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 |
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Authors: | Roger Bolton Sedigheh M Kazeroonian John PB Sandall |
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Institution: | Chemistry Department, Bedford College (University of London), London NW1 4NS Great Britain |
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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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