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https://hdl.handle.net/2440/55144
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Type: | Journal article |
Title: | The synthesis, characterization and structures of some 4-[((E)-1-{2-hydroxy-5-[(E)-2-(aryl)-1-diazenyl]phenyl}methylidene)amino]benzoic acid |
Author: | Basu Baul, T. Das, P. Chandra, A. Mitra, S. Pyke, S. |
Citation: | Dyes and Pigments, 2009; 82(3):379-386 |
Publisher: | Elsevier Sci Ltd |
Issue Date: | 2009 |
ISSN: | 0143-7208 |
Statement of Responsibility: | Tushar S. Basu Baul, Pradip Das, Asit K. Chandra, Sivprasad Mitra and Simon M. Pyke |
Abstract: | The structures of several azo-benzoic acids, 4-[((E)-1-{2-hydroxy-5-[(E)-2-(aryl)-1-diazenyl]phenyl}methylidene)amino]benzoic acid along with their precursors 2-hydroxy-5-[(E)-(aryldiazenyl)]benzaldehydes were confirmed using 1H, 13C NMR, UV–VIS and IR spectroscopic techniques. UV–VIS absorption spectra were measured in pure organic solvents while complementary spectroscopic experiments using mixed solvent systems as well as in the presence of base were undertaken to characterize the different species present in solution. Both acid–base dissociation and azo–hydrazone tautomerism occurred in solution, with the extent of the individual equilibria being dependent on the solvent composition and/or pH of the medium. Molecular structures and geometries were optimized using the B3LYP density functional theory method employing the 6-31G(d) basis set. |
Keywords: | Azo-dyes 4-[((E)-1-{2-Hydroxy-5-[(E)-2-(aryl)-1-diazenyl]phenyl}methylidene)-amino]benzoic acid NMR UV–VIS spectroscopy DFT calculation Structures |
DOI: | 10.1016/j.dyepig.2009.02.012 |
Published version: | http://dx.doi.org/10.1016/j.dyepig.2009.02.012 |
Appears in Collections: | Aurora harvest Chemistry publications |
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