Ene reaction between 4-phenyl-1,2,4-triazoline-3,5-dione and hex-1-ene. The enthalpies, entropies, and volumes of activation and reaction in solution

Abstract

The rates of an ene reaction between 4-phenyl-1,2,4-triazoline-3,5-dione and hex-1-ene were studied in a temperature range of 15-40 °C and in a pressure range of 1-2013 bar. The enthalpy of reaction in 1,2-dichloroethane (-158.2±1.0 kJ mol-1), the enthalpy (51.3±0.5 kJ mol-1), entropy (122±2 J mol-1 K-1), and volume of activation (-31.0±1.0 cm3 mol-1), and the volume of this reaction (-26.6±0.3 cm3 mol-1) were determined. The high exothermic effect of the reaction suggests its irreversibility. © 2014 Springer Science+Business Media, Inc.