Journal of Organic Chemistry p. 2157 - 2162 (1986)
Update date:2022-08-11
Topics:
Rossi, Rita H. de
Barra, Monica
Vargas, Elba B. de
The kinetics of the hydrolysis of 1-X-2,4-dinitrobenzene (X=Cl,F) were studied in the presence of β-cyclodextrin.The overall rate of hydrolysis is catalyzed by the added compound, and the observed catalysis is pH dependent.For the reaction of the fluoro derivative the catalytic factor at 0.01 M β-cyclodextrin changes from 7 at 10 -3 M NaOH to 2.5 at 10 -1 M NaOH.Part of the catalysis is due to nucleophilic reaction of β-cyclodextrin with the substrate and part of it is attributed to the reaction of an inclusion complex formed between the substrate and the β-cyclodextrin.The catalytic factor corresponding to the reaction in the cavity is 1.4 and 2 for the fluoro and chloro derivative, respectively
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