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Chemistry of Heterocyclic Compounds

, Volume 31, Issue 5, pp 601–609 | Cite as

Nucleophilic substitution reactions of 2,4,6-tris(trinitromethyl)-1,3,5-triazine. 2. interaction of 2,4,6-tris(trinitromethyl)-1,3,5-triazine with primary amines and hexamethyldisilazane

  • A. V. Shastin
  • T. I. Godovikova
  • S. P. Golova
  • M. V. Povorin
  • D. E. Dmitriev
  • M. O. Dekaprilevich
  • Yu. A. Strelenko
  • Yu. T. Struchkov
  • L. I. Khmel'nitskii
  • B. L. Korsunskii
Article

Abstract

2-R-amino-4,6-bis (trinitromethyl)-1,3,5-triazines have been synthesized, and their structures have been established. Dynamic13C NMR spectroscopy has been used to measure the rotational barriers of the tertbutylamino group around the C(2)-NHBu-t bond in 2-(tert-butylamino)-4,6-dichloro-1, 3, 5-triazine and 2-(tertbutylamino)-4,6-dimethoxy-1,3,5-triazine. X-ray diffraction was used to investigate the structure of 2-(tertbutylamino)-4,6-bis (trinitromethyl)-1,3,5-triazine. From the results obtained in this work it has been concluded that the bond between the NHBu-t group and the triazine ring has a partial double-bond character.

Keywords

Spectroscopy Organic Chemistry Triazine Primary Amine Nucleophilic Substitution 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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Copyright information

© Plenum Publishing Corporation 1995

Authors and Affiliations

  • A. V. Shastin
  • T. I. Godovikova
  • S. P. Golova
  • M. V. Povorin
  • D. E. Dmitriev
  • M. O. Dekaprilevich
  • Yu. A. Strelenko
  • Yu. T. Struchkov
  • L. I. Khmel'nitskii
  • B. L. Korsunskii

There are no affiliations available

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