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110-00-9 - Furan, 99%, stab. with ca 250ppm BHT - A13102 - Alfa Aesar

A13102 Furan, 99%, stab. with ca 250ppm BHT

CAS-Nummer
110-00-9
Synonyme

Größe Preis ($) Menge Verfügbarkeit
100ml 18,00
500ml 69,00
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Furan, 99%, stab. with ca 250ppm BHT

MDL
MFCD00003222
EINECS
203-727-3

Chemische Eigenschaften

Formel
C4H4O
Molmasse
68.08
Schmelzpunkt
-86°
Siedepunkt
32-33°
Flammpunkt
-35°(-31°F)
Dichte
0.936
Brechungsindex
1.4220
Sensitivität
Air & Light Sensitive
Löslichkeit
Slightly soluble in water. Soluble in common organic solvents, including alcohol, ether and acetone.

Anwendungen

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.

Bemerkungen

Light, heat and air sensitive. Incompatible with oxidizing agents.

Literaturverweise

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.

GHS Gefahren- und Sicherheitshinweise

Gefahrenhinweise (EU): H224-H350-H341-H373-H302-H332-H315-H412

Extremely flammable liquid and vapour. May cause cancer. Suspected of causing genetic defects. May cause damage to organs through prolonged or repeated exposure. Harmful if swallowed. Harmful if inhaled. Causes skin irritation. Harmful to aquatic life with long lasting effects.

Sicherheitshinweise: P210-P260-P201-P261-P273-P280-P281-P303+P361+P353-P405-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Do not breathe dust/fume/gas/mist/vapours/spray. Obtain special instructions before use. Avoid breathing dust/fume/gas/mist/vapours/spray. Avoid release to the environment. Wear protective gloves/protective clothing/eye protection/face protection. Use personal protective equipment as required. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Weitere Referenzen

Merck
14,4296
Beilstein
103221
Gefahrenklasse
3
Verpackungsgruppe
I
Harmonized Tariff Code
2932.19
TSCA
Yes
RTECS
LT8524000

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