Structure and thermal stability of difluoroamino compounds in the liquid state

Autor: Grebennikov, V. N., Manelis, G. B., Nazin, G. M., Fokin, A. V.
Zdroj: Russian Chemical Bulletin; February 1994, Vol. 43 Issue: 2 p315-318, 4p
Abstrakt: The kinetics of decomposition of 15 difluoroamino compounds with NF2 groups at primary, secondary, and tertiary carbon atoms in the liquid state was investigated. Activation energies (Ea) for all of the compounds were in the interval 100–120 kJ · mol-1. The reaction rate does not depend on the electronic effects of the substituents and decreases only in the case of steric shielding of the NF2 group. ForN-difluorobenzylamine it was shown that the gas-phase elimination of HF is characterized byE = 176 kJ·mole-1, while the rate of decomposition in a solution depends on the dielectric constant of the medium. Based on the results obtained, a mechanism for liquid-phase decomposition, which involves heterolysis of the N-F bonds, is suggested.
Databáze: Supplemental Index