The solvatochromic behavior of the electronic absorption spectra of indolino spirobenzoxazine and its azo derivative were investigated in polar and non-polar solvents. A bathochromic shift of about 10 nm in the electronic spectra of both compounds was observe as the solvent polarity increases from benzene to ethanol. The presence of an azo group substituted at the oxazine fragment of indolino spirobenzoxazine exhibited a bathochromic shift of about 50 nm in all the solvents studied. The results obtained from single parametric regression analysis using both Kamlet-Taft and Catalan solvent parameters indicate that Kamlet-Taft scale is most suitable in describing hydrogen bond donor acidity and hydrogen bond acceptor basicity interactions whereas Catalan scale is a better descriptor of dipolarity and polarizability interactions. This shows that no one solvent polarity scale is adequate to describe all the solute-solvent interactions of molecular electronic absorption.
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