- Functionally Substituted Organic Peroxides. XIX. Kinetics of the Reaction of Poly- and Perfluorinated Carbonyl Compounds with tert-Butyl Hydroperoxide
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The kinetics of noncatalytic reaction of fluorinated aliphatic and aromatic aldehydes, alkyl, cycloalkyl, and aryl ketones, and β-ketoesters with tert-butyl hydroperoxide were studied by IR spectroscopy.
- Chapurkin
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- Reactions Involving Fluoride Ion. Part 31. Remarkable Reactivity of Perfluorobicyclobutylidene
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Perfluorobicyclobutylidene (3) readily forms cycloadducts with butadiene, cyclopentadiene, 6,6-dimethylfulvene and furan, whereas perfluoro-3,4-dimethylhex-2-ene (2) is unreactive under the same conditions.This marked difference in reactivity between (2) and (3) is attributed to angle strain in (3).Reaction of the alkene (3) with cylohexa-1,3-diene yields 1H,1'H-perfluorobicyclobutyl (9) and benzene, by hydrogen transfer.The alkene (3) undergoes an 'ene' reaction with propene.Epoxides of perfluorobicyclobutylidene (3) and perfluorobicyclopentylidene (11) have been prepared; they both show high thermal stability and the latter epoxide fragments in the presence of fluoride ion to yield perfluorocyclopentene and perfluorocyclopentanone.
- Bayliff, Andrew E.,Bryce, Martin R.,Chambers, Richard D.,Kirk, Julian R.,Taylor, Graham
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p. 1191 - 1194
(2007/10/02)
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