4282-28-4

Basic information

• Product Name: furan-2,4-dicarboxylic acid
• Synonyms: furan-2,4-dicarboxylic acid;2,4-Furandicarboxylic acid;2,4-Furandicarboxylic Acid(WX614030)
• CAS NO: 4282-28-4
• Molecular Formula: C₆H₄O₅
• Molecular Weight: 156.09296
• Mol File: 4282-28-4.mol
• Article Data: 5

Chemical Properties

• Melting Point: 266°C
• Boiling Point: 240.29°C (rough estimate)
• Flash Point: 205.631 °C
• Appearance: /
• Density: 1.5720 (rough estimate)
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.6400 (estimate)
• PKA: 2.71±0.15(Predicted)
• CAS DataBase Reference: furan-2,4-dicarboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: furan-2,4-dicarboxylic acid(4282-28-4)
• EPA Substance Registry System: furan-2,4-dicarboxylic acid(4282-28-4)

Safety Data

• Hazardous Substances Data: 4282-28-4(Hazardous Substances Data)

Usage

General Description

Furan-2,4-dicarboxylic acid, also known as FDCA, is a chemical compound with the molecular formula C6H4O5. It is a renewable building block with potential applications in the production of polymers, plastics, and other materials. FDCA is considered a valuable replacement for petrochemical-based compounds due to its environmentally friendly and sustainable properties. It has been studied for its potential use in the production of bio-based plastics, which could reduce the reliance on non-renewable resources and decrease environmental impact. FDCA has shown promise as a versatile platform chemical that could be used in various industries to create more sustainable and eco-friendly products.

InChI:InChI=1/C6H4O5/c7-5(8)3-1-4(6(9)10)11-2-3/h1-2H,(H,7,8)(H,9,10)

Upstream product

• 124-38-9 carbon dioxide 
• 20842-02-8 potassium furan-2-carboxylate 
• 6018-41-3 methyl coumalate 
• 488-93-7 3-Furoic acid 
• 121-33-5 vanillin 
• 64-19-7 acetic acid 
• 60965-54-0 4-sulfo-furan-2-carboxylic acid 
• 141-53-7 sodium formate 
• 98556-04-8 furan-2,3,5-tricarboxylic acid 
• 32365-55-2 2,4-dicarbethoxyfuran 
• 42933-07-3 methyl 3-bromo-2-oxo-2H-pyran-5-carboxylate 
• 89677-39-4 5-acetylfuran-3-carboxylic acid 
• 20416-04-0 furantetracarboxylic acid 
• 109512-89-2 γ-Formyl-α-ketoglutarsaeure-diaethylester-diaethylketal 

Downstream Products

• 1710-13-0 dimethyl furan-2,4-dicarboxylate 
• 32365-55-2 2,4-dicarbethoxyfuran 
• 488-93-7 3-Furoic acid 
• 859077-01-3 3-Diacetoxymethyl-furan 
• 6132-33-8 5-nitro-furan-3-carboxylic acid ethyl ester 
• 770-07-0 5-nitro-furan-3-carboxylic acid 
• 60162-44-9 furfuraldehyde phenylhydrazone 
• 72918-24-2 5-nitro-furan-3-carbaldehyde 
• 61759-72-6 4-Methyl-2-nitro-furan 
• 58832-36-3 5-bromofuran-3-carboxylic acid 
• 614-98-2 ethyl 3-furancarboxylate 
• 26214-65-3 furan-3-carbonyl chloride 
• 498-60-2 furan-3-carboxaldehyde 

Relevant articles and documents

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GREEN, COPPER-CATALYZED DISPROPORTIONATION OF AROMATIC AND HETEROAROMATIC CARBOXYLATES TO DICARBOXYLATES

The present application relates to a process for preparation of a compound of Formula (I) and Formula (IV): wherein is as described herein; and wherein and R are as described herein.

Concurrent formation of furan-2,5- and furan-2,4-dicarboxylic acid: Unexpected aspects of the Henkel reaction

The concurrent formation of furan-2,5- and furan-2,4-dicarboxylic acid under solvent free conditions via a disproportionation reaction is described. By reacting potassium-2-furoate at 260 °C in the presence of 22 mol% of (Lewis acidic) catalysts like CdI2 or ZnCl2, potassium-2-furoate is disproportionated to furan and furandicarboxylic acids. Besides furan and furan-2,5-dicarboxylic acid (2,5-FDCA) as the main products, furan-2,4-dicarboxylic acid (2,4-FDCA) is also formed as a by-product. Experimental evidence has been obtained that, under the reaction conditions applied, 2,5-FDCA and 2,4-FDCA are formed by separate reaction pathways. Selectivity towards the different FDCA isomers is affected by the type of catalyst used. Single-crystal X-ray analysis shows that 2,4-FDCA has a more 'linear' character compared to 2,5-FDCA and hence is structurally more comparable to terephthalic acid (TA), making it an interesting monomer for synthetic polyesters.

Synthesis of 3-substituted furans and the formation of 3-(4,8,12-trimethyltridecyl)furan.

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