The solvatochromic behavior and electronic structure of four symmetric 2-aminophenol Schiff base derivatives were investigated by using electronic absorption spectra in fourteen different spectroscopic grade solvents. The electronic transitions of these molecules have been interpreted. The electronic transition mechanisms and properties are investigated with four different linear solvation energy relationship (LSER) methods, which use different parameters such as Kamlet-Taft parameter (dielectric function f(ε) = (ε - 1) / (ε + 2), refractive index function f(n) = (n2 - 1) / (n 2 + 1), hydrogen bond acceptor capacity (β) and hydrogen bond donor capacity(α)), Catalan parameters (polarity/polarizability (SPP), acidity of solvents (SA) and basicity of solvents (SB)), Marcus optical dielectric function and Reichardt-Dimroth ET solvent parameter. Some electronic parameters, such as EHOMO, ELUMO, E HOMO - 1, ELUMO + 1, dipole moment, electron affinity, electronegativity and ionization potential, MEP (molecular electrostatics potential) and SAS (solvent accessibility surface) were calculated by using B3LYP/6-31G(d,p) method. © 2014 Elsevier B.V.