Thermodynamic investigation of the water/n-octanol partition coefficient value of a 5-formyl-1,2-dithiole-3-thione

Thermometric titrations performed in suitable conditions permit the determination of the enthalpic and entropic parts of the standard transfer-free enthalpy of a particular 5-formyl-1,2-dithiole-3-thione from water into n-octanol. It may be inferred from this determination that the far too high water/n-octanol log P values of 5-acyl-1,2-dithiole-3-thiones originate in an entropic effect which is in agreement with the hypothesis that these derivatives are more solvated in water than expected and hence with the hypothesis that during partitioning between the two phases, more molecules of water than expected are released from the solvated solute in the aqueous phase. The family of 1,2-dithiole-3-thiones is of growing importance in pharmacology.