Abstract

GOEL, Anjali  and  RANI, Monika. A Kinetic and Mechanistic Study of Oxidative Degradation of 2-Aminophenol in Aqueous Alkaline Medium and Antimicrobial Study of Degradation Product 2-Aminophenoxazin-3-One. J. Mex. Chem. Soc [online]. 2022, vol.66, n.3, pp.385-394.  Epub Apr 10, 2023. ISSN 1870-249X.  https://doi.org/10.29356/jmcs.v66i3.1756.

The oxidation reaction of a model environmental pollutant, 2-AP to 2-aminophenoxazin-3-one initiated by hexacyanoferrate (III) ion, abbreviated (HCF (III), has been investigated at 25 °C. The 2-aminophenoxazin-3-one (2-AHP) acts as a good antibacterial agent. The experimental data, within the pH range 7.5 to 10 were analyzed. The oxidation of 2-aminophenol was followed kinetic- spectrophotometrically and the initial rates were determined using plane mirror method. The effect of temperature variation on the overall rates was studied at pH = 9 within the range 298-313 K and the corresponding activation energy were evaluated. The rate constant, activation energy, enthalpy, entropy, pre-exponential factor and free energy are: kobs = 11.7 x 10-5 min-1, Ea# = 8.24 kcal/mol, ΔH# = 7.63 kcal/mol, ΔS# = -31.5 e.u, A = 23.7 L mol-1 s-1 and ΔF# = 17.2 kcal /mol. The oxidized product 2-aminophenoxazin-3-one was identified by the FTIR and GC-MS methods of analysis. Antimicrobial activity study of product (2-AHP) with gram positive (S. aureus) and gram-negative bacteria (E. coli) by Agar well diffusion method has been made. The study reveals that antibacterial activity of 2-AHP is more for Staphylococcus aureus (gram positive bacteria) as compared to E. coli (gram negative) bacteria. Thus, the present method is simple, efficient and environmentally friendly for the degradation of 2-aminophenol.

Keywords : 2-aminophenol; hexacyanoferrate (III) ions; oxidized product; antibacterial activity; highly efficient.

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