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Merck

175501

Sigma-Aldrich

Boron trifluoride diethyl etherate

for synthesis

Sinónimos:

Boron trifluoride ethyl etherate

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About This Item

Fórmula lineal:
BF3 · O(C2H5)2
Número de CAS:
Peso molecular:
141.93
Beilstein:
3909607
Número CE:
Número MDL:
Código UNSPSC:
12352106
ID de la sustancia en PubChem:
NACRES:
NA.22
En este momento no podemos mostrarle ni los precios ni la disponibilidad

grado

for synthesis

Nivel de calidad

densidad de vapor

4.9 (vs air)

presión de vapor

4.2 mmHg ( 20 °C)

Formulario

liquid

lim. expl.

36 %

idoneidad de la reacción

core: boron
reagent type: Lewis acid
reagent type: catalyst

índice de refracción

n20/D 1.344 (lit.)

bp

126-129 °C (lit.)

mp

−58 °C (lit.)

densidad

1.15 g/mL (lit.)

grupo funcional

ether

temp. de almacenamiento

2-8°C

cadena SMILES

CC[O+](CC)[B-](F)(F)F

InChI

1S/C4H10BF3O/c1-3-9(4-2)5(6,7)8/h3-4H2,1-2H3

Clave InChI

MZTVMRUDEFSYGQ-UHFFFAOYSA-N

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Categorías relacionadas

Descripción general

Boron trifluoride diethyl etherate or boron trifluoride-ether complex is an organic compound widely used as a convenient source of boron trifluoride (BF3) in organic synthesis. It is also used as a Lewis acid for the activation of electrophiles.

Aplicación

Catalyst used in the preparation of cyclopentyl- and cycloheptyl[b]indoles from aryl cyclopropyl ketones via [3+2] cycloaddition.[1]
Lewis acid reagent with broad application

Envase

The 25 mL Sure/Seal bottle is recommended as a single-use bottle. Repeated punctures will likely result in decreased performance of product.

Información legal

Sure/Seal is a trademark of Sigma-Aldrich Co. LLC

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Referencia del producto
Descripción
Precios

Palabra de señalización

Danger

Clasificaciones de peligro

Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 3 - Skin Corr. 1B - STOT RE 1 Inhalation

Órganos de actuación

Kidney

Código de clase de almacenamiento

3 - Flammable liquids

Clase de riesgo para el agua (WGK)

WGK 1

Punto de inflamabilidad (°F)

137.3 °F - closed cup

Punto de inflamabilidad (°C)

58.5 °C - closed cup

Equipo de protección personal

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter


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Visite la Librería de documentos

European Journal of Organic Chemistry, 5378-5378 (2006)
Kevin M McQuaid et al.
Journal of the American Chemical Society, 131(2), 402-403 (2008-12-23)
C-H bond functionalization enables strategically new approaches to the synthesis of complex organic molecules including biologically active compounds, research probes and functional organic materials. To address the shortcomings of transition metal catalyzed processes, we have developed a new approach to
U C Reddy et al.
The Journal of organic chemistry, 74(6), 2605-2608 (2009-02-17)
A diastereoselective one-pot, three-component Prins-Friedel-Crafts reaction was developed for the synthesis of 4-aryltetrahydropyran derivatives from the reaction of carbonyl compounds with homoallylic alcohol in the presence of arene promoted by boron trifluoride etherate.
Meng-Yang Chang et al.
Organic letters, 12(6), 1176-1179 (2010-03-03)
An easy and straightforward synthesis of 6,10b-diarylhexahydrobenzo[f]isoquinoline by the repeated treatment of boron trifluoride etherate (BF(3) x OEt(2)) is reported. The overall transformation from 4-arylpiperidin-3-one to benzo[f]isoquinoline proceeds via ring contraction, chain elongation, and intramolecular electrophilic cyclization in moderate yields.
Hui Xu et al.
Bioorganic & medicinal chemistry letters, 21(13), 4008-4012 (2011-06-03)
Twenty-one 4α-acyloxy-2-chloropodophyllotoxin derivatives (5a-u), whose C-4 spatial configuration was mainly stereocontrolled by the configuration of C-2 chlorine atom, were unexpectedly prepared by the reaction of 2-chloropodophyllotoxin with carboxylic acids in the presence of BF(3)·Et(2)O. Compared with ordinary esterifications of carboxylic

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    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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