Ferrocene

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ferrocene

[′fer·ə‚sēn]
(organic chemistry)
(CH2)5Fe(CH2)5 Orange crystals that are soluble in ether, melting point 174°C; used as a combustion control additive in fuels, and for heat stabilization in greases and plastics.
McGraw-Hill Dictionary of Scientific & Technical Terms, 6E, Copyright © 2003 by The McGraw-Hill Companies, Inc.
The following article is from The Great Soviet Encyclopedia (1979). It might be outdated or ideologically biased.

Ferrocene

 

(also dicyclopentadienyliron), (C5H5)2Fe, an orange crystalline solid having a melting point of 173°–174°C that is readily soluble in organic solvents. First synthesized in 1951, ferrocene is a member of a large class of organometallic compounds known as metallocenes. The ferrocene molecule has the sandwich structure that is characteristic of the class:

Ferrocene undergoes substitution reactions to the cyclopentadienyl rings; in this sense, the compound is similar to benzene and other aromatic compounds. For example, it is alkylated and acylated in the Friedel-Crafts reaction, and it also undergoes mercuration and sulfonation. The compound is stable at temperatures up to 400°C when heated in the air; it is also stable in the presence of acids and alkalies. Ferrocene is obtained by heating cyclopentadiene (C5H6) with metallic iron and by the reaction of cyclopentadienylmagnesium bromide (C5H5MgBr) with ferrous chloride.

The Great Soviet Encyclopedia, 3rd Edition (1970-1979). © 2010 The Gale Group, Inc. All rights reserved.
References in periodicals archive ?
Summary: The presented work is focused on the investigation of ferrocene and its derivatives (ferrocene benzoic acid and ferrocene dicarboxylic acid) via electrochemical, and spectrophotometric for biological activity.
Poly(mercaptopropyl)methylsiloxane (PMPMS, average degree of polymerization of 40, 95%, Gelest Inc), N-hydroxysuccinimide ester of ferrocene carboxylic acid (FcCA-NHS, 98 %, Tokyo Chemical Industry Co.
Next, the team turned to ferrocene, a molecule well known for its electrochemical properties, for the positive electrolyte.
(13.) Erben, M, Vesely, D, Vinklarek, J, Honzicek, J, "Acyl-Substituted Ferrocenes as Driers for Solvent-Borne Alkyd Paints." J.
After optimizing the geometries of all the species using PM3, both complexed and uncomplexed, the substituted ferrocenes, and the complexes were all found to have geometries in which the cyclopentadienyl rings were not in a planar conformation.
It is interesting to note that elemental phosphorous or amine salt of a phosphorous based acid in the mixture with ferrocene is patented as a valve seat deposit control agent [50, 51].
Top place in the undergraduate division went to Mount Allison's Heather Spinney of Moncton with her paper on 'Ferrocenes as Guests in Multicomponent Frameworks'.
Henkel, Novel cholesteric glassy liquid crystals of monosubstituted ferrocenes: synthesis and selective reflection properties of a dimesogen, and crystal structure of a monomesogen, Liq.
Stepnika, Ferrocenes: Ligands, Materials and Biomolecule, John Wliey and Sons, (2008).
Praveen, Synthesis, Spectroscopic and Biological Studies of Some Mono- and Di-Substituted Hydrazine-Derived Ferrocenes, Pak.
UV-vis spectroscopic technique is especially employed for the study of ferrocenes owing to their intense absorption band.