Abstract

Certain anions play a vital role in metabolic reactions in our body, but the cyanide ion is highly toxic and poisonous to humans, animals, and the environment even at extremely low concentrations. To detect CN−ions, a highly sensitive electron donor-π-acceptor molecular system (IC) was designed based on the carbazole electron donor and 1,3-indanedione electron acceptor. The IC molecular probe was synthesized through simple organic transformations with good yields and characterized by all spectroscopic methods, including single-crystal X-ray diffraction. The IC probe molecule absorbs in the UV–visible region (200–550 nm), and fluorescence emission encompasses 400–750 nm with LE and CT emission bands. A systematic study suggests that the addition of cyanide ions caused both longer wavelength absorption bands and CT fluorescence emission intensity to decrease. Cyanide ion detection can be visualized with the naked eye, where the yellow color of the IC probe solution changes to colorless upon adding cyanide ion solution. Both UV–visible and fluorescence emission spectral changes with the addition of cyanide ions are attributed to the nucleophilic addition of cyanide at the vinylic carbon, which is confirmed by the 1H NMR, HRMS and fluorescence lifetime studies. The cyanide ion detection limit of the IC has been estimated to be 0.43 µM, far below the WHO permissible limit for cyanide ion concentration in potable water, thus broadening the utility of the IC probe in detecting cyanide in Tapioca. A prototype TLC testing strip has been fabricated for the qualitative determination of cyanide in THF/water medium.

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