Nucleophilic substitution reactions of diethyl 4??nitrophenyl phosphate triester: Kinetics and mechanism

…, D Ugarte, MF Rojas, P Pavez…

Index: Castro, Enrique A.; Ugarte, Daniela; Rojas, M. Fernanda; Pavez, Paulina; Santos, Jose G. International Journal of Chemical Kinetics, 2011 , vol. 43, # 12 p. 708 - 714

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Citation Number: 35

Abstract

Abstract The reactions of diethyl 4-nitrophenyl phosphate (1) with a series of nucleophiles: phenoxides, secondary alicyclic (SA) amines, and pyridines are subjected to a kinetic study. Under excess of nucleophile, all the reactions obey pseudo-first-order kinetics and are first order in the nucleophile. The nucleophilic rate constants (k N) obtained are pH independent for all the reactions studied. The Brønsted-type plot (log k N vs. pK a nucleophile) obtained ...