4.7 Article

New sulfonic derivatives of quercetin as complexing reagents: synthesis, spectral, and thermal characterization

Journal

JOURNAL OF THERMAL ANALYSIS AND CALORIMETRY
Volume 120, Issue 1, Pages 351-361

Publisher

SPRINGER
DOI: 10.1007/s10973-014-3677-7

Keywords

Sulfonic derivatives of quercetin; Spectroscopic properties; Thermal analysis; TG-FTIR-MS

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The synthesis conditions of quercetin-8-sulfonic acid and sodium salt of sulfonated quercetin were determined. The molecular formulae of obtained compounds are: C15H10O10S center dot 4H(2)O and C15H9O10SNa center dot 4H(2)O. On the basis of spectral methods UV-Vis, IR, and H-1 NMR it was stated that the sulfonation of quercetin occurs at 8-C position of the A ring. The complexing properties of NaQSA-8 were confirmed by synthesis of a solid complex with Fe(II) ions. The NaQSA-8 formed a complex with Fe(II) ions at pH 5 with the metal excess (c (M):c (L) = 7:1). The chelation site was analyzed using spectroscopy methods. It was found that chelation of the metal ions occurs at the 4C=O, 3-OH and 3'-OH, and 4'-OH sites of the molecule NaQSA-8. Thermal decomposition of the compounds was carried out in air and nitrogen gas carries. The TG-FTIR-MS technique was employed to study decomposition pathway. The dehydration process was discussed in relation to of the nature of water contained in the compounds.

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