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Journals / Anadolu Üniversitesi Bilim ve Teknoloji Dergisi :B-Teorik Bilimler / 2016 / Cilt: 4 - Sayı: 1

BAZI 4- (FENİLDİAZENİL)BENZEN-1,3-DİOL TÜREVLERİNİN SENTEZİ, KARAKTERİZASYONU, TAUTOMER VE ASİTLİK SABİTLERİNİN SPEKTROSKOPİK YÖNTEM İLE HESAPLANMASI

SYNTHESIS, CHARACTERIZATION AND SPECTROSCOPIC STUDIES ON TAUTOMERISM AND ACIDITY CONSTANTS OF CERTAIN 4- (PHENYLDIAZENYL) BENZENE-1,3-DIOL DERIVATIVES

Halil BERBER
Nilüfer ATEŞ AKSU
Müjgan YAMAN
Pages
11–28
Publication Date
2022-10-12
DOI
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AI Summary & Key Takeaways

AI Insight
⚡ TL;DR(Too Long; Didn't Read)

Concurrently, the acidity constants for these derivatives were determined using a UV-Vis. spectroscopic technique at 25 °C (?0.1 °C).

📌 3 Key Takeaways

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Objective & Hypothesis:In this study, monoazo dyes were synthesized through the diazotization of several substituted aminobenzenes and couplings with benzene-1,3-diols.
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Key Findings & Data:The chemical structures of these compounds were characterized (phenyldiazenyl)benzene-1,3-diol spectrophotometry in pure polar or apolar media (dimethyl sulfoxide, ethanol, chloroform, benzene and cyclohexane) under acidic and basic conditions at 25±1 °C, 35±1 °C and 45±1 °C.
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Conclusion & Impact:Concurrently, the acidity constants for these derivatives were determined using a UV-Vis. spectroscopic technique at 25 °C (?0.1 °C).
🔬Design:Research Article
📍Scope:Comprehensive Sample
⚙️Variables:Domain Parameters

Abstract

In this study, monoazo dyes were synthesized through the diazotization of several substituted aminobenzenes and couplings with benzene-1,3-diols. The chemical structures of these compounds were characterized (phenyldiazenyl)benzene-1,3-diol spectrophotometry in pure polar or apolar media (dimethyl sulfoxide, ethanol, chloroform, benzene and cyclohexane) under acidic and basic conditions at 25±1 °C, 35±1 °C and 45±1 °C. The percentage of the azo-hydrazone tautomers was calculated for all of the compounds. The UV-Vis. analysis reveals that the azo form is dominant in the presence of azo-hydrazone tautomerism for all azo dyes. Concurrently, the acidity constants for these derivatives were determined using a UV-Vis. spectroscopic technique at 25 °C (?0.1 °C).

Özet

Bu çalışmada, benzen-1,3-triol ve bazı sübstitüe amino benzen ile monoazo boyar maddeleri sentezlendi. Kimyasal yapıları spektroskopik teknikler ile aydınlatıldı. 4-(fenildiazenil)benzen-1,3-diol türevi bileşiklerinin tautomerik özellikleri saf polar ve apolar çözücülerde (dimetil sülfoksit, etanol, kloroform, benzen ve siklohekzan) asidik ve bazik ortamlarda 25±1 °C, 35±1 °C ve 45±1 °C UV-Vis. Spektrometresinde ölçüldü. Sentezlenen bileşiklerin azo-hidrazon tautomerleri hesaplandı. Bütün azo boyar madde bileşiklerinde azo tautomer formunun baskın olduğu belirlendi. Aynı bileşiklerin asitlik sabitleri 25 °C (?0,1 °C) UV-Vis. Spektroskopik teknik ile belirlendi.

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Cite This Article

BERBER, H., AKSU, N. A., YAMAN, M. (2022). BAZI 4- (FENİLDİAZENİL)BENZEN-1,3-DİOL TÜREVLERİNİN SENTEZİ, KARAKTERİZASYONU, TAUTOMER VE ASİTLİK SABİTLERİNİN SPEKTROSKOPİK YÖNTEM İLE HESAPLANMASI. Anadolu Üniversitesi Bilim ve Teknoloji Dergisi :B-Teorik Bilimler, Cilt: 4 - Sayı: 1, 11–28. https://ajindex.com/articles/438561

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References (12)

  1. Silva, C. G., Wang, W. & Faria, J. L. Photocatalytic and Photochemical Degradation of Mono-, Di- and Tri-azo Dyes in Aqueous Solution Under UV Irradiation. Journal of Photochemistry and Photobiology A: Chemistry, 181, 314-324, 2006.
  2. Isak, S. J., Eyring, E. M., Spikes, J. D. & Meekins, P. A. Direct Blue Dye Solutions: Photo Properties. Journal of Photochemistry and Photobiology A: Chemistry, 134, 77-85, 2000.
  3. Joshi, H., Kamounah, F. S., Gooijer, C., van der Zwan, G. & Antonov, L. Excited State Intramolecular Proton Transfer in Some Tautomeric Azo Dyes and Schiff Bases Containing an Intramolecular Hydrogen Bond. Journal of Photochemistry and Photobiology A: Chemistry. 152, 183-191, 2002.
  4. Bauer, C., Jacques, P. & Kalt, A. Photooxidation of an Azo Dye Induced by Visible Light Incident on the Surface of Tio2. Journal of Photochemistry and Photobiology A: Chemistry. 140, 87-92, 2001.
  5. Wang, J. & Ha, C. A Colorimetric and Fluorescent Turn-On Chemosensor for Zn2+ Based on an Azobenzene-Containing Compound. Tetrahedron, 65, 6959-6964, 2009.
  6. Wang, Y., Han, P., Xu, H., Wang, Z., Zhang, X. & Kabanov, A. V. Photocontrolled Self-Assembly and Disassembly of Block Ionomer Complex Vesicles: A Facile Approach Toward Supramolecular Polymer Nanocontainers. Langmuir, 26, 709-715, 2010.
  7. Lee, H. Y., Song, X., Park, H., Baik M. & Lee D. Torsionally Responsive C3-Symmetric Azo Dyes: Azo-Hydrazone Tautomerism, Conformational Switching, and Application for Chemical Sensing. Journal of the American Chemical Society, 132, 12133-12144, 2010.
  8. Inoue, Y., Kuad, P., Okumura, Y., Takashima, Y., Yamaguchi, H. & Harada, A. Thermal and Photochemical Switching of Conformation of Poly(ethylene glycol)-Substituted Cyclodextrin with an Azobenzene Group at the Chain End. Journal of the American Chemical Society, 129, 6396-6397, 2007.
  9. Yager, K. G. & Barrett, J. C. Novel Photo-Switching Using Azobenzene Functional Materials. Journal of Photochemistry and Photobiology A: Chemistry, 182, 250-261, 2006.
  10. Ding, L. & Russell, T. P. A Photoactive Polymer with Azobenzene Chromophore in The Side Chains. Macromolecules, 40, 2267-2270, 2007.
  11. Gao, J., He, Y., Xu, H., Song, B., Zhang, X., Wang, Z. & Wang, X. Azobenzene-Containing Supramolecular Polymer Films for Laser-Induced Surface Relief Gratings. Chemistry of Materials, 19, 14-17, 2007.
  12. Shinkai, S., Nakaji, T., Nishida,Y., Ogawa, T. & Manabe, O. Photoresponsive Crown Ethers. 1. Cis-Trans Isomerism of Azobenzene as A Tool to Enforce Conformational Changes of Cr