Experimental determination of density and viscosity of the pure components and mixtures of  the [Di-isopropyl ether (DIPE) (1) + methanol (2)], [DIPE (1) + ethanol (2)] and [DIPE (1) + 1-propanol (2)] binary systems at 298.15 K was performed. The experimental results of density and viscosity were fitted to empirical equations, which makes it possible to calculate these properties over the whole concentration range studied. Calculated values are in good agreement with the experimental results. Data of the binary mixture were further used to calculate the excess molar volume and viscosity deviations. Experimental determination of heat of mixing for [DIPE (1) + methanol (2)], [DIPE (1) + ethanol (2)], and [DIPE (1) + 1-propanol (2)] binary systems at 298.15 K was also performed. The excess or deviation properties were fitted to the Redlich-Kister polynomial relation to obtain their coefficients and standard deviations. Fourier transform infrared spectroscopy (FTIR) spectra of pure DIPE, methanol, ethanol and 1-propanol as well as of each binary system at 298.15 K were obtained to investigate the type and nature of the intermolecular complexes formed when the chemicals are mixed. The optimized structures and vibrational frequencies were calculated by means of density functional theory (DFT) techniques using the B3LYP functional combined with the 6-31G (d, p) basis set. The recorded FTIR spectra confirm the existence of hydrogen-bonded complexes, making it possible furthermore to calculate the heteroassociation constants among the chemical species in the solution.