You are here

3,5-DİMETİL TETRAHİDRO-1,3,5-TİYADİAZİN 2-TİYON’UN PROTONASYON SABİTİ VE Co(II), Ni(II), Cu(II), Zn(II), Fe(III) KOMPLEKSLERİNİN KARARLILIK SABİTLERİNİN POTANSİYOMETRİK YÖNTEMLE BELİRLENMESİ

DETERMINATION OF THE STABILITY CONSTANTS OF THE PROTON AND Co(II), Ni(II), Cu(II), Zn(II), Fe(III) COMPLEXES OF 3,5-DIMETHYL TETRAHYDRO-1,3,5-THIADIAZINE-2-THIONE BY THE POTENTIOMETRIC METHOD

Journal Name:

Publication Year:

Keywords (Original Language):

Abstract (2. Language): 
Dazomet (DTTT), (tetrahydro-3,5-dimethyl-2H-1,3,5-thiadiazine-2-thione) is soil fumigant used to control weeds, soil fungicide, insects and nematodes. DTTT was synthesized and purified according to literature. The protonation constant of DTTT in water-ethanol 70:30(v%) solution was determined by potentiometric titration at constant temperature, t = (25±0.10 C) and 0.06 M NaClO4 as ionic background. The formation constants of DTTT with Cu(II), Ni(II), Co(II), Zn(II), and Fe(III) were determined at the same conditions. Purified nitrogen gas bubbled through the titrated solution to ensure stirring and neutral inert atmosphere. Furthermore, the solution was stirred magnetically. The solutions were titrated with 5.10-3 M NaOH in increments of 0.1 mL. The corresponding change in the pH value of the solution was measured. The stochiometric protonation constants of the ligand were calculated using software called TITFIT developed by Zuberbühler and Kaden(1). The formation constant of DTTT complexes with Cu(II), Ni(II), Co(II), Zn(II), Fe(III) and species distribution curves were calculated and plotted using TITFIT computer program. The values of the protonation constants for the ligand are log β1 = 9.49 (∆=2.36.10-2) and log β2 = 13.50 (∆=2.38.10-2). The order of the stability constants of ML complexes with DTTT is Fe>Cu>Co>Ni>Zn and that of MLH complexes is Co>Cu>Fe>Ni>Zn.
Abstract (Original Language): 
Dazomet (DTTT); 3,5-Dimetil tetrahidro-1,3,5-tiyadiazin (2) tiyon yabani otları, toprak mantarlarını, böcekleri ve kurtları kontrol etmek için kullanılan bir toprak fumigantıdır. Çalışmamızda DTTT laboratuarda sentez edilerek saflaştırıldı. DTTT’nin protonlanma sabiti ve bazı metal iyonları ile verdiği komplekslerin oluşum sabitleri su:etanol 70:30 (%h) ortamında potansiyometrik yöntem ile tayin edildi. Deneysel çalışmalar, potansiyometrik titrasyon hücresinde 25±0.10 C’de inert azot atmosferinde kombine cam elektrod kullanılarak 0.06 M NaClO4’lu ortamda yapıldı. Her 0.1 mL baz (5.10-3 M NaOH) ilavesinden sonra pH değerleri okundu. Titrasyon verilerinden TITFIT bilgisayar programı kullanılarak DTTT’nin protonasyon sabiti ve metal komplekslerine ait oluşum sabitleri hesaplandı. Ligandın protonasyon sabitleri sırasıyla log β1 = 9.49 (∆=2.36.10-2) log β2 = 13.50 (∆=2.38.10-2) olarak bulundu. Ayrıca DTTT’nin Cu(II), Ni(II), Co(II), Zn(II) ve Fe(III) ile verdiği ML komplekslerine ait oluşum sabitleri TITFIT programı ile bulunan sonuçlara göre Fe>Cu>Co>Ni>Zn’dur. MLH komplekslerine ait oluşum sabitleri ise Co>Cu>Fe>Ni>Zn’dir.

REFERENCES

References: 

[1] Aboul-Fadl, T., K. Hassanin, K., “Tetrahydro-2H-1,3,5-thiadiazin-5-(4-pyridylcarboxamide)-2-thione. Derivatives as prodrugs for Isoniazid, Synthesis, Investigations and
InVitro Antituberculous Activity”, Pharmazie, 54(4), 244-247,1999.
[2] Ochoa ,C., Pérez E., Pérez R., Suárez M., Ochoa E., “Synthesis and antiprotozoan
properties of new 3,5-disubstituted-tetrahydro-2H-1,3,5-thiadiazine-2-thione derivatives”,
Arzneim.-Forsch./Drug Res., 49 (9), 764-769, 1999.
[3] Lam, W.W., Kim, J.H.; Sparks, S.E.; Quistad,G.B., “Metabolısm in rats and mice of the
soil fumigants metham, methyl isothiocyanate, and dazomet”, J.Agric. Food
Chem.,41,1497-1502,1993.
[4] Mosakata,Y.,Chemical Industry Co. Ltd. Jpn. Kokai Tokyo Koho, JP, 0341, 33, 1991.
[5] Morrell J.J., Sexton C.M., Sexton, Lebow, S. Lebow , “The effect of pH decomposition
of mylone® (Dazomet) and tridipam to fungitoxic methylısothiocyanate in wood”, Wood
Fiber Sci. , 20, 422–430,1988.
[6] Kucheuskii, V.V., Gridunov, I.T., Donskaya, M.M., Unkovskii, B.V., “Vulcanization
Activity of Some Heterocyclic Compounds Containing a Thioureide Fragment”, KauchRezina. 32(10), 19-21,1973.
[7] Subramanian P., Teesch L.M., Thorne P.S., “Degradation of 3,5-dimethyl-tetrahydro-2H-
1,3,5-thiadiazine-2-thione in aqueous aerobic media”, Environmental Toxicology and
Chemistry, 15(4), 503-513, 1996.
[8] Erçağ, A., Özcan, E., “3,5 Dimetil Tetrahidro-1,3,5-Tiadiazin-2-tion’un sentezinde
optimum şartların araştırlması ve metal katyonları ile reaksiyonları” VIII. Kimya ve
Kimya Mühendisliği Sempozyumu”, Vol.II, 97-100, 1992, Marmara Üniversitesi,
İstanbul.
[9] Sert S., Ercag A., Sentürk O.S., Sterenberg B.T., Udachin K.A., Özdemir Ü. , Sarikahya
F.U., "Photochemical reactions of metal carbonyls [M(CO)6
(M=Cr, Mo, W), Re(CO)5
Br,
Mn(CO)3
Cp] with 3,5-dimethyl-tetrahydro-2H-1,3,5-thiadiazine-2-thione (DTTT) and the
crystal structure of [W(CO)5
(DTTT)]" Polyhedron, 22, 1689-1693 ,2003.
[10] Zuberbhler,A.D.,Kaden,T.A., “TITFIT,Acomprensıve program for numerical treatment of
potentiometric data by using analytical derivates and automatically optimized subroutines
with the Newton-Gauss-Marquardt algorithm’’, Talanta.,29,201-206,1982.
[11] Hassan, A.M.,Quenawy M.T.A., “Temperature medium and strctural effects on the acid
dissociation constants of certain Schiff Bases derived from Isatin with some amino acids”,
Arch. Pharm. Res.,Vol 76(3),180-185,1993.

Thank you for copying data from http://www.arastirmax.com