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Two 4-substituted aromatic iodosyl compounds were investigated with regard to their solubility, stability and chromatographic behaviour. 1-Iodosyl-4-methoxy- and 1-iodosyl-4-nitro-benzene are soluble in methanol and provide acceptable ¹H and ¹³C NMR spectra; however, gradual oxidation of the solvent was observed. LC-MS analyses suggest that unlike the parent substance, iodosylbenzene, which has a polymeric structure, both compounds rather exist in the monomeric form.