Structure and Spectroscopic Studies of Bis Azo Compounds with S/SO2 Bridges and Containing Cyclic-1,3-Dicarbonyl Groups

Authors : Gülnihal ERTEN, Naki ÇOLAK

Pages : 727-734

Doi:10.29109/gujsc.1285026

View : 48 | Download : 46

Publication Date : 2023-09-27

Article Type : Research Paper

Abstract :A series of new bis azo dyes were synthesized starting from aromatic diamine with S/SO2 bridges and cyclic-1,3-dicarbonyl groups; contain active methylene group, namely; 3,3-dimethyl-1,5-cyclohexadione insert ignore into journalissuearticles values(dimedone);, 1,3-cyclohexadione and 2,2-dimethyl-1,3-dioxane-4,6-dione to give 1-6. Whether the reaction is complete and the purity of the compounds were checked with TLC. The structure of the newly synthezed compounds was investigated by using, FT-IR, 1HNMR, LC–MS/MS and UV–Visible spectrophotometric methods, CH3OH was used in the LC-MS/MS experiments, and the molecular masses of the compounds were seen as M and M+1 protonated in the spectrum. In the UV-Vis spectra of these compounds, the solvent effect by using different solvents and also the acid-base effect by adding HCl or KOH to the medium were investigated. The tautomeric equilibrium forms insert ignore into journalissuearticles values(enol-imine O-H….N, keto-amine O….H-N forms); of the compounds were investigated according to the electronic spectrum recorded in chloroform, dimethylformamide insert ignore into journalissuearticles values(DMF);, acetic acid, and methanol solvents. The results of the UV-visible and 1H-NMR spectra indicated that the compounds in chloroform, dimethylformamide insert ignore into journalissuearticles values(DMF);, acetic acid and methanol were found in the hydrazo tautomer insert ignore into journalissuearticles values(keto-amine O….H-N forms); of the proposed tautomeric forms.
Keywords : Bis azo dyes, spectroscopic studies, dimedone, tautomerism