In this study, a Schiff base ligand, (E)-3-(2-aminophenylimino)indolin-2-one (APIISA) was synthesized via condensation reaction of o-phenylenediamine with isatin. Metal complex and Lithium-Schiff base of this ligand were prepared. Metal complex bis[(E)-3-(2-aminophenylimino)indolin-2-one]Co(II), [Co(APIISA)2] was synthesized from Schiff base ligand with Cobalt acetate tetrahydrate in 2:1 ratio. While Lithium-Schiff base was prepared by using Lithium acetate dihydrate produced Lithium[(E)-3-(2-aminophenylimino)indolin-2-one], [Li(APIISA)]. All the synthesized compounds were characterized by variety of physicochemical techniques such as melting point, elemental analysis, infrared spectroscopy, 1H nuclear magnetic spectroscopy, magnetic susceptibility and X-ray diffraction. Conductivity studies of the ligand, metal complex and Lithuim-Schiff base were investigated by impedance analyzer which the samples were prepared in the form of pellets. The electrical conductivities of the prepared compounds were measured by applying alternating current (ac) voltage. The conductivity values were calculated and Lithium-Schiff base showed higher conductivity value followed by Cobalt metal complex and Schiff base ligand.