Abstract
A study is made of the nitration of thionaphthene-2-aldehyde, its diacetate, and of 2-(ω-nitrovinyl)thionaphthene. UV and IR spectroscopy show that nitration of thionaphthene-2-aldehyde in acetic anhydride gives a mixture of 3-nitrothionaphthen-2-aldehyde diacetate, 4-nitrothionaphthene-2-aldehyde diacetate, and 6-nitrothionaphthene-2-aldehyde diacetate in the ratios 10∶66∶24, while nitration of thionaphthene-2-aldehyde diacetate gives a mixture of 3-nitrothionaphthene-2-aldehyde diacetate, 4-nitrothionaphthene-2-aldehyde diacetate, and 6-nitrothionaphthene-2-aldehyde diacetate in the ratios 36∶38∶26. Nitration of 2-(ω-nitrovinyl)thionaphthene gives 4-nitro-2-(ω-nitrovinyl)thionaphthene.
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Mamaev, V.P., Shkurko, O.P. Nitration of some 2-substituted thionaphthenes. Chem Heterocycl Compd 1, 344–348 (1966). https://doi.org/10.1007/BF00473805
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DOI: https://doi.org/10.1007/BF00473805