Vanadocene dichloride

Structural formula
Crystal system	monoclinic
General
Surname	Dichlorobis (η 5 -cyclopentadienyl) vanadium
other names	Vanadocene dichloride Cp 2 VCl 2
Molecular formula	C 10 H 10 Cl 2 V
Brief description	green crystals
External identifiers / databases
CAS number 12083-48-6 EC number 235-150-8 ECHA InfoCard 100,031,943 PubChem 24860247 Wikidata Q3489655
properties
Molar mass	252.03 g mol −1
Physical state	firmly
density	1.60 g cm −3
Melting point	250 ° C (decomposition)
safety instructions
GHS labeling of hazardous substances danger H and P phrases H: 301-315-319-335 P: 261-301 + 310-305 + 351 + 338
Toxicological data	87 mg kg −1 ( LD 50 ,  rat ,  oral )
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Vanadocene dichloride or, according to the IUPAC nomenclature, dichlorobis ( η ⁵ - cyclopentadienyl ) vanadium (IV) , is an organometallic compound from the family of metallocenes . The green solid is structurally identical to the titanocene dichloride . Vanadocene dichloride is a 17 electron complex and is paramagnetic due to its unpaired electron .

Extraction and presentation

Vanadocene dichloride was first produced by Geoffrey Wilkinson and Birmingham by reacting vanadium tetrachloride VCl ₄ with cyclopentadienyl sodium NaC ₅ H ₅ in tetrahydrofuran .

${\displaystyle \mathrm {VCl_{4}+\ 2\ Na(C_{5}H_{5})\ {\xrightarrow[{}]{THF}}\ VCl_{2}(C_{5}H_{5})_{2}+\ 2\ NaCl} }$

For purification, the product was extracted with chloroform and hydrochloric acid and recrystallized with toluene .

properties

Vanadocene dichloride decomposes in the presence of moisture with the formation of hydrogen chloride .

use

Vanadocene dichloride is a common precursor for the production of bis (cyclopentadienyl) vanadium (IV) compounds. Vanadocene V (C ₅ H ₅ ) ₂ is obtained by reducing vanadocene dichloride .

Biological importance

Like titanocene dichloride , vanadocene dichloride is also a potential candidate for cancer therapy and is therefore the subject of numerous studies. The mechanism is not yet clear, but there is evidence that it interacts with the protein transferrin .

Individual evidence

1. ↑ ^{a b c d e} data sheet bis (cyclopentadienyl) vanadium (IV) dichloride from Sigma-Aldrich , accessed on June 16, 2014 ( PDF ).
2. ↑ ^{a b c} data sheet bis (cyclopentadienyl) vanadium dichloride, 95% from AlfaAesar, accessed on June 18, 2014 ( PDF )(JavaScript required) .
3. ↑ G. Wilkinson and JG Birmingham: Bis-cyclopentadienyl Compounds of Ti, Zr, V, Nb and Ta . In: Journal of the American Chemical Society . tape 76 , no. 17 , 1954, pp. 4281-4284 , doi : 10.1021 / ja01646a008 .
4. ↑ Alaa S. Abd-El-Aziz: Inorganic and Organometallic Macromolecules. Springer Science & Business Media, 2007, ISBN 978-0-387-72947-3 , p. 227 ( limited preview in Google book search).
5. ↑ Murthy MS, Rao LN, Kuo LY, Toney JH, Marks TJ: Antitumor and toxicologic properties of the organometallic anticancer agent vanadocene dichloride. In: Inorg. Chimica Acta . tape 152 , no. 2 , 1956, p. 117-124 , doi : 10.1016 / S0020-1693 (00) 83343-5 .