Densities (ρ), speeds of sound (u) and viscosities (η) have been measured for the binary mixtures containing 3-chloroaniline with substituted ethanol such as 2-phenylethanol, 2-chloroethanol and 2-aminoethanol at T = (303.15 to 318.15) K. These experimental data have been used to calculate excess volume (VE), excess isentropic compressibility (κs E), deviation in viscosity (Δη) and excess Gibbs energy of activation of viscous flow (G∗E). The excess partial molar volumes, Vm,1 Eand Vm,2 E, excess partial molar volumes Vm,1 ○Eand Vm,2 ○Eat infinite dilution have also been calculated. The variations in these properties with composition for all the binary mixtures suggest that loss of dipolar association, difference in size and shape of the component molecules, dipole-dipole interaction and hydrogen bonding between 3-choroaniline with 2-phenylethanol, 2-chloroethanol and 2-aminoethanol were observed. The excess parameters have been fitted to Redlich-Kister equation and the results were analyzed in terms of specific interactions present in the mixtures. Furthermore, the FTIR spectra have been recorded at T = 298.15 K and found to be useful for understanding the presence of hydrogen bonding between nitrogen atom of amino group of 3-chloroaniline and hydrogen atom of the -OH group of substituted ethanol molecules in the liquid mixtures. A good agreement is obtained between excess quantities and spectroscopic data. © 2015 Published by Elsevier Ltd.