Reductive Defluorination of Chlorofluorocarbon (CFC-113). Reaction Intermediates and UV-Light Irradiation Effect

Abstract

Matsugasaki, Sakyo-ku, Kyoto-shi 606 Japan Halogen atoms (Cl and F) of 1, 1, 2-trichloro-1, 2, 2-trifluoroethane (CFC-113)) were efficiently (nearly 100%) removed as sodium chloride and fluoride by treatment with sodium dihydronaphthylide in THF at room temperature under UV light irradiation. The rate of defluorination under the irradiation was found much faster than that without irradiation, thus the defluorination was completed at a room temperature within 100 min. Analysis of the reaction intermediates was also carried out by a capillary GC-mass spectroscopy to show that the major intermediates were produced by the coupling reaction between dihydronaphthylide and two-carbon unit of CFC-113.