Russian Chemical Bulletin

, Volume 43, Issue 5, pp 821–825 | Cite as

Preparation and properties of secondary amides of 1,1-dinitroalkanecarboxylic acids

  • A. G. Korepin
  • P. V. Galkin
  • N. I. Golovina
  • R. F. Trofimova
  • V. V. Avdonin
  • E. P. Kirpichev
  • Yu. I. Rubtsov
  • G. V. Lagodzinskaya
  • M. V. Loginova
Organic Chemistry

Abstract

The previously unknown secondary amides of 1,1-dinitroalkanecarboxylic acids were prepared by the reaction of polynitroimidoyl fluorides with water in the presence of mineral acids. They are inert with respect to electrophiles, but react with nucleophiles with the cleavage of the C-C bond between the carbonyl C atom and the C atom of the dinitromethylene group. An X-ray structural study of the amides was carried out and their thermochemical characteristics were determined.

Key words

aldimines, amides of 1,1-dinitroalkanecarboxylic acids, conversions bond cleavage carbamates, ureas orbital interactions conformation heat of combustion the enthalpy of formation 

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Copyright information

© Plenum Publishing Corporation 1995

Authors and Affiliations

  • A. G. Korepin
    • 1
  • P. V. Galkin
    • 1
  • N. I. Golovina
    • 1
  • R. F. Trofimova
    • 1
  • V. V. Avdonin
    • 1
  • E. P. Kirpichev
    • 1
  • Yu. I. Rubtsov
    • 1
  • G. V. Lagodzinskaya
    • 1
  • M. V. Loginova
    • 1
  1. 1.Institute of Chemical Physics in ChernogolovkaRussian Academy of SciencesChernogolovka, Moscow RegionRussian Federation

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