Bazı 3-Alkil(Aril)-4-(3-asetoksibenzilidenamino)-4,5-dihidro-1H-1,2,4-triazol-5-on Bileşiklerinin Susuz Ortam Titrasyonları

Bu çalışmada yedi adet 3-alkil(aril)-4-(3-asetoksibenzilidenamino)-4,5-dihidro-1H-1,2,4-triazol-5-on (1) bileşiğinin asitlik özellikleri incelenmiştir. 4,5-Dihidro-1H-1,2,4-triazol-5-on türevlerinin sudaki çözünürlükleri çok düşük olduğundan susuz ortam tercih edilmiştir. Bilindiği gibi son yıllarda susuz ortam titrasyonları giderek önem kazanmıştır. Çözücülerin seçiminde farklı çözücü gruplarından olmaları, susuz ortam çözücüsü olarak yaygın kullanımları, dielektrik sabitleri ve otoprotoliz sabitlerinin farklı olması önemli etken olmuştur. Susuz ortamda çözücü olarak amfiprotik nötral çözücülerden izopropil alkol ve tert-butil alkol, dipolar aprotik çözücülerden aseton ve N,N-dimetilformamid tercih edilmiştir. Titrant olarak susuz ortam titrasyonlarında geniş kullanım alanı olan tetrabutilamonyum hidroksidin (TBAH) izopropil alkoldeki çözeltisi kullanılmıştır. Asitlik tayininde titrimetrik analiz yöntemlerinde dönüm noktasının belirlenmesi için kullanılan potansiyometrik metot uygulanmıştır. Titrasyon sonucunda elde edilen sonuçlar tablolar ve grafikler halinde verilmiştir. Grafikler incelendiğinde S şeklinde tipik titrasyon eğrileri elde edildiği görülmüştür. Yarı nötralizasyon metoduyla elde edilen veriler ve grafikler kullanılarak bileşiklerin çözücülerdeki asitlik sabitleri hesaplanmıştır. Elde edilen sonuçlara göre bileşiklerin asitlik kuvvetlerinin çözücülerde farklandırıldığı belirlenmiştir.  Farklı R grupları içeren 1 tipi bileşiklerin değişik çözücülerdeki asitlik kuvvetleri çözücünün dielektrik sabiti, otoprotoliz sabiti ve seviyeleme-farklandırma etkileri incelenmiştir

Synthesis and biological evaluation of new 1,2,4-triazole derivatives with their potentiometric titrations

Gursoy-Kol, Ozlem/0000-0003-2637-9023; Alpay Karaoglu, Sengul/0000-0003-1047-8350WOS: 000357468200003In the present study, 3-alkyl(aryl)-4-amino-4,5-dihydro-1H-1,2,4-triazol-5-ones (1a, b, d-g) reacted with 3-phenoxybenzaldehyde to afford 3-alkyl(aryl)-4-(3-phenoxy-benzylidenamino-4,5-dihydro-1H-1,2,4-triazol-5-ones (2a, b, d-g). Then, the acetylation reactions of compounds 2a and 2d-g were investigated. the structures of 11 new compounds were established from the elemental analysis, IR, H-1 NMR, C-13 NMR, MS, and UV spectral data. the synthesized compounds were analyzed for their in vitro potential antioxidant activities in three different methods. Compounds 2f and 3d showed best activity for the iron binding. Moreover, the compounds 2 were titrated potentiometrically with tetrabutylammonium hydroxide in four non-aqueous solvents (isopropyl alcohol, tert-butyl alcohol, acetonitrile, and N,N-dimethyl formamide). Thus, the half-neutralization potential values and the corresponding pK (a) values were determined in all cases. Furthermore, these 11 new compounds and 13 recently reported 3-alkyl(aryl)-4-(2-thienylmethyleneamino)-4,5-dihydro-1H-1,2,4-triazol-5-ones (4a-g) and 1-acetyl-3-alkyl(aryl)-4-(2-thienylmethyleneamino)-4,5-dihydro-1H-1,2,4-triazol-5-ones (5a, b, d-g) were screened for their antimicrobial activities

The Syntheses, Molecular Structures, Spectroscopic Properties (IR, Micro-Raman, NMR and UV-vis) and DFT Calculations of Antioxidant 3-alkyl-4-[3-methoxy-4-(4-methylbenzoxy)benzylidenamino]-4,5-dihydro-1H-1,2,4-triazol-5-one Molecules

Gursoy-Kol, Ozlem/0000-0003-2637-9023; AKYILDIRIM, Onur/0000-0003-1090-695XWOS: 000320371400003The syntheses, antioxidant activities, acidity properties, experimental and theoretical investigations of vibrational spectra (FT-IR and micro-Raman), C-13 and H-1 NMR chemical shifts and electronic properties of 3-alkyl-4-[3-methoxy-4-(4-methylbenzoxy)benzylidenamino]-4,5-dihydro-1H-1,2,4-triazol-5-one (Me, Et and n-Pr) molecules have been presented for the first time. The new compounds were analyzed for their potential antioxidant activities in three different methods. The calculations of molecular structures, vibrational frequencies, C-13 and H-1 NMR chemical shifts and electronic absorption wavelengths of the title molecules were computed by using the DFT/B3LYP method with 6- 31G(d) basis set which was used to have the structural and spectroscopic data about the mentioned molecules in the ground state and the results calculated were compared with experimental values. Furthermore, gauge invariant atomic orbital (GIAO) H-1 and C-13 NMR chemical shifts in different solvents (gas phase, DMSO and cholorofom), UV-vis. TD- DFT calculations in ethanol solvent, the highest occupied molecular orbital (HOMO-1, HOMO), lowest unoccupied molecular orbital (LUMO, LUMO+1), molecular electrostatic potential map (MEP), atomic charges and thermodynamic properties of the title compounds have theoretically verified and simulated at the mentioned level. In addition, the calculated infrared intensities and Raman activities of the compounds under study have also been reported.Scientific and Technological Council of TurkeyTurkiye Bilimsel ve Teknolojik Arastirma Kurumu (TUBITAK) [TBAG 108T984]This study was supported by the Scientific and Technological Council of Turkey (Project Number: TBAG 108T984)

The 1-acetyl-3-methyl-4-[3-methoxy-4-(4-methylbenzoxy)benzylidenamino]-4,5-dihydro-1H-1,2,4-triazol-5-one molecule investigated by a joint spectroscopic and quantum chemical calculations

Gursoy-Kol, Ozlem/0000-0003-2637-9023; Akyildirim, Onur/0000-0003-1090-695X; Gokce, Halil/0000-0003-2258-859XWOS: 000330147900038In this study, the synthesis, spectroscopic (FT-IR, micro-Raman and UV-Vis) investigations and antioxidant activity of 1-acetyl-3-methyl-4-[3-methoxy-4-(4-methylbenzoxy)benzylidenamino]-4,5-dihydro-1H-1,2,4-triazol-5-one molecule have been verified. The quantum chemical computations (molecular structure, vibrational frequencies, electronic absorption maximum wavelengths in gas phase and ethanol solvent, HOMO-LUMO, molecular electrostatic potential (MEP) and natural bond orbital (NBO) analyses, nonlinear optical (NLO) and thermodynamic properties and atomic charges of the title compound have been performed using the DFT/B3LYP method with 6-31G(d) basis set. The energetic behavior of title molecule in different solvent media was investigated at the B3LYP/6-31G(d) level by using the integral equation formalism polarizable continuum model (IEFPCM). A comparison between the calculated results and experimental data exhibits a very good agreement. (C) 2013 Elsevier B.V. All rights reserved

Modifiye edilmiş camsı karbon ile yeni bir Cu(II) analiz yöntemi

Bakır (Cu (II)) çok düşük seviyelerde birçok bitki ve hayvan için gerekli ve gerekli bir mikro besleyicidir. Bununla birlikte, hücre zarları ile birleşmesi nedeniyle su bitkileri için yüksek seviyelerde toksiktir. Camsı karbon elektrot (GCE), 3-fenil-4-[2-(2-naftilsülfoniloksi)-benzilamino]-4,5-dihidro-1H-1,2,4-triazol-5-on (3-PNO) ile 0,1 M destek elektrot içinde modifiye edildi. Modifiye edilmiş yüzey dönüşümlü voltametri (CV) ve X-ışınları fotoelektron spektroskopisi ile karakterize edildi. Karakterizasyon sonuçlarına göre modifiye elektrot başarılı bir şekilde elde edildi. 3-PNO ile modifye edilmiş GCE, Cu(II) iyonunun su numunesinin içinde analizi için kullanıldı. Konsantrasyon aralığı ve deteksiyon limiti sırasıyla 1.0×10-10 - 2.0×10-8 M ve 2.0×10-11 M (S/N = 3), olarak bulundu

Synthesis, In Vitro Antimicrobial and Antioxidant Activities of Some New 4,5-Dihydro-1H-1,2,4-Triazol-5-One Derivatives

A series of compounds derived from 4,5-dihydro-1H-1,2,4-triazol-5-one were synthesized and characterized by spectral data. The 12 new compounds were analyzed for their potential in vitro antioxidant activities by three different methods. Compound 4f showed the best activity for the iron binding. In addition, the compounds 4 were titrated potentiometrically with tetrabutylammonium hydroxide in non-aqueous solvents. The RP-HPLC capacity factors (k0) of the series were also determined on a C18 column, with methanol/water as the mobile phase. The correlation between log k0 with the percentage of methanol in the mobile phase was used for the determination of the log kw values for these compounds. The antimicrobial activities of these compounds were also screened against bacteria and yeast