Synthesis of 3-(4-Hydroxy-3-Methoxyphenyl)-1-(2-Hydroxyphenyl)-Propenone as a Colorimetric Chemosensor for Hydrogen Phosphate Anions

Arfiani Nur; Bambang  Purwono; Herlina  Rasyid; Ummi  Zahra; Aisyah Aisyah; Artati Artati; Andi N.  Fitriani; Fadliah Fadliah; M. Yasser; Muharram Muharram; Paulina  Taba; Indah  Raya; Abdul W.  Wahab; Nunuk H.  Soekamto

doi:10.15408/jkv.v12i1.46467

Authors

Arfiani Nur Department of Chemistry, Faculty of Mathematics and Natural Sciences, Hasanuddin University https://orcid.org/0000-0002-8137-0235
Bambang Purwono Department of Chemistry, Faculty of Mathematics and Natural Sciences, Gadjah Mada University
Herlina Rasyid Department of Chemistry, Faculty of Mathematics and Natural Sciences, Hasanuddin University
Ummi Zahra Department of Chemistry, Faculty of Science and Technology, Alauddin State Islamic University
Aisyah Aisyah Department of Chemistry, Faculty of Science and Technology, Alauddin State Islamic University
Artati Artati Department of Health Analyst, Makassar Ministry of Health Polytechnic
Andi N. Fitriani Department of Chemistry, Faculty of Science, Universitas Muhammadiyah Bulukumba
Fadliah Fadliah Department of Mining Engineering, Faculty of Earth and Energy Technology, Universitas Trisakti
M. Yasser Department of Chemical Engineering, Politeknik Negeri Ujung Pandang
Muharram Muharram Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Negeri Makassar
Paulina Taba Department of Chemistry, Faculty of Mathematics and Natural Sciences, Hasanuddin University
Indah Raya Department of Chemistry, Faculty of Mathematics and Natural Sciences, Hasanuddin University
Abdul W. Wahab Department of Chemistry, Faculty of Mathematics and Natural Sciences, Hasanuddin University
Nunuk H. Soekamto Department of Chemistry, Faculty of Mathematics and Natural Sciences, Hasanuddin University

DOI:

https://doi.org/10.15408/jkv.v12i1.46467

Keywords:

Colorimetric chemosensor, Claisen–Schmidt condensation, hydrogen phosphate, 3-(4-hydroxy-3-methoxyphenyl)-1-(2-hydroxyphenyl)-propenone

Abstract

Hydrogen phosphate is an important anion in environmental and biological systems; however, its excessive presence in water can contribute to eutrophication and water quality degradation. The synthesis and application of 3-(4-hydroxy-3-methoxyphenyl)-1-(2-hydroxyphenyl)-propenone (HMPP) as a colorimetric chemosensor for hydrogen phosphate (HPO₄²⁻) anions have been investigated. HMPP was synthesized via Claisen–Schmidt condensation of vanillin and 2-hydroxyacetophenone, obtained in 34% yield of the target compound. The colorimetric response of HMPP was evaluated toward various anions, including F⁻, Cl⁻, Br⁻, CN⁻, HPO₄²⁻, and CO₃²⁻. The results showed that HMPP exhibited a distinct response toward HPO₄²⁻; however, the presence of other anions caused varying degrees of interference, with CO₃²⁻ showing minimal effect, while Cl⁻, CN⁻, and Br⁻ reduced the response to a greater extent. This behavior is attributed to hydrogen-bonding interactions between HMPP and HPO₄²⁻, which enhance intramolecular charge transfer (ICT). The applicability of HMPP was further evaluated in spiked tap water samples, demonstrating satisfactory recovery in the range of 105.47–107.50%, indicating acceptable accuracy and reliability. Therefore, HMPP demonstrates potential as a colorimetric chemosensor for hydrogen phosphate anions in water samples.

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