Accession Number : AD0286042

Title :   PARTIALLY FLUORINATED ALIPHATIC COMPOUNDS BY REDUCTIVE DESULFURIZATION OF SUBSTITUTED THIOPHENE

Corporate Author : ARMY RESEARCH OFFICE WASHINGTON D C

Personal Author(s) : PORTNOY,S. ; GISSER,H.

Report Date : DEC 1962

Pagination or Media Count : 1

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)

Descriptors :   *FLUORIDES, *SULFUR COMPOUNDS, *THIOPHENES, ALCOHOLS, CONDENSATION REACTIONS, FLUIDS, GRIGNARD REACTIONS, HEAT, INFRARED SPECTROSCOPY, OCTENES (8 C), STABILITY, SYNTHESIS

Distribution Statement : APPROVED FOR PUBLIC RELEASE