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Sterically hindered phenols

Communication 7. Mechanism of the formation of quinobromides

  • Published:
Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Summary

  1. 1.

    A mechanism for the formation of quinobromides is proposed.

  2. 2.

    For the formation of quinobromides the presence of proton-accepting substances is necessary.

  3. 3.

    In the bromination of 2,6-di-t-butyl-p-cresol (ionol) with free bromine in dry nonpolar solvents at 20°, 4-(bromomethyl)-2,6-di-t-butylphenol, which contains bromine in the side chain, is formed preferentially.

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Literature cited

  1. C. Gleed and A. Peters, J. Chem. Soc. 1948, 209.

  2. O. Iacobson, Liebigs. Ann. Chem.195, 265 (1879).

    Google Scholar 

  3. R. Wegler and E. Regal, Makromolek. Chem.9, 1 (1952).

    Google Scholar 

  4. Th. Zincke and K. Wiederhold, Liebigs. Ann. Chem.320, 179 (1901).

    Google Scholar 

  5. L. Foreman and W. Sears, J.Amer. Chem. Soc.76, 4977 (1954).

    Google Scholar 

  6. E. Müller, A. Rieker, K. Ley, R. Mayer, and K. Scheffler, Chem. Ber.92, 2278 (1959).

    Google Scholar 

  7. E. Müller, K. Ley, and W. Kiedaisch, Chem. Ber.87, 1605 (1954).

    Google Scholar 

  8. L. Andersen, Soc. Sic. Fennica Communications Phys. Math.19, 51 (1956).

    Google Scholar 

  9. E. Marder and G. Ruderman, J. Amer. Chem. Soc.73, 5475 (1951).

    Google Scholar 

  10. H. Inouye, Y. Kenaya, and Y. Murata, Chem. and pharmac. Bull.7, 575 (1959).

    Google Scholar 

  11. G. Coppinger and T. Compbell, J. Amer. Chem. Soc.75, 734 (1953).

    Google Scholar 

  12. V. V. Ershov, A. A. Volod'kin, G. A. Nikiforov, and K. M. Dyumaev, Izv. AN SSSR. Otd. khim. n. 1962, 1839.

  13. C. Cook, N. Nash, and H. Flanagan, J. Amer. Chem. Soc.77, 1783 (1955).

    Google Scholar 

  14. E. Schulek and K. Burger, Acta chim. Acad. scient, hung.17, 211 (1958).

    Google Scholar 

  15. A. A. Volod'kin and V. V. Ershov, Izv. AN SSSR. Otd. khim. n. 1962, 1108.

  16. A. A. Volod'kin and V. V. Ershov, Izv. AN SSSR. Otd. khim. n. 1962, 1292.

  17. W. Krestinsky, Ber.,55, 2754 (1922).

    Google Scholar 

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Authors and Affiliations

  1. Institute of Chemical Physics, Academy of Sciences, USSR

    V. V. Ershov & A. A. Volod'kin

Authors
  1. V. V. Ershov
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  2. A. A. Volod'kin
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Additional information

The authors thank N. M. Émanuél' for constant interest in this work.

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Ershov, V.V., Volod'kin, A.A. Sterically hindered phenols. Russ Chem Bull 11, 1925–1930 (1962). https://doi.org/10.1007/BF00921348

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  • DOI: https://doi.org/10.1007/BF00921348

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