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 It might be outdated or ideologically biased.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.