AROMATIC POLYFLUORO COMPOUNDS LVII . NUCLEOPHILIC REPLACEMENT REACTIONS OF 1,2,3,5-TETRAFLUORO-4-NITROBENZENE, 1,2,3,5-TETRAFLUORODINITROBENZENE AND 1-BROMO-2,3,4,6-TETRAFLUORO-5-NITROBENZENE

Article abstract of DOI:10.1016/S0022-1139(00)82667-6

The title compounds have been treated with dimethylamine and sodium methoxide in polar solvents, and the isomer ratios of the products determined.Although attack para to the nitro group is in each case favoured over ortho, it is so by only surprisingly small factors.Structures have mostly been assigned spectroscopically, supported in one case by a chemical proof.The dinitrotetrafluorobenzene is activated sufficiently to react directly with methanol at 35 deg C, with a pseudo first order rate constant of (7 +/- 1) * 10^-5 s^-1.