1271-28-9

Basic information

• Product Name: NICKELOCENE
• Synonyms: bis(cyclopentadienyl)nickel(II);bis(eta5-Cyclopentadienyl) nickel;bis(η5-2,4-cyclopentadien-1-yl)nickel;Di-pi-cyclopentadienylnickel;Nickel, bis(eta5-cyclopentadienyl)-;Nickel, bis(eta5-2,4-cyclopentadien-1-yl)-;Nickel, compd with pi-cyclopentadienyl (1:2);Nickel, dicyclopentadienyl-
• CAS NO: 1271-28-9
• Molecular Formula: C₁₀H₁₀Ni
• Molecular Weight: 188.88
• EINECS: 215-039-0
• Product Categories: Classes of Metal Compounds;Metallocenes;Ni (Nickel) Compounds;Titanocene, etc.;Transition Metal Compounds;metallocene;Ni
• Mol File: 1271-28-9.mol
• Article Data: 31

Chemical Properties

• Melting Point: 171-173 °C(lit.)
• Appearance: dark green/crystal
• Storage Temp.: 2-8°C
• Water Solubility: Insoluble in water
• Sensitive: Air & Moisture Sensitive
• CAS DataBase Reference: NICKELOCENE(CAS DataBase Reference)
• NIST Chemistry Reference: NICKELOCENE(1271-28-9)
• EPA Substance Registry System: NICKELOCENE(1271-28-9)

Safety Data

• Hazard Codes: F,T
• Statements: 49-11-22-43
• Safety Statements: 53-36/37/39-45
• RIDADR: UN 1325 4.1/PG 2
• WGK Germany: 3
• RTECS: QR6500000
• F: 10-23
• TSCA: Yes
• HazardClass: 4.2
• PackingGroup: I
• Hazardous Substances Data: 1271-28-9(Hazardous Substances Data)

Usage

Chemical Description

Nickelocene is a metallocene compound containing nickel.

Chemical Properties

Different sources of media describe the Chemical Properties of 1271-28-9 differently. You can refer to the following data:
1. GREEN TO DARK GREEN CRYSTALS OR CRYST. POWDER
2. Nickelocene is a solid crystalline substance of dark green color, insoluble in water or carbon tetrachloride, slightly soluble in alcohol and liquid ammonia, and readily soluble in nonpolar organic solvents.

Uses

Different sources of media describe the Uses of 1271-28-9 differently. You can refer to the following data:
1. Nickelocene is obtained through reacting nickel halides with sodium cyclopentadienide. It is used as a catalyst or as a complexing agent.
2. 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.
3. Catalyst, complexing agent.

General Description

Dark liquid in an 8-10% solution in toluene. Insoluble in water.

Air & Water Reactions

Highly flammable. The neat material is sensitive to air. . Insoluble in water.

Reactivity Profile

Organometallics, such as NICKELOCENE, are reactive with many other groups. Incompatible with acids and bases. Organometallics are good reducing agents and therefore incompatible with oxidizing agents. Often reactive with water to generate toxic or flammable gases.

Hazard

Toxic by inhalation and skin contact, a carcinogen (OSHA).

Health Hazard

ACUTE/CHRONIC HAZARDS: NICKELOCENE can be absorbed through the skin.

Fire Hazard

NICKELOCENE is flammable.

Safety Profile

Confirmed carcinogen with experimental carcinogenic, neoplastigenic, and tumorigenic data. Poison by intraperitoneal and intramuscular routes. Moderately toxic by ingestion. When heated to decomposition it emits acrid smoke and irritating fumes. See also NICKEL COMPOUNDS.

Purification Methods

Dissolve the complex in Et2O, filter and evaporate in a vacuum. Purify it rapidly by recrystallisation from pet ether using a solid CO2/Me2CO bath, m 171-173o(in an evacuated tube). Also purify it by vacuum sublimation. [Wilkinson et al. J Am Chem Soc 76 1970 1954, Beilstein 16 IV 1831.]

Upstream product

• 17306-10-4 cyclopentadienylmagnesium bromide 
• 13462-88-9 nickel dibromide 
• 83864-14-6 nickel dichloride 
• 7440-02-0 nickel 
• 542-92-7 cyclopenta-1,3-diene 
• 109-89-7 diethylamine 
• 13463-39-3 tetracarbonyl nickel 
• 603-32-7 triphenyl-arsane 
• 101-02-0 triphenyl phosphite 
• 1608-26-0 Hexamethylphosphorous triamide 
• 13462-90-3 nickel(II) iodide 
• 598-25-4 Dimethylallene 
• 12078-25-0 dicarbonylcyclopentadienylcobalt 

Downstream Products

• 7440-02-0 nickel 
• 23411-45-2 tetrakis(phenyl isocyanide)nickel(O) 
• 1298-83-5 C₅H₅^(1-)*Ni⁽²⁺⁾*I^(1-)*Sb(C₆H₅)3=C₅H₅NiI{Sb(C₆H₅)3} 
• 26125-84-8 Ni(CNC₆H₅CH₂)4 
• 287-92-3 Cyclopentane 
• 13859-65-9 tetrakis(trifluorophosphine)nickel 
• 115289-35-5 anti-(1-benzyl-η3-allyl)(η5-cyclopentadienyl)nickel 

Related news

Novel, axially chiral analogues of NICKELOCENE (cas 1271-28-9) with nickeladibenzofluorenyl ligand08/11/2019

In this paper we describe the syntheses and characterization of novel axially chiral metallacyclic complexes. Contrary to previously described synthesis of 9-nickelafluorenyllithium complexes, reaction of dilithium ligand afforded nickelacyclic analogue of nickelocene. Similar compounds were obt...detailed

NiO/Co3O4 nanoheterostructure derived from NICKELOCENE (cas 1271-28-9) filled ZIF-67 for supercapacitors08/10/2019

In this work, a novel NiO/Co3O4 nanoheterostructure was fabricated via a simple pyrolysis treatment of nickelocene (NiCp2) filled ZIF-67. With remarkable structural features, the obtained NiO/Co3O4 hybrids exhibit high specific capacitance of 405 F g-1 at 1 A g−1 and high cycling stability (97.4...detailed

Carbene oligomerization promoted by NICKELOCENE (cas 1271-28-9) derived complexes08/09/2019

New catalytic systems based on nickelocene were used as initiators in polymerization of ethyl acetate carbene derived from ethyl diazoacetate. Nickelocene itself and nickelocene activated with n-butyllithium or diphenylmethyllithium led to the formation of oligomers with average molecular weight...detailed

Relevant articles and documents

HETEROMETALL-ZWEIKERNKOMPLEXE AUS DEN TRIPELDECKERSANDWICH-VERBINDUNGEN BF4 UND CYCLOPENTADIENYLMETALLBISTHIOLATEN. KRISTALLSTRUKTUR UND SPIN-CROSSOVER-VERHALTEN VON t)2Ni(C5H4R)>BF4

The tripledecker sandwich complex BF4 (I) reacts with (C5H5)2Ti(SR)2 (R=Me, Ph) and (C5H5)2Mo(SR)2 (R=Me, Ph, But) to produce the dinuclear heterometallic compounds BF4 (V, VI, XI-XIII).The temperature dependence of the 1H NMR spectra of the Ti-Ni complexes V, VI is best explained by an inversion at the sulfur atoms of the bridging SR units which, above +35 deg C, occurs rapidly.The chemical shifts of the 1H and 13C NMR signals of the cyclopentadienyl ligand coordinated to nickel in the compounds t)2Ni(C5H4R)>BF4 (XIII: R=H, XIV: R=Me) are also strongly temperature-dependent presumably due to an equilibrium between a diamagnetic low-spin and a paramagnetic high-spin isomer.Molecular orbital calculations indicate that the spin crossover is probably a consequence of a flattening at the sulfur atoms caused by the t-butyl substituents.The X-ray structural analysis of XIII shows the presence of a folded four-membered MoS2Ni ring having the t-butyl groups on the inside.In accordance with the MO calculatins, the sulfur atoms are less pyramidal than in analogous complexes.The NMR spectrum of the compound BF4 (XXIII) which is prepared from C5H5(PMe3)Co(SPh)2 and I, does not vary with the temperature.

Two nickelocenes and ferrocene in a rigid cis/trans chain

With the aim of studying the conformation of bridged paramagnetic metallocenes and the conformation-dependent electron spin delocalization therein, a trimetallic model compound was synthesized. First, a nickelocene bonded to cyclopentadienyl (Cp) anion by

Photolytisch induzierte Erzeugung und komplexchemische Stabilisierung eines Molybdaen-Arsen-Dreifachbindungssystems; Roentgenstrukturanalysen der Cluster μ3-AsCp3Mo2Ni(CO)4, As2Cp6Mo4Ni2(CO)7 und μ3-AsCpMoPt2(CO)4(PPh3)2

Cophotolysis of μ3-AsCp3Mo3(CO)6 (1) and Cp2Ni2(CO)2 (2) yields the clusters μ3-AsCp3Mo2Ni(CO)4 (3) and As2Cp6Mo4Ni2(CO)7 (4).Cophotolysis of 1 with Pt(C2H4)(PPh3)2 (5) leads to the butterfly cluster μ3-AsCpMoPt2(CO)4(PPh3

Transition metal azolates from metallocenes. Part 3: Polymeric manganese(II) and nickel(II) pyrazolates; synthesis, characterization, and magnetochemistry

Direct reactions of nickelocene and manganocene with molten pyrazoles in an inert atmosphere or under vacuum have led to the isolation of the following metal pyrazolate compounds: [Ni(4-Xpz)2](x) (where X = H, Cl and pz = pyrazolate); [M(4-Xdmp

Synthesis method of nickelocene

The invention discloses a synthesis method of nickelocene. The synthesis method of nickelocene comprises the following steps: step 1, dissolving 140-160 g of nickel chloride hexahydrate in 400-600 mlof ammonia water, and carrying out a reaction for 8-10 hours by stirring; step 2, after the reaction in the step 1 is ended, filtering the substances obtained in the reaction, carrying out drying by suction, carrying out washing with ethyl alcohol or n-hexane, and carrying out drying to obtain 70-90 g of a product hexamine nickel dichloride; step 3, putting 15-19 g of sodium metal into 400-600 mlof tetrahydrofuran for a reaction, carrying out cooling, then dropwise adding 50-60 g of cyclopentadiene monomers, and adding 70-90 g of the hexamine nickel dichloride obtained in the step 2 after dropwise adding is completed, and carrying out refluxing for 8-10 hours; and step 4, evaporating the reactant obtained after refluxing, removing the solvent evaporating, carrying out a sublimating reaction to obtain 60-80 g of dark green nickelocene crystals, and carrying out closed storage. The synthesis method disclosed by the invention has the advantages that types of the raw materials required for reactions are few, operation is relatively simple and convenient, purity is high, and strict requirements of electronic chemicals on product quality are well met.

Products of the reaction of 9-nickelafluorenyllithium complexes with water

Reactions of 9-nickelafluorenyllithium complexes with water were carried out. Trinickel clusters with aryne ligands were formed (via aromatic C-H bond activation by a nickel atom), whose crystal and molecular structures were determined by single-crystal X-ray analysis.