Abstract
Tetramethylammonium fluorochromate (TMAFC) oxidation of para-substituted anilines, in varying mole fractions of benzene in 2-methylpropan-2-ol, in the presence ofp.toluenesulfonic acid (PTS) is first-order in TMAFC and PTS and is zero-order with respect to substrate. The TMAFC oxidation of six para-substituted anilines at 298-308 K complies with the isokinetic relationship but not to any of the linear free energy relationships; the isokinetic temperature lies within the experimental range. The specific rate of oxidizing species-anilines reaction correlates with Brown-Okamoto's substituent constants affording negative reaction constant. The correlation of rate data with macroscopic solvent parameters such as e r and E T N is satisfactory while correlation with Kamlet-Taft's solvatochromic parameters (a, β, π*) suggests that the specific solute-solvent interactions play a major role in governing the reactivity.
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