Abstract: Rate constant ratios for the reactions of acetyl chloride with nucleophilic reagents in water containing 2.5%(v/v) dioxane were determined by product analysis. The rate constants show a small dependence on the basicity of primary amines, with p,,,= 0.25, and are assigned to rate-limiting attack of the nucleophile. Pyridines with pK,> 5 behave similarly, with p,,,= 0.24, but less basic pyridines react more slowly. Several" a-effect" ...
[Kovach, Ildiko M.; Belz, Michael; Larson, Mark; Rousy, Steven; Schowen, Richard L. Journal of the American Chemical Society, 1985 , vol. 107, p. 7360 - 7365]
