5-phenyl-1,2,3,4-thiatriazole-3-oxide: A new class of heteroaromatic N-oxides |
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Authors: | A. Holm L. Carlsen S.-O. Lawesson H. Kolind-Andersen |
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Affiliation: | 1. Chemical Laboratory II (General and Organic Chemistry), University of Copenhagen, The H.C. Ørsted Institute, DK-2100 Copenhagen, Denmark and Department of Organic Chemistry, University of Aarhus, DK-8000 Aarhus C, Denmark |
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Abstract: | Oxidation of 5-phenyl-1,2,3,4-thiatriazole (1) with peroxytrifluoroacetic acid yields 5-phenyl-1,2,3,4-thiatriazole-3-oxide (2) a representative of a new class of heteroaromatic N-oxides. The structure is based on the mass spectral fragmentation of 2 and the isotope labelled with 15N at position 2. IR and ESCA measurements are consistent with this assignment. The thermal, photochemical, and chemical properties of the oxide are discussed. |
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