Novel Developments in Organonitrogen Fluorine Chemistry from Carbon- Nitrogen

Abstract

The synthesis, reactions and selected structures of a variety of fluoroorganic compounds of nitrogen were studied. All of the chemistry is based on the reactivity of carbon-nitrogen double and triple bonds with a few examples of analogous sulfur-nitrogen systems. The chemistry is based predominantly on the reactivity of these unsaturated systems with nucleophiles (fluoride ion mainly) and with oxidizing agents (halogens and peroxides). Fluoride ion from MX (M=K, Rb, Cs) attacks nitriles to form RxCF=N anions which are easily oxidized by the halogens F2, Cl2 and Br2 to the respective RxCF=NX. The resultant imine can be further attacked by fluoride ion forming RxCF2NX which can be further ionized to RxCF2NX2 in certain cases if Rx=F, the alkamine anion is also a reactive nucleophile and nuclephilic substitution reactions lead to a variety of novel compounds. Of special interest are the diaziridines.

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Document Details

Document Type
Technical Report
Publication Date
Nov 21, 1991
Accession Number
ADA244426

Entities

People

  • Darryl D. Desmarteau

Organizations

  • Clemson University

Tags

Communities of Interest

  • Advanced Electronics
  • Air Platforms
  • C4I
  • Energy and Power Technologies
  • Ground and Sea Platforms
  • Weapons Technologies

DTIC Thesaurus Topics

  • Alkenes
  • Chemical Products
  • Chemical Reaction Properties
  • Chemical Synthesis
  • Chemistry
  • Crystal Structure
  • Cyanides
  • Inorganic Chemistry
  • Mass Spectra
  • Mass Spectrometry
  • Measurement
  • Organic Chemistry
  • Spectra
  • Spectrometers
  • Spectroscopy

Fields of Study

  • Chemistry

Readers

  • Organic Chemistry