Enhanced Yield of Methyl Ethyl Ketone through Levulinic Acid Decarboxylation in the AgNO3/K2S2O8 System: Mechanistic Insights and Characterization of Metallic Species
Methyl ethyl ketone (MEK) is among the most extensively utilized solvents in various industrial applications. In this study, we present a highly efficient synthesis route for MEK via the decarboxylation of biomass-derived levulinic acid, using potassium persulfate (K<sub>2</sub>S<sub>2</sub>O<sub>8</sub>) and silver nitrate (AgNO<sub>3</sub>) as key reagents. The specific roles of AgNO<sub>3</sub> and K<sub>2</sub>S<sub>2</sub>O<sub>8</sub> were thoroughly investigated. Additional silver species, such as Ag<sub>2</sub>O and AgO, were also detected during the reaction. X-ray photoelectron spectroscopy (XPS) and X-ray diffraction (XRD) analyses provided evidence of the evolution of solid phases throughout the reaction. Based on these findings, we propose a radical decarboxylation mechanism initiated by the generation of sulfate radicals (SO<sub>4</sub>•⁻) through the catalytic breakdown of K<sub>2</sub>S<sub>2</sub>O<sub>8</sub> by AgNO<sub>3</sub>. This mechanistic understanding, combined with a parametric study, enabled us to achieve an unprecedented level of levulinic acid conversion (97.9%) and MEK yield (86.6%) with this system, surpassing all previously reported results in the literature.
Authors
- Emeline Vedrenne (ORCID: https://orcid.org/0000-0001-9290-0986)
- Carlos Vaca‐García (ORCID: https://orcid.org/0000-0001-9078-5179)
- Jérôme Peydecastaing
- Nydia Ileana Guzmán Barrera (ORCID: https://orcid.org/0000-0001-9815-948X)
- Sophie Thiébaud‐Roux (ORCID: https://orcid.org/0000-0002-9409-8306)
- Philippe Behra
- Joël Albet
- Jérôme Esvan
Institutions
- Centre National de la Recherche Scientifique (FR)
- Université Fédérale de Toulouse Midi-Pyrénées (FR)
- Institut National de Recherche pour l'Agriculture, l'Alimentation et l'Environnement (FR)
- Laboratoire de Chimie Agro-Industrielle (FR)
- Centre Interuniversitaire de Recherche et d’Ingénierie des Matériaux (FR)
Publication Details
- Journal
- Molecules
- Published
- 2024-10-11
- DOI
- https://doi.org/10.3390/molecules29204822
- Citations
- 1
- Primary Topic
- Mesoporous Materials and Catalysis
- Type
- article
- Field-Weighted Citation Impact
- 0.12
Funders
- European Commission