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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

Codice CAS
110-00-9
Sinonimi

Dimensioni Prezzo ($) Quantità Disponibilità
100ml 18,00
500ml 69,00
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Furan, 99%, stab. with ca 250ppm BHT

MDL
MFCD00003222
EINECS
203-727-3

Proprietà chimiche

Formula
C4H4O
Peso formula
68.08
Punto di fusione
-86°
Punto di ebollizione
32-33°
Punto di infiammabilità
-35°(-31°F)
Densità
0.936
Indice di rifrazione
1.4220
Sensibilità
Air & Light Sensitive
Solubilità
Slightly soluble in water. Soluble in common organic solvents, including alcohol, ether and acetone.

Applicazioni

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.

Note

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

Letteratura

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.

Rischio GHS e dichiarazioni precauzionali

Dichiarazioni di rischio (UE): H224-H302-H332-H315-H341-H350-H373

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

Dichiarazioni precauzionali: P210-P260-P201-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. 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.

Altri riferimenti

Merck
14,4296
Beilstein
103221
Classe di rischio
3
Gruppo di imballaggio
I
Codice tariffe armonizzato
2932.19
TSCA
Yes
RTECS
LT8524000

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