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

B20575 2,3-Dihydrofuran, 98+%

CAS-Nummer
1191-99-7
Synonyme

Größe Preis ($) Menge Verfügbarkeit
25g 26,10
100g 54,40
500g 221,00
Zum Warenkorb hinzufügen Zur Angebotsanfrage hinzufügen Artikel anzeigen

2,3-Dihydrofuran, 98+%

MDL
MFCD00003205
EINECS
214-747-7

Chemische Eigenschaften

Formel
C4H6O
Molmasse
70.09
Siedepunkt
54-55°
Flammpunkt
-24°(-11°F)
Dichte
0.927
Brechungsindex
1.4245
Löslichkeit
Soluble in water at 20°C, 20g/L and chloroform.

Anwendungen

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.

Bemerkungen

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.

Literaturverweise

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):

GHS Gefahren- und Sicherheitshinweise

Gefahrenhinweise (EU): H225-H302-H319

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

Sicherheitshinweise: P260-P201-P280a-P304+P340-P405-P501a

Do not breathe dust/fume/gas/mist/vapours/spray. Obtain special instructions before use. Wear protective gloves and eye/face protection. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Weitere Referenzen

Beilstein
103168
Gefahrenklasse
3
Verpackungsgruppe
II
Harmonized Tariff Code
2932.19
TSCA
Yes

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