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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
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
UV–VIS spectroscopy
DFT calculation
DOI: 10.1016/j.dyepig.2009.02.012
Appears in Collections:Aurora harvest
Chemistry publications

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