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Bromination of p-methoxytoluene by N-bromosuccinimide at atmospheric pressure and above

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

Conclusions

  1. 1.

    Study has shown that the reaction between p-methoxytoluene and N-bromosuccinimide leads not only to benzyl bromination but also to ring bromination, the latter process becoming more significant as the pressure rises.

  2. 2.

    The mechanism of bromination of p-methoxysuccinimide is quite different from the mechanism of bromination of the other substituted toluene, and relative rate constants for benzyl bromination calculated from equations based on the latter are not tenable here.

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Authors and Affiliations

  1. N. D. Zelinskii Institute of Organic Chemistry, Academy of Sciences of the USSR, USSR

    M. Ya. Botnikov, V. M. Zhulin & I. Kh. Milyavskaya

Authors
  1. M. Ya. Botnikov
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  2. V. M. Zhulin
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  3. I. Kh. Milyavskaya
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Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 3, pp. 573–576, March, 1977.

The authors wish to thank A. S. Shashkov for preparing and interpreting the NMR spectra.

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Botnikov, M.Y., Zhulin, V.M. & Milyavskaya, I.K. Bromination of p-methoxytoluene by N-bromosuccinimide at atmospheric pressure and above. Russ Chem Bull 26, 514–517 (1977). https://doi.org/10.1007/BF01179456

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  • DOI: https://doi.org/10.1007/BF01179456

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