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Vol. 25 No. 15 (2013): Vol 25 Issue 15

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Synthesis, Characterization and Solvent Effects on the Electronic Absorption Spectra of Aminopyridine Schiff Bases

https://doi.org/10.14233/ajchem.2013.14805
Cordelia U. Dueke-Eze
Department of Chemistry, University of Lagos, Akoka, Lagos State, Nigeria
Tolulope M. Fasina
Department of Chemistry, University of Lagos, Akoka, Lagos State, Nigeria
Malose J. Mphahlele
Department of Chemistry, College of Science, Engineering and Technology, University of South Africa, P.O. Box 392, Pretoria 0003, South Africa

Corresponding Author(s) : Tolulope M. Fasina

tfasina@unilag.edu.ng; tofefash@yahoo.ca

Asian Journal of Chemistry, Vol. 25 No. 15 (2013): Vol 25 Issue 15

Abstract

Six Schiff bases, namely, N-(2-hydroxylbenzylidene)pyridine-4-amine (IA), N-(2-hydroxylbenzylidene)pyridine-2-amine (IB), N-(5-nitro-2-hydroxylbenzylidene)pyridin-4-amine (IIA), N-(5-nitro-2-hydroxylbenzylidene)pyridin-2-amine (IIB), N-(5-bromo-2-hydroxylbenzylidene)pyridin-4-amine (IIIA) and N-(5-bromo-2-hydroxylbenzylidene)pyridin-2-amine (IIIB) derived from condensation reactions of 4-aminopyridine or 2-aminopyridine with salicylaldehye, 5-nitrosalicylaldehye and 5-bromosalicylaldehye were synthesized and characterized using elemental analysis, IR, NMR and Raman spectroscopic techniques. The effect of solvent on the electronic absorption spectra was examined in five solvents of different polarities, namely, 1,4-dioxane, chloroform, ethanol, acetonitrile and N,N-dimethyl formamide. The bands involving different electronic transitions were interpreted and regression coefficients calculated for the absorption band involving intermolecular charge transfer transition within the whole Schiff base molecule using an equation that relates the absorption maxima to empirical solvent parameters that depend on the dielectric constant, refractive index and hydrogen bonding ability of the solvents.

Keywords

Schiff bases 2-Aminopyridine 4-Aminopyridine Solvent effects Electronic spectra
U. Dueke-Eze, C., M. Fasina, T., & J. Mphahlele, M. (2013). Synthesis, Characterization and Solvent Effects on the Electronic Absorption Spectra of Aminopyridine Schiff Bases. Asian Journal of Chemistry, 25(15), 8505–8508. https://doi.org/10.14233/ajchem.2013.14805
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