Paper
Synthesis, Characterization, and Antioxidant Activity of 2-methoxy-4 - ((4-methoxy phenyl imino) -methyl) phenol compounds
Published Apr 22, 2021 · V. Kusumaningrum, A. Hanapi, R. Ningsih
Proceedings of the International Conference on Engineering, Technology and Social Science (ICONETOS 2020)
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Abstract
A Schiff base is a compound with functional group that contains a carbon-nitrogen double bond with the nitrogen atom conected to an aryl or alkyl group. It is usually formed by condensation of an aldehyde or keton with a primary amine. The 2-methoxy-4-((4-methoxyphenilimino) methyl) phenol compound could be synthesized from vanillin and panisidine using a water solvent by the stirrer method. The purpose of this research was to determine the characteristics and activity of 2-methoxy-4-((4-methoxyphenilimino)methyl)phenol. The synthesis of the Schiff base compound by stirrer method lasts for 30 minutes. The % yield determined the resulting compound of synthesis and its physical properties were observed based on shape, color, melting point, and chemical properties observed by the solubility test. Synthesis products were also characterized using FTIR, GC-MS, and H-NMR. The product compounds were then tested for their antioxidant activity using the DPPH method. The results showed that synthetic products have a yield of 95%. The product compound is a greenish-gray solid, the melting point ranges from 128-130 ° C. Slightly soluble in water and completely soluble in NaOH. FTIR results showed that there was a typical uptake of the imine groups at 1590-1591 cm. GC-MS results showed a single peak at the retention time of 44.171 minutes with a molecular ion at m/z 257 indicating the product compound’s relative molecular mass (Mr). The HNMR characterization showed a singlet imine proton typical signal at a chemical shift of 8.42 ppm (1H, s). The results of the antioxidant activity test resulted in an EC50 value of 10.46 ppm.
The synthesized 2-methoxy-4-((4-methoxyphenilimino)methyl)phenol exhibits high yield, greenish-gray color, and high antioxidant activity with an EC50 value of 10.46 ppm.
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