Vinylferrocene

Vinylferrocene is the organometallic compound with the formula (C₅H₅)Fe(C₅H₄CH=CH₂). It is a derivative of ferrocene, with a vinyl group attached to one cyclopentadienyl ligand. As the ferrocene analogue of styrene, it is the precursor to some polyferrocenes.^[1] It is an orange, air-stable oily solid that is soluble in nonpolar organic solvents.

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Vinylferrocene

Names
IUPAC name Vinylferrocene
Systematic IUPAC name Ethenylferrocene
Other names Ferrocenylethene
Identifiers
CAS Number	1271-51-8
3D model (JSmol)	Interactive image
ChemSpider	24590072
PubChem CID	129738036
InChI InChI=1S/2C7H7.2C5H5.2Fe/c2*1-2-7-5-3-4-6-7;2*1-2-4-5-3-1;;/h2*2-6H,1H2;2*1-5H;;/q4*-1;2*+2 Key: VXSUCWUFYMRJEK-UHFFFAOYSA-N
SMILES C=C[C-]1C=CC=C1.C=C[C-]1C=CC=C1.[CH-]1C=CC=C1.[CH-]1C=CC=C1.[Fe+2].[Fe+2]
Properties
Chemical formula	C12H12Fe
Molar mass	212.073 g·mol−1
Appearance	orange solid
Melting point	50–52 °C (122–126 °F; 323–325 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

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Vinylferrocene can be prepared by the dehydration of α-hydroxylethylferrocene, which is obtained from acetylferrocene.^[2] It can also be made by a Wittig reaction of ferrocenecarboxaldehyde.^[3]