Vanadocene dichloride
Names
IUPAC name
Dichlorobis(η5-cyclopentadienyl) vanadium
Other names
Dicyclopentadienyl vanadium dichloride
Identifiers
3D model (JSmol)
Abbreviations Cp2VCl2
ECHA InfoCard 100.031.943
EC Number
  • 235-150-8
RTECS number
  • YW1580000
UNII
UN number 3285
  • c1ccc[cH-]1.c2ccc[cH-]2.[V+4].[Cl-].[Cl-]
Properties
C10H10Cl2V
Molar mass 252.03 g/mol
Appearance Green solid
Density 1.7 g/ml
Melting point decomposes
Boiling point decomposes
Soluble (Hydrolysis)
Structure
Monoclinic
Tetrahedral
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
 Irritant
GHS labelling:
GHS06: ToxicGHS07: Exclamation mark
Danger
H301, H315, H319, H335
P261, P264, P270, P271, P280, P301+P310, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, P501
NFPA 704 (fire diamond)
NFPA 704 four-colored diamond
2
0
1
Related compounds
Related compounds
 Titanocene dichloride
Zirconocene dichloride
Hafnocene dichloride
Niobocene dichloride
Tantalocene 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.

Preparation

Cp2VCl2 was first prepared by Wilkinson and Birmingham via the reaction of NaC5H5 and VCl4 in THF.[1]

Reactions and use

The compound has been used in organic synthesis.[2]

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

Like titanocene dichloride, this organovanadium compound was investigated as a potential anticancer drug. It was conjectured to function by interactions with the protein transferrin.[3]

References

  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. ↑ Hirao, T.; Ogawa, A.; Asahara, M.; Muguruma, Y.; Sakurai, H. (2005). "d,l-Selective Pinacol-Type Coupling Using Zinc, Chlorosilane, and Catalytic Amount of Cp2VCl2; dl-1,2-Dicyclohexylethanediol". Organic Syntheses. 81: 26.
  3. ↑ Honzíček, Jan; Vinklárek, Jaromír (2015). "Bioinorganic chemistry of vanadocene dichloride". Inorganica Chimica Acta. 437: 87–94. doi:10.1016/j.ica.2015.08.008.
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