Synthesis and Spectral Characterization of Some New Aromatic Schiff Bases Derivated from 2,4Dinitrophenylhydrazine

Abstract

  Four novel Schiff bases SB1 to SB4 as new aromatic compound not hydrolysed under ordinary conditions were synthesized in this study by condensation reactions between2,4dinitrophenylhydrazine: firstly with 2,4,4`-trihydroxybenzophenone to give SB1, secondly with  4hydroxybenzophenone to give SB2, thirdly with 4-dimethylaminobenzaldhyde to give SB3 and fourthly with 4-aminobenzaldehyde to give SB4. The molecular structures of these aromatic Schiff bases obtained were identified and characterized based on melting points, elemental analysis(CHN), FT-IR and UV-Visible spectra. The electronic absorption spectra of Schiff bases obtained were studied in the solvents of ethanol, DMF, water, chloroform, carbon tetrachloride and cyclohexane. The recorded absorption bands in ethanol solvent were assigned to corresponding electronic transitions were discussed. The absorption bands at 291 to 411 nm obtained in electronic spectra of the synthesized new aromatic Schiff bases were assigned to (π→π*) transition which originates from substituted benzophenone or benzaldehyde rings and directed along of molecule in Schiff bases. These transitions are assumed to represent the intramolecular charge-transfer complexes bands in which the substituted two moieties of benzophenone and benzaldehyde rings are the charge donors and the substituted phenylhydrazine ring is the charge acceptor. Also, the effect of polar, non-polar solvents on the electronic transitions of charge-transfer bands have measured and discussed. The physical-spectroscopic parameters in molecular structural shapes of intra CT complexes molecules such as transition energies, molar extinction coefficients, molecular oscillate strength; transition molecular dipole moment and molecular resonance have been calculated and discussed.