Sciencemadness Discussion Board

Swart's reagent

Waffles SS - 11-4-2014 at 09:09


Quote:



Antimony trifluoride is the inorganic compound with the formula SbF3. Sometimes called Swart's reagent.It is used as a fluorination reagent in organic chemistry. This application was reported by the Belgium chemist Frédéric Jean Edmond Swarts in 1892,who demonstrated its usefulness for converting chloride compounds to fluorides. The method involved treatment with antimony trifluoride with chlorine or with antimony pentachloride to give the active species antimony trifluorodichloride (SbCl2F3)
The Swarts reaction is generally applied to the synthesis of organofluorine compounds

Antimony trifluoride
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As mentioned above Swart's reagent generally applied to the synthesis of organofluorine compounds.Alkyl Chlorides to Alkyl Fluorides.
I want to know this is possible to Synthesis TriFluoroacetic acid(TFA) from TriChloroacetic acid(TCA).or ester of TCA to TFA?


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[Edited on 11-4-2014 by Waffles SS]

kristofvagyok - 11-4-2014 at 10:06

Swart's reagent is much more expensive than TFA.

I have worked a few times with SbF3, we made trifluormethylthio and difluorocyano aromatic compounds with it, but the yields were usually not so high. And because of the high temperature large percent of the product pyrolyzed....

Also important to note that if you do a Swarts reaction if a flask, you will never ever use that glass for anything else ;)