catalyst for:Wenkert arylationsRegioselective [2+2+2] cycloadditionsPolymerization reactions

Technology Process of DICHLOROBIS(TRIBUTYLPHOSPHINE)NICKEL(II)

There total 13 articles about DICHLOROBIS(TRIBUTYLPHOSPHINE)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: 89.0%

tributylphosphine (998-40-3) + nickel dichloride (83864-14-6) → [bis(tributylphosphine)nickeldichloride] (30759-83-2,16610-41-6,19615-74-8,15274-43-8)

Guidance literature:

In tetrahydrofuran; under Ar; addn. of phosphine and THF to NiCl2, reflux, 24 h; removing volatiles in vac., dissolving residue in pentane, allowing to stand at -80°C, 4 d, cannulating mother liquor, washing ppt. twice with cold pentane (-78°C), drying in vac.; elem. anal.;

DOI:10.1021/om00037a054

Reference yield: 89.0%

→ {NiCl2(Tri-{n-butyl}-phosphin)2} (19615-74-8,30759-83-2,15274-43-8,16610-41-6)

Guidance literature:

In ethanol; at 80 ℃; for 0.5h; Inert atmosphere;

Reference yield:

tributylphosphine (998-40-3) + tetracarbonyl nickel (13463-39-3,71564-36-8) → [bis(tributylphosphine)nickeldichloride] (30759-83-2,16610-41-6,19615-74-8,15274-43-8) + carbon dioxide (124-38-9,18923-20-1) + carbon monoxide (201230-82-2) + hydrogen (1333-74-0)

Guidance literature:

With hydrogenchloride; In ethanol; water; in aq. ethanolic soln. at 130°C during 8 h (atm. pressure of CO);;

DOI:10.1016/S0020-1693(00)87578-7

upstream raw materials:

tributylphosphine

tetracarbonyl nickel

nickel dichloride

{(Cl-P=CTMS₂)Ni(PBu₃)2}

Downstream raw materials:

(Bu₃P)2Ni(cyclo-octa-1,5-diene)

Ni{MeCN}6⁽²⁺⁾

tributylphosphine

chloride

Refernces

• 1、 -. "NICKEL PRE-CATALYSTS AND RELATED COMPOSITIONS AND METHODS". Page/Page column 40. . Retrieved 2015/05/26.
• 2、 Gudat, D.,Meidine, M. F.,Nixon, J. F.,Niecke, E.. "Reaction of P-Halogeno-phospha-alkenes with Alkene Complexes of Nickel and Platinum: η2-Co-ordination and Unusual Oxidative Addition Behaviour". . p. 1206 - 1207. Retrieved 2007/10/02.