Liquid Phase Extraction and Determination of Chromium (III) Ion in Aqueous Solution Using Dithiocarbamate Derivative Reagent

Authors

  • Ivan Malik Shaker Department of Chemistry, College of Science, University of Karbala, Karbala, Iraq.
  • Ahmed Fadhil Khudhair Department of Chemistry, College of Science, University of Karbala, Karbala, Iraq. https://orcid.org/0000-0002-4292-9307
  • Hayder Hamied Mihsen Department of Chemistry, College of Science, University of Karbala, Karbala, Iraq.

DOI:

https://doi.org/10.21123/bsj.2024.9558

Keywords:

Chromium ion, Dithiocarbamate compounds, Micro Liquid Extraction, Pharmaceutical metal brands, Spectrophotometric methods.

Abstract

The new reagent N-methyl-N-((((4-bromophenyl)diazenyl)thio) carbonothioyl) aniline   was made by the reaction of (sodium N-methyl- N-phenyldithiocarbamate)with 4-bromobenzenediazoniume salts. UV-Visible spectroscopy, elemental analysis, Fourier-transform infrared spectroscopy, mass spectroscopy, proton nuclear magnetic resonance spectroscopy, carbon-13 nuclear magnetic resonance spectroscopy, magnetic susceptibility measurements, and conductivity measurements to characterize the prepared compound. Using analytical and spectroscopic data, stoichiometry was calculated, and it was discovered that the complex was 1:2 (metal: ligand). The complexes' molar conductivity was measured using dimethyl formide, and the results indicated that the produced complex was ionic. Results of elemental analysis and spectrum studies indicate that the compound has a tetrahedral structure. Cloud point extraction was created for the preconcentration and separation of Cr(III) in drug sample measurements utilizing flame atomic absorption and a UV-Visible spectrophotometer at a maximum wavelength is 536nm. The effectiveness of cloud point extraction is affected by pH at 7, 20 % triton X-114, interference, and salt out impact with 15 min of incubation time, and 70 Celsius of heating. The calibration curve of Cr(III) was linear in the extent from 0.1-2 ppm with a linearity coefficient is 0.988. The limit of detection and quantification is (0.124 and 0.377 ppm). The new method has been successfully applied to the extraction and assay of the metal ion Cr(III) under three pharmaceutical brands.

References

Ramos-Espinosa Á, Valdés H, Ramírez-Apan MT, Hernández-Ortega S,Aguilar-Castillo BA, Reyes-Martínez R, et al. N-(R)ethanolamine dithiocarbamate ligands and their Ni(II) and Pt(II) complexes. Evaluation of the in vitro anticancer activity of the Pt(II) derivatives. Inorganica Chim Acta. 2017 Jul; 466(2): 584–90. https://doi.org/10.1016/j.ica.2017.07.035

Adeyemi JO, Saibu GM, Olasunkanmi LO, Fadaka AO, Meyer M, Sibuyi NRS, et al. Synthesis, computational and biological studies of alkyltin(IV) N-methyl-N-hydroxyethyl dithiocarbamate complexes. Heliyon. 2021 Jul; 7(8): e07693. https://doi.org/10.1016/j.heliyon.2021.e07693

PacaAM, Ajibade PA, Andrew FP, Nundkumar N, Singh M. Synthesis, X-ray crystal structures and anticancer studies of four Pd(II) dithiocarbamate complexes. Arab J Chem. 2021 Jul; 14(9): 103326. https://doi.org/10.1016/j.arabjc.2021.103326

Pitchaimani P, Lo KM, Elango KP. Synthesis, Crystal Structures, Luminescence Properties, and Catalytic application of lanthanide(III) piperidine dithiocarbamate complexes. Polyhedron. 2015 Mar; 93: 8–16. http://dx.doi.org/10.1016/j.poly.2015.03.012

Olatunde OC, Onwudiwe DC. Temperature controlled evolution of pure phase Cu9S5 nanoparticles by solvothermal process. Front Mater. 2021 Jun; 8: 1–7. https://doi.org/10.3389/fmats.2021.687562

Hait S, Valentín JL, Jiménez AG, Ortega PB, Ghosh AK, Stöckelhuber KW, et al. Poly(acrylonitrile-co-butadiene) as polymeric crosslinking accelerator for sulphur network formation. Heliyon. 2020 Aug; 6(8): 1-12. https://doi.org/10.1016/j.heliyon.2020.e04659

Elahabaadi E, Salarian AA, Nassireslami E. Design, synthesis, and molecular docking of novel hybrids of coumarin-dithiocarbamate alpha-glucosidase inhibitors targeting type 2 diabetes meellitus. Polycycl Aromat Compd. 2021 Feb; 42(7): 4317–27. https://doi.org/10.1080/10406638.2021.1887295

Song Z, Zhou Y, Zhang W, Zhan L, Yu Y, Chen Y, et al. Base promoted synthesis of novel indole-dithiocarbamate compounds as potential anti-inflammatory therapeutic agents for treatment of acute lung injury. Eur J Med Chem. 2019 Mar; 171: 54–65. https://doi.org/10.1016/j.ejmech.2019.03.022

Ali WA, Mihsen HH, Guzar SH. Novel Derivative For Dithiocarbamite Containing A New Sulphur-Azo Linkage And Its Complexes With Sn(II), Sn(IV), Co(II), Ni(II) And Cu(II) Ions; Synthesis, Characterization and Antibacterial Activity. Al-Bahir J Eng Pure Sci. 2023 Jan; 2(1): 16-25.https://doi.org/10.55810/2312-5721.1016

Lawal MM, Lawal IA, Klink MJ, Tolufashe GF, Ndagi U, Kumalo HM. Density functional theory study of gold(III)-dithiocarbamate complexes with characteristic anticancer potentials. J Inorg Biochem. 2020;206(Iii):111044.https://doi.org/10.1016/j.jinorgbio.2020.111044

Wang Z, Yang L, Ye X, Huang C, Yang W, Zhang L, et al. Multicolor visual screening of total dithiocarbamate pesticides in foods based on sulfydryl-mediated growth of gold nanobipyramids. Anal Chim Acta. 2020 Sep; 1139: 59–67. https://doi.org/10.1016/j.aca.2020.09.032

Raina-Fulton R. A review of methods for the analysis of orphan and difficult pesticides: Glyphosate, glufosinate, quaternary ammonium and phenoxy acid herbicides, and dithiocarbamate and phthalimide fungicides. J AOAC Int. 2014 ; 97(4): 965–977. https://doi.org/10.5740/jaoacint.SGERaina-Fulton

Sarker JC, Hogarth G. Dithiocarbamate Complexes as Single Source Precursors to Nanoscale Binary, Ternary and Quaternary Metal Sulfides. Chem Rev. 2021 May; 121(10): 6057–6123. https://doi.org/10.1021/acs.chemrev.0c01183

Adeyemi JO, Onwudiwe DC, Hosten EC. Synthesis, characterization and the use of organotin(IV) dithiocarbamate complexes as precursor to tin sulfide nanoparticles by heat up approach. J Mol Struct. 2019 May; 1195(4): 395–402. https://doi.org/10.1016/j.molstruc.2019.05.115

Mohammad B, Azam AA, Mostafa MA, Akbar B. Synthesis and characterization of pyridine functionalized magnetic mesoporous silica and its application for preconcentration and trace detection of lead and copper ions in fuel products. Anal Methods. 2014 Sep; 6: 8785-8792. https://doi.org/10.1039/C4AY01692K

Fariborz O, Mohammad B, Majid KB, Seyed JS. Solid phase extraction and trace monitoring of cadmium ions in environmental water and food samples based on modified magnetic nanoporous silica. J Magn Magn Mater. 2015 Dec; 395: 213-220. http://dx.doi.org/10.1016/j.jmmm.2015.07.093

Hamid RS, Alireza M, Mohammad B, Ali E. Implementation of an ultrasonic assisted dispersive μ-solid phase extraction method for the trace analysis of lead in aqueous and urine sample. Microchemical J. 2019 May; 146: 782-788. https://doi.org/10.1016/j.microc.2019.02.008

18. Shaymaa IS, Khudhair AF, Sawsan KA, Hasan FA. Analysis of Copper (II) in Pharmaceutical Products using Micelle form with the Turbidity Method. J Pharm Tech. 2019 May, 12(5): 2116-2122. https://doi.org/10.5958/0974-360X.2019.00351.2

Snigur D, Chebotarev A, Bulat K, Duboviy V. Fast room temperature cloud point extraction procedure for spectrophotometric determination of phosphate in water samples. Anal Biochem. 2020 Feb; 597: 113671. https://doi.org/10.1016/j.ab.2020.113671

Mortada WI. Recent developments and applications of cloud point extraction: A critical review. Microchem J. 2020 May; 157: 105055. https://doi.org/10.1016/j.microc.2020.105055

Al-ward HS, Ahmed MR. Spectrophotometric Analysis of Vancomycin Hydrochloride in Pure and Pharmaceutical Injections via Batch and Cloud Point Extraction Techniques. Baghdad Sci J. 2022 Sep; 20(2): 409-419. https://doi.org/10.21123/bsj.2022.6686

Hassan MJM, Mizher OQ. New spectrophotometric estimation and cloud point extraction of cefdinir. Baghdad Sci J. 2018 Dec; 15(4): 425–35. https://doi.org/10.21123/bsj.2018.15.4.0425

Hassan MJM, Mizher OQ. Cloud point extraction for the spectrophotometric determination of cefdinir. Al-Mustansiriyah J Sci. 2019 Aug; 30(1): 85–93. http://doi.org/10.23851/mjs.v30i1.532

Hamran BN , Khudhair AF. Micro analysis ranitidine in pharmaceutical formation using CPE method coupling with spectrophotometric method. AIP Conf Proc. 2022 Dec; 2547(1). AIP Publishing.‏ https://doi.org/10.1063/5.0112434

Prashantha AG, Keshavayya J, Shoukat Ali RA. Synthesis and studies on novel toluic acid-based azo dyes. Rasayan J Chem. 2021 Sep; 14(3): 1635–1642. http://doi.org/10.31788/RJC.2021.1436101

Mahato M, Mukherji S, Van Hecke K, Harms K, Ghosh A, Nayek HP. Mononuclear homoleptic organotin(IV) dithiocarbamates: Syntheses, structures and antimicrobial activities. J Organomet Chem. 2017 Dec; 853: 27–34. https://doi.org/10.1016/j.jorganchem.2017.10.027

Yang H, Li L, Song Y, Hou H, Fan Y. Syntheses and characterization of ferrocenylthiocarboxylate-containing coordination compounds for nonlinear optics. J Organomet Chem. 2008 Jul; 693(15): 2624–2630. http://dx.doi.org/10.1016/j.jorganchem.2008.05.017

Adeyemi JO, Onwudiwe DC, Singh M. Synthesis, characterization, and cytotoxicity study of organotin(IV) complexes involving different dithiocarbamate groups. J Mol Struct. 2019 Mar; 1179: 366–375. https://doi.org/10.1016/j.molstruc.2018.11.022

Onwudiwe DC, Ajibade PA. Synthesis, characterization and thermal studies of Zn (II), Cd (II) and Hg (II) complexes of N-methyl-N-phenyldithiocarbamate: The single crystal structure of [(C6H5)(CH3) NCS2] 4Hg2. Int J Mol Sci. 2011 Mar; 12(3): 1964–1978.https://doi.org/10.3390/ijms12031964

Onwudiwe DC, Nthwane YB, Ekennia AC, Hosten E. Synthesis, characterization and antimicrobial properties of some mixed ligand complexes of Zn(II) dithiocarbamate with different N-donor ligands. Inorganica Chim Acta. 2016 Jun; 447(1): 134–141.https://doi.org/10.1016/j.ica.2016.03.033

Mihsen HH, Abass SK, Abed –Alhasan MT, Hassan ZM, Abbas AK. Synthesis, characterization and antimicrobial activities of mixed ligand complexes of Fe (II), Co(II), Ni(II) and Cu (II) ions derived from imine of benzidine and o-phenylenediammine. Iraqi J Sci. 2020 Jan; 61(11): 2762-2775. https://doi.org/10.24996/ijs.2020.61.11.2

Hassan ZM, Alattar RA, Abass SK, Mihsen HH, Abbas ZF, Hussain KA. Synthesis, Characterization and Biological Activity of Mixed Ligand (Imine of Benzidine and 1,10-Phenanthroline) Complexes With Fe(II), Co(Ii), Ni(II) And Cu(II) Ions. Chem Chem Technol. 2022; 16(1): 15-24. https://doi.org/10.23939/chcht16.01.015

Hamran, BN, Khudhair AF. Micellar Determination of Amoxicillin in the Pharmaceutical Compounds by using Cloud Point Extraction. Res J Pharm Technol. 2020; 13(2):732-741.‏https://doi.org/10.5958/0974-360X.2020.00139.0

Shanhu H, Yanshi W, Linqian C, Zheng W, Zhuang T, Qin D,et al. Determination of Cr in water and sediment of Haidian Creek by cloud point extraction-flame atomic absorption spectrometry. Desalin Water Treat. 2020 Jun; 188: 333-341. https://doi.org/10.5004/dwt.2020.25285

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Liquid Phase Extraction and Determination of Chromium (III) Ion in Aqueous Solution Using Dithiocarbamate Derivative Reagent. Baghdad Sci.J [Internet]. [cited 2024 Dec. 30];22(3). Available from: https://bsj.uobaghdad.edu.iq/index.php/BSJ/article/view/9558