Nickelocene

Base Information

• Chemical Name: Nickelocene
• CAS No.: 1271-28-9
• Deprecated CAS: 51269-44-4,1080518-91-7
• Molecular Formula: C10H10 Ni
• Molecular Weight: 188.879
• Hs Code.: 29319090
• European Community (EC) Number: 215-039-0
• UN Number: 1325,3082
• UNII: JR8F745XV5
• Wikipedia: Nickelocene
• Wikidata: Q418054
• NCI Thesaurus Code: C45872
• Mol file: 1271-28-9.mol

Synonyms:Nickelocene;1271-28-9;Nikelocen [Czech];Bis(eta5-2,4-cyclopentadien-1-yl)nickel;Nickel biscyclopentadiene;CCRIS 430;Nikelocen;Di-pi-cyclopentadienylnickel;EINECS 215-039-0;Bis(cyclopentadienyl)nickel(II);UNII-JR8F745XV5;JR8F745XV5;Nickelocne;Nickel, compd with pi-cyclopentadienyl (1:2);C10H10Ni;C10-H10-Ni;cyclopenta-1,3-diene;nickel(2+);BAA27128;AKOS028109487;LS-2098;BIS(CYCLOPENTADIENYL) NICKEL(II);nickel(II) cyclopenta-2,4-dien-1-ide;NCGC00091949-01;FT-0693754;Q418054

Chemical Property of Nickelocene

Chemical Property:

• Appearance/Colour: green to dark green crystals or crystalline powder
• Melting Point: 171-173 °C(lit.)
• PSA: 0.00000
• LogP: 2.04300
• Storage Temp.: 2-8°C
• Sensitive.: Air & Moisture Sensitive
• Water Solubility.: Insoluble in water
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 188.013592
• Heavy Atom Count: 11
• Complexity: 11.6
• Transport DOT Label: Flammable Solid

Purity/Quality:

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

Nickelocene ^*data from reagent suppliers

Safty Information:

• Hazard Codes: F,T
• Statements: 49-11-22-43
• Safety Statements: 53-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Metals -> Metals, Organic Compounds
• Canonical SMILES: [CH-]1C=CC=C1.[CH-]1C=CC=C1.[Ni+2]
• Uses: Nickelocene is obtained through reacting nickel halides with sodium cyclopentadienide. It is used as a catalyst or as a complexing agent. This metal alkyl may be used to synthesize hybrid organic-inorganic polymeric molecular layer deposition (MLD). Bis(cyclopentadienyl) nickel (Cp 2 Ni) may be used as a Ni precursor for the atomic layer deposition (ALD) of NiO/carbon nanotubes hybrids. Catalyst, complexing agent.

Technology Process of Nickelocene

There total 135 articles about Nickelocene 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%

hexaamminenickel (II) chloride → nickelocene (1271-28-9)

Guidance literature:

With NaC₅H₅; In tetrahydrofuran; byproducts: NH3; evolution of NH3 starts 35-40°C; slow heating to boiling;

Reference yield: 89.5%

cyclopentadienylthallium(I) + nickel dichloride (83864-14-6) → nickelocene (1271-28-9)

Guidance literature:

In solid; byproducts: TlCl; slight stoich. excess of NiCl2, stainless-steel vibration ball mill, 12 Hz, 6 min; sublimation (100-120°C, 0.1 Torr); elem. anal.;

DOI:10.1016/S0022-328X(99)00460-X

Reference yield: 83.0%

nickel dichloride (83864-14-6) → nickelocene (1271-28-9)

Guidance literature:

With NaC₅H₅; NH₃; In tetrahydrofuran; 50°C, anhydrous NiCl2; 1 h;

upstream raw materials:

cyclopentadienylmagnesium bromide

nickel dibromide

nickel dichloride

nickel

Downstream raw materials:

nickel

tetrakis(phenyl isocyanide)nickel(O)

Refernces

• 1、 Salzer, A.,Court, T. L.,Werner, H.. "". . p. 325 - 330. Retrieved 1973.
• 2、 Edwin, Joseph,Whiteley, Mark W.,Herter, Wilfried,Siebert, Walter. "Triple-decker complexes XIV. Reactions of iron carbonyls with the triple-decker sandwich complexes (η5-C5H5)Ni(μ,η5-C2B2C)M(η5-C5H5), (M = Co, Ni). Replacement of (η5-C5H5)Ni by and insertion of the Fe(CO)3 fragment into the (η5-C5H5)-Ni bond". . p. 329 - 338. Retrieved 1990.
• 3、 Thompson, L. K.,Eisner, E.,Newlands, M. J.. "". . p. 327 - 333. Retrieved 1973.
• 4、 Byers,L.R.,Utchman,V.A.,Dahl,L.F.. "". . p. 1942. Retrieved 1981.
• 5、 Salzer, A.,Taeschler, C.. "ZUR REAKTIVITAET KOMPLEXGEBUNDENER CARBOCYCLEN XV. NEUE WEGE ZU INDENYL-DIOLEFIN-KOMPLEXEN VON COBALT UND RHODIUM". . p. 261 - 266. Retrieved 1985.
• 6、 Chetcuti, Michael J.,McDonald, Steven R.. "Some reactions of Ni-Mo and Ni-W propargylic cations with nucleophiles". . p. 1882 - 1889. Retrieved 2004.
• 7、 Tessier-Youngs, Claire,Correa, Fernando,Pioch, Daniel,Burwell Jr., Robert L.,Shriver, Duward F.. "Chemistry of the interaction of some metal carbonyl clusters with metal oxide surfaces. [CpFe(CO)]4, Cp3Ni3(CO)2, and [CpNi(CO)]2 on alumina". . p. 898 - 903. Retrieved 1983.
• 8、 Shirokii, V. L.,Knizhnikov, V. A.,Sutormin, A. B.,Maier, N. A.,Andrianov, Yu. A.,Sedova, L. G.. "Electrochemical synthesis of ?-cyclopentadienyl(nitrosyl)nickel complexes". . p. 1061 - 1062. Retrieved 1994.
• 9、 Trtica, Sabrina,Meyer, Enno,Prosenc, Marc Heinrich,Heck, Juergen,Boehnert, Tim,Goerlitz, Detlef. "Naphthalene-bridged ansa-nickelocene: Synthesis, structure, electrochemical, and magnetic measurements". . p. 4486 - 4493. Retrieved 2013/01/14.
• 10、 Kralik, Joachim,K?hler, Katrin,Rüffer, Tobias,Lang, Heinrich. "Synthesis and reaction behaviour of {[Hf](μ-σ,π-C≡CR) 2}Ni(CO); the solid-state structure of [(η5-C 5H4SiMe3)2Hf(C≡C tBu)]2O". . p. 1185 - 1191. Retrieved 2007/10/03.