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2-Iodylphenol ethers were prepared by the dimethyldioxirane oxidation of the corresponding 2-iodophenolethers and isolated as chemically stable, microcrystalline products. Single-crystal X-ray diffraction analysisof 1-iodyl-2-isopropoxybenzene
8c and 1-iodyl-2-butoxybenzene
8d revealed pseudopolymeric arrangements in the solid state formed by intermolecular interactions between IO
2 groups of different molecules.2-Iodylphenol ethers can selectively oxidize sulfides to sulfoxides and alcohols to the respective aldehydesor ketones.