2,5-Furandicarboxaldehyde Explained

2,5-Furandicarboxaldehyde (FDC) is an organic compound with the molecular formula C₄H₂O(CHO)₂. It consists of a furan ring with aldehyde groups on the 2 and 5 position. It is therefore classified as a dialdehyde.

Synthesis

2,5-Furandicarboxaldehyde is an oxidation product of 5-hydroxymethyl furfural (HMF), which in turn can be prepared from fructose. Alternatively, methods have been developed to convert fructose in one step to 2,5-furandicarboxaldehyde.^[1] The conversion from fructose to HMF and FDC can be performed relatively efficiently and following the principles of green chemistry. As such, these materials are often considered as "greener" bio-based alternatives.

Applications

2,5-Furandicarboxaldehyde can be used in the preparation of polyimine vitrimers.^[2] It can also be applied as an alternative to glutaraldehyde as crosslinking agent for covalent enzyme immobilisation.^[3]

See also

• Terephthalaldehyde (TA)
• 2,5-Furandicarboxylic acid (FDCA)

Notes and References

1. 10.1021/acssuschemeng.8b03470 . One-Step Approach to 2,5-Diformylfuran from Fructose over Molybdenum Oxides Supported on Carbon Spheres . 2019 . Zhou . Chunmei . Zhao . Jun . Sun . Haolin . Song . Yu . Wan . Xiaoyue . Lin . Hongfei . Yang . Yanhui . ACS Sustainable Chemistry & Engineering . 7 . 315–323 .
2. 10.1039/C9GC00540D . A fully bio-based polyimine vitrimer derived from fructose . 2019 . Dhers . S. . Vantomme . G. . Avérous. L. . Green Chemistry . 12 . 7 . 35676–35684. 104336119 .
3. 10.1039/D2RA07153C . 2,5-Furandicarboxaldehyde as a bio-based crosslinking agent replacing glutaraldehyde for covalent enzyme immobilization . 2022 . Danielli . C. . Van Langen . L. . Boes. D. . Asora . F.. Anselmi . S.. Provenza . F.. Renzi. M.. Gardossi. L. . RSC Adv. . 21 . 7 . 1596–1601. 36545099 . 9748790 . 2022RSCAd..1235676D .