The reaction between 2-methoxyfuran and dimethylacetylenedicarboxylate: Thermochemical and kinetical data

Abstract

The Diels-Alder reaction between methoxyfuran and dimethylacetylenedicarboxylate, leading to a substituted oxanorbornadiene, has not yet been studied in terms of its thermodynamic and kinetic properties, in order to use this liquid phase reaction for storage and release of thermal energy. Here, the reaction enthalpy and kinetic parameters are determined by dynamic modelling which uses only the experimental temperature of the reaction mixture versus time and the known kinetic law (second order). NMR spectroscopy is used for structural identification of the adduct and for determining the relative ratio of reactants and product, allowing the kinetic constant to be obtained. Results obtained by modelling are compared with those of other Diels-Alder reactions currently studied. This reaction has suitable thermodynamic and kinetic properties for thermal energy storage and release. We discuss the conditions of such an application.