Identification | More | [Name]
2-Furoic acid | [CAS]
88-14-2 | [Synonyms]
2-FURANCARBONYL CHLORIDE 2-FURANCARBOXYLIC ACID CHLORIDE 2-FUROYL CHLORIDE AKOS BBS-00003923 FURAN-2-CARBONYL CHLORIDE FUROYL CHLORIDE TIMTEC-BB SBB004224 2-Furancarbosylicacid a-Furoicacid alpha-Furancarboxylic acid alpha-furancarboxylicacid Furancarbonylicacid Furancarboxylic acid-(2) furancarboxylicacid Furoica Kyselina 2-furoova Kyselina pyroslizova kyselina2-furoova kyselinapyroslizova 2-FUROIC ACID 99.5% | [EINECS(EC#)]
208-422-9 | [Molecular Formula]
C5H4O3 | [MDL Number]
MFCD00003228 | [Molecular Weight]
112.08 | [MOL File]
88-14-2.mol |
Chemical Properties | Back Directory | [Appearance]
white to light yellow crystal powde | [Melting point ]
−2 °C(lit.)
| [Boiling point ]
173-174 °C(lit.)
| [density ]
1.324 g/mL at 25 °C(lit.)
| [vapor pressure ]
13.732Pa at 25℃ | [refractive index ]
n20/D 1.531(lit.)
| [Fp ]
185 °F
| [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
37g/l | [form ]
Fine Crystalline Powder | [pka]
3.16(at 25℃) | [color ]
Off-white to beige | [Odor]
odorless | [Odor Type]
odorless | [Water Solubility ]
36 g/L (20 ºC) | [Merck ]
14,4307 | [BRN ]
110149 | [InChIKey]
SMNDYUVBFMFKNZ-UHFFFAOYSA-N | [LogP]
0.628 at 25℃ | [Uses]
Substitute for chloropicrin in disinfecting grain
elevators. | [CAS DataBase Reference]
88-14-2(CAS DataBase Reference) | [NIST Chemistry Reference]
2-Furancarboxylic acid(88-14-2) | [EPA Substance Registry System]
88-14-2(EPA Substance) |
Safety Data | Back Directory | [Hazard Codes ]
C,Xi | [Risk Statements ]
R34:Causes burns. R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . S36:Wear suitable protective clothing . S37/39:Wear suitable gloves and eye/face protection . | [RIDADR ]
UN 3265 8/PG 2
| [WGK Germany ]
3
| [RTECS ]
LV1763000
| [F ]
10-19-21 | [TSCA ]
Yes | [HS Code ]
29321900 |
Hazard Information | Back Directory | [Hazard]
Strong irritant to eyes and skin. | [Description]
2-Furoic acid is an organic compound, consisting of a furan ring and a carboxylic acid side-group. Along with other furans, its name is derived from the Latin word furfur, meaning bran, from which these compounds were first produced. The salts and esters of furoic acids are known as furoates. 2-Furoic acid is most widely encountered in food products as a preservative and a flavouring agent, where it imparts a sweet, earthy flavour.
| [Chemical Properties]
white to light yellow crystal powde | [Application]
2-Furoic acid (FA) is a preservative, acting as a bactericide and fungicide. Some of the applications of 2-furoic acid include: Synthesis of a single-molecule magnet, Mn11Gd2 based high-nuclearity heterometallic complex. Synthesis of orally active antidiabetic vanadyl complex, bis(α-furancarboxylato)oxovanadium(IV). As a ligand in the synthesis of luminescent 4f-3d heterometallic one-dimensional coordination polymers. Synthesis of biocompatible multifunctional dextran furoate nanospheres. FA is often used as a starting material for the production of furoate esters. FA and its derivatives are also used in the production of nylons principally applied in biomedical researches. | [Definition]
ChEBI: A furoic acid having the carboxylic acid group located at position 2. | [Preparation]
2-furoic acid can be synthesized by the oxidation of furfural. The reaction was carried out at 45°C with vigorous stirring. The reactant is filtered to recover the catalyst copper oxide, the filtrate is acidified with 50% sulfuric acid to pH 3-2.5, suction filtered, washed with water, and dried to obtain 2-furoic acid. | [Biological Functions]
2-Furoic acid was shown to effectively lower serum cholesterol and serum triglyceride levels significantly in rats with an elevation of HDL cholesterol level at 20 mg/kg/day orally. 2-furoic acid appears to interfere directly with the activity of intracellular enzymes rather than affecting high affinity-mediated lipoprotein membrane receptors. In vivo, treatment with 2-furoic acid led to a reduction in the liver and small intestine ATP-dependent citrate lyase, acetyl CoA synthetase, acyl CoA cholesterol acyl transferase, sn-glycerol 3-phosphate acyl transferase, phosphatidylate phosphohydrolase, and heparin induced lipoprotein lipase activities. 2-Furoic acid reduced biliary cholesterol levels, but the agent increased bile salts, which are lithogenic. Acute toxicity studies in mice suggest that the agent has some hepatic toxicity effects. The LD50 was relatively low at 250 mg/kg IP in mice[1].
| [Flammability and Explosibility]
Notclassified | [Solubility in organics]
Soluble in alcohol, miscible with oils.
| [storage]
Store at -20°C | [Purification Methods]
Crystallise the acid from hot water (charcoal), dry it at 120o for 2hours, then recrystallise it from CHCl3, and again dry it at 120o for 2hours. For use as a standard in volumetric analysis, good quality commercial acid should be crystallised from CHCl3 and dried as above or sublimed at 130-140o/50-60mm or less. [Beilstein 18 I 438, 18 II 265, 18 III/IV 3914, 18/6 V 102.] | [References]
[1] Iris H. Hall. “Hypolipidemic Effects of 2-Furoic Acid in Sprague-Dawley Rats.” Archiv der Pharmazie 326 1 (1993): 15–23. |
|
|