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Year 2021, Volume: 3 Issue: 2, 54 - 55, 30.12.2021

Haydar Yüksek , Osman Kutanis , Sevda Manap , Gül Özdemir , Zafer Ocak

https://doi.org/10.51435/turkjac.940812
Cited By: 1

Abstract

References

  • [1] Ş. Bahçeci, H. Yüksek, Z. Ocak, İ. Azaklı, M. Alkan, M. Özdemir, Synthesis and potentiometric titrations of some new 4-(benzylideneamino)-4,5-dihydro-1H-1,2,4-triazol-5-one derivatives in non-aqueous media, Collect Czech Chem Commun, 2002, 67, 1215-1222.
  • [2] Ş. Bahçeci, H. Yüksek, Z. Ocak, C. Köksal, M. Özdemir, Synthesis and non-aqueous medium titrations of some new 4,5-dihydro-1H-1,2,4-triazol-5-one derivatives, Acta Chemica Slovenica, 49, 2002, 783-794.
  • [3] H. Yüksek, M. Küçük, M. Alkan, Ş. Bahçeci, S. Kolaylı, Z. Ocak, U. Ocak, E. Şahinbaş, M. Ocak, Synthesis and antioxidant activities of some new 4-(4-hydroxybenzylidenamino)-4,5-dihydro-1H-1,2,4-triazol-5-one derivatives with their acidic properties, Asian J Chem, 18, 2006, 539-550.
  • [4] H. Yüksek, Ö. Gürsoy-Kol, Preparation, characterization and potentiometric titrations of some new di-[3-(3-alkyl/aryl-4,5-dihydro-1H-1,2,4-triazol-5-one-4-yl)-azomethinphenyl] isophtalate/terephtalate derivatives, Turk J Chem, 33, 2008, 773-784.
  • [5] H. Yüksek, O. Akyıldırım, M.L. Yola, Ö. Gürsoy-Kol, M. Çelebier, D. Kart, Synthesis, in vitro antimicrobial and antioxidant activities of some new 4,5-dihydro-1H-1,2,4-triazol-5-one derivatives”, Archiv Der Pharmazie, 346 (6), 2013, 470-480.
  • [6] Ö. Gürsoy-Kol, H. Yüksek, F. İslamoğlu, Synthesis and in vitro antioxidant activities of novel 4-(3-methyl-2-thienylmethyleneamino)-4,5-dihydro-1H-1,2,4-triazol-5-one derivatives with their acidic properties, J Chem Soc Pak, 35(4), 2013, 1179-1190.
  • [7] H. Yüksek, Ö. Aktaş-Yokuş, Ö. Gürsoy-Kol, Ş. Alpay-Karaoğlu, In vitro biological activity of some new 1,2,4-triazole derivatives with their potentiometric titrations, Indian J of Chem Sect B, 56B, 2017, 567-577.
  • [8] H. Yüksek, O. Kutanis, G. Özdemir, M. Beytur, S. Kara, Ö. Gürsoy Kol, M. Alkan, Synthesis, In vitro antioxidant and antimicrobial activities of some novel 2-methoxy-4-[(3-substitue-4,5-dihydro-1H-1,2,4-triazol-5-one-4-yl)azomethine]phenyl 2-methylbenzoate derivatives, Res J Pharm Biol Chem Sci, 9(4), 2018, 501-512.
  • [9] H. Yüksek, F. İslamoğlu, Ö. Gürsoy Kol, Ş. Bahçeci, M. Bekar, M. Aksoy, In-vitro antioxidant activities of new 4,5-dihydro-1H-1,2,4-triazole-5-ones having thiophene ring with their acidic properties, E-Journal of Chem, 8(4), 2011, 1734-1746.
  • [10] H. Yüksek, A. Demirbaş, A. İkizler, C.B. Johansson, C. Çelik, A.A. İkizler, Synthesis and antibacterial activities of some 4,5-dihydro-1H-1,2,4-triazol-5-ones, Arzneim-Forsch/Drug Res, 47, 1997, 405-409.
  • [11] N. Demirbaş, R. Uğurluoğlu, Synthesis and antitumor activities of some new 4-(1-naphthylidenamino)- and 4-(1-naphthylmethylamino)-1,2,4-triazol-5-one derivatives, Turk J Chem, 28, 2004, 679-690.
  • [12] Ö. Aktaş-Yokuş, H. Yüksek, Ö. Gürsoy-Kol, Ş. Alpay-Karaoğlu, Synthesis and biological evaluation of new 1,2,4-triazol derivatives with their potentiometric titrations, Med Chem Res, 24, 2015, 2813–2824.
  • [13] E. Çiftçi, M. Beytur, M. Calapoğlu, Ö. Gürsoy Kol, M. Alkan, V.A. Toğay, S. Manap, H. Yüksek, Synthesis, characterization, antioxidant and antimicrobial activities and DNA damage of some novel 2-[3-alkyl (aryl)-4,5-dihydro-1H-1,2,4-triazol-5-one-4-yl]-phenoxyacetic acids in Human Lymphocytes, Res J Pharm Biol Chem Sci, 9(5), 2018,1760-1771.
  • [14] H. Yüksek, G. Özdemir, S. Manap, Y. Yılmaz, G. Kotan, Ö. Gürsoy-Kol, M. Alkan, Synthesis and investigations of antimicrobial, antioxidant activities of novel di-[2-(3-alkyl/aryl-4,5-dihydro-1H-1,2,4-triazol-5-one-4-yl)-azomethinephenyl] isophtalates and Mannich base derivatives, ACTA Pharmaceutica Sciencia, 58(1), 2020, 49-68 (2020).
  • [15] Ö. Gürsoy-Kol, S. Manap, G. Özdemir, M. Beytur, E. Agdaş, F. Azap, S. Yuca, M. Alkan, H. Yüksek, Synthesis, antioxidant and antimicrobial activities of novel 4-(2-cinnamoyloxy-benzylidenamino)-4,5-dihydro-1H-1,2,4-triazol-5-one derivatives, Heterocyclic letters, 10(4), 2020, 575-587.
  • [16] S. Boy, F. Türkan, M. Beytur, A. Aras, O. Akyıldırım, H. Sedef Karaman, H. Yüksek, Synthesis, design, and assessment of novel morpholine-derived Mannich bases as multifunctional agents for the potential enzyme inhibitory properties including docking study, Bioorganic Chemistry, 107, 2021, 104524.
  • [17] M. Alkan, H. Yüksek, F. İslamoğlu, Ş. Bahçeci, M. Calapoğlu, M. Elmastaş, H. Akşit, M. Özdemir, A Study on 4-Acylamino-4,5-dihydro-1H-1,2,4-triazol-5-ones, Molecules, 12, 2007, 1805-1816.
  • [18] F. İslamoğlu, H. Yüksek, M. Özdemir, Acidic properties of some 1,2,4-triazole derivatives in non-aqueous media, Der Chemica Sinica, 2(3), 2011, 117-124.
  • [19] G. Özdemir, H. Yüksek, S. Manap, Ö. Gürsoy Kol, Potentiometric titrations of new 1,3,5-tri-{4-[(3-alkyl/aryl-4,5-dihydro-1H-1,2,4-triazol-5-one-4-yl)-azomethin]-phenoxycarbonyl} benzenes, The Pharmaceutical and Chemical Journal, 5(4), 2018, 23-28.
  • [20] H. Yüksek, S. Manap, M. Beytur, Ö. Gürsoy-Kol, Z. Ocak, Susuz ortamda bazı 3-alkil(aril)‐4‐suksinimido‐4,5‐dihidro‐1H‐1,2,4‐triazol‐5‐on bileşiklerinin asidik özellikleri, Kafkas Üniv Fen Bil Enst Derg, 6, 2013, 53-65.
  • [21] Ö. Gürsoy-Kol, Z. Ocak, H. Yüksek, Bazı 3-Alkil(Aril)-4-(3-asetoksibenzilidenamino)-4,5-dihidro-1H-1,2,4-triazol-5-on bileşiklerinin susuz ortam titrasyonları, Süleyman Demirel Üniversitesi Fen Bilimleri Enstitüsü Dergisi, 20(3), 2016, 518-523.
  • [22] M. Alkan, A. Gürbüz, H. Yüksek, Ö. Gürsoy-Kol, Z. Ocak, Synthesis and non-aqueus medium titrations of some new 3-alkyl(aryl)-4-[2-(4-methoxybenzoxy)-3-methoxy]-benzylidenamino-4,5-dihydro-1H-1,2,4-triazol-5-ones, Caucasian Journal of Science, 1, 2014, 138-148.
  • [23] A. Demirbaş, I. Kula, Y. Erdoğan, A. Aslan, N. Yaylı, S. Karslıoğlu, Non-aqeous medium titration of some acidic compounds, Energy Education Science and Technology, 1, 1998, 13–16.
  • [24] P.A. Frey, F.C. Kokesh, F.H. Westheimer, A reporter group at active site of acetoacetate decarboxylase. I. Ionization constant of the nitrophenol. Journal of the American Chemical Society, 93, 1971, 7266–7269.
  • [25] A.E. Putun, G. Bereket, E. Keskin, Potentiometric titrations of some 2-substituted 5-nitrobenzimidazole derivatives in nonaqueous solvent, Journal of Chemical & Engineering Data, 40, 1995, 221–224.
  • [26] G. Pekcan, A.H. Aktaş, Spectrophotometric determination of pK(a) values for some benzoic acid compounds in acetonitrile-water mixtures, Asian J Chem, 18, 2006, 2168-2178.
  • [27] T. Gündüz, Susuz Ortam Reaksiyonları, Gazi Büro Kitabevi Tic. Ltd. Şti. Ankara, Turkey, 1998.

Non-Aqueous medium titrations of some 3-alkyl(aryl)-4-[3-(2-metylbenzoxy)-4-methoxybenzylideneamino]-4,5-dihydro-1H-1,2,4-triazol-5-ones

Year 2021, Volume: 3 Issue: 2, 54 - 55, 30.12.2021

Haydar Yüksek , Osman Kutanis , Sevda Manap , Gül Özdemir , Zafer Ocak

https://doi.org/10.51435/turkjac.940812
Cited By: 1

Abstract

A series of 3-alkyl(aryl)-4-[3-(2-metylbenzoxy)-4-methoxybenzylideneamino]-4,5-dihydro-1H-1,2,4-triazol-5-ones (1-9) were titrated potentiometrically with tetrabutylammonium hydroxide in four non-aqueous solvents such as isopropyl alcohol, tert-butyl alcohol, acetonitrile and N,N-dimethylformamide (DMF), and graphs were drawn for all cases. The half-neutralization potential values and the corresponding pKa values were determined by half neutralization method. Thus, the effects of solvents and molecular structure upon acidity were discussed.

Keywords

1 2 4-triazol-5-one Schiff base acidity potentiometric titrations pKa

References

  • [1] Ş. Bahçeci, H. Yüksek, Z. Ocak, İ. Azaklı, M. Alkan, M. Özdemir, Synthesis and potentiometric titrations of some new 4-(benzylideneamino)-4,5-dihydro-1H-1,2,4-triazol-5-one derivatives in non-aqueous media, Collect Czech Chem Commun, 2002, 67, 1215-1222.
  • [2] Ş. Bahçeci, H. Yüksek, Z. Ocak, C. Köksal, M. Özdemir, Synthesis and non-aqueous medium titrations of some new 4,5-dihydro-1H-1,2,4-triazol-5-one derivatives, Acta Chemica Slovenica, 49, 2002, 783-794.
  • [3] H. Yüksek, M. Küçük, M. Alkan, Ş. Bahçeci, S. Kolaylı, Z. Ocak, U. Ocak, E. Şahinbaş, M. Ocak, Synthesis and antioxidant activities of some new 4-(4-hydroxybenzylidenamino)-4,5-dihydro-1H-1,2,4-triazol-5-one derivatives with their acidic properties, Asian J Chem, 18, 2006, 539-550.
  • [4] H. Yüksek, Ö. Gürsoy-Kol, Preparation, characterization and potentiometric titrations of some new di-[3-(3-alkyl/aryl-4,5-dihydro-1H-1,2,4-triazol-5-one-4-yl)-azomethinphenyl] isophtalate/terephtalate derivatives, Turk J Chem, 33, 2008, 773-784.
  • [5] H. Yüksek, O. Akyıldırım, M.L. Yola, Ö. Gürsoy-Kol, M. Çelebier, D. Kart, Synthesis, in vitro antimicrobial and antioxidant activities of some new 4,5-dihydro-1H-1,2,4-triazol-5-one derivatives”, Archiv Der Pharmazie, 346 (6), 2013, 470-480.
  • [6] Ö. Gürsoy-Kol, H. Yüksek, F. İslamoğlu, Synthesis and in vitro antioxidant activities of novel 4-(3-methyl-2-thienylmethyleneamino)-4,5-dihydro-1H-1,2,4-triazol-5-one derivatives with their acidic properties, J Chem Soc Pak, 35(4), 2013, 1179-1190.
  • [7] H. Yüksek, Ö. Aktaş-Yokuş, Ö. Gürsoy-Kol, Ş. Alpay-Karaoğlu, In vitro biological activity of some new 1,2,4-triazole derivatives with their potentiometric titrations, Indian J of Chem Sect B, 56B, 2017, 567-577.
  • [8] H. Yüksek, O. Kutanis, G. Özdemir, M. Beytur, S. Kara, Ö. Gürsoy Kol, M. Alkan, Synthesis, In vitro antioxidant and antimicrobial activities of some novel 2-methoxy-4-[(3-substitue-4,5-dihydro-1H-1,2,4-triazol-5-one-4-yl)azomethine]phenyl 2-methylbenzoate derivatives, Res J Pharm Biol Chem Sci, 9(4), 2018, 501-512.
  • [9] H. Yüksek, F. İslamoğlu, Ö. Gürsoy Kol, Ş. Bahçeci, M. Bekar, M. Aksoy, In-vitro antioxidant activities of new 4,5-dihydro-1H-1,2,4-triazole-5-ones having thiophene ring with their acidic properties, E-Journal of Chem, 8(4), 2011, 1734-1746.
  • [10] H. Yüksek, A. Demirbaş, A. İkizler, C.B. Johansson, C. Çelik, A.A. İkizler, Synthesis and antibacterial activities of some 4,5-dihydro-1H-1,2,4-triazol-5-ones, Arzneim-Forsch/Drug Res, 47, 1997, 405-409.
  • [11] N. Demirbaş, R. Uğurluoğlu, Synthesis and antitumor activities of some new 4-(1-naphthylidenamino)- and 4-(1-naphthylmethylamino)-1,2,4-triazol-5-one derivatives, Turk J Chem, 28, 2004, 679-690.
  • [12] Ö. Aktaş-Yokuş, H. Yüksek, Ö. Gürsoy-Kol, Ş. Alpay-Karaoğlu, Synthesis and biological evaluation of new 1,2,4-triazol derivatives with their potentiometric titrations, Med Chem Res, 24, 2015, 2813–2824.
  • [13] E. Çiftçi, M. Beytur, M. Calapoğlu, Ö. Gürsoy Kol, M. Alkan, V.A. Toğay, S. Manap, H. Yüksek, Synthesis, characterization, antioxidant and antimicrobial activities and DNA damage of some novel 2-[3-alkyl (aryl)-4,5-dihydro-1H-1,2,4-triazol-5-one-4-yl]-phenoxyacetic acids in Human Lymphocytes, Res J Pharm Biol Chem Sci, 9(5), 2018,1760-1771.
  • [14] H. Yüksek, G. Özdemir, S. Manap, Y. Yılmaz, G. Kotan, Ö. Gürsoy-Kol, M. Alkan, Synthesis and investigations of antimicrobial, antioxidant activities of novel di-[2-(3-alkyl/aryl-4,5-dihydro-1H-1,2,4-triazol-5-one-4-yl)-azomethinephenyl] isophtalates and Mannich base derivatives, ACTA Pharmaceutica Sciencia, 58(1), 2020, 49-68 (2020).
  • [15] Ö. Gürsoy-Kol, S. Manap, G. Özdemir, M. Beytur, E. Agdaş, F. Azap, S. Yuca, M. Alkan, H. Yüksek, Synthesis, antioxidant and antimicrobial activities of novel 4-(2-cinnamoyloxy-benzylidenamino)-4,5-dihydro-1H-1,2,4-triazol-5-one derivatives, Heterocyclic letters, 10(4), 2020, 575-587.
  • [16] S. Boy, F. Türkan, M. Beytur, A. Aras, O. Akyıldırım, H. Sedef Karaman, H. Yüksek, Synthesis, design, and assessment of novel morpholine-derived Mannich bases as multifunctional agents for the potential enzyme inhibitory properties including docking study, Bioorganic Chemistry, 107, 2021, 104524.
  • [17] M. Alkan, H. Yüksek, F. İslamoğlu, Ş. Bahçeci, M. Calapoğlu, M. Elmastaş, H. Akşit, M. Özdemir, A Study on 4-Acylamino-4,5-dihydro-1H-1,2,4-triazol-5-ones, Molecules, 12, 2007, 1805-1816.
  • [18] F. İslamoğlu, H. Yüksek, M. Özdemir, Acidic properties of some 1,2,4-triazole derivatives in non-aqueous media, Der Chemica Sinica, 2(3), 2011, 117-124.
  • [19] G. Özdemir, H. Yüksek, S. Manap, Ö. Gürsoy Kol, Potentiometric titrations of new 1,3,5-tri-{4-[(3-alkyl/aryl-4,5-dihydro-1H-1,2,4-triazol-5-one-4-yl)-azomethin]-phenoxycarbonyl} benzenes, The Pharmaceutical and Chemical Journal, 5(4), 2018, 23-28.
  • [20] H. Yüksek, S. Manap, M. Beytur, Ö. Gürsoy-Kol, Z. Ocak, Susuz ortamda bazı 3-alkil(aril)‐4‐suksinimido‐4,5‐dihidro‐1H‐1,2,4‐triazol‐5‐on bileşiklerinin asidik özellikleri, Kafkas Üniv Fen Bil Enst Derg, 6, 2013, 53-65.
  • [21] Ö. Gürsoy-Kol, Z. Ocak, H. Yüksek, Bazı 3-Alkil(Aril)-4-(3-asetoksibenzilidenamino)-4,5-dihidro-1H-1,2,4-triazol-5-on bileşiklerinin susuz ortam titrasyonları, Süleyman Demirel Üniversitesi Fen Bilimleri Enstitüsü Dergisi, 20(3), 2016, 518-523.
  • [22] M. Alkan, A. Gürbüz, H. Yüksek, Ö. Gürsoy-Kol, Z. Ocak, Synthesis and non-aqueus medium titrations of some new 3-alkyl(aryl)-4-[2-(4-methoxybenzoxy)-3-methoxy]-benzylidenamino-4,5-dihydro-1H-1,2,4-triazol-5-ones, Caucasian Journal of Science, 1, 2014, 138-148.
  • [23] A. Demirbaş, I. Kula, Y. Erdoğan, A. Aslan, N. Yaylı, S. Karslıoğlu, Non-aqeous medium titration of some acidic compounds, Energy Education Science and Technology, 1, 1998, 13–16.
  • [24] P.A. Frey, F.C. Kokesh, F.H. Westheimer, A reporter group at active site of acetoacetate decarboxylase. I. Ionization constant of the nitrophenol. Journal of the American Chemical Society, 93, 1971, 7266–7269.
  • [25] A.E. Putun, G. Bereket, E. Keskin, Potentiometric titrations of some 2-substituted 5-nitrobenzimidazole derivatives in nonaqueous solvent, Journal of Chemical & Engineering Data, 40, 1995, 221–224.
  • [26] G. Pekcan, A.H. Aktaş, Spectrophotometric determination of pK(a) values for some benzoic acid compounds in acetonitrile-water mixtures, Asian J Chem, 18, 2006, 2168-2178.
  • [27] T. Gündüz, Susuz Ortam Reaksiyonları, Gazi Büro Kitabevi Tic. Ltd. Şti. Ankara, Turkey, 1998.
There are 27 citations in total.

Details

Primary Language English
Subjects Analytical Chemistry
Journal Section Research Articles
Authors

Haydar Yüksek 0000-0003-1289-1800

Osman Kutanis 0000-0002-6577-7086

Sevda Manap 0000-0002-5025-9622

Gül Özdemir 0000-0001-7823-0920

Zafer Ocak

Publication Date December 30, 2021
Submission Date May 21, 2021
Acceptance Date December 11, 2021
Published in Issue Year 2021 Volume: 3 Issue: 2

Cite

APA Yüksek, H., Kutanis, O., Manap, S., Özdemir, G., et al. (2021). Non-Aqueous medium titrations of some 3-alkyl(aryl)-4-[3-(2-metylbenzoxy)-4-methoxybenzylideneamino]-4,5-dihydro-1H-1,2,4-triazol-5-ones. Turkish Journal of Analytical Chemistry, 3(2), 54-55. https://doi.org/10.51435/turkjac.940812
AMA Yüksek H, Kutanis O, Manap S, Özdemir G, Ocak Z. Non-Aqueous medium titrations of some 3-alkyl(aryl)-4-[3-(2-metylbenzoxy)-4-methoxybenzylideneamino]-4,5-dihydro-1H-1,2,4-triazol-5-ones. TurkJAC. December 2021;3(2):54-55. doi:10.51435/turkjac.940812
Chicago Yüksek, Haydar, Osman Kutanis, Sevda Manap, Gül Özdemir, and Zafer Ocak. “Non-Aqueous Medium Titrations of Some 3-alkyl(aryl)-4-[3-(2-Metylbenzoxy)-4-Methoxybenzylideneamino]-4,5-Dihydro-1H-1,2,4-Triazol-5-Ones”. Turkish Journal of Analytical Chemistry 3, no. 2 (December 2021): 54-55. https://doi.org/10.51435/turkjac.940812.
EndNote Yüksek H, Kutanis O, Manap S, Özdemir G, Ocak Z (December 1, 2021) Non-Aqueous medium titrations of some 3-alkyl(aryl)-4-[3-(2-metylbenzoxy)-4-methoxybenzylideneamino]-4,5-dihydro-1H-1,2,4-triazol-5-ones. Turkish Journal of Analytical Chemistry 3 2 54–55.
IEEE H. Yüksek, O. Kutanis, S. Manap, G. Özdemir, and Z. Ocak, “Non-Aqueous medium titrations of some 3-alkyl(aryl)-4-[3-(2-metylbenzoxy)-4-methoxybenzylideneamino]-4,5-dihydro-1H-1,2,4-triazol-5-ones”, TurkJAC, vol. 3, no. 2, pp. 54–55, 2021, doi: 10.51435/turkjac.940812.
ISNAD Yüksek, Haydar et al. “Non-Aqueous Medium Titrations of Some 3-alkyl(aryl)-4-[3-(2-Metylbenzoxy)-4-Methoxybenzylideneamino]-4,5-Dihydro-1H-1,2,4-Triazol-5-Ones”. Turkish Journal of Analytical Chemistry 3/2 (December 2021), 54-55. https://doi.org/10.51435/turkjac.940812.
JAMA Yüksek H, Kutanis O, Manap S, Özdemir G, Ocak Z. Non-Aqueous medium titrations of some 3-alkyl(aryl)-4-[3-(2-metylbenzoxy)-4-methoxybenzylideneamino]-4,5-dihydro-1H-1,2,4-triazol-5-ones. TurkJAC. 2021;3:54–55.
MLA Yüksek, Haydar et al. “Non-Aqueous Medium Titrations of Some 3-alkyl(aryl)-4-[3-(2-Metylbenzoxy)-4-Methoxybenzylideneamino]-4,5-Dihydro-1H-1,2,4-Triazol-5-Ones”. Turkish Journal of Analytical Chemistry, vol. 3, no. 2, 2021, pp. 54-55, doi:10.51435/turkjac.940812.
Vancouver Yüksek H, Kutanis O, Manap S, Özdemir G, Ocak Z. Non-Aqueous medium titrations of some 3-alkyl(aryl)-4-[3-(2-metylbenzoxy)-4-methoxybenzylideneamino]-4,5-dihydro-1H-1,2,4-triazol-5-ones. TurkJAC. 2021;3(2):54-5.

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