Vanadocene dichloride

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Vanadocene dichloride
General
Systematic name dicholorobis(η5-2,4-
cyclopentadien-1-yl)
vanadium
Other names vanadocene dichloride
Molecular formula C10H10Cl2V
Molar mass 252.03 g/mol
Appearance Green solid
CAS number 12083-48-6
Properties
Density and phase ? g/cm³, solid
Solubility in water insoluble
Other solvents THF, benzene, CH2Cl2
Melting point ??? °C (? K)
Boiling point decomp.
Structure
Coordination
geometry
Tetrahedral
Crystal structure Triclinic
Dipole moment ? D
Hazards
MSDS External MSDS
Main hazards Irritant
NFPA 704
NFPA 704.svg
0
2
1
 
Flash point ? °C
R/S statement R: 25-36/37/38, R38
S: 26-28-36/37/39-45
RTECS number YW1580000
Supplementary data page
Structure and
properties
n, εr, etc.
Thermodynamic
data
Phase behaviour
Solid, liquid, gas
Spectral data UV, IR, NMR, MS
Related compounds
Related compounds titanocene dichloride
Except where noted otherwise, data are given for
materials in their standard state (at 25 °C, 100 kPa)
Infobox disclaimer and references

Vanadocene dichloride, dichlorobis(η5-2,4-cyclopentadien-1-yl) vanadium, or dicyclopentadienyl vanadium dichloride is (η5-C5H5)2VCl2 (commonly abbreviated as Cp2VCl2). It is a close relative of titanocene dichloride but with one additional valence electron, hence Cp2VCl2 is paramagnetic. Vanadocene dichloride is a useful precursor to other (C5H5)2V compounds.

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.

Structure

Like its Ti analogue, vanadocene dichloride 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.[1]

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.
  • T. Hirao, A. Ogawa, M. Asahara, Y. Muguruma, H. Sakurai "d,l-Selective Pinacol-Type Coupling Using Zinc, Chlorosilane, and Catalytic Amount of Cp2VCl2; dl-1,2-Dicyclohexylethanediol" Organic Syntheses, Volume 81, p.26 (2005).

External links



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