Gas chromatographic/mass spectrometric analysis of partially dechlorinated 1,1-diphenyl ethane and ethylene

Gas chromatographic relative retention time data and 70 eV electron impact mass spectra of partially dechlorinated derivatives of 1,1-bis-p-chlorophenyl-2,2,2-trichloroethane (DDT), and the corresponding, 2,2-dichloroethylene (DDE) are presented.The mass spectra of all partially dechlorinated ethane intermediates are characterized by fragmentation across the aliphatic CC bond, whereas the mass spectra of the corresponding olefins are characterized principally by CCl bond rupture. The mass spectral data, coupled with the observed systematic decrease in relative retention time that is a function of aromatic chlorine substitution, provides an almost complete set of relative retention time data for the homologous series of compounds between both DDT and 1,1-diphenylethane and DDE and 1,1,-diphenylethylene.