64899-09-8Relevant articles and documents
Functional Micellar Catalysis. Part 5. Catalysis of Activated Amide Hydrolysis by Hydroxy and Imidazole Functionalized Surfactant Systems
Fornasier, Roberto,Tonellato, Umberto
, p. 899 - 902 (2007/10/02)
The hydrolysis of N-(n-butyl)-2,4-dinitrotrifluoroacetanilide (IX), N-acetylimidazole (Xa), and N-hexanoylimidazole (Xb), in the pH range 7-8.5, is catalysed by micelles and co-micelles (with cetyltrimethylammonium bromide) of functional surfactants containing the hydroxy-group and/or the imidazole ring .The kinetic effects here observed are significantly different from those previously reported for the same micellar reagents in the hydrolysis of p-nitrophenyl alkanoates.Such differences are ascribed to a change in the rate-limiting step of the acylation of the micellar functions, assuming a common nucleophilic mode of action of the functional micelles in the cleavage of activated esters and amides.