POLYFLUORO-COMPOUNDS BASED ON THE CYCLOHEPTANE RING SYSTEM. PART 1. COMPOUNDS DERIVED FROM TRIDECAFLUOROCYCLOHEPTANE

Article abstract of DOI:10.1016/S0022-1139(00)81486-4

Partial fluorination of cycloheptane by cobaltic fluoride gave a mixture of polyfluorides, of which tridecafluorocycloheptane was present in significant proportions.With aqueous alkali this afforded dodecafluorocycloheptene, which with lithium aluminium hydride gave 1H-undecafluorocyclohept-1-ene.Each of these cyclo-olefins was oxidised to decafluoropimelic acid.Methanol/KOH reacted with dodecafluorocycloheptene to give mainly 1-methoxy-undecafluorocyclohept-1-ene together with ca 15percent of the 3-methoxy-isomer, and some 1,2-dimethoxydecafluorocyclohept-1-ene.The 1-methoxy-1-ene and cobaltic fluoride gave 1-methoxy- and 1-fluoromethoxytridecafluorocycloheptanone: the former was demethylated by sulphuric acid to dodecafluorocycloheptanone.The dichloro-adduct of the perfluoro-olefin was reduced by lithium aluminium hydride to a complex mixture, from which 1H/2H- and 1H,2H-dodecafluorocycloheptane were isolated.