An anthracene and carbazole based pi-conjugated Schiff base (An(2)Cb) was characterized to emphasize its optical, dielectric and gas sensing properties. UV-Visible absorption spectrum shows three main maxima at 279, 340 and 420 nm with an optical gap of 2.33 eV determined according to Tauc model. Computational analysis by Time Dependent Density Functional Theory (TD-DFT) was used to obtain a UV-Visible absorption spectrum found in good agreement with the experimental chart. The 3D charge distribution was theoretically determined through B3LYP/6-311 + G(star) basis set. Current-Voltage characteristics of the device are typical to diode behaviour with a trap controlled space charge limited current transfer mechanism. The AC dynamic electrical transport process was studied in function of temperature. It displays a hopping transport process with a thermal activation energy of 0.88 eV. The device is assimilated to an equivalent electrical circuit based on a resistance Rs in series with a resistance Rp which is parallel to a constant phase element CPE. Gas sensing performance was tested. It shows a selective and reversible oxygen sensor at low concentration at room temperature, and an improvement in its sensitivity was observed with increasing temperature until 333 K.