vanadocene dichloride
{{chembox
| Watchedfields = changed
| verifiedrevid = 421352257
| ImageFileL1 = Vanadocene dichloride.png
| ImageFileR1 = Vanadocene-dichloride-3D-balls.png
| IUPACName = Dichlorobis(η5-cyclopentadienyl) vanadium
| OtherNames = Dicyclopentadienyl vanadium dichloride
|Section1={{Chembox Identifiers
| Abbreviations =Cp2VCl2
| CASNo_Ref = {{cascite|correct|??}}
| CASNo = 12083-48-6
| EINECS = 235-150-8
| PubChem = 82917
| RTECS = YW1580000
| UNNumber = 3285
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 4W2E0IDO21
| SMILES = [cH-]1cccc1.[cH-]1cccc1.Cl[V+2]Cl
}}
|Section2={{Chembox Properties
| Formula = C10H10Cl2V
| MolarMass = 252.03 g/mol
| Appearance = Green solid
| Density = 1.7 g/ml
| MeltingPt = decomposes
| BoilingPt = decomposes
| Solubility = Soluble (Hydrolysis)
}}
|Section3={{Chembox Structure
| Coordination = Tetrahedral
| CrystalStruct = Monoclinic
| Dipole =
}}
|Section7={{Chembox Hazards
| ExternalSDS =
| MainHazards = Irritant
| NFPA-H = 2
| NFPA-F = 0
| NFPA-R = 1
| FlashPt =
| AutoignitionPt =
| GHSPictograms = {{GHS06}}{{GHS07}}
| GHSSignalWord = Danger
| HPhrases = {{H-phrases|301|315|319|335}}
| PPhrases = {{P-phrases|261|264|270|271|280|301+310|302+352|304+340|305+351+338|312|321|330|332+313|337+313|362|403+233|405|501}}
}}
|Section8={{Chembox Related
| OtherCompounds = Titanocene dichloride
Zirconocene dichloride
Hafnocene dichloride
Niobocene dichloride
Tantalocene dichloride
Molybdenocene dichloride
Tungstenocene dichloride}}
}}
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.{{cite journal | first1=G.|last1= Wilkinson |first2= J. G.|last2= Birmingham | title=Bis-cyclopentadienyl Compounds of Ti, Zr, V, Nb and Ta|journal=J. Am. Chem. Soc. | volume=76| issue=17| year=1954| pages=4281–4284 | doi = 10.1021/ja01646a008}}
Reactions and use
The compound has been used in organic synthesis.{{OrgSynth | first1= T.|last1= Hirao|first2= A. |last2=Ogawa|first3= M. |last3=Asahara|first4= Y. |last4=Muguruma|first5= H.|last5= Sakurai | title = d,l-Selective Pinacol-Type Coupling Using Zinc, Chlorosilane, and Catalytic Amount of Cp2VCl2; dl-1,2-Dicyclohexylethanediol | volume = 81 | pages = 26 | year = 2005 | prep = v81p0026}}
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.{{cite journal|doi=10.1016/j.ica.2015.08.008|title=Bioinorganic chemistry of vanadocene dichloride|journal=Inorganica Chimica Acta|volume=437|pages=87–94|year=2015|last1=Honzíček|first1=Jan|last2=Vinklárek|first2=Jaromír}}
References
{{reflist}}
{{Cyclopentadienide complexes}}
{{DEFAULTSORT:Vanadocene Dichloride}}