Formula [Fe(C5H4COCH3)(C5H5)] Boiling point 161 °C | Molar mass 228.07 g/mol Appearance Red brown crystal | |
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Friedel crafts acylation isolation of ferrocene acetylferrocene diacetylferrocene
Acetylferrocene is the organoiron compound with the formula (C5H5)Fe(C5H4COMe). It consists of ferrocene substituted by an acetyl group on one of the cyclopentadienyl rings. It is an orange, air-stable solid that is soluble in organic solvents.
Contents
- Friedel crafts acylation isolation of ferrocene acetylferrocene diacetylferrocene
- Preparation and reactions
- References
Preparation and reactions
Acetylferrocene is prepared by Friedel-Crafts acylation of ferrocene, usually with acetic anhydride (Ac2O):
Fe(C5H5)2 + Ac2O → (C5H5)Fe(C5H4Ac) + HOAcThe experiment is often conducted in the instructional laboratory to illustrate acylation as well as chromatographic separations.
Acetylferrocene can be converted to many derivatives, e.g., reduction to the chiral alcohol (C5H5)Fe(C5H4CH(OH)Me) and precursor to vinylferrocene. The oxidized derivative, acetylferrocenium, is used as a 1e-oxidant in the research laboratory.
References
Acetylferrocene Wikipedia(Text) CC BY-SA