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Reaction of aliphatic and aromatic nitriles with t-butyl peroxide

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

Summary

  1. 1.

    In the polyrecombination reaction certain aliphatic and aromatic nitriles (phenylacetonitrile, α-cyano-p-tolunitrile, and p-tolunitrile) give oligomers and polymers containing a system of conjugated C=N bonds and giving an ESR signal.

  2. 2.

    Probable structures of the polymers and reaction schemes for their formation are proposed which are in accord with their elementary analyses and their infrared and ESR spectra.

  3. 3.

    In the case of α-cyano-p-tolunitrile the effect of steric hindrance on the tendency to form polymers is shown.

  4. 4.

    It was shown that the presence of one or two electron-accepting nitrile groups has an unfavorable influence on the mobility of the hydrogen atoms of the methylene group of the starting compound and on the tendency of such compounds to form polymers.

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Literature cited

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Authors and Affiliations

  1. Institute of Heteroorganic Compounds, Academy of Sciences of the USSR, USSR

    V. A. Vasnev, S. L. Sosin & V. V. Korshak

Authors
  1. V. A. Vasnev
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  2. S. L. Sosin
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  3. V. V. Korshak
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Additional information

This article is published in accordance with a resolution of the Conference of Chief Editors of Journals of the Academy of Sciences of the USSR of June 12, 1962, as a dissertation paper by V. A. Vasnev.

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Vasnev, V.A., Sosin, S.L. & Korshak, V.V. Reaction of aliphatic and aromatic nitriles with t-butyl peroxide. Russ Chem Bull 12, 1192–1197 (1963). https://doi.org/10.1007/BF00849682

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  • DOI: https://doi.org/10.1007/BF00849682

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