Nonlinear structure–reactivity correlations. The hydrolysis of 2,4,6-trinitrophenyl acetate catalyzed by general bases |
| |
Authors: | Rita H De Rossi Alberto Nuez |
| |
Institution: | Rita H. De Rossi,Alberto Nuñez |
| |
Abstract: | The hydrolysis of 2,4,6-trinitrophenyl acetate was studied in the presence of several carboxylic bases and tertiary amines. Carboxylic bases pyridine and imidazole react as nucleophilic catalysts, while 2,4-dimethyl and 2,4,6-trimethyl pyridine react as general-base catalysts. The nonlinear structure–reactivity correlations (log kcat versus log kOH and log kcat versus pK of the leaving group) for the series of aryl acetates are discussed, and it is suggested that there is a change in transition-state structure along the series. |
| |
Keywords: | |
|
|