2,5-Furandicarboxylic acid

2,5-Furandicarboxylic acid Basic information
Product Name:2,5-Furandicarboxylic acid
Synonyms:Furane-alpha,alpha'-dicarboxylic acid;RARECHEM AL BO 0910;FURAN-2,5-DICARBOXYLIC ACID;DEHYDROMUCIC ACID;2,5-FURANDICARBOXYLIC ACID;Furan-2,5-dicarboxylic acid 97%;2,3-furandicarboxylic acid;2,5-FurandicarboxyL
CAS:3238-40-2
MF:C6H4O5
MW:156.09
EINECS:221-800-8
Product Categories:aldehydes;Intermediates & Fine Chemicals;Mutagenesis Research Chemicals;Pharmaceuticals;Carboxylic Acids;Furans, Benzofurans & Dihydrobenzofurans;Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Carboxylic Acids;Furans, Benzofurans & Dihydrobenzofurans;Furans;3238-40-2
Mol File:3238-40-2.mol
2,5-Furandicarboxylic acid Structure
2,5-Furandicarboxylic acid Chemical Properties
Melting point >300 °C
Boiling point 240.29°C (rough estimate)
density 1.7400
refractive index 1.6400 (estimate)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility DMSO (Slightly), Methanol (Slightly Sonicated)
form Solid
pka2.28±0.10(Predicted)
color White to Dark Brown
Water Solubility 1g/L(18 ºC)
Stability:Light Sensitive, Very Hygroscopic
InChIKeyCHTHALBTIRVDBM-UHFFFAOYSA-N
LogP-1.43 at 20℃
CAS DataBase Reference3238-40-2(CAS DataBase Reference)
NIST Chemistry ReferenceFuran-2,5-dicarboxylic acid(3238-40-2)
EPA Substance Registry System2,5-Furandicarboxylic acid (3238-40-2)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38-36
Safety Statements 26-36/37/39-36/37
WGK Germany 1
TSCA Yes
HazardClass IRRITANT
HS Code 29321900
MSDS Information
2,5-Furandicarboxylic acid Usage And Synthesis
Description2,5-Furandicarboxylic acid (FDCA) is an organic chemical compound consisting of two carboxylic acid groups attached to a central furan ring. It was first reported as dehydromucic acid by Rudolph Fittig and Heinzelmann in 1876, who produced it via the action of concentrated hydrobromic acid upon mucic acid. It can be produced from certain carbohydrates and as such is a renewable resource, it was identified by the US Department of Energy as one of 12 priority chemicals for establishing the “green” chemistry industry of the future.Furan-2,5-dicarboxylic acid (FDCA) has been suggested as an important renewable building block because it can substitute for terephthalic acid (PTA) in the production of polyesters and other current polymers containing an aromatic moiety.
wikipedia
Chemical Properties2,5-Furandicarboxylic acid is a chemical intermediate with high sensitivity and good stability. It is soluble in water under alkaline conditions and is a white powder solid under acidic conditions, and is an important monomer for the preparation of corrosion-resistant plastics. It is irritating to eyes, respiratory tract and skin.
UsesInterest in renewable based polymers has led to 2,5-furandicarboxylic acid being proposed as a green, sustainable alternative to the widely used petroleum-based terephthalic acid in the synthesis of polyesters. 2,5-Furandicarboxylic acid is produced from oxidation of 5-hydroxymethylfurfural (HMF) which is obtained from the dehydration of bio-based sugars such as fructose.
Uses2,5-Furandicarboxylic acid (FDCA) is a renewable, greener substitute for terephthalate in the production of polyesters. It is widely used as a precursor for the synthesis of bio-based polyesters and various other polymers.

Applications of FDCA in the synthesis of several metal-organic frameworks (MOFs) have also been reported.
Preparation2,5-Furandicarboxylic acid (FDCA) can be produced from biomass or its derived sugars or platform chemicals, and has demonstrated to be a very promising substitute for petroleum-derived polymer products.
Chapter 5 - Advances in the synthesis and application of 2,5-furandicarboxylic acid
DefinitionChEBI: A member of the class of furans carrying two carboxy substituents at positions 2 and 5.
Application2,5-Furandicarboxylic acid (FDCA) is a renewable, greener substitute for terephthalate in the production of polyesters. It is widely used as a precursor for the synthesis of bio-based polyesters and various other polymers.
Applications of FDCA in the synthesis of several metal-organic frameworks (MOFs) have also been reported.
Synthesis Reference(s)Tetrahedron Letters, 26, p. 1777, 1985 DOI: 10.1016/S0040-4039(00)98336-9
Flammability and ExplosibilityNotclassified
Solubility in organics2,5-Furandicarboxylic acid (FDCA) serves as a monomer in various polyesters and is often obtained through the oxidation of 5-hydroxymethylfurfural. In pure solvents and binary mixtures, the solubility of FDCA increased with the increasing temperature. The order from largest to smallest solubility in pure solvents was as follows: methanol, 1-butanol, isobutanol, acetic acid, water, MIBK, ethyl acetate, and acetonitrile.
https://doi.org/10.1021/acs.jced.7b00927
DIETHYL 3,4-DIHYDROXYFURAN-2,5-DICARBOXYLATE Potassium hydrogen phthalate 2-Furoic acid 2,5-FURANDICARBOXYLIC ACID DIETHYL ESTER Ascoric Acid Isophthalic acid OXALIC ACID Diethyl phthalate 5-(ETHOXYCARBONYL)-2-FUROIC ACID 2,5-Furandicarboxylic acid Phthalic acid Diethyl azodicarboxylate Tetrahydro-5-oxo-2,3-furandicarboxylic acid dimethyl ester 2,5-Furandicarboxylic acid dimethyl ester Bis(2-ethylhexyl) phthalate EPA Dimethyl phthalate Furan

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