A New Thiourea Compound as Potential Ionophore for Metal Ion Sensor

https://doi.org/10.22146/ijc.27078

Fatimatul Akma Awang Ngah(1), Emma Izzati Zakariah(2), Imran Fakhar(3), Nurul Izzaty Hassan(4), Lee Yook Heng(5), Bohari Yamin(6), Siti Aishah Hasbullah(7*)

(1) School of Chemical Sciences and Food Technology, Faculty of Science and Technology, Universiti Kebangsaan Malaysia, 46000 Bangi, Selangor, Malaysia
(2) School of Chemical Sciences and Food Technology, Faculty of Science and Technology, Universiti Kebangsaan Malaysia, 46000 Bangi, Selangor, Malaysia
(3) School of Chemical Sciences and Food Technology, Faculty of Science and Technology, Universiti Kebangsaan Malaysia, 46000 Bangi, Selangor, Malaysia
(4) School of Chemical Sciences and Food Technology, Faculty of Science and Technology, Universiti Kebangsaan Malaysia, 46000 Bangi, Selangor, Malaysia
(5) School of Chemical Sciences and Food Technology, Faculty of Science and Technology, Universiti Kebangsaan Malaysia, 46000 Bangi, Selangor, Malaysia
(6) School of Chemical Sciences and Food Technology, Faculty of Science and Technology, Universiti Kebangsaan Malaysia, 46000 Bangi, Selangor, Malaysia
(7) School of Chemical Sciences and Food Technology, Faculty of Science and Technology, Universiti Kebangsaan Malaysia, 46000 Bangi, Selangor, Malaysia
(*) Corresponding Author

Abstract


A new thiourea compound, 2,2-oxybis(ethyl)-4-(1-naphthyl)-3-thiourea 3 has been synthesized and characterized by using FTIR, 1H-NMR, 13C-NMR, and MS spectroscopy. The binding properties of with various cations were also carried out using ‘naked eye’, UV-vis and 1H-NMR titration experiments. This compound exhibited effective binding for Hg2+ in the presence of other cations, such as Ag+, Ni2+, Sn2+, Zn2+, Fe2+, Cu2+, and Pb2+. Continuous variation titration experiments were conducted in order to determine the binding behavior for Hg2+. Stoichiometry of the host and guest binding interactions were also determined using continuous variation titration experiments and plotting molar-ratio curves. Pearson Product moment method was employed to calculate the correlation coefficient, and non-linear regression equation was used to calculate dissociation constant Kd. Molar-ratio and binding constant data substantiated the presence of binding sites for the compound 3.

Keywords


thiourea; ionophore; sensor; mercury

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References

[1] Alkan, C., Tek, Y., and Kahraman. D., 2011, Preparation and characterization of a series of thiourea derivatives as phase change materials for thermal energy storage, Turk. J. Chem., 35, 769–777.

[2] Alkherraz, A.M., Lusta, Z.I., and Zubi, A.E., 2014, Synthesis and use of thiourea derivative (1-phenyl-3-benzoyl-2-thiourea) for extraction of cadmium ion, World Acad. Sci. Eng. Technol., 8 (2), 38–40.

[3] Halim, N.I.M., Kassim, K., Fadzil, A.H., and Yamin, B.M., 2012, Synthesis, characterisation, and antibacterial studies of Cu(II) complexes thiourea, MJAS, 16 (1), 56–61.

[4] Ke, S.Y., and Xue, S.J., 2006, Synthesis and herbicidal activity of N-(o-fluorophenoxyacetyl)thioureas derivatives and related fused heterocyclic compounds, ARKIVOC, 2006 (10), 63–68.

[5] Sivakami, M., Nartarajan, B., Vijayachandrasekar, M., Pandian, S.R.K., and Sundar, K., 2014, Synthesis, characterization, anti-microbial, anti-cancer, and anti-oxidant acivity of novel 1-(naphthlein-2-yl oxy)(phenyl)(methyl)thiourea mannich base and its metal complexes, Int. J. Pharm. Pharm. Sci., 6 (7), 59–63.

[6] Ozer, C.K., Arslan, H., VanDerveer, D., and Külcü, N., 2009, Synthesis and characterization of N-(arylcarbamothioyl)-cyclohexanecarboxamide derivatives: The crystal structure of N-(naphthalen-1-ylcarbamothioyl) cyclohexanecarboxamide, Molecules, 14 (2), 655–666.

[7] Saad, F.A., 2014, Co-ordination chemistry of some first row transition metal complexes with multi-dentate ligand (1-benzoyl-3-(4-methylpyridin-2-yl) thiourea), spectral, electrochemical and X-ray single crystal studies, Int. J. Electrochem. Sci., 9, 4761–4775.

[8] Monier, M., Kenawy, I.M., and Hashem, M.A., 2014, Synthesis and characterization of selective thiourea modified Hg(II) ion-imprinted cellulosic cotton fibers, Carbohydr. Polym., 106, 49–59.

[9] Zhang, Z., Lu, S., Sha, C., and Xu, D., 2015, A single thiourea-appended 1,8-naphthalimide chemosensor for three heavy metal ions: Fe3+, Pb2+, and Hg2+, Sens. Actuators, B, 208, 258–266.

[10] Lee, J.Y., Rao, B.A., Hwang, J.Y., and Son, Y.A., 2015, A novel sensing capabilities and structural modification from thiourea to urea derivative by Hg(ClO4)2: Selective dual chemodosimeter for Hg2+ and F ions, Sens. Actuators B., 220, 1070–1085.

[11] Rauf, M.K., Din, I., Badshah, A., Gielen, M., Ebihara, M., de Vos, D., and Ahmed, S., 2009, Synthesis, structural characterization and in vitro cytotoxicity and anti-bacterial activity of some copper(I) complexes with N,N'-disubstituted thioureas, J. Inorg. Biochem., 103 (8), 1135–1144.

[12] Saeed, A., Abbas, N., Ashraf, Z., and Bolte, M., 2013, Synthesis, characterization and antibacterial activity of new 1,2- and 1,4-bis(N'-substituted thioureido)benzene derivatives, S. Afr. J. Chem., 66, 273–278.

[13] Arslan, H., Duran, N., Borekci, G., Koray, O.C., and Akbay, C., 2009, Antimicrobial activity of some thiourea derivatives and their nickel and copper complexes, Molecules, 14 (1), 519–527.

[14] Suganya, S., and Velmathi, S., 2015, Fluorogenic and chromogenic heterocyclic thiourea: Selective recognition of cyanide ion via nucleophilic addition reaction and real sample analysis, Sens. Actuators, B, 221, 1104–1113.

[15] Khansari, M.E., Wallace, K.D., and Hossain, M.A., 2013, Synthesis and anion recognition studies of dipodal thiourea-based sensor for anions, Tetrahedron Lett., 55 (2), 438–440.

[16] Odago, M.O., Colabello, D.M., and Lees, A.J., 2010, A simple thiourea based colorimetric sensor for cyanide anion, Tetrahedron, 66 (38), 7465–7471.

[17] Wiles, D.M., Gingras, B.A., and Suprunchuk, T., 1966, The C=S stretching vibration in the infrared spectra of some thiosemicarbazones, Can. J. Chem., 45 (5), 469–473.



DOI: https://doi.org/10.22146/ijc.27078

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