On Thermal Dehydrochlorination of Model Compounds for PVC IV. MO Study of the Catalytic Effect of Hydrogen Chloride
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The energy of stabilization of the transition due to the split-off molecules of HCl has been calculated for the elimination of HCl from ethyl chloride by using semiempirical methods. The
analysis of the character of the energy of stabilization has shown that the electrostatic and delocalization interactions in the system are mainly responsible for the magnitude of this
stabilization energy. The more polar the model of the transition state is supposed to be, the greater will be the value of the stabilization energy. Using this model, the catalytic effect of
HCl on the destruction of poly(vinyl chloride) with an ideal structure can be described. The analogous catalytic effect on the elimination of HCl from defect structures of poly(vinyl
chloride) is also discussed. Transition-state stabilization can explain the experimentally found decrease of activation energy of dehydrochlorination.
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