SPECTROPHOTOMETRY OF 3-(2-hydroxy-naphtalen-1-yl-azo)-1-methyl-1Н-pyrazol-4-еthylcarboxylate

N. Korol, I.-I. Savka, M. Ukolova, P. Rydchuk, O. Tymoshuk, I. Patsay


DOI: http://dx.doi.org/10.30970/vch.6401.215

Abstract


Spectral characteristics of heterocyclic azo dye 3-(2-hydroxy-naphthalen-1-yl-azo)-1-methyl-1H-pyrazole-4-ethylcarboxylate, a representative of a new class of pyrazolyl azo reagents, were investigated for the first time. These azo dyes are promising analytical reagents that interact selectively with some transition metals, and also are widely used as fungicidal preparations and components of dye compositions. The dependence of spectral characteristics of 3-(2-hydroxy-naphthalen-1-yl-azo)-1-methyl-1H-pyrazole-4-ethyl­carboxylate on the acidity of the medium in water-ethanol solutions, as well as on the type of organic solvent, was studied. The values of effective molar absorptivities of 3-(2-hydroxy-naphthalen-1-yl-azo)-1-methyl-1H-pyrazole-4-ethylcarboxylate in ten organic solvents were calculated. It was established that, regardless of the type of organic solvent, two bands with maxima at 270–280 nm and 470–490 nm can be observed on the electronic absorption spectra of 3-(2-hydroxy-naphthalen-1-yl-azo)-1-methyl-1H-pyrazole-4-ethylcarboxylate solutions. Sensitive methods of spectrophotometric determination of3-(2-hydroxy-naphthalen-1-yl-azo)-1-methyl-1H-pyrazole-4-ethylcarboxylate based on its own absorption in dioxane medium (LOD = 2.5·10-7 M, λmax. = 272 nm), 3-methylbutanol-1 (LOD = 1.3·10-6 M, λmax. = 474 nm) and dichloromethane (LOD = 6.7·10-7 M, λmax = 474 nm) were developed. The linearity of the analytical signal for all spectrophotometric methods exceeds one concentration order. The absence of changes in the shape of electronic absorption spectra (change in the position of maxima or the appearance of new absorption bands) of KEMPAN solutions at different concentrations indicates the absence of tautomeric transformations and polymerization (dimerization) or depolymerization (formation of monomers) in KEMPAN solutions in the interval of its contents of 2.0·10-7–2.5·10-5 M. When studying the dependence of the spectral characteristics of KEMPAN on the medium acidity (in water-ethanol solutions) it was established that in the pH range of 1.0–10.0 the azo dye is in molecular form, which confirmed by the absence of a band of the dissociated form in the electronic absorption spectra.

 

Keywords: 3-(2-hydroxy-naphtalen-1-yl-azo)-1-methyl-1Н-pyrazol-4-ethylcarboxylate, pyrazol, azo dyes, spectrophotometry.


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