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Abstract
Fluorination of tetrafluorophthalic acid ( 1) with an SF 4/HF mixture at 190–300°C afforded,beside the expected perfluoro- o-xylene ( 2) and perfluoro- o-toluyl fluoride ( 4), considerableamounts of octafluoro-1,3-dihydroisobenzofuran ( 3). The reaction with difluoropyromelliticacid ( 5) at 190°C gave a mixture of perfluoro-2,4,5-trimethylbenzoyl fluoride ( 9),perfluoro-2,5-dimethylterephthaloyl difluoride ( 10a), perfluoro-2,4-dimethylisophthaloyl difluoride( 10b) and perfluoro-5-methyl-6-fluoroformyl-1,3-dihydroisobenzofuran ( 11), but at 300°C perfluorodurene ( 6), perfluoro-5,6-dimethyl-1,3-dihydroisobenzofuran ( 7) and perfluoro-2,4,5-trimethylbenzoyl fluoride ( 9) were obtained in a 3:1:0.8 ratio.
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