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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

Quality Level

Assay

98%

mp

120-122 °C (lit.)

functional group

carboxylic acid

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

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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)
H M Liebich et al.
Journal of chromatography, 525(1), 1-14 (1990-01-26)
Altogether 143 of the organic acids regularly occurring in urine of healthy individuals are identified as methyl esters by gas chromatography-mass spectrometry with respect to their complete chemical structures. They are classified as dicarboxylic acids, oxocarboxylic acids, hydroxycarboxylic acids, aromatic
M J Nozal et al.
Journal of chromatography. A, 917(1-2), 95-103 (2001-06-14)
A high-performance liquid chromatographic method for determining 5-hydroxymethyl-2-furaldehyde (hydroxymethylfurfural), 2-furaldehyde (furfural), furan-2-carboxylic acid (2-furoic acid), furan-3-carboxylic acid (3-furoic acid), furan-3-carboxaldehyde (3-furaldehyde) and 2-aminobenzoic acid methyl ester (methyl anthranilate) in honey and honeydew samples is described. To prevent matrix interference and
Sorin Tunaru et al.
Nature medicine, 9(3), 352-355 (2003-02-04)
Nicotinic acid (niacin), a vitamin of the B complex, has been used for almost 50 years as a lipid-lowering drug. The pharmacological effect of nicotinic acid requires doses that are much higher than those provided by a normal diet. Its

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