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2,5-Furandicarboxylic acid

CAS No.
3238-40-2
Chemical Name:
2,5-Furandicarboxylic acid
Synonyms
FURAN-2,5-DICARBOXYLIC ACID;2,5-furandicarboxylate;2,5-Furandicarboxylic;2,3-furandicarboxylic acid;2,5-Furandicarboxylic acid (FDCA);FDCA;NSC 40740;5-Furandic;5-Furandicar;DEHYDROMUCIC ACID
CBNumber:
CB6264091
Molecular Formula:
C6H4O5
Molecular Weight:
156.09
MDL Number:
MFCD00016582
MOL File:
3238-40-2.mol
MSDS File:
SDS
Last updated:2024-04-19 20:05:26

2,5-Furandicarboxylic acid 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
pka 2.28±0.10(Predicted)
color White to Dark Brown
Water Solubility 1g/L(18 ºC)
Stability Light Sensitive, Very Hygroscopic
InChIKey CHTHALBTIRVDBM-UHFFFAOYSA-N
LogP -1.43 at 20℃
CAS DataBase Reference 3238-40-2(CAS DataBase Reference)
FDA UNII 73C4JJ695C
NIST Chemistry Reference Furan-2,5-dicarboxylic acid(3238-40-2)
EPA Substance Registry System 2,5-Furandicarboxylic acid (3238-40-2)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H319
Precautionary statements  P280-P305+P351+P338-P337+P313
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
NFPA 704
0
2 0

2,5-Furandicarboxylic acid price More Price(50)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 722081 2,5-Furandicarboxylic acid 97% 3238-40-2 5g $280 2024-03-01 Buy
TCI Chemical F0710 2,5-Furandicarboxylic Acid >98.0%(HPLC)(T) 3238-40-2 5g $72 2024-03-01 Buy
TCI Chemical F0710 2,5-Furandicarboxylic Acid >98.0%(HPLC)(T) 3238-40-2 25g $236 2024-03-01 Buy
Alfa Aesar H28718 Furan-2,5-dicarboxylic acid, 98% 3238-40-2 1g $94.5 2024-03-01 Buy
Alfa Aesar H28718 Furan-2,5-dicarboxylic acid, 98% 3238-40-2 5g $254 2024-03-01 Buy
Product number Packaging Price Buy
722081 5g $280 Buy
F0710 5g $72 Buy
F0710 25g $236 Buy
H28718 1g $94.5 Buy
H28718 5g $254 Buy

2,5-Furandicarboxylic acid Chemical Properties,Uses,Production

Description

2,5-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 Properties

2,5-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.

History

2,5-Furandicarboxylic acid, also known as dehydromucic acid, is a furan derivative. This organic compound was first obtained by Fittig and Heinzelmann in 1876. More than 125 years later, FDCA was identified by the US Department of Energy as one of 12 priority chemicals for establishing the "green" chemistry industry of the future. On a laboratory scale, it is often synthesized from 5- hydroxymethylfurfural (HMF), which in turn can be obtained from carbohydrate-containing sources such as glucose, fructose, sucrose, and starch. From fructose and glucose, HMF is obtained by acidic eliminating three moles of water.

Uses

2,5-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.

Uses

Interest 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.

Preparation

2,5-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

Definition

ChEBI: A member of the class of furans carrying two carboxy substituents at positions 2 and 5.

Application

2,5-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 Explosibility

Not classified

Solubility in organics

2,5-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

67-47-0
3238-40-2
Synthesis of 2,5-Furandicarboxylic acid from 5-Hydroxymethylfurfural
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View Lastest Price from 2,5-Furandicarboxylic acid manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
2,5-Furandicarboxylic acid pictures 2024-04-20 2,5-Furandicarboxylic acid
3238-40-2
US $50.00 / kg 1kg 99.10% 5000kg Ouhuang Engineering Materials (Hubei) Co., Ltd
2, 5-furandicarboxylic acid (FDCA) pictures 2024-01-09 2, 5-furandicarboxylic acid (FDCA)
3238-40-2
US $600.00 / kg 1kg 99.99% 1000kg ECO Zhuo Xin Energy saving Technology (Shanghai) Company Limited
2,5-Furandicarboxylic acid pictures 2023-11-27 2,5-Furandicarboxylic acid
3238-40-2
US $0.00 / kg 1kg 99% 500kg Wuhan Senwayer Century Chemical Co.,Ltd
Furane-alpha,alpha'-dicarboxylic acid RARECHEM AL BO 0910 DEHYDROMUCIC ACID 2,5-FURANDICARBOXYLIC ACID Furan-2,5-dicarboxylic acid 97% 5-Furandicarboxylic acid Furane-α,α'-dicarboxylic Acid NSC 40740 2,5-Furandicarboxylic acid 97% 2, 5 - furan 2 forMic acid 2,5-Dicarboxyfuran 2,5-FurandicarboxyL 5-Furandicar 5-Furandic purity nitric acid 2,5-FurandicarboxylicAcid> 2,5-Furandicarboxylic acid ISO 9001:2015 REACH FURAN-2,5-DICARBOXYLIC ACID 2,3-furandicarboxylic acid 2,5-Furandicarboxylic acid (FDCA) 2,5-Furandicarboxylic 2,5-furandicarboxylate 2,5-Furandicarboxylic acid (7CI, 8CI, 9CI, ACI) 2,5-Furanedicarboxylic acid FDCA 2,5-Furandicarboxylic Acid, ≥ 98.0% 3238-40-2 221-800-8 C6H4O5 C4H2OCOOH2 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