1H and 13C NMR study of some polychlorobuta‐1,3‐diene derivatives

Because of the upsurge of interest in polychlorobuta-1,3-diene derivatives as uncommon contaminants in underground water, seven congeners, the three pentachloro- and four tetrachloro- [(Z)- and (E)-1,1,3,4- tetrachloro-, 1,1,4,4-tetrachloro- and (Z,Z)-1,2,3,4-tetrachloro]buta-1,3-dienes, were synthesized and their 1H and 13C NMR chemical shifts, nJ(1H,1H) and nJ(13C,1H) coupling constants were measured. The 13C NMR spectra were recorded in perdeuteroacetone with and without proton decoupling. In addition, to assign the 13C NMR spectrum of 1,1,2,4,4-pentachlorobuta-1,3-diene, a 2D-INADEQUATE 13C experiment was performed. The present results were compared with literature data on organochlorine compounds and possible conformations are discussed.