The Synthesis of Chelating Agents. II. The Synthesis of Aminoacetone-N, N-diacetic Acid and Its Chelating Behavior with Metal Ions

Abstract 1) Aminoacetone-N, N-diacetic acid or 1-amino-2-propanone-N, N-diacetic acid has been synthesized. This is the first iminodiacetic acid derivative to have a keto group as an additional coordinating site. 2) The acid dissociation constant and the chelate stability constants of this ligand have been determined by the pH titration method, at 25°C and 0.10 m ionic strength, for such metal ions as copper(II), lead(II), nickel(II), zinc(II), cadmium(II), cobalt(II), calcium(II), strontium(II) and magnesium(II). 3) It has been proved that the coordination of the carbonyl oxygen of this ligand to metal ions is appreciable, and the increase in the chelate stability has been explained by the contribution of the carbonyl coordination.