Acidic Properties of Some 3‐Alkyl(Aryl)‐4‐succinimido‐4,5‐dihidro‐1H‐1,2,4 ‐ triazol‐5‐ones In Non-Aqueous Media
Abstract
The acidic properties of five 3-alkyl(aryl)-4-succinimido-4,5-dihydro1H-1,2,4-triazol-5-ones (3) were investigated. Due to very low solubility of the compounds in water, nonaqueous media were used. In determining the solvents used, their belonging to different solvent groups, wide use as solvent in non‐aqueous investigations and having different autoprotolysis constants were considered. In non‐ aqaueous medium, isopropyl alcohol and tert‐butyl alcohol among the amphiprotic type, and aceton and N,N‐dimethylformamide among the dipolar aprotic type were preferred as solvent. The potentiometric method used in determining the end-points in titrimetric analyses was utilized for the determination of acidity. The acidity constants of the compounds in the solvents chosen were calculated using the graphs and the data obtained with half‐neutralization method. The acidity strength of N,N’-Linked biheterocyclic compounds with varying R groups in different solvents, dielectric constant of the solvents, autoprotolysis constant and leveling‐differentiation effects were investigated.
Keywords
N N’-Linked biheterocyclic Non-Aqaueous media Potentiometric titrations Half-Neutralization method Acidity strength
References
- Ammar AA, Al-Mutiri EM, Abdalla MM 2011. The determination of the stability constants of mixed ligand complexes of adenine and amino acids with Ni(II) by potentiometric titration method, Fluid Phase Equilibria. 301: 51-55.
- Dasgupta PK, Tanaka H, Jo KD 2001. Continuous On-Line Titrations by Feedback Based Flow Ratiometry: Application to Potentiometric Acid-Base Titrations, Analytica Chimica Acta, 435: 289-297
- Gündüz T 2002. İnstrümental Analiz. 6. Baskı, Genişletilmiş ve Gözden Geçirilmiş, Gazi Kitabevi. Ankara, 1357s.
- Hakli O, Ertekin K, Sabih Özer M, Aycan S 2008. Determination of pKa Values of Clinically Important Perfluorochemicals in Nonaqueous Media 1, Journal of Analytical Chemistry. 63: 1051-1056.
- Jadhav SM, Shelke VA, Munde AS, Shankarwar SG, Patharkar VR, Chondhekar TK 2010. Synthesis, characterization, potentiometry, and antimicrobial studies of transition metal complexes of a tridentate ligand, Journal of Coordination Chemistry. 23: 4153-4164. Karaböcek S, Dalman Ö, Nohut S, Güner S 1997. Determination of relative acidities of some α,ω-bis(3-alkyl(aryl)-4,5-dihydro-1H-1,2,4-triazol-5-on-4-yl) alkanes, Journal of Pharmaceutical and Biomedical Analysis,17:375-378.
- Martínez V, Maguregui MI, Jiménez RM, Alonso RM 2000. Determination of The pKa Values of β-Blockers by Automated Potentiometric Titrations, Journal of Pharmaceutical and Biomedical Analysis, 23: 459-468
- Ocak Z 2003. Bazı yeni triazol türevlerinin potansiyometrik Özellikleri , KTÜ, Fen Bilimleri Enstitüsü, Doktora Tezi, KTÜ, Trabzon, 107s.
- Price R. 2010. Determination of Quaternary Ammonium Compounds by Potentiometric Titration with an Ionic Surfactant Electrode: Single-Laboratory Validation, Journal Of AOAC Internatıonal. 93: 1542-1552.
- Saraç AS, Ustamehmetoğlu B, Erbil C 1994. Potentiometric determination of the molecular weight of polymers, Polymer Bulletin. 32: 91-95.
- Skoog DA, West DM, Holler FJ, Crouch SR 1999. [Kılıç E, Köseoğlu F, ed. 1999]. Analitik Kimya Temelleri. Bilim Yayıncılık. Ankara, 496s.
- Soldatov VS 2000. A simple method for the determination of the acidity parameters of ion exchangers, Reactive & Functional Polymers. 46: 55-58.
- Yıldız A, Genç Ö 1993. Enstrümental Analiz, Hacettepe Üniversitesi Yayınları A64, Ankara, 1993.
- Yüksek H, İkizler AA 1994. Synthesis of 4-Succinimido-4,5-dihydro-1H-1,2,4-triazol-5-ones, Tr. J. of Chem., 18: 57-61.
Susuz Ortamda Bazı 3‐Alkil(Aril)‐4‐suksinimido‐4,5‐dihidro‐1H‐1,2,4 ‐triazol‐5‐on Bileşiklerinin Asidik Özellikleri
Abstract
Bu çalışmada beş adet
3‐alkil(aril)‐4‐suksinimido‐4,5‐dihidro‐1H‐1,2,4 ‐triazol‐5‐on (3)
bileşiğinin asitlik özellikleri incelenm1iştir.
Bileşiklerin sudaki çözünürlükleri çok düşük olduğundan susuz ortam tercih
edilmiştir. 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. Titrimetrik analizde dönüm noktalarının belirlenmesinde kullanılan
potansiyometrik metod asitliği belirlemek için kullanılmıştır. 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 N,N’-bağlı
biheterosiklik bileşiklerin değişik çözücülerdeki asitlik kuvvetleri çözücünün
dielektrik sabiti, otoprotoliz sabiti ve seviyeleme‐farklandırma etkileri
incelenmiştir.
Keywords
NN’-bağlı biheterosiklik Susuz Ortam Potansiyometrik titrasyonlar Yarı Nötralizasyon metodu asitlik kuvveti
References
- Ammar AA, Al-Mutiri EM, Abdalla MM 2011. The determination of the stability constants of mixed ligand complexes of adenine and amino acids with Ni(II) by potentiometric titration method, Fluid Phase Equilibria. 301: 51-55.
- Dasgupta PK, Tanaka H, Jo KD 2001. Continuous On-Line Titrations by Feedback Based Flow Ratiometry: Application to Potentiometric Acid-Base Titrations, Analytica Chimica Acta, 435: 289-297
- Gündüz T 2002. İnstrümental Analiz. 6. Baskı, Genişletilmiş ve Gözden Geçirilmiş, Gazi Kitabevi. Ankara, 1357s.
- Hakli O, Ertekin K, Sabih Özer M, Aycan S 2008. Determination of pKa Values of Clinically Important Perfluorochemicals in Nonaqueous Media 1, Journal of Analytical Chemistry. 63: 1051-1056.
- Jadhav SM, Shelke VA, Munde AS, Shankarwar SG, Patharkar VR, Chondhekar TK 2010. Synthesis, characterization, potentiometry, and antimicrobial studies of transition metal complexes of a tridentate ligand, Journal of Coordination Chemistry. 23: 4153-4164. Karaböcek S, Dalman Ö, Nohut S, Güner S 1997. Determination of relative acidities of some α,ω-bis(3-alkyl(aryl)-4,5-dihydro-1H-1,2,4-triazol-5-on-4-yl) alkanes, Journal of Pharmaceutical and Biomedical Analysis,17:375-378.
- Martínez V, Maguregui MI, Jiménez RM, Alonso RM 2000. Determination of The pKa Values of β-Blockers by Automated Potentiometric Titrations, Journal of Pharmaceutical and Biomedical Analysis, 23: 459-468
- Ocak Z 2003. Bazı yeni triazol türevlerinin potansiyometrik Özellikleri , KTÜ, Fen Bilimleri Enstitüsü, Doktora Tezi, KTÜ, Trabzon, 107s.
- Price R. 2010. Determination of Quaternary Ammonium Compounds by Potentiometric Titration with an Ionic Surfactant Electrode: Single-Laboratory Validation, Journal Of AOAC Internatıonal. 93: 1542-1552.
- Saraç AS, Ustamehmetoğlu B, Erbil C 1994. Potentiometric determination of the molecular weight of polymers, Polymer Bulletin. 32: 91-95.
- Skoog DA, West DM, Holler FJ, Crouch SR 1999. [Kılıç E, Köseoğlu F, ed. 1999]. Analitik Kimya Temelleri. Bilim Yayıncılık. Ankara, 496s.
- Soldatov VS 2000. A simple method for the determination of the acidity parameters of ion exchangers, Reactive & Functional Polymers. 46: 55-58.
- Yıldız A, Genç Ö 1993. Enstrümental Analiz, Hacettepe Üniversitesi Yayınları A64, Ankara, 1993.
- Yüksek H, İkizler AA 1994. Synthesis of 4-Succinimido-4,5-dihydro-1H-1,2,4-triazol-5-ones, Tr. J. of Chem., 18: 57-61.
Details
| Primary Language | Turkish |
|---|---|
| Subjects | Engineering |
| Journal Section | Articles |
| Authors | |
| Publication Date | December 27, 2013 |
| Submission Date | September 20, 2017 |
| Published in Issue | Year 2013 Volume: 6 Issue: 1 |