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Key Documents

163392

Sigma-Aldrich

3-Furoic acid

98%

Synonym(s):

Furan-3-carboxylic acid

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About This Item

Empirical Formula (Hill Notation):
C5H4O3
CAS Number:
Molecular Weight:
112.08
Beilstein:
108638
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

98%

mp

120-122 °C (lit.)

SMILES string

OC(=O)c1ccoc1

InChI

1S/C5H4O3/c6-5(7)4-1-2-8-3-4/h1-3H,(H,6,7)

InChI key

IHCCAYCGZOLTEU-UHFFFAOYSA-N

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Application

3-Furoic acid can be used as a reactant to synthesize:
  • Furan-2,5- and furan-2,4-dicarboxylic acid under solvent-free conditions via disproportionation reaction.
  • (±)-Hyperolactone A by reacting with 2-methylbutanal.
  • Furo[2,3-b]pyridin-4-one-5-carboxylate ester derivatives as potential non-nucleoside inhibitors of human herpesvirus polymerases.

Biochem/physiol Actions

3-Furoic acid exhibits hypolipidemic activity in rodents. It lowers serum cholesterol and serum triglyceride levels in mice and rats.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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I H Hall et al.
Pharmaceutical research, 2(5), 233-238 (1985-09-01)
2-Furoic acid, 3-furoic acid, 3,4-furan dicarboxylic acid and furyl-acrylic acid were evaluated for hypolipidemic activity in mice and rats. 2-Furoic acid was the most potent agent of the four tested, lowering serum cholesterol levels 41 % and serum triglyceride levels
Concurrent formation of furan-2, 5-and furan-2, 4-dicarboxylic acid: unexpected aspects of the Henkel reaction
Thiyagarajan S, et al.
Royal Society of Chemistry Advances, 3(36), 15678-15686 (2013)
Concurrent formation of furan-2, 5-and furan-2, 4-dicarboxylic acid: unexpected aspects of the Henkel reaction.
Thiyagarajan S, et al.
Royal Society of Chemistry Advances, 3(36), 15678-15686 (2013)
Synthesis of 4-oxo-4, 7-dihydrofuro [2, 3-b] pyridine-5-carboxamides with broad-spectrum human herpesvirus polymerase inhibition
Schnute ME, et al.
Bioorganic & Medicinal Chemistry Letters, 18(14), 3856-3859 (2008)
First total synthesis of (?)-hyperolactone A
Ichinari D, et al.
Chemical Communications (Cambridge, England), (18), 1743-1744 (1997)

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