Solvolyis reactions of perfluoro-5-aza-4-nonene, C3 F7-CF=N-C4F9

A. R. Siedle, Robert J. Webb, R. A. Newmark, Myles Brostrom, David A. Weil, Kristin Erickson, Fred E. Behr, Victor G. Young

Research output: Contribution to journalArticlepeer-review

11 Scopus citations

Abstract

Hydrolysis of the imine perfluoro-5-aza-4-nonene, C3 F7-CF=N-C4F9, in ether was studied by several spectroscopic techniques including 17O NMR. The initial product is C3F7 -CO-NH-C4F9 which is converted to (C3 F7CO)2NH and then to C3F7 CONH2 and C3F7CO2H. Solvolysis in liquid ammonia afforded the amidine C3 F7-C(=NH)NH2. Reaction with hydrazine produced 3,5-bis(heptafluoropropyl)-1,2,4-triazole whose crystal structure is reported.

Original languageEnglish (US)
Pages (from-to)175-182
Number of pages8
JournalJournal of Fluorine Chemistry
Volume122
Issue number2
DOIs
StatePublished - Aug 1 2003

Keywords

  • 3,5-bis(Heptafluoropropyl)-1,2,4-triazole
  • Heptafluorobutyramide
  • Heptafluorobutyrimide
  • O NMR
  • Perfluoro-5-aza-4-nonene
  • Solvolysis

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