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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:
Molecular Weight:
156.09
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

97%

form

powder

mp

>300 °C

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

Signal Word

Warning

Hazard Statements

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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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)
Polyesters derived from furan and tetrahydrofuran nuclei.
Moore J A and Kelly J E
Macromolecules, 11(3), 568-573 (1978)
Crystalline Capsules: Metal?Organic Frameworks Locked by Size?Matching Ligand Bolts.
Wang H, et al.
Angewandte Chemie (International Edition in English), 54(20), 5966-5970 (2015)
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
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

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