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Hexafluorobenzene

Abstract

THE application of gas–liquid partition chromatography to organic fluorine chemistry1,2 has enabled us to extend our studies on dehydrofluorination to a nonafluorocyclohexane (I) (b.p. 92°) which has been obtained3,4 by passage of benzene vapour over cobaltic fluoride at about 150°. With concentrated aqueous potassium hydroxide, this polyfluoride (I) gave a complex mixture (b.p. 60–90°) which was shown by analytical gas-chromatography to contain nine individual components. These were separated by use of the preparative-scale gas chromatographic column, and the structures of some of them have been determined by spectroscopic examination, oxidative degradation, addition reactions, etc.

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References

  1. Evans, D. E. M., and Tatlow, J. C., J. Chem. Soc., 1184 (1955).

  2. Evans, D. E. M., and Tatlow, J. C., Symposium on Vapour Phase Chromatography (Hydrocarbon Research Group, Institute of Petroleum), May–June 1956, Preprints of papers, p. S198.

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  3. Barbour, A. K., Mackenzie, H. D., Stacey, M., and Tatlow, J. C., J. App. Chem., 4, 347 (1954).

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GODSELL, J., STACEY, M. & TATLOW, J. Hexafluorobenzene. Nature 178, 199–200 (1956). https://doi.org/10.1038/178199a0

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