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Unsaturated amines

Communication 1. Isomerization of aliphatic schiff compounds

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

Conclusions

  1. 1.

    When heated or exposed to UV radiation, N-alkylidenealkylamines are isomerized in accordance with the scheme: RCH=NCH2R′ → RCH2N=CHR′. The migration of the C=N bond readily goes in the direction of the longer chain, and to a small extent it also goes in the reverse direction.

  2. 2.

    The isomerization RCH=NCH2CHR2′ → RCH2NHCH=CHR2′ with formation of vinylamines does not occur under these conditions.

  3. 3.

    When heated, N-alkylidenealkylamines are dimerized to a considerable extent.

  4. 4.

    Alkaline agents (t-C4H9OK, KOH) stabilize the position of the double bond and simultaneously restrain the dimerization of N-alkylidenealkylamines.

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Authors and Affiliations

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

    G. Ya. Kondrat'eva & Yu. S. Dol'skaya

Authors
  1. G. Ya. Kondrat'eva
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  2. Yu. S. Dol'skaya
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Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 3, pp. 654–658, March, 1967.

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Ya. Kondrat'eva, G., Dol'skaya, Y.S. Unsaturated amines. Russ Chem Bull 16, 628–631 (1967). https://doi.org/10.1007/BF00906007

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  • DOI: https://doi.org/10.1007/BF00906007

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