Springer Nature is making SARS-CoV-2 and COVID-19 research free. View research | View latest news | Sign up for updates

Sterically hindered phenols

Communication 14. Effect of para-substituents in 2,6-di-t-butylphenols on the formation of bromocyclohexadienones

  • 23 Accesses


  1. 1.

    When 2,6-di-t-butylphenols containing electron-accepting substituents in the para-positions are brorninated with free bromine, only ortho-quinobromides are formed.

  2. 2.

    The properties of ortho-quinobromides depend on the degree of interaction of the bromine atom with electron-accepting substituents.

  3. 3.

    Under the action of acid agents ortho-quinobromides lose bromine as a cation and are converted into 2,4,6-trisubstituted phenols.

This is a preview of subscription content, log in to check access.

Literature cited

  1. 1.

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

  2. 2.

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

  3. 3.

    A. A. Volod'kin and V. V. Ershov, Izv. AN SSSR. Otd. khim. n. 2022 (1962).

  4. 4.

    J. Wern and P. Lenthen, J. Chem. Soc. 2557 (1961).

  5. 5.

    A. A. Volod'kin and V. V. Ershov, Izv. AN SSSR. Otd. khim. n. 152 (1963).

  6. 6.

    L. Cohen, J. Organ. Chem.22, 1333 (1957).

  7. 7.

    V. V. Ershov and A. A. Volod'kin, Izv. AN SSSR. Otd. khim. n. 2026 (1962).

  8. 8.

    T. Fujisaki, J. Chem. Soc. Japan77, 731 (1956).

  9. 9.

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

  10. 10.

    E. Muller, A. Ricker, K. Ley, R. Mayer, and K. Scheffler, Chem. Ber.92, 2278 (1959).

Download references

Author information

Additional information

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

Rights and permissions

Reprints and Permissions

About this article

Cite this article

Ershov, V.V., Volod'kin, A.A. Sterically hindered phenols. Russ Chem Bull 12, 805–809 (1963). https://doi.org/10.1007/BF01134730

Download citation


  • Phenol
  • Bromine
  • Bromine Atom
  • Acid Agent
  • Free Bromine