e.g. Filippa Pettersson or Cancer Res. 75(6) , 1102-12, (2015) or 10.1002/anie.201600521
Journal of the American Chemical Society
Intramolecular general base and intermolecular nucleophilic catalysis of carbonate ester hydrolysis. Hydrolysis of ethyl 2-hydroxy-5-nitrophenyl carbonate
TH Fife, JEC Hutchins
Index: Fife,T.H.; Hutchins,J.E.C. Journal of the American Chemical Society, 1972 , vol. 94, # 8 p. 2837 - 2842
Abstract: The rates of hydrolysis of ethyl 2-hydroxy-5-nitrophenyl carbonate have been determined in HzO at 30". Two pH-independent regions are present in the pH-rate constant profile. The rate constant for the pH-independent reaction at higher pH is 50 times greater than that for reaction at lower pH. The former reaction is most likely a phenoxide ion catalyzed attack of H1O at the ester carbonyl rather than a hydroxide ion catalyzed ...
