Synthesis of Bis-(Trifluoromethyl) Trisulfide and Bis- (Trifluoromethylthio) Selenide

Abstract

The reaction of trifluoromethylsulfenyl chloride with hydrogen sulfide at -78 deg C and in the presence of a catalyst, namely 4- dimethylaminopyridine, furnished excellent yields of the desired bis- (trifluoromethyl) trisulfide in under 24 hrs. The previous preparation of this product required 30 days at room temperature. Bis-(trifluoromethyl) di- and pentasulfides were characterized as by-products by their gas chromatographic/mass spectrometric data. Replacement of the above catalyst with pyridine or N,N- dimethylaniline or triethylamine considerably reduced the yields of the expected product. Under similar experimental conditions, using hydrogen selenide bis- (trifluoromethylthio) selenide has been prepared for the first time. The structures assigned to these compounds have been confirmed by their mass spectral data.

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Document Details

Document Type
Technical Report
Publication Date
Jun 01, 1992
Accession Number
ADA254143

Entities

People

  • C. P. Ferguson
  • C. Parker Ferguson
  • David I. Rossman
  • Dennis K. Rohrbaugh
  • Shekar Munavalli

Tags

DTIC Thesaurus Topics

  • Catalysts
  • Chemical Compounds
  • Chemical Shifts
  • Chemical Synthesis
  • Chemistry
  • Chlorides
  • Electron Transfer
  • Fluorine
  • Free Radicals
  • Hydrogen
  • Hydrogen Sulfides
  • Inorganic Carbon Compounds
  • Mass Spectra
  • Operating Systems
  • Photochemical Reactions
  • Spectra
  • Sulfides

Fields of Study

  • Chemistry

Readers

  • Organic Chemistry