Collect. Czech. Chem. Commun. 1988, 53, 814-821

A study of nucleophilicity in selected systems

Vítězslav Zima, Oldřich Pytela and Miroslav Večeřa

Department of Organic Chemistry, Institute of Chemical Technology, 532 10 Pardubice


Kinetic studies have been carried out of the reactions of 15 nucleophiles with 2,4-dinitrophenyl acetate and 14 nucleophiles with 2,4-dinitrofluorobenzene in 52% (w/w) methanol at 25 °C. The rate constant values obtained and literature data have been treated by the factor analysis. It has been found that the description of nucleophilicity at least needs two factors. The nucleophiles studied are divided into two groups (ionic and nitrogen-containing ones). In each group, the nucleophilic properties are affected by linear combination of both factors.