Enthalpy and entropy relations in reactions of 2,4-dinitrophenyl benzoate with phenols in the presence of potassium carbonate in dimethylformamide

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Abstract
By means of competing reactions procedure the temperature dependence of the relative reactivity of phenols in reactions with 2,4-dinitrophenyl benzoate in the presence of potassium carbonate and DMF was examined. The correlation analysis of the relative rate constants k ArOH/k PhOH and the difference in the activation parameters (ΔΔH ≠ and ΔΔS ≠) of the competeing reactions revealed the existence of three isokinetic series. The interpretation of the transesterification mechanism was performed applying the approach underlain by the analysis of the effect of substituents nature on the activation parameters.