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Ethylferrocene

From Wikipedia, the free encyclopedia
Ethylferrocene
Ethylferrocene
Names
Preferred IUPAC name
Ethylferrocene
Other names
Ethylferrocene
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.013.688 Edit this at Wikidata
  • InChI=1S/C7H9.C5H5.Fe/c1-2-7-5-3-4-6-7;1-2-4-5-3-1;/h3-6H,2H2,1H3;1-5H;
    Key: XEYMPZDIHJESAH-UHFFFAOYSA-N
  • [Fe+2].[C-]1(CC)C=CC=C1.[CH-]1C=CC=C1
Properties
C12H14Fe
Molar mass 214.089 g·mol−1
Appearance Dark brown oil
Density 1.256 g/mL
Melting point 81 to 86 °C (178 to 187 °F; 354 to 359 K)
Boiling point 264 °C (507 °F; 537 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Ethylferrocene is an organoiron compound with the formula Fe(C5H5)C5H4C2H5). It is a derivative of ferrocene containing an ethyl group on one of the two cyclopentadienyl rings. Relative to the properties of ferrocene, its melting point is lower and its solubility of the compound in hydrocarbon solvents is improved.

Use and preparation

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It was once used as an additive in rocket propellant, to promote the burning rate.[1] It can be synthesized by the Clemmensen reduction of acetylferrocene.[2]

References

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  1. ^ "Ethylferrocene". Watson International Ltd. Archived from the original on 2012-04-02. Retrieved 2012-08-06.
  2. ^ Vol'Kenau, N.A. (1963), "Synthesis of Alkylferrocenes", Selected Works in Organic Chemistry, Elsevier, pp. 665–668, doi:10.1016/b978-0-08-010158-3.50085-8, ISBN 978-0-08-010158-3, retrieved 2021-11-03