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Thermo Scientific Chemicals
Furan, 99%, stab. with ca 250ppm BHT
CAS: 110-00-9 | C4H4O | 68.08 g/mol
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Catalog number A13102.AP
also known as A13102-AP
Price (EUR)
48,80
Each
Quantity:
500 mL
Price (EUR)
48,80
Each
Chemical Identifiers
CAS110-00-9
IUPAC Namefuran
Molecular FormulaC4H4O
InChI KeyYLQBMQCUIZJEEH-UHFFFAOYSA-N
SMILESO1C=CC=C1
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Specifications
Specification Sheet
Specification SheetAppearance (Color)Clear colorless to yellow
Peroxide content≤0.015% (as H2O2) (non-U.S. specification)
Assay (GC)≥98.5%
Comment≤0.2% (Methylfuran) by GC (non-U.S. specification)
Identification (FTIR)Conforms
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Furan has an important biological properties and pharmacological activity. Its iodinated lipophilic derivative is widely used in the treatment of ventricular and arterial fibrillation. Its derivatives are used as inhibitors of biofilm formation for several bacterial species, as well as possess quorum-sensing inhibitory activities. 2-methylfuran and 2,5-dimethylfuran are used as lignocellulosic biofuels. Its resin is used to stop sand production in underground gas storage wells. It undergo Diels-Alder reaction with arynes to give derivatives of dihydronaphthalenes which are useful intermediates in synthesis of other polycyclic aromatic compounds.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
Applications
Furan has an important biological properties and pharmacological activity. Its iodinated lipophilic derivative is widely used in the treatment of ventricular and arterial fibrillation. Its derivatives are used as inhibitors of biofilm formation for several bacterial species, as well as possess quorum-sensing inhibitory activities. 2-methylfuran and 2,5-dimethylfuran are used as lignocellulosic biofuels. Its resin is used to stop sand production in underground gas storage wells. It undergo Diels-Alder reaction with arynes to give derivatives of dihydronaphthalenes which are useful intermediates in synthesis of other polycyclic aromatic compounds.
Solubility
Slightly soluble in water. Soluble in common organic solvents, including alcohol, ether and acetone.
Notes
Light, heat and air sensitive. Incompatible with oxidizing agents.
Furan has an important biological properties and pharmacological activity. Its iodinated lipophilic derivative is widely used in the treatment of ventricular and arterial fibrillation. Its derivatives are used as inhibitors of biofilm formation for several bacterial species, as well as possess quorum-sensing inhibitory activities. 2-methylfuran and 2,5-dimethylfuran are used as lignocellulosic biofuels. Its resin is used to stop sand production in underground gas storage wells. It undergo Diels-Alder reaction with arynes to give derivatives of dihydronaphthalenes which are useful intermediates in synthesis of other polycyclic aromatic compounds.
Solubility
Slightly soluble in water. Soluble in common organic solvents, including alcohol, ether and acetone.
Notes
Light, heat and air sensitive. Incompatible with oxidizing agents.
RUO – Research Use Only
General References:
- Diels-Alder cycloadditions of furans with reactive dienophiles, followed by dehydration of the resulting 7-oxabicyclo[2.2.1]heptenes generate benzenes, often with unusual substitution patterns; review: Heterocycles, 22, 875 (1984). Adducts of furans with alkynes can be deoxygenated to give aromatics, by reduction with a low-valent Ti reagent: Synthesis, 787 (1984).
- Lithiation occurs at the 2-position. For the formation of furfuryl propargyl ethers and their subsequent base catalyzed intramolecular Diels-Alder cyclization to isobenzofuran derivatives, see: J. Org. Chem., 60, 6168 (1995). 2,5-Dilithiation can be effected with n-BuLi - TMEDA: J. Chem. Soc., Perkin 1, 887 (1977), or n-BuLi - KO-t-Bu: Synthesis, 316 (1988). A Barbier-type reaction has been reported in which furan is reacted with a lithium carboxylate in the presence of Li metal and t-butyl chloride with sonication: J. Org. Chem., 60, 8 (1995), providing an easy access to 2-furyl ketones.
- García-Gómez, D.; Bregy, L.; Barrios-Collado, C.; Miguel, G. V.; Zenobi, R. Real-Time High-Resolution Tandem Mass Spectrometry Identifies Furan Derivatives in Exhaled Breath. Anal. Chem. 2015, 87 (13), 6919-6924.
- Xu, N.; Tang, C.; Meng, X.; Fan, X.; Tian, Z.; Huang, Z. Experimental and Kinetic Study on the Ignition Delay Times of 2,5-Dimethylfuran and the Comparison to 2-Methylfuran and Furan. Energy Fuels 2015, 29 (8), 5372-5381.