Solvent effect on the charge transfer complex of oxatomide with 2,3-dichloro-5,6-dicyanobenzoquinone

Abstract

The charge transfer complex (CT-complex) between oxatomide drug and 2,3-dichloro-5,6-dicyanobenzoquinone (DDQ) was studied spectrophotometrically in 10 solvents at different temperatures. The donor oxatomide is found to form stable 1:1 stoichiometric complex with DDQ and the stoichiometry was unaffected by change in polarity of the solvent studied. The Δ H°, Δ S° and Δ G° values are all negative, so the studied complex is reasonably stable and exothermic in nature. The ionization potential of the drug was determined using the CT-absorption bands of the complex in all the solvents. The dissociation energy of the charge transfer excited state for the CT-complex in different solvents was also determined and is found to be constant. The spectroscopic and thermodynamic properties were observed to be sensitive to the nature of the solvent.