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Furan-2,5-dicarbonsure

2,5-Furandicarboxylic acid

HCID 76720
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Grundinformationen

CAS
3238-40-2
Standard-SMILES
O=C(O)c1ccc(C(=O)O)o1
InChIKey
CHTHALBTIRVDBM-UHFFFAOYSA-N
Summenformel
C6H4O5
Durchschnittliche Molmasse
156,093 g/mol
Monoisotopische Masse
156,00587323

Namen und Bezeichner

Bevorzugter Name
2,5-Furandicarboxylic acid
IUPAC
Furan-2,5-dicarboxylic acid
Lokaler Name
Furan-2,5-dicarbonsure
Englischer Name
2,5-Furandicarboxylic acid
Summenformel
C6H4O5
Molmasse
156.09

Namen und Synonyme

FDCAFURAN-2,5-DICARBOXYLIC ACID2,5-furandicarboxylate2,3-furandicarboxylic acid2,5-Furandicarboxylic2,5-Furandicarboxylic acid (FDCA)NSC 407405-Furandic5-FurandicarDEHYDROMUCIC ACID

Datenbank-Bezeichner

CAS
3238-40-2
PubChem CID
76720
DTXSID
DTXSID0062927
ChEBI
CHEBI:84212
UNII
73C4JJ695C
EC Number
221-800-8
Nikkaji
J7.694E

Eigenschaften

Physikochemische Eigenschaften

Schmelzpunkt
300 °C · >300 °C
Siedepunkt
240.29 °C · 240.29°C (rough estimate)
Dichte
1.74 · 1.7400
Brechungsindex
1.64 · 1.6400 (estimate)
storage temp.
Keep in dark place,Sealed in dry,Room Temperature
Löslichkeit
DMSO (Slightly), Methanol (Slightly Sonicated)
Aggregatzustand
Solid
pka
2.28 · 2.28±0.10(Predicted)
Farbe
White to Dark Brown
Wasserlöslichkeit
1 g/L · 1g/L(18 ºC)
Stabilität
Light Sensitive, Very Hygroscopic
InChI
1S/C6H4O5/c7-5(8)3-1-2-4(11-3)6(9)10/h1-2H,(H,7,8)(H,9,10)
InChIKey
CHTHALBTIRVDBM-UHFFFAOYSA-N
SMILES
OC(=O)c1ccc(o1)C(O)=O
LogP
-1.43 at · -1.43 at 20℃
CAS Datenbank
3238 · 3238-40-2(CAS DataBase Reference)
NIST chemische Informationen
-2 · Furan-2,5-dicarboxylic acid(3238-40-2)
EPA chemische Informationen
2 · 2,5-Furandicarboxylic acid (3238-40-2)

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

Sicherheitsdaten

wgk
1
tsca
TSCA listed
hs_code
29321900
risk_code
36/37/38-36
hazard_code
Xi
safety_code
26-36/37/39-36/37
hazard_class
IRRITANT
Speicherklasse
11 - Combustible Solids
Hazard Classifications
Eye Irrit. 2

Chemie und Industrie

Anwendungen · 3 Einträge

Beschreibung2,5-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

History2,5-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.

VerwendenInterest 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.

Darstellung · 1 Eintrag

synthetische2,5-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

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Vorgelagerte Rohstoffe

5-(Hydroxymethyl)-2-furaldehydHydrogenchloridSalpetersureKaliumpermanganatNatriumhydroxidL-erythro-5-Hexulosuronic acid, 4-deoxy-5-(ethoxycarbonyl)furan-2-carboxylic acid2,5-Furandicarboxylic acid diethyl esterEthanol

Nachgelagerte Produkte

8-Oxa-3-azabicyclo[3.2.1]octanehydrochloride5-Hydroxymethyl-furan-2-carboxylic acid5-Nitro-2-furosaeure2,5-Furandicarboxylic acid, 2,5-dihydro-, cis-

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Ergänzende Hinweise

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