Vanadocene dichloride

Names

IUPAC name

Dichlorobis(η⁵-cyclopentadienyl) vanadium

Other names

Dicyclopentadienyl vanadium dichloride

Identifiers

CAS Number

12083-48-6^Y

3D model (JSmol)

Interactive image

Abbreviations

Cp₂VCl₂

ECHA InfoCard

100.031.943

EC Number

235-150-8

PubChem CID

82917

RTECS number

YW1580000

UNII

4W2E0IDO21^Y

UN number

3285

CompTox Dashboard (EPA)

DTXSID2024616

SMILES

[cH-]1cccc1.[cH-]1cccc1.Cl[V+2]Cl

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

Signal word

Danger

Hazard statements

H301, H315, H319, H335

Precautionary statements

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)

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

Chemical compound

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.