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722081

Sigma-Aldrich

2,5-Furandicarboxylic acid

97%

Synonym(s):

Dehydromucic acid, FDCA

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About This Item

Empirical Formula (Hill Notation):
C6H4O5
CAS Number:
3238-40-2
Molecular Weight:
156.09
EC Number:
221-800-8
MDL number:
MFCD00016582
UNSPSC Code:
12352100
PubChem Substance ID:
329763895
NACRES:
NA.22

Assay

97%

form

powder

mp

>300 °C

functional group

carboxylic acid

SMILES string

OC(=O)c1ccc(o1)C(O)=O

InChI

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

InChI key

CHTHALBTIRVDBM-UHFFFAOYSA-N

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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.

Other Notes

2,5-Furandicarboxylic acid has been included among Top 10 biorefinery carbohydrate derivatives for the production of biobased industrial products.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H319

Hazard Classifications

Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000394470
0000370106
0000370106
0000394470
0000228398

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Niki Poulopoulou et al.
Polymers, 12(1) (2020-01-23)
Intending to expand the thermo-physical properties of bio-based polymers, furan-based thermoplastic polyesters were synthesized following the melt polycondensation method. The resulting polymers, namely, poly(ethylene 2,5-furandicarboxylate) (PEF), poly(propylene 2,5-furandicarboxylate) (PPF), poly(butylene 2,5-furandicarboxylate) (PBF) and poly(1,4-cyclohexanedimethylene 2,5-furandicarboxylate) (PCHDMF) are used in blends
Giulia Guidotti et al.
International journal of molecular sciences, 20(9) (2019-05-06)
Biopolymers are gaining increasing importance as substitutes for plastics derived from fossil fuels, especially for packaging applications. In particular, furanoate-based polyesters appear as the most credible alternative due to their intriguing physic/mechanical and gas barrier properties. In this study, block
The furan counterpart of poly (ethylene terephthalate): An alternative material based on renewable resources.
Gandini A, et al.
Journal of Polymer Science Part A: Polymer Chemistry, 47(1), 295-298 (2009)
Three luminescent metal?organic frameworks constructed from trinuclear zinc (ii) clusters and furan-2, 5-dicarboxylate.
Li H H, et al.
CrystEngComm, 17(27), 5101-5109 (2015)
Synthesis and properties of a bio-based epoxy resin from 2, 5-furandicarboxylic acid (FDCA).
Deng J, et al.
Royal Society of Chemistry Advances, 5(21), 15930-15939 (2015)
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