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Disproportionation of Halogenated Alkyl Radicals

Abstract

WHEN 1,3-dichlorotetranuoro acetone is photolysed, two CF2Cl radicals and a molecule of carbon monoxide are formed. The CF2Cl radicals combine to form 1,2-di-chlorotetrafluoro ethane, and abstract chlorine atoms from the parent ketone to form dichlorodifluoro methane1; but, in addition to these products, a significant amount of 1,3-dichlorohexafluoro propane is found in the photolysis mixture. At first it was considered that this arose from a secondary photolysis of 1,4-dichlorohexafluoro acetone formed as a result of the chlorine abstraction reaction, but quantitative investigations2 showed that it could not originate in this way.

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References

  1. Bowles, R., Derbyshire, H., Majer, J. R., and Robb, J. C., Nature, 185, 683 (1960).

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  2. Bowles, R., Majer, J. R., and Robb, J. C., Trans. Faraday Soc., 58, 1541 (1962).

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  3. Gunning, H. E. (private communication).

  4. Mastrangelo, S. V. R., J. Amer. Chem. Soc., 84, 1122 (1962).

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MAJER, J., PHILLIPS, D. Disproportionation of Halogenated Alkyl Radicals. Nature 203, 1165–1167 (1964). https://doi.org/10.1038/2031165b0

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