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1271-28-9

1271-28-9 Structure

1271-28-9 Structure
IdentificationMore
[Name]

NICKELOCENE
[CAS]

1271-28-9
[Synonyms]

BIS(1,5-CYCLOPENTADIENYL)NICKEL
BIS(CYCLOPENTADIENYL)NICKEL
DI(CYCLOPENTADIENYL)NICKEL
DICYCLOPENTADIENYLNICKEL(II)
NICKELOCENE
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-
Nickel, di-pi-cyclopentadienyl-
nickel,bis(η5-2,4-cyclopentadien-1-yl)-
nickel,compdwithpi-cyclopentadienyl(1:2)
nickelbiscyclopentadiene
Nikelocen
pi-Cyclopentadienyl compd. with nickel
pi-cyclopentadienylcompd.withnickel
[EINECS(EC#)]

215-039-0
[Molecular Formula]

C10H10Ni 10*
[MDL Number]

MFCD00001441
[Molecular Weight]

188.88
[MOL File]

1271-28-9.mol
Chemical PropertiesBack Directory
[Appearance]

green to dark green crystals or crystalline powder
[Melting point ]

171-173 °C(lit.)
[storage temp. ]

2-8°C
[Water Solubility ]

Insoluble in water
[form ]

crystal
[color ]

dark green
[Sensitive ]

Air & Moisture Sensitive
[InChI]

1S/2C5H5.Ni/c2*1-2-4-5-3-1;/h2*1-5H;
[InChIKey]

FOOKRXHSBKEWSE-UHFFFAOYSA-N
[SMILES]

[Ni].[CH]1[CH][CH][CH][CH]1.[CH]2[CH][CH][CH][CH]2
[Uses]

Catalyst, complexing agent.
[CAS DataBase Reference]

1271-28-9(CAS DataBase Reference)
[NIST Chemistry Reference]

Nickelocene(1271-28-9)
[EPA Substance Registry System]

1271-28-9(EPA Substance)
Questions And AnswerBack Directory
[Preparation]

It is obtained by reacting nickel chloride with potassium cyclopentadienyl chloride in liquid ammonia or with sodium cyclopentadienyl chloride in diethyl ether. It can also be prepared by reacting sodium cyclopentadienyl chloride with nickel dichloride in an ether solvent. Alternatively, it can be prepared by reacting sodium cyclopentadienyl chloride with nickel chloride, or by reacting cyclopentadiene with nickel chloride hexahydrate in dimethyl sulfoxide. To obtain a pure product, it can be purified with petroleum ether or by sublimation under vacuum at 130°C.
Safety DataBack Directory
[Symbol(GHS) ]

Flame (GHS02)Exclamation Mark (GHS07)Health Hazard (GHS08)
GHS02,GHS07,GHS08
[Signal word ]

Danger
[Hazard statements ]

H228-H302-H317-H350
[Precautionary statements ]

P201-P210-P280-P301+P312+P330-P302+P352-P308+P313
[Hazard Codes ]

F,T
[Risk Statements ]

R49:May cause cancer by inhalation.
R11:Highly Flammable.
R22:Harmful if swallowed.
R43:May cause sensitization by skin contact.
[Safety Statements ]

S53:Avoid exposure-obtain special instruction before use .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
[RIDADR ]

UN 1325 4.1/PG 2
[WGK Germany ]

3
[RTECS ]

QR6500000
[F ]

10-23
[TSCA ]

Yes
[HazardClass ]

4.2
[PackingGroup ]

I
[HS Code ]

29319090
[Storage Class]

4.1B - Flammable solid hazardous materials
[Hazard Classifications]

Acute Tox. 4 Oral
Carc. 1A
Flam. Sol. 1
Skin Sens. 1
[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.
[Toxicity]

mouse,LD50,intraperitoneal,86mg/kg (86mg/kg),Proceedings of the Western Pharmacology Society. Vol. 11, Pg. 39, 1968.
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Bis(triphenylphosphine)dicarbonylnickel-->Nickle chloride-->Ammonia-->Sodium cyclopentadienide-->Nickel dichloride-->1,3-Cyclopentadiene-->Nickel(II) chloride hexahydrate
[Preparation Products]

cyclopenta-1,3-diene-->Nickel
Hazard InformationBack Directory
[General Description]

Dark liquid in an 8-10% solution in toluene. Insoluble in water.
[Reactivity Profile]

Organometallics, such as NICKELOCENE(1271-28-9), 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.
[Air & Water Reactions]

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

Toxic by inhalation and skin contact, a carcinogen (OSHA).
[Health Hazard]

ACUTE/CHRONIC HAZARDS: This chemical can be absorbed through the skin.
[Fire Hazard]

This chemical is flammable.
[Chemical Properties]

GREEN TO DARK GREEN CRYSTALS OR CRYST. POWDER
[Chemical Properties]

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.
[reaction suitability]

core: nickel
reagent type: catalyst
[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.]
Spectrum DetailBack Directory
[Spectrum Detail]

NICKELOCENE(1271-28-9)MS
NICKELOCENE(1271-28-9)IR1
NICKELOCENE(1271-28-9)IR2
Well-known Reagent Company Product InformationBack Directory
[Alfa Aesar]

Bis(cyclopentadienyl)nickel, dry(1271-28-9)
[Sigma Aldrich]

1271-28-9(sigmaaldrich)
[TCI AMERICA]

Nickelocene,>98.0%(T)(1271-28-9)
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