Synthesis of Vanillin-Azine as Colorimetric Chemosensor of Sulfide Anion

Nevi Faizatu Rokhmah; Muhammad Idham Darussalam Mardjan; Bambang Purwono

doi:10.22146/ijc.71569

Synthesis of Vanillin-Azine as Colorimetric Chemosensor of Sulfide Anion

https://doi.org/10.22146/ijc.71569

Nevi Faizatu Rokhmah⁽¹⁾, Muhammad Idham Darussalam Mardjan⁽²⁾, Bambang Purwono^(3*)

(1) Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Gadjah Mada, Sekip Utara, Yogyakarta 55281, Indonesia
(2) Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Gadjah Mada, Sekip Utara, Yogyakarta 55281, Indonesia
(3) Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Gadjah Mada, Sekip Utara, Yogyakarta 55281, Indonesia
(*) Corresponding Author

Abstract

Vanillin-azine (VA), (4,4'-((1E,1'E)-hydrazine-1,2-diylidenebis(methane-lylidene))bis(2-methoxyphenol) has been synthesized from vanillin and tested as anion colorimetric chemosensors for sulfide anion. The VA was obtained from a condensation reaction between vanillin and hydrazine hydrate with a mol ratio of 2:1 mol for 24 h at room temperature. The structure was elucidated using FTIR, GC-MS, ¹H-NMR, and ¹³C-NMR spectrometers. The VA compound was examined as a colorimetric chemosensor for sulfide anion over several anions of CN⁻, F⁻, Cl⁻, Br⁻, I⁻, N₃⁻, CH₃COO⁻, and NO₃⁻. The structure of the product showed agreement with all spectrometric data. The VA chemosensor tests indicated only selective to S²⁻ anion followed by a color change from colorless to light blue in a DMF:HEPES buffer solution (DMF:HBS) medium (9:1, v/v, 10 mM, pH = 7.4). Filter paper strips can detect S²⁻ anion with a color change from white to yellow. The VA chemosensor has a limit of detection (LOD) of 5.4 × 10⁻⁴ M, therefore, the VA chemosensor can be applied to detect S²⁻ anion in tap water.

Keywords

chemosensor; colorimetry; vanillin; vanillin-azine; sulfide anion

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DOI: https://doi.org/10.22146/ijc.71569