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<p>Schiff bases are versatile organic compounds which are identified by the presence of imine group in the synthesized compound. For green synthesis methodology, salicylaldehyde and p-aminophenol were stirred for 5&#xa0;min in 10 mL orange (Citrus sinensis) juice to form a yellow coloured precipitate of Schiff base, 2-[(E)-(4-hydroxyphenylimino)methyl]phenol and was recrystallized using ethanol. UV-visible spectroscopy revealed π-π* and n-π* electronic transitions with a band gap of 3.12&#xa0;eV and 4.83&#xa0;eV respectively. FTIR spectroscopy confirmed the presence of imine formation by exhibiting C = N stretching band at 1614&#xa0;cm<sup>-1</sup> along with other vibrations. Powder XRD determined that the product crystallizes into triclinic structure exhibiting a Split Pseudo-Voigt profile showing asymmetry in molecule with average crystallite size of 18.54&#xa0;nm. NMR spectroscopy confirmed its structural aspects and composition analysis was carried out by GCMS (90%) whereas its percentage purity was determined by LCMS (95%). The proposed methodology focuses on eliminating the use of toxic solvents by valorizing citrus fruit waste to produce orange juice as a value-added product which provides mild acidic medium for Schiff base formation. The technique has been optimized by carrying out the synthesis with different amino groups as well which confirms their formation by various characterization techniques.</p><p></p>

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Physicochemical Characterization of One-Pot Synthesized 2-[(E)-(4-Hydroxyphenylimino)methyl]phenol Schiff Base Using Orange Juice as Citrus-Derived Acidic Medium

  • 期刊论文

  • 发表日期：

    2025年3月6日

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  • Eksha Guliani,
  • Sangita Banga,
  • Vinayak V. Pathak

摘要

Schiff bases are versatile organic compounds which are identified by the presence of imine group in the synthesized compound. For green synthesis methodology, salicylaldehyde and p-aminophenol were stirred for 5 min in 10 mL orange (Citrus sinensis) juice to form a yellow coloured precipitate of Schiff base, 2-[(E)-(4-hydroxyphenylimino)methyl]phenol and was recrystallized using ethanol. UV-visible spectroscopy revealed π-π* and n-π* electronic transitions with a band gap of 3.12 eV and 4.83 eV respectively. FTIR spectroscopy confirmed the presence of imine formation by exhibiting C = N stretching band at 1614 cm-1 along with other vibrations. Powder XRD determined that the product crystallizes into triclinic structure exhibiting a Split Pseudo-Voigt profile showing asymmetry in molecule with average crystallite size of 18.54 nm. NMR spectroscopy confirmed its structural aspects and composition analysis was carried out by GCMS (90%) whereas its percentage purity was determined by LCMS (95%). The proposed methodology focuses on eliminating the use of toxic solvents by valorizing citrus fruit waste to produce orange juice as a value-added product which provides mild acidic medium for Schiff base formation. The technique has been optimized by carrying out the synthesis with different amino groups as well which confirms their formation by various characterization techniques.