39997-40-5Relevant articles and documents
Intramolecular Catalysis of Dialkyl ω-Aminoalkylphosphonate Hydrolysis
Leslie, D. Ralph,Pantelidis, Sue
, p. 545 - 560 (2007/10/02)
The influence that intramolecular catalysis of hydrolysis of O-alkyl S-alkylphosphonothioates by amino groups may have on the product distribution of the reaction is investigated by study of a series of model compounds.The hydrolysis of diethyl phosphonates and diethyl phosphonates has been investigated at 75 deg C over the pH range 8.21-11.45.Contributions to hydrolysis of the ethoxy groups by intramolecular catalysis by the amino groups have been identified for - and -phosphonates.Secondary and tertiary amino groups assist hydrolysis through general base catalysis.An additional contribution to hydrolysis of the secondary amino compounds by intramolecular nucleophilic catalysis is also observed.