Tetrakis(triphenylphosphine)nickel

Base Information

• Chemical Name: Tetrakis(triphenylphosphine)nickel
• CAS No.: 15133-82-1
• Molecular Formula: 4(C18H15P)^.Ni;C72H60NiP4
• Molecular Weight: 1107.85
• Hs Code.: 29319090
• European Community (EC) Number: 626-363-0
• DSSTox Substance ID: DTXSID50475103
• Mol file: 15133-82-1.mol

Synonyms:15133-82-1;TETRAKIS(TRIPHENYLPHOSPHINE)NICKEL;Tetrakis(triphenylphosphine)nickel(0);nickel;triphenylphosphane;Ni(PPh3)4;Nickel, tetrakis(triphenylphosphine)-, (T-4)-;MFCD00010011;DTXSID50475103;AMY19688;AKOS015914806;SC10022;Tetrakis(triphenylphosphine)nickel (0);FT-0696281;D82226;Tetrakis(triphenylphosphine)nickel(0), Ni 4-7 % (approx.);NI(PPH3)4;NICKEL-TETRAKIS(TRIPHENYLPHOSPHINE);TETRAKIS(TRIPHENYLPHOSPHINE)NICKEL(0)

Chemical Property of Tetrakis(triphenylphosphine)nickel

Chemical Property:

• Vapor Pressure: 4.74E-05mmHg at 25°C
• Melting Point: 123-128°C
• Boiling Point: 360 °C at 760 mmHg
• Flash Point: 181.7 °C
• PSA: 54.36000
• LogP: 13.77920
• Storage Temp.: 2-8°C
• Sensitive.: Air Sensitive
• Water Solubility.: Insoluble in water.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 12
• Exact Mass: 1106.299892
• Heavy Atom Count: 77
• Complexity: 202

Purity/Quality:

98% ^*data from raw suppliers

Tetrakis(triphenylphosphine)nickel(0) Ni 4-7 % (approx.) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn,F
• Statements: 40-43-11
• Safety Statements: 36/37-36-22

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.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]
• Uses: Tetrakis(triphenylphosphine)nickel(0) is a catalyst for coupling reactions of organic halides, organometallic compounds and also for the cyclooligomerization of cumulenes. Catalyst for coupling reactions of organic halides, organometallic Compounds and also for the cyclooligomerization of cumulenes;.

Technology Process of Tetrakis(triphenylphosphine)nickel

There total 44 articles about Tetrakis(triphenylphosphine)nickel 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: 96.0%

η1,η3-octadienediylnickeltriphenylphosphine → tetrakis(triphenylphosphine)nickel(0) (15133-82-1)

Guidance literature:

With triphenylphosphine; In diethyl ether; byproducts: 1,3-butadiene; under Ar; -10°C, excess of P(C6H5)3;

DOI:10.1016/0022-328X(85)87007-8

Reference yield: 82.0%

triphenylphosphine (603-35-0) + nickel dichloride (83864-14-6) → tetrakis(triphenylphosphine)nickel(0) (15133-82-1)

Guidance literature:

With zinc; In N,N-dimethyl-formamide; at 55 ℃; for 3h; Inert atmosphere;

DOI:10.1021/acs.organomet.1c00265

Reference yield: 80.0%

C12H18Ni → tetrakis(triphenylphosphine)nickel(0) (15133-82-1)

Guidance literature:

With triphenylphosphine; In diethyl ether; byproducts: cyclododecatriene-1,5,9; excess of P(C6H5)3; 0°C;

upstream raw materials:

nickelocene

bis(1,5-cyclooctadiene)nickel ⁽⁰⁾

triphenylphosphine

nickel dichloride

Downstream raw materials:

bis(triphenylphosphine)nickel(II) chloride

Ni(P(C₆H₅)3)3I₂

bis(triphenylphosphine)nickel⁽⁰⁾ dicarbonyl

tris(triphenylphosphine)nickel(I) iodide

Refernces

• 1、 Marciniec, Bogdan,Maciejewski, Hieronim,Kownacki, Ireneusz. "Dehydrogenative coupling of styrene with trisubstituted silanes catalyzed by nickel complexes". . p. 223 - 231. Retrieved 1998.
• 2、 Liu, Junyang,Johnson, Samuel A.. "Mechanism of 8-Aminoquinoline-Directed Ni-Catalyzed C(sp3)-H Functionalization: Paramagnetic Ni(II) Species and the Deleterious Effect of Carbonate as a Base". supporting information. p. 2970 - 2982. Retrieved 2021/06/28.
• 3、 Joannou, Matthew V.,Sarjeant, Amy A.,Wisniewski, Steven R.. "Diboron-Promoted Reduction of Ni(II) Salts: Precatalyst Activation Studies Relevant to Ni-Catalyzed Borylation Reactions". . p. 2691 - 2700. Retrieved 2021/08/20.