Abstract
AbstractSubstitution reactions of 13 para‐ and meta‐substituted anilines with benzenesulfonyl chloride in varying mole fractions of benzene in propan‐2‐ol have been investigated conductometrically. The second‐order rate constants correlate well with pKa values of anilines and with the Hammett's equation. The negative Hammett reaction constant indicates the formation of an electron‐deficient transition state. The rate data correlate satisfactorily with macroscopic solvent parameters such as relative permittivity, εr, and polarity, ETN. Correlation of rate data with Kamlet–Taft solvatochromic parameters (α, β, π*) suggests that both the specific and nonspecific solute–solvent interactions influence the reactivity. © 2007 Wiley Periodicals, Inc. Int J Chem Kinet 39: 657–663, 2007
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