NMR Spectra of Vinyl Chloride and the Chloroethylenes

Abstract

The NMR spectra of vinyl chloride, the three dichloroethylenes, and trichloroethylene have been obtained and analyzed. Three deuterated species of vinyl chloride were used to facilitate the analysis and to obtain all the C¹³–H couplings in this molecule. The C¹³–H couplings were also obtained for the other chloroethylenes. The NMR parameters are compared for the entire series of compounds, and it is shown that a definite parallelism exists between the chemical shifts and the C¹³–H couplings. The results are discussed in terms of the inductive and mesomeric properties of the chlorine substituent.