Enhanced Yield of Methyl Ethyl Ketone through Levulinic Acid Decarboxylation in the AgNO3/K2S2O8 System: Mechanistic Insights and Characterization of Metallic Species

被引:1
作者
Barrera, Nydia I. Guzman [1 ]
Peydecastaing, Jerome [1 ]
Esvan, Jerome [2 ]
Albet, Joel [1 ]
Vaca-Garcia, Carlos [1 ]
Behra, Philippe [1 ]
Vedrenne, Emeline [1 ]
Thiebaud-Roux, Sophie [1 ]
机构
[1] Univ Toulouse, Lab Chim Agroind LCA, INRAE, Toulouse INP, F-31030 Toulouse, France
[2] Univ Toulouse, CIRIMAT, Toulouse INP, CNRS, F-31030 Toulouse, France
关键词
decarboxylation mechanism; methyl ethyl ketone synthesis; thermodynamic calculations; solid intermediate characterization; levulinic acid reactivity; RADICAL-INDUCED DECARBOXYLATION; OXIDATIVE DECARBOXYLATION; POTASSIUM PERSULFATE; CARBOXYLIC-ACIDS; ALPHA-OXOCARBOXYLATES; ACTIVATED ALKENES; AQUEOUS-SOLUTIONS; CRYSTAL-STRUCTURE; AMINO-ACIDS; KINETICS;
D O I
10.3390/molecules29204822
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
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 (K2S2O8) and silver nitrate (AgNO3) as key reagents. The specific roles of AgNO3 and K2S2O8 were thoroughly investigated. Additional silver species, such as Ag2O 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 (SO4 center dot(-)) through the catalytic breakdown of K2S2O8 by AgNO3. 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.
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页数:15
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