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Serendipity in perfluorinated series: unexpected synthesis of 7-(perfluoroalkyl)-2,3-dihydro-5H-1,4-dioxepin-5-one

✍ Scribed by Barbara Villaume; Christine Gérardin-Charbonnier; Sylvie Thiébaut; Claude Selve

Publisher
Elsevier Science
Year
2001
Tongue
French
Weight
58 KB
Volume
42
Category
Article
ISSN
0040-4039

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✦ Synopsis

Treatment of [2-(perfluoroalkyl)-1,3-dioxolan-2-yl]acetic acids with thionyl chloride and a 48% HBr solution yields 7-polyfluoroalkyl-2,3-dihydro-5H-1,4-dioxepine-5-one. The production of this unexpected entity is explained by a rearrangement mechanism proposed in this work.

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