Chemical Review and Letters

Spectroscopic determination of copper(II) with dimercaptophenols and heterocyclic diamines

Document Type : Review Article

Authors

Kerim Avaz Kuliyev 1
Nailya Allahverdi Verdizade 1
Şafa Ağa Mamedova 1
Soltan Gaşam Aliev 2, 3

1 Department of Analytical Chemistry, Azerbaijan State Pedagogical University, Azerbaijan

2 Azerbaijan State Oil and Industrial University, Azadliq 16

3 21, AZ1010, Azerbaijan, U. Gadjibekov street 68. Baku, AZ 1000, Azerbaijan

https://doi.org/10.22034/crl.2024.455122.1330
Abstract
2,6-dimercapto-4-methylphenol (DMMP) and 2,6-dimercapto-4-ethylphenol (DMEP), 2,6-dimer-capto-4-tert-buthylphenol (DMBP) as a pho‌to‌metric re‌agent for the extractive spectro‌pho‌to‌metric determination of copper(II) is offered in this paper. The component DMMP, DMEP and DMBP in the presence of hydrofobic amins resulted in an immediate and consistent blue colour with copper(II) in the pH range 5.2 to 8.5. The Beer’s law was relevant in the range of 0.3 - 20 μg/ml at 585-650 nm. The stint of detection is discovered to be 8.2-9.5 ng/mL. Compounds of several classes were proved as organic solvents. Analysis have shown that the best of those tested is chloroform. It was found that Cu(II) in the complexes was present in the form of Cu2+. Regardless of the nature of the amine during extraction, one hydrogen ion is replaced in the reagent molecule, and the ratio of copper and DP in the complex is always 1:1.The stoichiometry of the complex is determined as 1:1:1 (M: L: Am) by the method of equilibrium shift. The standard drift and the factor of variance are presented. The proposed methods is free from interferences from great number of foreign ions. The proposed methods was effectively for separation and determination of copper(II) from various pharmaceutical, food and plant samples.

Thus the methods can be employed for the determination of trace amount of copper(II) in pharmaceutical, food and in plant samples are presented.

Keywords

Copper
extraction-spectrophotometric determination
chloroform
6-dimercapto-4-methyl‌phe‌nol
2
6-dimercapto-4-ethylphenol
solvent extraction

Subjects

  1. N.Podchaynova, L.N. Simonova, Analiticheskaya khimiya medi. 1990 M.: Nauka, 280 p. (In Russian).
  2. J. Hoseyni, M. Manoochehri, M Daghighi Asli, A novel Copper (II) Schiff base complex :synthesis, characterization, and antibacterial activity, Chem. Rev. Lett. 5 (2022) 278-285. http: //dx.doi.org/10.22034/crl.2022.168076.
  3. Ghanavati, A. Bozorgian, J. Ghanavati, Removal of Copper (II) Ions from the Effluent by Carbon Nanotubes Modified with Tetrahydrofuran, Chem. Rev. Lett. 5 (2022) 68-75. http: //dx.doi.org/10.22034/crl.2022.326950.1152.
  4. (a) W. Yang, D. Jaramillo, J. Gooding, D. B. Hibbert, R. Zhang, G. D. Willett, K. J. Fisher, Sub-ppt detection limits for copper ions with Gly–Gly–His modified electrodes. Chem. Commun, 37 (2001) 1982–1983; (b) W.Yang, E.Chow, G. D. Willett, D. B/ Hibbert, J. J. Gooding, Exploring the use of the tripeptide Gly-Gly-His as a selective recognition element for the abrication of elec­trochemical copper sensors. Analyst 128 (2003), 712–718.
  5. (a) K. Ghanemi, Y. Nikpour, O. Omidvar and A. Mar­ya­ma­badi, Sulfur-nanoparticle-based method for sepa­ration and preconcentration of some heavy metals in ma­rine samples prior to flame atomic absorption spec­trometry determination, Talanta 85 (2011), 763-769; (b) S.A.M. Fathi, M.R. Yaftian, Enrichment of trace amo­unts of copper(II) ions in water samples using octadecyl silica disks modified by a Schiff base ionophore prior to flame atomic absorption spectro­metric determination, J. Hazard Mater. 164 (2009) 133-137.
  6. Li, P. Simmons, D. Shrader, T.J. Herrman and S.Y. Dai, Microwave plasma-atomic emission spec­troscopy as a tool for the determination of copper, iron, man­ga­nese and zinc in animal feed and fertilizer, Talanta 112 (2013) 43-48.
  7. Contino, G. Maccarrone, M/ Zimbone, R. Reitano, P. Musumeci, L. Calcagno, I. P. Oliveri, Tyrosine cap­ped silver nanoparticles: A new fluorescent sensor for the quan­titative determination of copper(II) and co­balt(II) ions, J. Colloid Interface Sci. 462 (2016) 216-222.
  8. Kamiura, K. Funasaka, Y. Tajima, T. Kawaraya, K. Kuroda, Pretreatment by yeast for determination of nickel and vanadium in bitumen-in-water emulsion by in­duc­tively coupled plasma atomic emission spectrometry, Anal Chim Acta. 327 (1996) 61-64.
  9. Kulavardhan Reddy, C.Sivanandha Reddy, Gopireddy Venkatasubba Reddy, Bio accumulation of tracemetals in selectedvegetable crops around tummalapalle uranium mine kadapa district, Andhrapradesh, Orient.J.chem, 34(2), (2018) 1078-1090.
  10. Martin-Camean, A. Jos, M. Puerto, A. Calleja, A. Iglesias-Linares, E. Solano, A.M. Camean, In vivo determination of aluminum, cobalt, chromium, copper, nickel, titanium and vanadium in oral mucosa cells from orthodontic patients with mini-implants by Ind­uc­tively coupled plasma-mass spectrometry (ICP-MS), J Trace Elem Med Bio. 32 (2015) 13-20.
  11. Turkoglu, M. Soylak, Spectrophotometric Deter­mi­nation of Copper in Natural Waters and Phar­ma­ceutical Samples with Chloro(phenyl) glyoxime. Journal of the Chinese Che­mi­cal Society, 52 (2005) 575-579
  12. Chaisuksant, W. Palkawong-Na-Ayuthaya, K. Gru­d­­pan. Spectrophotometric deter­mination of copper in alloys using naphthazarin.Talanta,  53 (2000) 579–585.
  13. Tekale, S. Tekale, S. Lingayat, P. N. Pabrekar, Ext­ractive Spectrophotometric Deter­mi­na­tion of Copper (II) using 1-phenyl-1-hydrazonyl-2-oximino propane-1,2-dione. Science Re­search Re­porter, 1 ( 2011) 83 - 87.
  14. Karthikeyan, P. P. Naik, A. N. Shetty, A rapid extrac­ti­ve spectropho­to­met­ric de­ter­mi­na­tion of copper(II) in environmental samples, alloys, complexes and pharma­ce­utical samp­les using 4-N,N(dimethyl)ami­no]benzal­dehydethiosemicar­bazone. Environmental Moni­toring and Asses­sment, 176,(2011) 419-426.
  15. U.Madan, V.D. Barhate, Extractive spectropho­to­met­ric deter­mination of copper (II) using 2-(5-bromo-2-oxoindolin-3-ylidene) hydrazine carbothioamide as an analytical re­agent European Journal of Biomedical and Pharmaceutical sciences. 3 (2016) 392-396
  16. T. Reddy, P.N. Kumar Reddy, N.C. Gangi Reddy et al. A rapid extractive spec­tro­photometric d­e­termination of Cu(II) in biological, geological and pharmaceutical sam­p­­les using o-hydroxy­ac­etophenone isonicoti­noyl­hyd­razone. Scholars Research Library Der Pharmacia Lettre, 7 (2015) 274-286. (http://scholarsresearchlibrary. com/ archive. html)
  17. Shaikh, U. B.Barache, M.A.Anuse, S.H. Gaikwad, 4-(4’-Nitrobenzylideneimino)-3-me­thyl-5-mercapto-1,2,4-triazole, A New Chromogenic Reagent for Ext­rac­tive Spectro­pho­tometric Deter­mination of Cop­per(II) in Pharmaceutical and Alloy Samples S. Afr. J. Chem.,69 (2016) 157–165.
  18. K. Patil, R.S.Lokhande, P.K. Rana, et al. Extractive spectro­pho­to­met­ric determination of copper(II) by using 2-hydroxy-3-methoxy benzalde­hyde thi­ose­micarbazone as an ana­ly­ti­cal reagent. World Journal of Pharmacy and Phar­ma­ceutical Sciences, 5 (2016) 965-970.
  19. Rao M Sayaji Prasad, N B L Reddy, K Hussain. Spec­tropho­tometric determination of copper(II) in alloys and edible oils using 2-acetylthiophene thiose­mi­carba­zone.Indian Journal of Chemistry,Section A (IJC-A)IJC-A, 45A(07) (2006) 1659-1662
  20. N. Tu, L. V. Tan, N. X. Chien/ Simultaneous spec­tro­photometric deter­mination of Cu(II) and Co(II) using 5-bromosalicylaldehyde thiosemicarbazone by partial least squares regression method Rasayan J. Chem., 11. (2018) 850-856 http: //dx.doi.org/10.7324/RJC.2018.1122088
  21. S. Subudhi, D. S., K.A.Rao. Spectrophotometric determination of trace copper in hair, milk, banana, rice and pharm products with 5-{ά–methyl-3-hydro­xy­ben­zyli­dene} Rhodani ne [5M, 3H-Br] reagent. IJRAR. 6 (2019).809-817.
  22. M. Doyle, D. Naser, H. A. Bauman, Jessica A.O. Rum­feldt, E. M. Me­iering, Spec­trophotometric method for simultaneous measu­rement of zinc and copper in me­talloproteins using 4-(2-pyridylazo)resorcinol Analytical Biochemistry, 579 (2019) 44-56.
  23. R. Kuchekara, Sh. D. Pulatea, H. R. Aherb, V. B. Gaikwad, S. H. Hand. Solvent extraction, spectropho­to­met­ric determination of copper(II) from environ­men­tal samples using o-methylphenyl thiourea as a novel re­agent. Iranian Che­mical Communication, 7 (2019) 212-222.
  24. S.K. Jawad, S.K. Ali, M. Safa, S. Hameed, Spectro­pho­to­metric Determination of Micro Amount of Copper (II) in Different Enviromental and Vital Samples by New Organic Reagent Iraqi National Journal of Che­mistry, 43 (2011) 299-309.
  25. A.Kuliev, A.Z.Zalov, N.A. Verdezade, G.S. Suley­ma­nova, Study of Uranium(VI) Complexation with Dithiolphenols and Hydrophobic Amines // Russian Journal of Inorganic Chemistry, 64 (2019) 1522–1531.
  26. A. Kuliev, N.A. Verdizadeh, A.B. Gadjieva, S.A. Ma­­­medova, Spectroscopic in­ves­ti­ga­tion complex for­mation of molybdenum with 2,6-dimercaptophenol and its derivatives in the presence of hydrophobic amines. International Journal of Chemical Studies, 4 (2016) 42-48
  27. A. Kuliev, N.A. Verdizade, S.G. Aliev, U.B. Abas­qu­liyeva, N.N. Efendieva, Analytical ap­pli­­cation of ion associates of molybdenum with dithiolphenols and aminophenols. Journal of Materials Science and Che­mi­cal Engineering, 7 (2019) 1-18. 
  28. A. Kuliev, N. A. Verdizadeh, G. S. Suleymanova Spec­trophotometric deter­mi­nation of cobalt(II) with 2,6-dimercaptophenol and its derivatives in the pre­sen­ce of hydrophobic amines //American Journal of Chemistry, 6 (2016) 95-103.
  29. A. Kuliev, N. A. Verdizade, Spectroscopic investi­qa­tion complex formation of vana­di­um using 2,6-di­mer­captophenol and hydrofob amins //American Journal of Chemistry, 5 (2015) 10-18.
  30. A.Kuliev, N.A.Verdizade, Sh.A. Mamedova Deve­lop­ment of extractive spec­tro­pho­tometric methods for the determination of iron(III) with dimercaptophenole and he­tero­cyc­lic diamines. Jo­urnal of the Chemical Society of Pa­kistan, 41 ( 2019) 993-1003.
  31. Z.Zalov, G.I. Amanullayeva, Spectrophotometric de­ter­mination of cobalt(II) in a li­qu­id-liquid extraction system containing 2-hydroxy-5-iodothiophenol and dip­he­nyl­guani­dine. IJRDO-Journal Of Applied Science, 2 | (2016) 17-25.
  32. P. Korostelev, Preparation of solutions for chemical analysis works. M. Pub­lishing house of Academy of Sciences of the USSR (1964).
  33. M. Kuliev, S. R. Aliev, F.N. Mamedov, M. Mov­sum­zade, Synthesis of ami­no­methyl de­ri­vatives of 2-hyd­roxy-5-tert-alkylthiophenols and their cleavage by mer­captols. Zhurnal Organicheskoi Khimii, 12 (1976) 426-431.
  34. Shrayner, R. F'yuzon, D. Kortin, T. Morrill Iden­ti­fi­kat­siya organicheskikh so­yedineniy: Per. s angl. – ( 1983) (In Russian).
  35. Nakamoto, IK-spectr KR neorqaniceskikh I koor­di­nat­sionnikh soedineniy (Infra­red and Raman Spectra of Inorganic and Coordination Compounds), (1991).
  36. Bellami Infrakrasnie spectra slojnikh molecule (The infrared spectra of complex mo­le­cules), (1991). (In Russian).
  37. I.Bulatov, I.P. Kalinkin, Prakticheskoe rukovodstvo po fotokolorimetricheskim I spek­tro­­foto­metricheskim metodam analiza (Practical Guide on Photocolorimetric and Spectro­pho­tometric Methods of Analysis), (1972) (In Russian)
  38. A.Nazarenko, E.A. Biriuk, Issledovanie khimizma reaktsii ionov mno­go­va­lent­nykh ele­men­­­tov s or­ga­nicheskimi reagentami [Research of chemism of reac­tions of ions of mul­ti­va­lent elements with organi­c re­agents]. Zhurn. analit. Khimii, 22 (1967) 57-69 (In Rus­sian)
  39. A. Nazarenko, Vzaimodeistvie ionov mnogova­lent­nykh elementov s organi­ches­kimi re­agen­tami [Interac­tionof ions of multivalent elements with organic re­agents]. Trudy komis. Po analit. khimii AN SSSR [Proc. of the Commission on analytical che­mistry of Aca­demy of Sciences of the USSR],17 (1969) 22-28. (In Russian).
  40. K.Akhmedly, A.E.Kly'gin, L. I. Ivanova, E.A. Ba­shirov On the chemistry of in­te­rac­tion of gallium ions with a number of sulphophtaleins. Zhurnal Neor­gani­ches­koi Khimii, 19 (1974) 2007-2012.
  41. Umland, et al. Kompleksnye soedineniya v ana­li­ticheskoi khimii: teoriya i prak­tika primeneniya [Comp­lex compounds in analytical chemistry: theory and prac­tice of application], (1975). (In Russian).
  42. Marczenko, M. K. Baltsejak. Metodı Spectro­pho­tometrii v UF I vidimoy ob­lastyax (Spectro­pho­tometrically in the UV and visible regions in inorganic analysis). (2007). (In Russian)
  43. J. Reddy, J.R. Kumar, S.L. Narayana, C. Rama­chan­draiah, T. Thriveni, A.V. Reddy, Environ Monit As­sess, 124 (2007) 309–320.
  44. N. Dorokhova, G.V. Prokhorova, Analytical che­mis­try (physical-chemical me­thods of analysis). (1991). (In Russian).
Chemical Review and Letters
Volume 7, Issue 4 - Serial Number 4
September and October 2024
Pages 630-646

  • Receive Date 30 April 2024
  • Revise Date 05 June 2024
  • Accept Date 05 July 2024

Home

Guide for Authors

Submit Manuscript

Reviewers

Contact Us