The interaction between substituted carbonyl phenol with aniline in CCl4 solvent and in liquid state is studied by various techniques. The results have been found in the order of magnitude as we had expected, but remarkable small differences have turned out between the interaction parameters of 5 chloro salicylaldehyde and aniline. The carbonyl absorption is quite sensitive to substitution, solvent effect and the introduction of a double bond in conjugation with the carbonyl group. An appreciable spectral change, on altering the substitution, indicates the formation of an intra and intermolecular hydrogen bond on the above system. The functional groups were identified from FTIR analysis.1H-NMR spectroscopic studies are employed to elucidate the structure of the title mixture. The molecular acoustics and the physico-chemical behavioural studies have been investigated by measuring ultrasonic velocities, density, viscosity and reflective index