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Organoboron compounds Communication 119. Action of boron tribromide on olefins

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

Summary

  1. 1.

    Boron tribromide adds to 1-octene, 1-hexene, and 3-hexene with formation of the corresponding bromobisbromoalkylboranes and trisbromoalkylboranes.

  2. 2.

    Boron tribromide does not add to 2,4,4-trimethyl-1-pentene, but the latter dimerizes in presence of boron tribromide.

  3. 3.

    When bromobis-2-bromooctylborane is treated with 1-butanethiol the successive replacement of bromine atoms of butylthio groups occurs. Reaction of tris-2-bromooctylborane with 1-butanethiol gives butyl bis[2-(butylthio)octyl]borinate.

  4. 4.

    When bromobis-2-bromooctylborane and tris-2-bromooctylborane are treated with alcohols or hydrogen bromide, octene is eliminated and, under the conditions of the experiment, dimerizes.

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Authors and Affiliations

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

    B. M. Mikhailov & M. E. Nikolaeva

Authors
  1. B. M. Mikhailov
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  2. M. E. Nikolaeva
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Mikhailov, B.M., Nikolaeva, M.E. Organoboron compounds Communication 119. Action of boron tribromide on olefins. Russ Chem Bull 12, 1246–1250 (1963). https://doi.org/10.1007/BF00847790

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  • DOI: https://doi.org/10.1007/BF00847790

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