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Nucleophilic displacement in polyhalogenoaromatic compounds. Part V. Fluorodechlorination of 1,2,3,4- and 1,2,3,5-tetrachlorobenzenes and 2,3,4,5,6-pentachlorotoluene in sulpholan
Authors:Roger Bolton  Sedigheh M Kazeroonian  John PB Sandall
Institution:Chemistry Department, Bedford College (University of London), London NW1 4NS Great Britain
Abstract:Potassium fluoride in sulpholan (tetramethylene sulphone) reacted readily with 1,2,3,4- and 1,2,3,5-tetrachlorobenzenes at 250°, but needed temperatures of 270° before fluorodechlorination of pentachlorotoluene proceeded readily. Individual rate constants for the formation and decomposition of some of the fluorochloroarenes have been isolated; their values are discussed in terms of the electronic effects of the substituents.
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