Diazenes.VII.Alkenyldiazenes1

Takashi Tsuji, Edward M. Kosower

Research output: Contribution to journalArticlepeer-review

10 Scopus citations

Abstract

Vinyldiazene (CH2=CHN=NH) and 2-propenyldiazene, from the appropriate chlorocarbonyl compound and hydrazine under oxygen-free conditions, are characterized by (1) bimolecular disappearance, (2) expected n → Π* and Π → Π* transitions, (3) high volatility, and (4) nmr spectra.Vinyldiazene has the lowest bimolecular reaction rate constant of any monosubstituted diazene thus far examined, 0.0017 M-1 sec-1 in CH3CN at 25°.Cyclohexenyldiazene has been briefly studied.The position of the NH singlet in the nmr spectrum of alkenyldiazenes is unusually low, at τ — 5.95, and broadening with temperature is due to quadrupole broadening (14N-decoupling experiments).

Original languageEnglish
Pages (from-to)1999-2004
Number of pages6
JournalJournal of the American Chemical Society
Volume93
Issue number8
DOIs
StatePublished - 1 Apr 1971
Externally publishedYes

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