Calorimetric investigations on association in ternary systems. Part 3.—Hydrogen-bonded complexes in phenol–tetrahydrofuran systems in CCl4

Abstract

The thermodynamic functions of hydrogen-bond complex formation for a number of phenols with tetrahydrofuran in carbon tetrachloride have been determined by a calorimetric method. The phenols studied included phenol, pentafluorophenol, pentachlorophenol, pentabromophenol and 2,6-dimethylphenol. The heats of solution in CCl₄ were determined in the range of low concentrations only for the substituted phenols. The equilibrium constants and enthalpies of complex formation are compared with the corresponding data obtained by infrared spectroscopy. The effect of acidity, steric hindrance and ability to form intramolecular hydrogen bonds is discussed in terms of the ability of phenols to form intermolecular hydrogen-bond complexes.