HYDRATION OF N-MONOSUBSTITUTED AMIDES IN THE BINARY SOLVENTS DIOXANE-D2O AND DIOXANE-H2O

Article abstract of DOI:10.1021/j100289a041

The molecular-level stucture of hydrated N-monosubstituted amides in aqueous media has been studied by measuring the infrared absorption spectra due to the C=O stretching (or amide I band) of a series of N-monosubstituted amides (RCONHR') in dioxan-D2O and dioxan-H2O mixtures.Three kinds of hydrated species of the secondary amides have been identified, namely monohydrated amide (II) (at the amide oxygen), dihydrated amide (III) (monohydrated at both the amide oxygen and the amide NH), and trihydrated amide (IV) (dihydrated at the amide oxygen and monohydrated at the amide NH).With increasing water content, the relative amounts of the hydrated amides increases in the order II