Note sur la préparation et la scission des monoesters ω-diméthylamino (triméthylammonium)-propyl (butyl)-sulfuriques

Abstract

The rate of scission of aminoalkyl sulfuric monoesters is considerably increased in alkaline medium when the primary amino group is alkylated. In the case of primary, secondary and tertiary amino groups, this rate depends relatively little on the concentration of the hydroxyle ion. On the contrary, in the case of a quaternary ammonium group, the rate of scission is much more dependant on the concentration of OH^-, because the N atom has no more an unshared pair necessary for nucleophilic attack on the C bearing the sulfuric monoester group; this involves a different mechanism of scission.