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Cyclopentadienyliron dicarbonyl dimer information


Cyclopentadienyliron dicarbonyl dimer
Names
IUPAC name
Di-μ-carbonyldicarbonylbis(η5-cyclopenta-2,4-dien-1-yl)diiron
Other names
Bis(cyclopentadienyl)tetracarbonyl-diiron,
Di(cyclopentadienyl)tetracarbonyl-diiron,
Bis(dicarbonylcyclopentadienyliron)
Identifiers
CAS Number
  • 12154-95-9 checkY
3D model (JSmol)
  • Interactive image
ChemSpider
  • 24589716 checkY
ECHA InfoCard 100.032.057 Edit this at Wikidata
EC Number
  • 235-276-3
PubChem CID
  • 11110989
InChI
  • InChI=1S/2C5H5.4CO.2Fe/c2*1-2-4-5-3-1;4*1-2;;/h2*1-5H;;;;;;/q;;;;2*-1;2*+1 checkY
    Key: XJSJEKXJJGHIGW-UHFFFAOYSA-N checkY
  • InChI=1/2C5H5.4CO.2Fe/c2*1-2-4-5-3-1;4*1-2;;/h2*1-5H;;;;;;/q;;;;2*-1;2*+1/r2C6H5FeO.2CO/c2*8-5-7-6-3-1-2-4-6;2*1-2/h2*1-4,6H;;
    Key: XJSJEKXJJGHIGW-FEMRPSMKAV
SMILES
  • c1ccc[cH-]1.[Fe]1(C#[O+])C(=O)[Fe](C#[O+])C(=O)1.c1ccc[cH-]1
Properties
Chemical formula
C14H10Fe2O4
Molar mass 353.925 g/mol
Appearance Dark purple crystals
Density 1.77 g/cm3, solid
Melting point 194 °C (381 °F; 467 K)
Boiling point decomposition
Solubility in water
insoluble
Solubility in other solvents benzene, THF, chlorocarbons
Structure
Coordination geometry
distorted octahedral
Dipole moment
3.1 D (benzene solution)
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
CO source
GHS labelling:
Pictograms
GHS02: FlammableGHS06: ToxicGHS07: Exclamation mark
Signal word
Danger
Hazard statements
H228, H302, H330, H331
Related compounds
Related compounds
Fe(C5H5)2
Fe(CO)5
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Cyclopentadienyliron dicarbonyl dimer is an organometallic compound with the formula [(η5-C5H5)Fe(CO)2]2, often abbreviated to Cp2Fe2(CO)4, [CpFe(CO)2]2 or even Fp2, with the colloquial name "fip dimer". It is a dark reddish-purple crystalline solid, which is readily soluble in moderately polar organic solvents such as chloroform and pyridine, but less soluble in carbon tetrachloride and carbon disulfide. Cp2Fe2(CO)4 is insoluble in but stable toward water. Cp2Fe2(CO)4 is reasonably stable to storage under air and serves as a convenient starting material for accessing other Fp (CpFe(CO)2) derivatives (described below).[1]

  1. ^ Kelly, William J. (2001). "Bis(dicarbonylcyclopentadienyliron)". Encyclopedia of Reagents for Organic Synthesis. doi:10.1002/047084289X.rb139. ISBN 0471936235.

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Cyclopentadienyliron dicarbonyl dimer

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Cyclopentadienyliron dicarbonyl dimer is an organometallic compound with the formula [(η5-C5H5)Fe(CO)2]2, often abbreviated to Cp2Fe2(CO)4, [CpFe(CO)2]2...

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Cyclopentadienyliron dicarbonyl iodide

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as in ferraboranes. Cyclopentadienyliron dicarbonyl iodide is synthesized by the reaction of cyclopentadienyliron dicarbonyl dimer with I2: Cp2Fe2(CO)4...

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FP

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criminology Cyclopentadienyliron(II) dicarbonyl group (Fp = (η5-C5H5)Fe(CO)2, colloquially pronounced as "fip"), see: cyclopentadienyliron dicarbonyl dimer (Fp2)...

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Iron

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chemistry; it contains iron in the −2 oxidation state. Cyclopentadienyliron dicarbonyl dimer contains iron in the rare +1 oxidation state. A landmark...

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Inorganic chemistry

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greatly benefited from its relevance to industry. Examples: Cyclopentadienyliron dicarbonyl dimer (C5H5)Fe(CO)2CH3, ferrocene Fe(C5H5)2, molybdenum hexacarbonyl...

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Iron compounds

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chemistry; it contains iron in the −2 oxidation state. Cyclopentadienyliron dicarbonyl dimer contains iron in the rare +1 oxidation state. A landmark...

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Bridging ligand

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complexes that exhibit this process are cobalt carbonyl and cyclopentadienyliron dicarbonyl dimer: Co2(μ-CO)2(CO)6 ⇌ Co2(μ-CO)2(CO)4(CO)2 (C5H5)2Fe2(μ-CO)2(CO)2...

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Organoiron chemistry

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with cyclopentadiene to give the dinuclear Fe(I) species cyclopentadienyliron dicarbonyl dimer ([FeCp(CO)2]2), often abbreviated as Fp2. Pyrolysis of Fp2...

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Iron pentacarbonyl

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dicyclopentadiene to form [Fe(C5H5)(CO)2]2, cyclopentadienyliron dicarbonyl dimer. This compound, called "Fp dimer" can be considered a hybrid of ferrocene...

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Pentamethylcyclopentadiene

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is analogous to the route to the related Cp complex, see cyclopentadienyliron dicarbonyl dimer. Some Cp* complexes are prepared using silyl transfer: Cp*Li...

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Decarbonylation

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decarbonylation. Here decarbonylation accompanies the preparation of cyclopentadienyliron dicarbonyl dimer: 2 Fe ( CO ) 5 + C 10 H 12 ⟶ ( η 5 − C 5 H 5 ) 2 Fe 2 (...

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Sandwich compound

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or allyl. Compounds such as the cyclopentadienyliron dicarbonyl dimer and cyclopentadienylmolybdenumtricarbonyl dimer can be considered a special case...

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Fp2

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Fp2 may refer to: Cyclopentadienyliron dicarbonyl dimer, an organometallic compound Fp2: an EEG electrode site according to the 10-20 system FP2: Beats...

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Organomanganese chemistry

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of reactivity is analogous to that for the more popular cyclopentadienyliron dicarbonyl dimer. The Mn(I) compound BrMn(CO)5 is also the precursor to many...

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Fluxional molecule

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"Stereochemically Nonrigid Organometallic Compounds. I. π-Cyclopentadienyliron Dicarbonyl σ-Cyclopentadiene". J. Am. Chem. Soc. 1966 (88): 4371. doi:10...

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