Synthesis and Characterization of Bisindandione Derivative Azo Dye, Experimental and Theoretical Investigation of Its Tautomeric Properties

Authors : Selin KINALI DEMİRCİ

Pages : 61-67

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Publication Date : 2020-03-27

Article Type : Research Paper

Abstract :In this study, the synthesis, characterization, and tautomeric properties of 2,2'-bis(phenylazo)-5,5'-biindane-1,1',3,3'-tetrone, a new bisindandione derivative, were investigated. 2,2'-Bis(phenylazo)-5,5'-biindane-1,1',3,3'-tetrone was obtained after the diazo coupling reactions between [5,5'-biindane]-1,1',3,3'-tetrone and aniline, and characterized by FT-IR, 1H NMR and MS. The structural and spectroscopic analyses of azo dye were examined using Density Function Theory and vibration frequencies calculated with the optimized structure were compared with experimental data. The obtained data showed that the hydrazo form was dominant for 2,2'-bis(phenylazo)-5,5'-biindane-1,1',3,3'-tetrone.
Keywords : Azo dye, DFT, tautomer