Vinylferrocene

Vinylferrocene
Identifiers
CAS Number	1271-51-8;
3D model (JSmol)	Interactive image;
ChemSpider	24590072;
PubChem CID	129738036;
	InChI InChI=1S/2C7H7.2C5H5.2Fe/c21-2-7-5-3-4-6-7;21-2-4-5-3-1;;/h22-6H,1H2;21-5H;;/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

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.

Vinylferrocene can be prepared by the dehydration of α-hydroxylethylferrocene, which is obtained from acetylferrocene.^[2]

References

^ "Ferrocene-mediated enzyme electrode for amperometric determination of glucose". Analytical Chemistry. 56 (4): 667–671. 1984. doi:10.1021/ac00268a018. PMID 6721151. {{cite journal}}: Cite uses deprecated parameter |authors= (help)
^ "Organometallic π-complexes. XIV. Vinylmetallocenes". Journal of Organometallic Chemistry. 11: 317–324. 1968. doi:10.1016/0022-328X(68)80054-3. {{cite journal}}: Cite uses deprecated parameter |authors= (help)

[1] "Ferrocene-mediated enzyme electrode for amperometric determination of glucose". Analytical Chemistry. 56 (4): 667–671. 1984. doi:10.1021/ac00268a018. PMID 6721151. {{cite journal}}: Cite uses deprecated parameter |authors= (help)

[2] "Organometallic π-complexes. XIV. Vinylmetallocenes". Journal of Organometallic Chemistry. 11: 317–324. 1968. doi:10.1016/0022-328X(68)80054-3. {{cite journal}}: Cite uses deprecated parameter |authors= (help)

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