Vanadocene dichloride

Vanadocene dichloride
IUPAC name

dichloro bis (η5-cyclopentadienyl) vanadium
Other names

Dicyclopentadienyl vanadium dichloride
Identifiers
Abbreviations Cp2VCl2
CAS number 12083-48-6
RTECS number YW1580000
Properties
Molecular formula C10H10Cl2V
Molar mass 252.03 g/mol
Appearance Green solid
Density 1.7 g/ml
Melting point

Decomp.
Boiling point

Decomp.
Solubility in water Soluble (Hydrolysis)
Structure
Crystal structure Monoclinic
Coordination
geometry		 Tetrahedral
Hazards
R-phrases R25 R36/37/38 R38
S-phrases S26 S28 S36/37/39 S45
Main hazards Irritant
NFPA 704
0
2
1
Related compounds
Related compounds Titanocene dichloride
Zirconocene dichloride
Hafnocene dichloride
Niobocene dichloride
Tanatalocene dichloride
Molybdenocene dichloride
Tungstenocene dichloride
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Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Vanadocene dichloride, dichloro bis(η5-cyclopentadienyl)vanadium(IV) is (η5-C5H5)2VCl2 (commonly abbreviated as Cp2VCl2). It is a structural analoque 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.

Contents

Preparation

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]

Structure

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]

References

  1. ^ G. Wilkinson and J.G. Birmingham (1954). "Bis-cyclopentadienyl Compounds of Ti, Zr, V, Nb and Ta". Journal of the American Chemical Society 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. Chimica Acta 152 (2): 117–124. doi:10.1016/S0020-1693(00)83343-5. 

Further reading