Synthesis of Vanillin Derivatives Using CuCl(OH).TMEDA Catalyst

  • Hery Sutanto Swiss German University
  • Michelle Ongkosoewito Swiss German University
  • Yulia Anita Swiss German University
Keywords: Vanillin, CuCl(OH), TMEDA, Catalyst, Dimerization, Antioxidant

Abstract

Vanillin has phenolic group in its structure, which enabled this molecule to become
antioxidant. This research investigated synthesis reaction of vanillin derivatives using a metal
catalyst, namely CuCl(OH).TMEDA. This synthesis reaction used oxidative coupling
mechanism under aerobic condition at room temperature. The synthesis product was analyzed
using thin layer chromatography and further purified with column chromatography. One isolate
from column chromatography was analyzed using LC/MS/MS. LC/MS/MS spectrum supported
the facts that the synthesis product was a dimer of vanillin. The isolate product of synthesis
reaction was analyzed for its antioxidant activity using DPPH radical scavenging assay.
According to previous research, dimer of phenol has higher antioxidant activity than its
monomer, however dimer of vanillin synthesized using CuCl(OH).TMEDA has lower
antioxidant activity. The decrease in antioxidant activity was suspected from the structure,
which present in keto form. Further analysis using FTIR, 1H-NMR and 13C-NMR is needed.

Published
2020-09-30