Bis(triphenylphosphine)dicarbonylnickel

Base Information

• Chemical Name: Bis(triphenylphosphine)dicarbonylnickel
• CAS No.: 13007-90-4
• Molecular Formula: C38H30 Ni O2 P2
• Molecular Weight: 901.583
• European Community (EC) Number: 235-851-9
• UNII: 1QB0TWF7LY
• Wikidata: Q27252759
• Mol file: 13007-90-4.mol

Synonyms:Bis(triphenylphosphine)dicarbonylnickel;13007-90-4;dicarbonyldi(triphenylphosphino)nickel;Bis(triphenylphosphine)nickeldicarbonyl;bis(triphenylphosphine)nickel dicarbonyl;Dicarbonylbis(triphenylphosphine)nickel;C38H30NiO2P2;Nickel, dicarbonylbis(triphenylphosphine)-, (T-4)-;C38-H30-Ni-O2-P2;Nickel, dicarbonylbis(triphenylphosphine)-;(T-4)-Dicarbonylbis(triphenylphosphine)nickel;Ni(CO)2(PPh3)2;MFCD00009591;dicarbonyl-bis(triphenylphosphine)nickel;bis(triphenylphosphine)dicarbonylnickel(0);FT-0689508;E77058;BIS(TRIPHENYLPHOSPHINE)DICARBONYLNICKEL [MI];Q27252759

Chemical Property of Bis(triphenylphosphine)dicarbonylnickel

Chemical Property:

• Appearance/Colour: cream to yellow crystalline powder.
• Melting Point: 206-209 °C(lit.)
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 27.18000
• Density: 1.09
• LogP: 6.47360
• Storage Temp.: 0-6°C
• Sensitive.: air sensitive
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 638.107446
• Heavy Atom Count: 43
• Complexity: 212

Purity/Quality:

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

Bis(triphenylphosphine)nickel dicarbonyl, 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 45-42/43
• Safety Statements: 53-22-36/37-45

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Metals -> Metals, Organic Compounds
• Canonical SMILES: [C-]#[O+].[C-]#[O+].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: Catalyst in polymerization of acetylene to benzene and styrene, trimerization of ethynyl Compounds, cyclization of butadiene. Catalyst for:Cyclotrimerization reactionsCyclooligomerization reactions

Technology Process of Bis(triphenylphosphine)dicarbonylnickel

There total 120 articles about Bis(triphenylphosphine)dicarbonylnickel 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: 91.0%

(trans-C6H5CHCH)Ni(P(C6H5)3)2Br → bis(triphenylphosphine)nickel(0) dicarbonyl (13007-90-4)

Guidance literature:

With carbon monoxide; In methanol; byproducts: trans-C6H5CHCHCO2CH3; react. with CO in methanol;;

Reference yield: 90.0%

triphenylphosphine (603-35-0) + tetracarbonyl nickel (13463-39-3,71564-36-8) → bis(triphenylphosphine)nickel(0) dicarbonyl (13007-90-4)

Guidance literature:

In ethanol; react. in abs. C2H5OH under reflux;;

Reference yield: 90.0%

dibromobis(triphenylphosphine)nickel(II) (36673-36-6,111408-20-9,14126-37-5,54053-52-0) + iron pentacarbonyl (13463-40-6,37220-42-1) → bis(triphenylphosphine)dicarbonyldibromoiron(II) (51744-69-5,15020-31-2,84622-99-1) + bis(triphenylphosphine)nickel(0) dicarbonyl (13007-90-4)

Guidance literature:

With triphenylphosphine; In tetrahydrofuran; byproducts: CO; addn. of excess Fe(CO)5 to equimolar mixt. of Ni-complex and PPh3, stirring (22°C, 18-20 h); evapn., chromy. (Al2O3, petroleum ether/benzene=1:1);

DOI:10.1016/S0020-1693(00)89590-0

upstream raw materials:

bis(1,5-cyclooctadiene)nickel ⁽⁰⁾

β-Propiolactone

nickel

nitrogen(II) oxide

Downstream raw materials:

(Ni(1.4-(F₂PO)2C₆H₄)2)(n)

dicarbonyl-bis-triphenyl phosphite-nickel

nickel(II) oxide

[tricarbonyl(triphenylphosphine)nickel]

Refernces

• 1、 Linck, Rachel C.,Spahn, Cameron W.,Rauchfuss, Thomas B.,Wilson, Scott R.. "Structural analogues of the bimetallic reaction center in acetyl CoA synthase: A Ni - Ni model with bound CO". . p. 8700 - 8701. Retrieved 2003.
• 2、 Guerrieri,Chiusoli. "". . p. 209,214. Retrieved 1968.
• 3、 Felkin, H.,Knowles, P. J.. "". . p. C14 - C16. Retrieved 1972.
• 4、 Sato, M.,Ichibori, K.,Sato, F.. "". . p. 267 - 270. Retrieved 1971.
• 5、 Hong, Pangbu,Sonogashira, Kenkichi,Hagihara, Nobue. "SYNTHESES OF ?-CYCLOBUT-1-EN-3-ONYL COMPLEXES BY CYCLOADDITION OF KETENES TO SOME TRANSITION METAL ALKYNYL COMPLEXES". . p. 363 - 370. Retrieved 1981.
• 6、 Giannoccaro, P.,Sacco, A.,Vasapollo, G.. "". . p. L455 - L456. Retrieved 1979.
• 7、 Staudaher, Nicholas D.,Arif, Atta M.,Louie, Janis. "Synergy between Experimental and Computational Chemistry Reveals the Mechanism of Decomposition of Nickel-Ketene Complexes". supporting information. p. 14083 - 14091. Retrieved 2016/11/06.
• 8、 Scott, Natalie M.,Clavier, Herve,Mahjoor, Parisa,Stevens, Edwin D.,Nolan, Steven P.. "Synthetic, structural, and thermochemical studies of N-heterocyclic carbene (NHC) and tertiary phosphine ligands in the [(L)2Ni(CO)2] (L = PR3, NHC) system". . p. 3181 - 3186. Retrieved 2009/02/04.