Oxidation of Eugenol Derivatives with KMnO4 and CrO3

Abstract This study aims to delineate the synthesis of eugenol derivatives, starting with hydroxyl group protection and then the subsequent oxidation stages. Initially, eugenol underwent conversion into acetyleugenol and benzyleugenol during the protection phase. Subsequently, a kinetic oxidation of acetyleugenol with KMnO4 via GC-MS analysis resulted in the identification of four compounds. The kinetic investigation indicated the primary formation of diolacetyleugenol, succeeded by aldehyde eugenol, which further gets converted into its respective carboxylic acid. Additionally, acetyleugenol and benzyleugenol underwent oxidation with CrO3, yielding the corresponding carboxylic acids.

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Publication Details

Journal
Synthesis
Published
2024-08-05
DOI
https://doi.org/10.1055/s-0043-1775032
Citations
1
Primary Topic
Essential Oils and Antimicrobial Activity
Type
article
Field-Weighted Citation Impact
0.35

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article

Oxidation of Eugenol Derivatives with KMnO4 and CrO3

Johan Wouters, Achraf Abdou, Nikolay Tumanov, Abdelhakim Elmakssoudi et al.
1 citations
Synthesis
Essential Oils and Antimicrobial Activity
0.35
article

Oxidation of Eugenol Derivatives with KMnO4 and CrO3

Johan Wouters, Achraf Abdou, Nikolay Tumanov, Abdelhakim Elmakssoudi, Fatima Ezzahra Maaghloud, Mohamed Dakir, Jamal Jamaleddine
article en
1 citations

Abstract

Abstract This study aims to delineate the synthesis of eugenol derivatives, starting with hydroxyl group protection and then the subsequent oxidation stages. Initially, eugenol underwent conversion into acetyleugenol and benzyleugenol during the protection phase. Subsequently, a kinetic oxidation of acetyleugenol with KMnO4 via GC-MS analysis resulted in the identification of four compounds. The kinetic investigation indicated the primary formation of diolacetyleugenol, succeeded by aldehyde eugenol, which further gets converted into its respective carboxylic acid. Additionally, acetyleugenol and benzyleugenol underwent oxidation with CrO3, yielding the corresponding carboxylic acids.

SynthesisVol. 56(22)
University of Namur (BE), Casablanca (Brazil) (BR), Laboratoire de Synthèse Organique (FR)
Fonds De La Recherche Scientifique - FNRS
Clean water and sanitation
Openalex Percentile: Top 37%
Essential Oils and Antimicrobial Activity
0.35
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