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Replacement of the nitro groups in 1,3,5-trinitrobenzene on treatment with polyfluorinated alcohols

S. A. Shevelev^a, M. D. Dutov^a, M. A. Korolev^a, O. Yu. Sapozhnikov^a, A. L. Rusanov<sup>b

a</sup> N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation
^b A.N. Nesmeyanov Institute of Organoelement Compounds of Russian Academy of Sciences, Moscow, Russian Federation

Abstract: Depending on the conditions, polyfluorinated alcohols R_fCH₂OH [R_f = CF₃, H(CF₂)_n; n = 2, 4, 6, 8] replace one or two nitro groups in 1,3,5-trinitrobenzene in the presence of K₂CO₃ in N-methylpyrrolidone to give the previously unknown 1-polyfluoroalkoxy-3,5-dinitrobenzenes or 1,3-di(polyfluoroalkoxy)-5-nitrobenzenes; the reaction is successful due to the high acidity of R_fCH₂OH (pK_a ≈ 12).

Language: English

DOI: 10.1070/MC1998v008n02ABEH000896

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