Collect. Czech. Chem. Commun. 1994, 59, 2262-2268

Kinetics and Mechanism of Reaction of 2,4-Dinitrobenzaldehyde with Hydroxide Ion

Vladimír Macháček, Jana Manová, Miloš Sedlák and Vojeslav Štěrba

Department of Organic Chemistry, University of Pardubice, 532 10 Pardubice, Czech Republic


The reaction of 2,4-dinitrobenzaldehyde with hydroxide ion in water is first order in the substrate. The reaction order in hydroxide ion varies from one to two at lower and higher OH- concentrations, respectively. The reaction mechanism has been suggested, the pKa value of reaction product 2-nitro-4-nitrosophenol and the equilibrium constant of formation of the Meisenheimer adduct from 2-nitro-4-nitrosophenoxide and hydroxide ion have been determined.