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

摘要

Depending on the conditions, polyfluorinated alcohols RfCH2OH [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 RfCH2OH (pK(a) approximate to 12). [References: 17]