Chemical Properties
Tan Solid
Uses
5-Formylfuran-2-carboxylic Acid is a compound useful in organic synthesis.
Definition
ChEBI: 5-formyl-2-furoic acid is a member of the class of furoic acids that is 2-furoic acid substituted at position 5 by a formyl group. It is a furoic acid, an arenecarbaldehyde and an aldehydic acid. It is a conjugate acid of a 5-formyl-2-furoate.
Synthesis
The synthetic route for 5-FORMYL-2-FURANCARBOXYLIC ACID was achieved through the selective aerobic oxidation of 5-hydroxymethylfurfural (5-HMF) in the presence of a specific catalyst.
This synthetic route uses water as a solvent and oxygen or air as the oxidant, without the need for any external base. The core catalyst is a mixed oxide, CuO·CeO₂, prepared by high-energy ball milling. Under optimized reaction conditions (initial 5-HMF concentration 0.2 M, catalyst 0.05 g, water 7 mL, oxygen pressure 0.9 MPa, temperature 383 K), near-complete conversion (99%) of 5-HMF was achieved within 3 hours, yielding the target product 5-FORMYL-2-FURANCARBOXYLIC ACID with a high selectivity of 90%.
References
[1] Ventura, M., Aresta?, M., & Dibenedetto, A. (2016). Selective Aerobic Oxidation of 5-(Hydroxymethyl)furfural to 5-Formyl-2-furancarboxylic Acid in Water.
ChemSusChem,
9 10, 1096–1100.
https://doi.org/10.1002/cssc.201600060
