Second-order rate constants have been determined for the title reactions in OH-/H2O and in OH-/ (CH3CN/H2O) [30/70, 60/40, and 85/15 (v/v) mixtures]. A relatively small increase in reactivity is observed for the four substrates upon increasing the percentage of CH3CN in the solvent mixture. The methyl activating factors (kOHNCH3/ kOHN ) are also slightly affected by the solvent composition. On the other hand, the high acceleration of the reaction by methylation of the pyridine ring amounts to 104-106 according to an E1cb mechanism.
A study of the OH--Induced b-Elimination Reactions of 2-(4-Chloroethyl)pyridine, 2-(2-Chloroethyl)pyridine, 1-Methyl-2-(4-chloroethyl)pyridinium iodide and 1-Methyl-2-(2-chloroethyl)pyridinium iodide in Acetonitrile/Water
ALUNNI, Sergio;DEL GIACCO, Tiziana;OTTAVI, LAURA
2004
Abstract
Second-order rate constants have been determined for the title reactions in OH-/H2O and in OH-/ (CH3CN/H2O) [30/70, 60/40, and 85/15 (v/v) mixtures]. A relatively small increase in reactivity is observed for the four substrates upon increasing the percentage of CH3CN in the solvent mixture. The methyl activating factors (kOHNCH3/ kOHN ) are also slightly affected by the solvent composition. On the other hand, the high acceleration of the reaction by methylation of the pyridine ring amounts to 104-106 according to an E1cb mechanism.File in questo prodotto:
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