SYNTHESIS AND CHARACTERIZATION OF VARIOUSLY SUBSTITUTED HYDROXYBENZALDIMINES DERIVED FROM THE CONDENSATION OF ANILINE OR 1-AMINONAPHTHALENE WITH SALICYLADEHYDE AND ITS DERIVATIVES
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Date
2016-08-12
Authors
Shaibu, R. O.
Watkins, M. G.
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Abstract
The condensation of salicylaldehyde, o-vanillin, p-vanillin or vanillin with aniline or 1-aminonaphthalene had
been used to produce variously substituted hydroxybenzaldimines .The compounds were characterized using
1 13 elemental analyses, FT-IR, UV-vis, HNMR and CNMR.The effects of the replacement of aniline with
aminonaphthalene on the vibrational and electronic properties were report ed. The spectroscopic methods
were used to confirm the tautomeric nature of the 2-OH or 4-OH substituted hydroxybenzaldimines which showed that most of the Schiff bases existed predominantly as enol-imine tautomer. The various spectroscopic techniques of the compounds were found useful in understanding the degree of stabilization of the tautomeric nature of the Schiff bases. It was observed that the variously substituted substituent and the type of solvent used for the spectroscopic examination determined the existence of intra or intermolecular hydrogen bonding, hence the formation of tautomer
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Research Subject Categories::NATURAL SCIENCES::Chemistry::Inorganic chemistry , Aniline, 1-Aminonaphthalene, Substituted-hydroxybenzaldimines; Tautomeris
Citation
Shaibu, O. R., & Watkins, M. G. (2016). Synthesis and characterization of variously substituted hydroxybenzaldimines derived from the condensation of aniline or 1-aminonaphthalene with salicyladehyde and its derivatives. Ife Journal of Science, 18(3), 613-622.