Both nucleophilic and general base mechanisms of catalysis by acetate anions are observed for the hydrolysis of substituted phenyl formates with leaving
termined the mechanism of the alkaline hydrolysis of methyl- acetoin diethyl phosphate and related compounds using a com- bination of kinetic and isotope
into phosphate ester products was determined by 31P NMR analysis. Studies of proton-exchange reactions show that the conjugate base.
JUDY E. DOUGLAS GRANT CAMPBELL
Abstract: Ester interchange reactions such as the interesterification of triglycerides and their transes- terification with methanol (methanolysis) to
The second-order rate constant for alkaline hydrolysis of p-nitrophenyl acetate is within reactions of ester types la and lb with both lyate species.
The intermediate hydroxo(phosphoramido)tetraammine complex is hydrolyzed slowly by base to liberate phosphoramidate anion by the same mechanism. The ester
(4) base catalysis. Reaction 1 is of course the ordinary mechanism by which most esters undergo base-catalyzed hydrolysis.4 Anchimeric catalysis (2)has been.
modes of HO~ attack on malonate esters are conceivable a priori (1 and 2a and 2b). In eq 1 the mechanism is that for normal alkaline hydrolysis of.
for reactions exemplifying both nucleophilic and classical general base mechanisms. Nucleophilic catal- ysis of ester hydrolysis is strongly retarded bysub-.