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

Yıl 2016, Cilt: 4 Sayı: 1, 11 - 28, 19.03.2016

Halil Berber Nilüfer Aksu Ateş Müjgan Yaman Özkütük

https://doi.org/10.20290/btdb.01190

Öz

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.

Anahtar Kelimeler

Azo boyarmadde, Azo-hidrazon tautomerizmi, İyonlaşma sabitleri, Asitlik sabitleri

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

Öz

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 using spectroscopic techniques. The tautomeric properties of the 4-(phenyldiazenyl)benzene-1,3-diol derivative compounds were examined using UV-Vis. 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).

Anahtar Kelimeler

Azo dyes, Azo-hydrazone tautomerism, Ionization constants, Acidity constants

Kaynakça

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