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Acetylferrocene is prepared by Friedel-Crafts acylation of ferrocene, usually with acetic anhydride (Ac 2 O): . Fe(C 5 H 5) 2 + Ac 2 O → (C 5 H 5)Fe(C 5 H 4 Ac) + HOAc. The experiment is often conducted in the instructional laboratory to illustrate acylation as well as chromatographic separations.
Ferrocene is an organometallic compound with the formula Fe(C 5 H 5) 2.The molecule is a complex consisting of two cyclopentadienyl rings sandwiching a central iron atom. It is an orange solid with a camphor-like odor that sublimes above room temperature, and is soluble in most organic solvents.
Ferrocenecarboxaldehyde, owing to the versatility of the formyl group, is a precursor to many ferrocene-modified compounds. With a Wittig reagent, it converts to vinylferrocene and related derivatives. [5] With primary amines, ferrocenecarboxaldehyde condenses to give imines. The azomethine derivative undergoes 1,3-cycloaddition to C 60. [6]
An increase in solvent polarity decreases the rates of reactions where there is less charge in the activated complex in comparison to the starting materials; A change in solvent polarity will have little or no effect on the rates of reaction when there is little or no difference in charge between the reactants and the activated complex. [6]
Space-filling model of ferrocene, the archetypal sandwich compound. In organometallic chemistry, a sandwich compound is a chemical compound featuring a metal bound by haptic, covalent bonds to two arene (ring) ligands. The arenes have the formula C n H n, substituted derivatives (for example C n (CH 3) n) and heterocyclic derivatives (for ...
Aromatic rings are acetylated by acetic anhydride. Usually acid catalysts are used to accelerate the reaction. Illustrative are the conversions of benzene to acetophenone [13] and ferrocene to acetylferrocene: [14] (C 5 H 5) 2 Fe + (CH 3 CO) 2 O → (C 5 H 5)Fe(C 5 H 4 COCH 3) + CH 3 CO 2 H
1,1 ′-Bis(diphenylphosphino)ferrocene, commonly abbreviated dppf, is an organophosphorus compound commonly used as a ligand in homogeneous catalysis. It contains a ferrocene moiety in its backbone, and is related to other bridged diphosphines such as 1,2-bis(diphenylphosphino)ethane (dppe).
As the ferrocene analogue of styrene, it is the precursor to some polyferrocenes. [1] It is an orange, air-stable oily solid that is soluble in nonpolar organic solvents. Vinylferrocene can be prepared by the dehydration of α-hydroxylethylferrocene, which is obtained from acetylferrocene . [ 2 ]