Nickel(II) bromide bis(triphenylphosphine)

Base Information

• Chemical Name: Nickel(II) bromide bis(triphenylphosphine)
• CAS No.: 14126-37-5
• Molecular Formula: C₃₆H₃₀Br₂NiP₂
• Molecular Weight: 743.08
• Hs Code.: 29319090
• European Community (EC) Number: 628-538-7
• DSSTox Substance ID: DTXSID40453273
• Mol file: 14126-37-5.mol

Synonyms:14126-37-5;NICKEL(II) BROMIDE BIS(TRIPHENYLPHOSPHINE);bis(triphenylphosphine)nickel(II) bromide;Dibromobis(triphenylphosphine)nickel(II);NiBr2(PPh3)2;dibromonickel;triphenylphosphane;DIBROMOBIS(TRIPHENYLPHOSPHINE)NICKEL;C36H30Br2NiP2;SCHEMBL196810;DTXSID40453273;MFCD00015865;AKOS015904058;Nickel, dibromobis(triphenylphosphine)-;SC10016;Bis(triphenylphosphine)nickel(II)bromide;AC-28791;FT-0688273;Dibromobis(triphenylphosphine)nickel(II), 99%;NICKEL(II)BROMIDEBIS(TRIPHENYLPHOSPHINE);Nickel, dibromobis(triphenylphosphine)- (6CI,7CI,8CI,9CI)

Chemical Property of Nickel(II) bromide bis(triphenylphosphine)

Chemical Property:

• Appearance/Colour: dark green crystalline powder or crystals
• Vapor Pressure: 4.74E-05mmHg at 25°C
• Melting Point: 219-223 °C(lit.)
• Boiling Point: 360 °C at 760 mmHg
• Flash Point: 181.7 °C
• PSA: 27.18000
• LogP: 8.58080
• Storage Temp.: Inert atmosphere,Room Temperature
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 6
• Exact Mass: 741.95224
• Heavy Atom Count: 41
• Complexity: 204

Purity/Quality:

99% ^*data from raw suppliers

Bis(triphenylphosphine)nickel(II) bromide, 99% ^*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: C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=CC=CC=C3.C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=CC=CC=C3.[Ni](Br)Br
• Uses: As a polymerization catalyst Catalysts for the cross-coupling reactions, C-X bond reduction, homocoupling of Csp2 halides, displacement of aryl halides, and oligomerization of dienes

Technology Process of Nickel(II) bromide bis(triphenylphosphine)

There total 25 articles about Nickel(II) bromide bis(triphenylphosphine) 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: 98.0%

bis(triphenylphosphine)ethylenenickel(0) (23777-40-4) + α,α'-dibromo-o-xylene (91-13-4) → dibromobis(triphenylphosphine)nickel(II) (36673-36-6,111408-20-9,14126-37-5,54053-52-0) + 5,6,11,12-tetrahydro-dibenzo[a,e]cyclooctene (1460-59-9)

Guidance literature:

In diethyl ether; under Ar, into stirred soln. of C6H4(CH2Br)2 in ether Ni complex introduced at -20°C over 1 h;

DOI:10.1016/S0022-328X(00)83863-2

Reference yield: 90.0%

triphenylphosphine (603-35-0) + nickel dibromide (13462-88-9) → dibromobis(triphenylphosphine)nickel(II) (36673-36-6,111408-20-9,14126-37-5,54053-52-0)

Guidance literature:

In ethanol; (N2), NiBr2 refluxed with PPh3 in dry EtOH; hot filtered, cooled. crystd., filtered, dried (vac.), elem. anal.;

DOI:10.1016/j.molcata.2005.12.027

Reference yield: 89.0%

bis(1,5-cyclooctadiene)nickel (0) (1295-35-8) + cyanomethyl bromide (590-17-0) → dibromobis(triphenylphosphine)nickel(II) (36673-36-6,111408-20-9,14126-37-5,54053-52-0)

Guidance literature:

With P(C₆H₅)3; In toluene; (Ar); to a soln. of Ni(COD)2 Ph3P is added, to this mixt. BrCH2CN is added; pptn with n-hexane, ppt. is filtered off, washed with n-hexane, elem. anal.;

upstream raw materials:

((C₆H₅)3P)3Ni(H)Br

Ni(acetylacetonate)2(triphenylphosphine)

diethylaluminum bromide

ethyl bromide

Downstream raw materials:

nickel

Dibutyl carbonate

di-n-butyl oxalate

tetracarbonyl nickel

Refernces

• 1、 Grishin,Valetova,Il'Ichev. "Specific features of nickel-catalyzed synthesis of poly(butyl (meth)acrylates)". . p. 1965 - 1969. Retrieved 2012/03/12.
• 2、 Pérez-Puente, Pilar,de Jesús, Ernesto,Flores, Juan C.,Gómez-Sal, Pilar. "Synthesis of 2-(N-arylimino-κN-methyl)pyrrolide-κN complexes of nickel". . p. 3902 - 3906. Retrieved 2009/04/06.