Synthesis and evaluation of an azo dye for the chromogenic detection of metal cations

Abstract

"This article belongs to the Proceedings of The 26th International Electronic Conference on Synthetic Organic Chemistry"A carboxylic acid azo dye, Dabcyl, was synthesized and evaluated as a colorimetric chemosensor for metal cations with biological and environmental importance. The dye was prepared in high yield and characterized by 1H and 13C NMR and UV-vis absorption spectroscopies. A preliminary chemosensing study showed that Dabcyl displayed a marked color change, from light yellow to pink, for Hg2+, Fe2+, Pd2+, Sn2+ and Al3+ in acetonitrile solution. Consequently, spectrophotometric titrations were carried out for this dye with selected cations, which clearly indicated that Dabcyl has potential application as a chromogenic probe for the cations under study with remarkable sensitivity and a marked color change.This research was funded by the Foundation for Science and Technology (FCT) for financial support to CQ/UM (UID/QUI/00686/2020), project PTDC/QUI-COL/28052/2017 and a PhD grant to C. D. F. Martins (SFRH/BD/05277/2020). The NMR spectrometer Bruker Avance III 400 is part of the National NMR Network and was purchased within the framework of the National Pro-gram for Scientific Re-equipment, contract REDE/1517/RMN/2005 with funds from POCI 2010 (FEDER) and FCT

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