THE INFLUENCE OF MICELLIZATION OF N-DECYLAMINE ON ITS BASICITY AND REACTIVITY TOWARD CARBOXYLIC-ACID ESTERS

Micellization of n-decylamine in aqueous solution leads to substantial decrease in its pK(a) and increase in its reactivity in the nucleophi lic substitution of p-nitrophenylic esters of carboxylic acids (up to 70 times compared to ethylamine which forms no micelles). The influenc e of cetylpyridinium bromide on the acid-base properties of n-decylami ne and its reactivity was investigated. It was found that the reaction with n-decylamine can be accelerated or retarded depending on the hyd rophobicity of the esters. The quantitative characteristics of the mic ellar catalytic processes were estimated.