155ChemInform Abstract A novel method for the preparation of the title compound (II) is described, which employs aqueous NaOCl in the presence of MeCN for the epoxidation of perfluorocyclohexene (I) to give (II) in high yield. The reaction of (II) with alkali fluorides yields the perfluorocyclohexanone (III) along with a mixture of oligomers, from which the dimer (IV) can be isolated. The product ratio (III)/(IV) depends strongly on the polarity of the solvent employed. The reaction of (II) with electrophiles such as SbF5 or FSO3H proceeds only at high temperatures to yield the cyclohexanone derivatives (III) or (VI). Reduction of (II) by LiAlH4 affords the nonafluorocyclohexanol (V).
Gibt man bei ‐7 8°C zu Perfluor‐1‐buten (I) Antimonpentafluorid hinzu, so erhält man unter Verschiebung der Doppelbindung Perfluor‐2‐buten, und zwar die cis‐ (IIa) und trans‐Form (IIIa) im Verhältnis 1 29. In gleicher Weise isomerisiert sich 2‐Chlor‐perfluor‐1‐buten (Ib) zu (IIb) und (IIIb) im Verhältnis 2:8.
ChemInform Abstract Epoxidation of the polyfluorobutenes (I) or (III) yields the epoxides (II) or (IV). Some isomerization reactions and transformations of (II) and (IV) are studied as shown in the reaction scheme. (Mechanism).
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