Influence of Substituents on Kinetics of the Reaction
of Carbonyl Oxides with Ethanol

A. M. Nazarov, G. A. Yamilova, and V. D. Komissarov

Institute of Organic Chemistry, Ufa Scientific Center, Russian Academy of Sciences, Ufa, 450054 Bashkortostan, Russia

Received November 15, 1999

Abstract—The reactivity toward EtOH of nine carbonyl oxides (ROO) obtained by the thermolysis of the cor-
responding diazo compounds (RN2) is studied by the chemiluminescence method. The reactivity is character-
ized by the ratio of constants frame0/k31, where frame1 and k31 are the rate constants of the reactions of ROO with
EtOH and RN2, respectively. The negative slope of the Taft correlations ( < 0) indicates the electrophilic char-
acter of the reaction of ROO with EtOH. The substituents, electron density acceptors, increase the relative reac-
tivity of the carbonyl oxides.


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