Three novel N-bridged derivatives of 2-(p-chlorophenyl)pyrrole were synthesized from 1-(bromomethyl)-2-(4-chlorophenyl)-4-bromo-5-(trifluoromethyl)pyrrole-3-carbonitrile, and characterized by 1H NMR, IR spectra, elemental analysis, and single crystal X-ray diffraction analysis. When 2-(4-chlorophenyl)-4-bromo-5-(trifluoromethyl)pyrrole-3-carbonitrile was treated with sulfur chloride, sul-fur dichloride, ethyl chlorothio(methyl)carbamate, and ethyl chlorosulfinyl(methyl)carbamate, respectively, only new structural Br-substituted products were obtained, without expected N-bridged products. The insec-ticidal activities of these new compounds 5a～5c against oriental armyworm and mosquito and acaricidal activities against spider mite were evaluated. The bioassays indicated that compound 5a exhibited excellent insecticidal activity against oriental armyworm, while those of compounds 5a and 5b and chlorfenapyr against mosquitos at 0.50 mg•kg－1 were 100%, and the acaricidal activity of compound 5b against spider mites was comparable to the commercialized chlorfenapyr.

Key words: chlor-fenap, insecticidal activity, N-bridged, acaricidal activity, synthesis, p-chlorophenylpyrrole