Synthesis, Characterization, and Antioxidant Activity of 2-methoxy-4 - ((4-methoxy phenyl imino) -methyl) phenol compounds

DOI

10.2991/assehr.k.210421.042How to use a DOI?

Keywords

2-methoxy-4-((4-methoxyphenilimino) methyl)phenol, stirrer method, antioxidant

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 p-anisidine 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-1. 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 1HNMR 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.

Copyright

© 2021, the Authors. Published by Atlantis Press.

Open Access

This is an open access article distributed under the CC BY-NC license (http://creativecommons.org/licenses/by-nc/4.0/).

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TY  - CONF
AU  - Vivi Ambar Kusumaningrum
AU  - Ahmad Hanapi
AU  - Rachmawati Ningsih
AU  - Sri Ani Nafiah
AU  - Ainun Nadhiroh
PY  - 2021
DA  - 2021/04/22
TI  - Synthesis, Characterization, and Antioxidant Activity of 2-methoxy-4 - ((4-methoxy phenyl imino) -methyl) phenol compounds
BT  - Proceedings of the International Conference on Engineering, Technology and Social Science (ICONETOS 2020)
PB  - Atlantis Press
SP  - 292
EP  - 296
SN  - 2352-5398
UR  - https://doi.org/10.2991/assehr.k.210421.042
DO  - 10.2991/assehr.k.210421.042
ID  - Kusumaningrum2021
ER  -