Syntheses, Spectroscopy, Thermal Analysis, Antioxidant Activity of Two Novel Schiff bases 3-(m-tolylimino)indolin-2-one and (E)-1- ((m-tolylimino)methyl)naphthalen-2-ol


Authors : Nisat Taslum Jhumur; Amina Khan Resma; Imdadul Haque

Volume/Issue : Volume 8 - 2023, Issue 6 - June

Google Scholar : https://bit.ly/3TmGbDi

Scribd : https://tinyurl.com/4ctc756f

DOI : https://doi.org/10.5281/zenodo.8150022

Abstract : Reaction of 1H-Indole-2,3-dione (Isatin) and 2-hydroxy-1-naphthaldehyde with m-toluidine provided the corresponding 3-(m-tolylimino)indolin-2-one (HL1) and (E)-1-((m-tolylimino)methyl)naphthalen-2-ol (HL2). IR and 1HNMR spectra demonstrate the Keto-tautomer in the solid state. The little molar conductance (Ʌm = 0.12 (HL1), 0.24 (HL2)) S m2 mol–1 suggests non-electrolyte behaviour of the Schiff base in DMF at room temparature. Differential scanning calorimetry (DSC) results suggest an irreversible phase transformation from solid crystals to isotropic liquids and provides estimates of the thermal stability for HL1 and HL2. Different analytical techniques including Fourier transform infrared (FTIR), 1H-NMR, thermal analysis, electronic spectra, antioxidant testing and molar conductance techniques were used to characterize the compounds (HL1) and (HL2).

Keywords : Schiff Bases; Thermal Analysis and Antioxidant Activity.

Reaction of 1H-Indole-2,3-dione (Isatin) and 2-hydroxy-1-naphthaldehyde with m-toluidine provided the corresponding 3-(m-tolylimino)indolin-2-one (HL1) and (E)-1-((m-tolylimino)methyl)naphthalen-2-ol (HL2). IR and 1HNMR spectra demonstrate the Keto-tautomer in the solid state. The little molar conductance (Ʌm = 0.12 (HL1), 0.24 (HL2)) S m2 mol–1 suggests non-electrolyte behaviour of the Schiff base in DMF at room temparature. Differential scanning calorimetry (DSC) results suggest an irreversible phase transformation from solid crystals to isotropic liquids and provides estimates of the thermal stability for HL1 and HL2. Different analytical techniques including Fourier transform infrared (FTIR), 1H-NMR, thermal analysis, electronic spectra, antioxidant testing and molar conductance techniques were used to characterize the compounds (HL1) and (HL2).

Keywords : Schiff Bases; Thermal Analysis and Antioxidant Activity.

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