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Reactions of Perfluoronitroxides with Sulphur Dioxide
Arfaei, Ahmad,Smith, Sydney
, p. 1791 - 1794 (2007/10/02)
Perfluoro-2,5-diazahexane 2,5-dioxyl reacts with sulphur dioxide and with sulphur tetrafluoride to give the 1 : 1 cyclic adducts perfluoro(4,7-dimethyl-1,3-dioxa-2-thia-4,7-diazacycloheptane 2,2-dioxide) and perfluoro(4,7-dimethyl-1,3-dioxa-2-tetrafluorothia-4,7-diazacycloheptane), respectively.Perfluoro(4,7-dimethyl-1,3-dioxa-2-thia-4,7-diazacycloheptane 2,2-dioxide) which oxidises iodide ion to iodine at room temperature, is stable to hydrolysis by aqueous potassium hydroxide at 120 deg C.It is stable to u.v. irradiation, but flow pyrolysis at 350 deg C and ca. 1 mmHg pressure gives trifluoronitrosomethane, perfluoro(2-methyl-1,2-oxazetidine), carbonyl fluoride, perfluoro(N-methylenemethylamine), and sulphur dioxide.It reacts with triphenylphosphine to give perfluoro(3,6-dimethyl-1-oxa-2-thia-3,6-diazacyclohexane 2,2-dioxide), perfluoro(2,5-dimethyl-1-thia-2,5-diazacyclopentane 1,1-dioxide) and triphenylphosphine oxide.Bis(trifluoromethyl) nitroxide reacts with sulphur dioxide to give the 2 : 1 adduct perfluoro(2,6-dimethyl-3,5-dioxa-4-thia-2,6-diazaheptane 4,4-dioxide), flow pyrolysis of which at 350 deg C and ca. 1 mmHg gives only bis(trifluoromethyl) nitroxide and sulphur dioxide.Perfluoro(2,4-dimethyl-3-oxa-2,4-diazapentane) reacts with sulphur dioxide giving perfluoro(2,5-dimethyl-3-oxa-4-thia-2,5-diazahexane 4,4-dioxide).
