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1191-99-7 - 2,3-Dihydrofuran, 98+% - B20575 - Alfa Aesar

B20575 2,3-Dihydrofuran, 98+%

Codice CAS
1191-99-7
Sinonimi

Dimensioni Prezzo ($) Quantità Disponibilità
25g 26,10
100g 54,40
500g 221,00
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2,3-Dihydrofuran, 98+%

MDL
MFCD00003205
EINECS
214-747-7

Proprietà chimiche

Formula
C4H6O
Peso formula
70.09
Punto di ebollizione
54-55°
Punto di infiammabilità
-24°(-11°F)
Densità
0.927
Indice di rifrazione
1.4245
Solubilità
Soluble in water at 20°C, 20g/L and chloroform.

Applicazioni

2,3-Dihydrofuran is a versatile reagent used in lanthanide-catalyzed Diels-Alder reactions with 2-pyrones and in Rh(II)-stabilized cycloadditions with vinylcarbenoids. It is applied for alkylation by active methylene compounds, catalyzed by trans-Dichlorobis(triphenyl­phosphine)­palladium(II). It is also used in the preparation of biologically active compounds such as antitumor agents.

Note

Store away from oxidizing agents and air. Keep the container tightly closed and place it in a cool, dry and well ventilated condition. Protect from heat. Keep it refrigerated.

Letteratura

Ulrike Kohlweyer, et al. Tetrahydrofuran degradation by a newly isolated culture of Pseudonocardia sp. strain K1.FEMS Microbiol. Lett.2000,186301-306.

Fumiyuki Ozawa, et al. Catalytic asymmetric arylation of 2,3-dihydrofuran with aryl triflates.J. Am. Chem. Soc.,1991,113(4), 1417-1419.

For lithiation at the 5-position, see: Tetrahedron Lett., 4187 (1977); Org. Synth. Coll., 9, 530 (1998). For alkylation by active methylene compounds, catalyzed by trans-Dichlorobis(triphenyl­phosphine)­palladium(II)­, 10491, see: J. Org. Chem., 47, 2812 (1982). For catalytic asymmetric arylation, see: J. Am. Chem. Soc., 113, 1417 (1991); Pure Appl. Chem., 64, 421 (1992).

Forms tetrahydrofuranyl esters (acyl hemiacetals) with carboxylic acids. These react with Grignard reagents to give good yields of ketones with minimal enolization or double addition (tertiary alcohol formation). The utility of other acyl hemiacetals as ketone precursors has also been studied: J. Org. Chem., 61, 6071 (1996):

Rischio GHS e dichiarazioni precauzionali

Dichiarazioni di rischio (UE): H225-H302-H319

Highly flammable liquid and vapour. Harmful if swallowed. Causes serious eye irritation.

Dichiarazioni precauzionali: P210-P280-P240-P241-P233-P303+P361+P353-P305+P351+P338-P301+P312-P403+P235-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Wear protective gloves/protective clothing/eye protection/face protection. Ground/bond container and receiving equipment. Use explosion-proof electrical/ventilating/lighting/ equipment. Keep container tightly closed. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell. Store in a well-ventilated place. Keep cool. Dispose of contents/container in accordance with local/regional/national/international regulations.

Altri riferimenti

Beilstein
103168
Classe di rischio
3
Gruppo di imballaggio
II
Codice tariffe armonizzato
2932.19
TSCA
Yes

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