Cyclopentadienylvanadium tetracarbonyl

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Cyclopentadienylvanadium tetracarbonyl
CpV(CO)4.png
Identifiers
3D model (JSmol)
EC Number
  • 235-163-9
PubChem CID
  • InChI=1S/C5H5.4CO.V/c1-2-4-5-3-1;4*1-2;/h1-5H;;;;;
    Key: LIFGJKDEFQAOFY-UHFFFAOYSA-N
  • C1=C[CH-]C=C1.[O+]#C[V-3](C#[O+])(C#[O+])C#[O+]
Properties
Appearanceorange solid
Density 1.56 g/cm3
Boiling point sublimes
Hazards
GHS labelling:
GHS-pictogram-skull.svg GHS-pictogram-exclam.svg
Danger
H301, H311, H315, H319, H330, H335
P260, P261, P264, P270, P271, P280, P284, P301+P310, P302+P352, P304+P340, P305+P351+P338, P310, P312, P320, P321, P322, P330, P332+P313, P337+P313, P361, P362, P363, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Cyclopentadienylvanadium tetracarbonyl is the organovanadium compound with the formula (C5H5)V(CO)4. An orange, diamagnetic solid, it is the principal cyclopentadienyl carbonyl of vanadium. It can be prepared by heating a solution of vanadocene under high pressure of carbon monoxide. [1] As confirmed by X-ray crystallography, the coordination sphere of vanadium consists of η5-cyclopentadienyl and four carbonyl ligands. The molecule is a four-legged piano stool complex. [2] The compound is soluble in common organic solvents. [3] The compound has no commercial applications.

Reactions

Reduction with sodium amalgam gives the dianion of the tricarbonyl:

CpV(CO)4 + 2 Na → Na2CpV(CO)3 + CO

Protonation of this salt gives Cp2V2(CO)5. [4]

Heating a mixture of cycloheptatriene and cyclopentadienylvanadium tetracarbonyl gives (cycloheptatrienyl)(cyclopentadienyl)vanadium ("trovacene"). [5]

Related Research Articles

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Nickel carbonyl (IUPAC name: tetracarbonylnickel) is a nickel(0) organometallic compound with the formula Ni(CO)4. This colorless liquid is the principal carbonyl of nickel. It is an intermediate in the Mond process for producing very high-purity nickel and a reagent in organometallic chemistry, although the Mond Process has fallen out of common usage due to the health hazards in working with the compound. Nickel carbonyl is one of the most dangerous substances yet encountered in nickel chemistry due to its very high toxicity, compounded with high volatility and rapid skin absorption.

<span class="mw-page-title-main">Cobaltocene</span> Chemical compound

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<span class="mw-page-title-main">Iron pentacarbonyl</span> Chemical compound

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<span class="mw-page-title-main">Metal carbonyl</span> Coordination complexes of transition metals with carbon monoxide ligands

Metal carbonyls are coordination complexes of transition metals with carbon monoxide ligands. Metal carbonyls are useful in organic synthesis and as catalysts or catalyst precursors in homogeneous catalysis, such as hydroformylation and Reppe chemistry. In the Mond process, nickel tetracarbonyl is used to produce pure nickel. In organometallic chemistry, metal carbonyls serve as precursors for the preparation of other organometallic complexes.

<span class="mw-page-title-main">Titanocene dichloride</span> Chemical compound

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<span class="mw-page-title-main">Vanadium compounds</span>

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<span class="mw-page-title-main">Organotitanium chemistry</span>

Organotitanium chemistry is the science of organotitanium compounds describing their physical properties, synthesis, and reactions. Organotitanium compounds in organometallic chemistry contain carbon-titanium chemical bonds. They are reagents in organic chemistry and are involved in major industrial processes.

<span class="mw-page-title-main">Cyclopentadienylmolybdenum tricarbonyl dimer</span> Chemical compound

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<span class="mw-page-title-main">Cyclopentadienylcobalt dicarbonyl</span> Chemical compound

Cyclopentadienylcobalt dicarbonyl is an organocobalt compound with formula (C5H5)Co(CO)2, abbreviated CpCo(CO)2. It is an example of a half-sandwich complex. It is a dark red air sensitive liquid. This compound features one cyclopentadienyl ring that is bound in an η5-manner and two carbonyl ligands. The compound is soluble in common organic solvents.

<span class="mw-page-title-main">Organocobalt chemistry</span> Chemistry of compounds with a carbon to cobalt bond

Organocobalt chemistry is the chemistry of organometallic compounds containing a carbon to cobalt chemical bond. Organocobalt compounds are involved in several organic reactions and the important biomolecule vitamin B12 has a cobalt-carbon bond. Many organocobalt compounds exhibit useful catalytic properties, the preeminent example being dicobalt octacarbonyl.

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<span class="mw-page-title-main">Rhodocene</span> Organometallic chemical compound

Rhodocene is a chemical compound with the formula [Rh(C5H5)2]. Each molecule contains an atom of rhodium bound between two planar aromatic systems of five carbon atoms known as cyclopentadienyl rings in a sandwich arrangement. It is an organometallic compound as it has (haptic) covalent rhodium–carbon bonds. The [Rh(C5H5)2] radical is found above 150 °C (302 °F) or when trapped by cooling to liquid nitrogen temperatures (−196 °C [−321 °F]). At room temperature, pairs of these radicals join via their cyclopentadienyl rings to form a dimer, a yellow solid.

<span class="mw-page-title-main">Vanadocene</span> Chemical compound

Vanadocene, bis(η5-cyclopentadienyl) vanadium, is the organometallic compound with the formula V(C5H5)2, commonly abbreviated Cp2V. It is a violet crystalline, paramagnetic solid. Vanadocene has relatively limited practical use, but it has been extensively studied.

<span class="mw-page-title-main">Cyclopentadienyliron dicarbonyl dimer</span> Chemical compound

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).

<span class="mw-page-title-main">Cyclopentadienyliron dicarbonyl iodide</span> Chemical compound

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<span class="mw-page-title-main">Half sandwich compound</span> Class of coordination compounds

Half sandwich compounds, also known as piano stool complexes, are organometallic complexes that feature a cyclic polyhapto ligand bound to an MLn center, where L is a unidentate ligand. Thousands of such complexes are known. Well-known examples include cyclobutadieneiron tricarbonyl and (C5H5)TiCl3. Commercially useful examples include (C5H5)Co(CO)2, which is used in the synthesis of substituted pyridines, and methylcyclopentadienyl manganese tricarbonyl, an antiknock agent in petrol.

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Germyl, trihydridogermanate(1-), trihydrogermanide, trihydridogermyl or according to IUPAC Red Book: germanide is an anion containing germanium bounded with three hydrogens, with formula GeH−3. Germyl is the IUPAC term for the –GeH3 group. For less electropositive elements the bond can be considered covalent rather than ionic as "germanide" indicates. Germanide is the base for germane when it loses a proton.

<span class="mw-page-title-main">(Cycloheptatrienyl)(cyclopentadienyl)vanadium</span> Chemical compound

(Cycloheptatrienyl)(cyclopentadienyl)vanadium is an organovanadium compound with the formula V(C5H5)(C7H7). It is a purple, paramagnetic, sublimable solid that is sensitive toward air. The structure has been confirmed by X-ray crystallography. This sandwich complex features cyclopentadienyl and cycloheptatrienyl ligands bound to vanadium. It was first prepared by heating a mixture of cycloheptatriene and cyclopentadienylvanadium tetracarbonyl. Many derivatives of trovacene are prepared by lithiation of the cyclopentadienyl ring.

References

  1. King, R. B.; Stone, F. G. A. (1963). "Cyclopentadienyl Metal Carbonyls and Some Derivatives". Inorganic Syntheses. 7: 99–104. doi:10.1002/9780470132388.ch30.
  2. Wilford, J.B.; Whitla, A.; Powell, H.M. (1967). "The Crystal and Molecular Structure of π-Cyclopentadienylvanadium Tetracarbonyl". Journal of Organometallic Chemistry. 8 (3): 495–502. doi:10.1016/S0022-328X(00)83671-2.
  3. King, R.B.; Stone, F.G.A (1963). Cyclopentadienyl Metal Carbonyls and Some Derivatives. Vol. 7. pp. 99–115. doi:10.1002/9780470132388.ch31. ISBN   9780470132388.{{cite book}}: |journal= ignored (help)
  4. Fischer, Ernst Otto; Schneider, Robert J. J. (1970). "Über Aromatenkomplexe von Metallen, CXIV. Darstellung und Reaktionen von Dicyclopentadienyl-divanadin-pentacarbonyl, (C 5 H 5 ) 2 V 2 (CO) 5". Chemische Berichte. 103 (11): 3684–3695. doi:10.1002/cber.19701031133.
  5. King, R. B.; Stone, F. G. A. (1959). "π-Cylopentadienyl-π-Cycloheptatrienyl Vanadium". Journal of the American Chemical Society. 81 (19): 5263–5264. doi:10.1021/ja01528a063.