Difference between revisions 6001593 and 6001594 on simplewiki

{{chembox
| Watchedfields = changed
| verifiedrevid = 310175235
| ImageFileL1 = Ferrocene-2D.png
| ImageSizeL1 = 80 px
| ImageFileR1 = Ferrocene-from-xtal-3D-balls.png
| ImageSizeR1 = 120 px
| ImageFile2 = Photo of Ferrocene (powdered).JPG
(contracted; show full)

[[Image:Ferrocenelithiation.png|450px|thumb|center|A diagram showing the lithiation of ferrocene with BuLi, and then the reactions of the dilithioferrocene with a series of electrophiles]]

===Redox chemistry===
Unlike the majority of hydrocarbons, ferrocene undergoes a one-electron oxidation at a low potential, around 0.5 V ''vs''. a [[saturated calomel electrode]] (SCE).
 It is also been used as standard in electrochemistry as Fc+/Fc = 0.64 V vs. NHE. Some [[electron]] rich hydrocarbons (e.g., [[aniline]]) also are oxidized at low potentials, but only irreversibly. Oxidation of ferrocene gives a stable cation called ferrocenium. On a preparative scale, the oxidation is conveniently effected with FeCl<sub>3</sub> to give the blue-colored ion, [Fe(C<sub>5</sub>H<sub>5</sub>)<sub>2</sub>]<sup>+</sup>, which is often isolated as its [[hexafluorophosphate|PF<sub>6</sub><sup>−</s(contracted; show full)[[pl:Ferrocen]]
[[ru:Ферроцен]]
[[fi:Ferroseeni]]
[[sv:Ferrocen]]
[[th:เฟอร์โรซีน]]
[[tr:Ferrosen]]
[[ur:Ferrocene]]
[[zh:二茂铁]]