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2,3-Dihidrofurano, +98 %, Thermo Scientific Chemicals

Thermo Scientific Chemicals

2,3-Dihidrofurano, +98 %, Thermo Scientific Chemicals

Name: 2,3-Dihidrofurano, +98 %, Thermo Scientific Chemicals
SKU: B20575.22
Price: 85.30 EUR

CAS: 1191-99-7 | C4H6O | 70.09 g/mol

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Número de catálogo B20575.22

también denominado B20575-22

Precio (EUR)

85,30

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Cantidad:

100 g

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Precio (EUR)

85,30

Each

Identificadores químicos

CAS1191-99-7

IUPAC Name2,3-dihydrofuran

Molecular FormulaC4H6O

InChI KeyJKTCBAGSMQIFNL-UHFFFAOYSA-N

SMILESC1CC=CO1

Especificaciones Specification Sheet

Hoja de especificaciones

Assay (GC)≥98.0%

FormLiquid

Appearance (Color)Clear colorless to pale yellow

Identification (FTIR)Conforms

Refractive Index1.4220-1.4265 @ 20?C

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.

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.

Aplicaciones
El 2,3-Dihidrofurano es un reactivo versátil utilizado en reacciones de Diels-Alder catalizadas mediante lantanidos con 2-pironas y en cicloadiciones estabilizadas con Rh(II) con vinilcarbonoides. Se aplica para la alquilación mediante compuestos activos de metileno, catalizados por trans-diclorobis(trifenilfosfina)paladio(II). También se utiliza en la preparación de compuestos biológicamente activos, como los agentes antitumorales.

Solubilidad
Soluble en agua a 20 °C, 20 g/l y cloroformo.

Notas
Almacenar lejos de agentes oxidantes y de fuentes de aire. Mantenga el recipiente bien cerrado en un lugar fresco, seco y bien ventilado. Proteger del calor. Mantener refrigerado.

RUO – Research Use Only

General References:

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(triphenyl phosphine) 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):