Abstract
The solvolysis rate constants of di-n-butyl phosphorochloridate ((CH3CH2CH2CH2O)2POCl, 1) in 28 different solvents are well correlated with the extended Grunwald-Winstein equation, using the NT solvent nucleophilicity scale and YCl solvent ionizing scale, with the sensitivities values of 1.40 and 0.42 for l and m, respectively. These l and m values can be con- sidered to support an SN2 reaction pathway. This interpretation is further supported by the activation parameters, i.e., rela- tively small positive ΔH ≠ (8.0 to 15.9 kcal·mol �1 ) values and large negative ΔS ≠ (�25.8 to �53.1 cal·mol �1 ·K �1 ) values, the Kivinen's n values (0.9~1.7), and the solvent kinetic isotope effect (1.62).
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