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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


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Technology development for the production of biobased products from biorefinery carbohydrates?the US Department of Energy?s ?Top 10? revisited.
Bozell J J and Petersen G R,
Green Chemistry, 12(4), 539-554 (2010)
Niki Poulopoulou et al.
Polymers, 11(6) (2019-05-31)
Poly(butylene 2,5-furandicarboxylate) (PBF) constitutes a new engineering polyester produced from renewable resources, as it is synthesized from 2,5-furandicarboxylic acid (2,5-FDCA) and 1,4-butanediol (1,4-BD), both formed from sugars coming from biomass. In this research, initially high-molecular-weight PBF was synthesized by applying
Marina Matos et al.
Materials (Basel, Switzerland), 12(14) (2019-07-26)
The worldwide regulatory demand for the elimination of non-phthalate compounds for poly(vinyl chloride) (PVC) plasticization has intensified the search for alternatives. Concomitantly, sustainability concerns have highlighted sugar-based 2,5-furandicarboxylic acid as one key renewable-chemical for the development of several products, namely
Biobased polyesters and other polymers from 2, 5-furandicarboxylic acid: a tribute to furan excellency.
Sousa A F, et al.
Polym. Chem., 6(33), 5961-5983 (2015)
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)

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