Vanadocene dichloride
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Names | |||
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IUPAC name Dichlorobis(η5-cyclopentadienyl) vanadium | |||
Other names Dicyclopentadienyl vanadium dichloride | |||
Identifiers | |||
CAS Number |
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3D model (JSmol) |
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Abbreviations | Cp2VCl2 | ||
ECHA InfoCard | 100.031.943 | ||
EC Number |
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PubChem CID |
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RTECS number |
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UNII |
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UN number | 3285 | ||
CompTox Dashboard (EPA) |
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Properties | |||
Chemical formula | C10H10Cl2V | ||
Molar mass | 252.03 g/mol | ||
Appearance | Green solid | ||
Density | 1.7 g/ml | ||
Melting point | decomposes | ||
Boiling point | decomposes | ||
Solubility in water | Soluble (Hydrolysis) | ||
Structure | |||
Crystal structure | Monoclinic | ||
Coordination geometry | Tetrahedral | ||
Hazards | |||
Occupational safety and health (OHS/OSH): | |||
Main hazards | Irritant | ||
GHS labelling: | |||
Pictograms | |||
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) | 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). Y verify (what is YN ?) 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
- ^ 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.
- ^ 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.
- ^ 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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CpH | He | ||||||||||||||||||||
LiCp | Be | B | CpMe | N | C5H4O | F | Ne | ||||||||||||||
NaCp | MgCp2 | Al | Si | P | S | Cl | Ar | ||||||||||||||
K | CaCp2 | ScCp3 | TiCp2Cl2 (TiCp2Cl)2 | VCp2 VCpCh | CrCp2 (CrCp(CO)3)2 | MnCp2 | FeCp2 Fe(η5-C5H4Li)2 | CoCp2 CoCp(CO)2 | NiCp2 | Cu | Zn | Ga | Ge | As | Se | Br | Kr | ||||
Rb | Sr | Y(C5H5)3 | ZrCp2Cl2 ZrCp2ClH | NbCp2Cl2 | MoCp2H2 MoCp2Cl2 | Tc | RuCp2 RuCp(PPh3)2Cl | RhCp2 | PdCp(C3H5) | Ag | Cd | InCp | SnCp2 | Sb | Te | I | Xe | ||||
Cs | Ba | * | LuCp3 | HfCp2Cl2 | Ta | (WCp(CO)3)2 | ReCp2H | OsCp2 | IrCp2 | Pt | Au | Hg | TlCp | PbCp2 | Bi | Po | At | Rn | |||
Fr | Ra | ** | Lr | Rf | Db | Sg | Bh | HsCp2 | Mt | Ds | Rg | Cn | Nh | Fl | Mc | Lv | Ts | Og | |||
* | LaCp3 | CeCp3 | PrCp3 | NdCp3 | PmCp3 | SmCp3 | Eu | Gd | Tb | DyCp3 | Ho | ErCp3 | TmCp3 | YbCp3 | |||||||
** | Ac | ThCp3 ThCp4 | Pa | UCp4 | Np | Pu | Am | Cm | Bk | Cf | Es | Fm | Md | No |