A re-investigation of the reaction of hemimellitic acid with sulphur tetrafluoride. A simple preparation of 2,6-bis(trifluoromethyl)benzoic acid

Wojciech Dmowski, Wojciech Wiszniewski

Research output: Contribution to journalArticlepeer-review

4 Scopus citations

Abstract

The reaction of hemimellitic acid (1) with SF4/HF gives a 1 : 3.5 : 13 mixture of 1,2,3-tris(trifluoromethyl)benzene (2), 1,1,3,3-tetrafluoro-4-trifluoromethyl-1,3-dihydroisobenzofuran (3) and 2,6-bis(trifluoromethyl)benzoyl fluoride (4). Treatment of the crude reaction mixture with aqueous KOH, followed by acidification of the water phase, gives a good yield of pure 2,6-bis(trifluoromethyl)benzoic acid (5).

Original languageEnglish (US)
Pages (from-to)163-165
Number of pages3
JournalJournal of Fluorine Chemistry
Volume82
Issue number2
DOIs
StatePublished - May 1997
Externally publishedYes

Keywords

  • 1,1,3,3-Tetrafluoro-4-trifluoromethyl-1,3-dihydroisobenzofuran
  • 1,2,3-Tris(trifluoromethyl)benzene
  • 2,6-Bis(trifluoromethyl)benzoic acid
  • 2,6-Bis(trifluoromethyl)benzoyl fluoride
  • Fluorination
  • Hemimellitic acid
  • Sulphur tetrafluoride

ASJC Scopus subject areas

  • Biochemistry
  • Environmental Chemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

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