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.

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.

References in periodicals archive ?
While the use of Pb has already been phased out, the WWFC also recommends limiting the use of MMT (citing results from a 2008 report by Sierra Research [14]), and ferrocene in gasoline, stating that ferrocene causes iron oxide deposits to form on spark plugs, catalysts and other exhaust system components, which results in premature failure of spark plugs.
The presence of these peaks suggests the reaction of ferrocene under microwave condition to form various arrangement of iron oxide.
In brief, target oligonucleotides were labeled with ferrocene FcCA-NHS tags, followed by purification using reversed-phase HPLC.
The solution was degassed with nitrogen prior to running CV at room temperature, using a ferrocene internal standard ([Fc/Fc.sup.+] = +0.68 V in DMSO).
Examples of commonly used mediators include quinones, organic conducting salts, dyes, ruthenium complexes, ferrocene, and ferricyanide derivatives.
Ligand exchange reactions of ferrocene," Journal of the Chemical Society - Dalton Transactions, no.
The ODN structural modifications were detected via changes on the electron transfer between a ferrocene (Fc) redox label and the gold electrode surface.
An aromatic multifunctional carboxylic acid or a ferrocene multifunctional carboxylic acid is reacted with a polyfunctional aromatic isocyanate and dried with liquid carbon dioxide.
The preparation and reactivity of novel ferrocene complexes via several common organic condensation reactions.
(32, 33) In this compound, the ferrocene group alone does not have particular antimalarial activity; however, due to the tendency of the parasite to iron, the confrontation of the parasite with the compound increases.