Vanadocene dichloride
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Vanadocene dichloride | |
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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 | |
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.
Contents |
[edit] 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.
[edit] 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.
[edit] References
- ↑ 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).