2-Cyano-3-[5-(2-oxy-methyl-4-nitrophenyl)-2-furyl]-2-propenamide is a biologically active derivative of furan with reactive centers of donor and acceptor type that is used as a starting material in the synthesis of drugs.
The structure of the substance was confirmed by NMR spectroscopy. The purity of the substance was determined using a system of high-efficiency liquid chromatograph Agilent 1100 HPLC.
The combustion energy of 2-cyano-3-[5-(2-oxy-methyl-4-nitrophenyl)-2-furyl]-2-propenamide was determined in precisice calorimeter with isothermal shell and static calorimetric bomb. The energy equivalent of the calorimetric system was determined by combustion of benzoic acid K-1 with the content of the main component of 99.995±0.01 mol%. Quantitative analysis of combustion products for the presence of mono - and dioxide of carbon, soot and nitric acid was performed after each experiment. The combustion energy UC(298), combustion enthalpy DсН0298 and formation enthalpy DfH0298 in the condensed state are (kJ / mol): –7203,43,4; –7206,23,4; –268,63,4., respectively.
The sublimation enthalpy was calculated from the temperature dependence of saturated vapour pressure determined by integral effusional Knudsen method. ΔsubН447,3=127,2±3,5 kJ / mol.
The sublimation enthalpy was adjusted to 298K using two common methods, the method of group contributions of Chikos and Acree (136,4±5,9 kJ / mol) and the method of estimated values by heat capacity (139,3±5,4 kJ / mol).
The formation enthalpy of 2-cyano-3-[5-(2-oxy-methyl-4-nitrophenyl)-2-furyl]-2-propenamide in gaseous state is ∆fH0298=–130,7±8,7 kJ / mol.
The thermochemical constants which were calculated from experimental results will allow to optimize the processes of the synthesis of 2-cyano-3-[5-(2-oxy-methyl-4-nitrophenyl)-2-furyl]-2-propenamide and will add to the database thermodynamic quantities of individual substances.
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