Dealkylation of Phosphorus-Containing Alkylammonium Salts Formed by the Interaction of Phosphonic, Methanephosphonic and Phosphoric Acid Esters with Diamines

Abstract

Primary diamines have been alkylated by esters of phosphonic, methanephosphonic and phosphoric acids, and the reaction products characterized by a combination of ¹H, ³¹P and ¹³C NMR spectroscopy. The diamines undergo either single or multiple alkylations in their reactions with phosphoryl esters, depending on the mole ratio of the reactants. These alkylation products then undergo further dealkylation under the reaction conditions. Methylalkylammonium salts undergo dealkylation more readily than do the corresponding ethylalkylammonium salts.

Key Words:

• Dialkyl phosphonate
• dialkyl alkylphosphonate
• trialkyl phosphate
• alkylation