| Identification | More | [Name]
Furan-2,5-dicarbaldehyde | [CAS]
823-82-5 | [Synonyms]
2,5-DIFORMYLFURAN
2,5-FURANDICARBOXALDEHYDE
FURAN-2,5-DICARBALDEHYDE
2,5-Furandicarbaldehyde
5-formylfurfural
diformylfuran
2,5-Diformylfurane
Furan-2,5-dial | [EINECS(EC#)]
212-520-7 | [Molecular Formula]
C6H4O3 | [MDL Number]
MFCD00671517 | [Molecular Weight]
124.09 | [MOL File]
823-82-5.mol |
| Questions And Answer | Back Directory | [Synthesis]
Furan-2,5-dicarbaldehyde (DFF) can be prepared from carbohydrates (such as fructose, sucrose, and palmose) via a two-step or one-step direct synthesis method. In the two-step method, the production of the HMF intermediate is essential. Typically, DFF can be prepared from 5-HMF through oxidation, homogeneous or heterogeneous catalysis, metal oxide catalysis, and enzyme catalysis. However, the high price and low stability of 5-HMF limit the large-scale production of DFF. In the one-step method, carbohydrates are converted to HMF and then immediately converted to DFF without separation. This requires a catalytic system that exhibits both acidity to promote the dehydration of carbohydrates and oxidizing properties to immediately oxidize HMF to DFF. The synthetic route is as follows:
The optimal reaction conditions are: fructose (1.0 equiv., 100 mg), Amberlite IR 120 H (25 wt%, 25.0 mg), KBr (0.5 equiv., 33.0 mg), DMSO (1.5 mL) as solvent, reaction at 120 °C for 12 h, which can yield the product DFF with a maximum NMR yield of 80%.
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| Chemical Properties | Back Directory | [Melting point ]
110°C | [Boiling point ]
276.8±25.0 °C(Predicted) | [density ]
1.298±0.06 g/cm3(Predicted) | [storage temp. ]
Refrigerator | [solubility ]
Chloroform (Slightly), Ethyl Acetate, Methanol (Slightly) | [form ]
Solid | [color ]
Yellow | [BRN ]
109424 | [InChI]
InChI=1S/C6H4O3/c7-3-5-1-2-6(4-8)9-5/h1-4H | [InChIKey]
PXJJKVNIMAZHCB-UHFFFAOYSA-N | [SMILES]
O1C(C=O)=CC=C1C=O | [LogP]
-0.005 (est) | [CAS DataBase Reference]
823-82-5(CAS DataBase Reference) | [NIST Chemistry Reference]
2,5-Furandicarboxaldehyde(823-82-5) |
| Hazard Information | Back Directory | [Description]
2,5-Furandicarboxaldehyde is one of the most important platform molecules in the organic chemicals industry.It is a member of the class of furans carrying two formyl substituents at positions 2 and 5. It is a member of furans, an arenecarbaldehyde and a dialdehyde. | [Chemical Properties]
Yellow Solid | [Uses]
2,5-diformylfuran (DFF) is a versatile chemical intermediate for the synthesis of pharmaceuticals, fungicides, furan-urea resins or heterocyclic ligands. | [Definition]
ChEBI: A member of the class of furans carrying two formyl substituents at positions 2 and 5. | [Synthesis Reference(s)]
Synthesis, p. 316, 1988 DOI: 10.1055/s-1988-27553 |
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| Company Name: |
J & K SCIENTIFIC LTD.
|
| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
| Company Name: |
Energy Chemical
|
| Telephone: |
400-0056266 |
| Website: |
www.energy-chemical.com |
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