PARTIALLY FLUORINATED ALIPHATIC COMPOUNDS BY REDUCTIVE DESULFURIZATION OF SUBSTITUTED THIOPHENE

Abstract

The preparation of partially fluorinated organic compounds via reductive desulfurization of appropriately substituted thiophene was investigated. Condensation of a fluoro acid chloride with a thienyl halide was accomplished by a reverse Grignard procedure. Conventional acid condensation techniques did not work. The resulting compound was desulfurized with Raney nickel yielding the aliphatic alcohol and ketone. The alcohol was dehydrated to the olefin and then hydrogenated to the saturated hydrocarbon. The Wolff-Kischner and Clemmensen reduction of the fluorinated ketone were unsuccessful. (Author)

Document Details

Document Type
Technical Report
Publication Date
Dec 01, 1962
Accession Number
AD0286042

Entities

People

  • H. Gisser
  • S. Portnoy

Organizations

  • Army Research Office

Tags

DTIC Thesaurus Topics

  • Aliphatic Compounds
  • Chemical Compounds
  • Chlorides
  • Condensation
  • Desulfurization
  • Halides
  • Hydrocarbons
  • Organic Compounds

Fields of Study

  • Chemistry

Readers

  • Organic Chemistry