Vanadocene dichloride

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Vanadocene dichloride
Vanadocene dichloride.png
IUPAC name
Dichlorobis(η5-cyclopentadienyl) vanadium
Other names
Dicyclopentadienyl vanadium dichloride
Abbreviations Cp2VCl2
ECHA InfoCard 100.031.943
RTECS number YW1580000
Molar mass 252.03 g/mol
Appearance Green solid
Density 1.7 g/ml
Melting point decomposes
Boiling point decomposes
Soluble (Hydrolysis)
Main hazards Irritant
R-phrases (outdated) R25 R36/37/38 R38
S-phrases (outdated) S26 S28 S36/37/39 S45
NFPA 704
Flammability code 0: Will not burn. E.g., water Health code 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g., chloroform Reactivity code 1: Normally stable, but can become unstable at elevated temperatures and pressures. E.g., calcium Special hazards (white): no codeNFPA 704 four-colored diamond
Related compounds
Related compounds
Titanocene dichloride
Zirconocene dichloride
Hafnocene dichloride
Niobocene dichloride
Tanatalocene dichloride
Molybdenocene dichloride
Tungstenocene dichloride
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

Vanadocene dichloride is an organometallic complex with formula (η5-C5H5)2VCl2 (commonly abbreviated as Cp2VCl2). It is a structural analogue of titanocene dichloride but with vanadium(IV) instead of titanium(IV). This compound has one unpaired electron, hence Cp2VCl2 is paramagnetic. Vanadocene dichloride is a suitable precursor for variety of bis(cyclopentadienyl)vanadium(IV) compounds.

Reduction of vanadocene dichloride gives vanadocene, (C5H5)2V.


Cp2VCl2 was first prepared by Wilkinson and Birmingham via the reaction of NaC5H5 and VCl4 in THF, followed by work up by extraction with chloroform and hydrogen chloride and recrystallization from toluene.[1]


Like titanocene dichloride, this organovanadium compound is currently being investigated as a potential anticancer drug (currently in clinical trials). The mechanism by which it acts is not understood, but some conjecture that it might be due to its interactions with the protein transferrin.[2]


  1. ^ Wilkinson, G.; Birmingham, J. G. (1954). "Bis-cyclopentadienyl Compounds of Ti, Zr, V, Nb and Ta". J. Am. Chem. Soc. 76 (17): 4281–4284. doi:10.1021/ja01646a008. 
  2. ^ Murthy, M. S.; Rao, L. N.; Kuo, L. Y.; Toney, J. H.; Marks, T. J. (1988). "Antitumor and toxicologic properties of the organometallic anticancer agent vanadocene dichloride.". Inorg. Chim. Acta. 152 (2): 117–124. doi:10.1016/S0020-1693(00)83343-5. 

Further reading[edit]