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Sterically hindered phenols

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

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Summary

  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.

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Literature cited

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

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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 12, 805–809 (1963). https://doi.org/10.1007/BF01134730

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Keywords

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