Thermodynamic studies on some aqueous-amides

ABSTRACT

The thermodynamic dissociation constant of p-nitro-anilinium ion pK[BH][+], was calculated in aqueous, -formamide, -acetamide and -propionamide solvent, it was found that the order of basicity of such mixtures is in agreement with the electron availability at the oxygen atom of the amide molecule. The calculated values of the free energy of transfer indicate that, the addition of the amide increases the basicity of water molecules. The equilibrium constant K'[b]of the equilibrium, H[3] O[+] [amide] [amide]. H[+] +H[2]O, is calculated which indicates that the basicity increases in the order formamide < acetamide < propionamide. The free energies of transfer delta Gt[0] [H+], of the solvated proton, from water to aqueous amide show that propionamide has a higher ability to replace a water molecule in the aquo-proton than formamide