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Merck

175501

Boron trifluoride diethyl etherate

synthesis grade, liquid

Sinónimos:

Boron trifluoride ethyl etherate

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Fórmula lineal:
BF3 · O(C2H5)2
Número CAS:
109-63-7
Peso molecular:
141.93
NACRES:
NA.22
PubChem Substance ID:
24850505
UNSPSC Code:
12352106
EC Number:
203-689-8
MDL number:
MFCD00013194
Beilstein/REAXYS Number:
3909607

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Nombre del producto

Boron trifluoride diethyl etherate,

InChI key

MZTVMRUDEFSYGQ-UHFFFAOYSA-N

InChI

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

SMILES string

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

grade

synthesis grade

vapor density

4.9 (vs air)

vapor pressure

4.2 mmHg ( 20 °C)

form

liquid

expl. lim.

36 %

reaction suitability

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

refractive index

n20/D 1.344 (lit.)

bp

126-129 °C (lit.)

mp

−58 °C (lit.)

density

1.15 g/mL (lit.)

functional group

ether

storage temp.

2-8°C

Quality Level

200

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1 of 4

Este artículo
216607218847307912
Boron trifluoride diethyl etherate

Sigma-Aldrich

175501

Boron trifluoride diethyl etherate

Boron trifluoride diethyl etherate purified by redistillation, ≥46.5% BF3 basis

Sigma-Aldrich

216607

Boron trifluoride diethyl etherate

Boron trifluoride methyl etherate

Sigma-Aldrich

218847

Boron trifluoride methyl etherate

Boron trifluoride dibutyl etherate

Sigma-Aldrich

307912

Boron trifluoride dibutyl etherate

reaction suitability

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

reaction suitability

-

reaction suitability

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

reaction suitability

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

functional group

ether

functional group

ether

functional group

ether

functional group

ether

form

liquid

form

liquid

form

liquid

form

liquid

Quality Level

200

Quality Level

200

Quality Level

100

Quality Level

100

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

-

storage temp.

-

mp

−58 °C (lit.)

mp

−58 °C (lit.)

mp

−15 °C (lit.)

mp

-

Application

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

General description

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.

Packaging

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

Legal Information

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

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Referencia del producto
Descripción
Precios

08168

Timestrip Plus™ 8 °C

signalword

Danger

Hazard Classifications

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

target_organs

Kidney

Clase de almacenamiento

3 - Flammable liquids

wgk

WGK 1

flash_point_f

137.3 °F - closed cup

flash_point_c

58.5 °C - closed cup

ppe

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

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Certificados de análisis (COA)

Lot/Batch Number
SHBT1700
SDBB3422
SHBS5621
SHBS5619
SDBB1791

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European Journal of Organic Chemistry, 5378-5378 (2006)
Devendra J Vyas et al.
The Journal of organic chemistry, 75(19), 6720-6723 (2010-09-10)
The BF(3)·OEt(2)-mediated allylation of isatin with an α-chiral allylic stannane is diastereo- and enantioselective. Conversely, allylation of any substituted isatin employing the identical protocol is not diastereoselective at all and only enantioselective for the major diastereomer having syn relative configuration.
Yong-Gang Xiang et al.
Chemical communications (Cambridge, England), (45)(45), 7045-7047 (2009-11-12)
The synergistic action of BF(3).OEt(2) and SmI(2) allowed a series of intermolecular cross-couplings of readily available N-acyl N,O-acetals with alpha,beta-unsaturated compounds to be performed in high yields, which was applied to the stereoselective synthesis of pyrrolizidine alkaloid (+)-xenovenine.
Brajendra K Sharma et al.
Journal of agricultural and food chemistry, 56(9), 3049-3056 (2008-04-11)
Vegetable oils are promising candidates as substitutes for petroleum base oils in lubricant applications, such as total loss lubrication, military applications, and outdoor activities. Although vegetable oils have some advantages, they also have poor oxidation and low temperature stability. One
Bjart Frode Lutnaes et al.
Journal of the American Chemical Society, 126(29), 8981-8990 (2004-07-22)
A series of charge-delocalized carotenoid mono- and dications have been prepared by treatment of selected carotenoids with Brønsted and Lewis acids. The detailed structures of the carbocations were established by NMR studies in the temperature range from -10 to -20
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Preguntas

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 respuesta

    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/418/501/product-dating-information-06-25-mk.pdf

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

    1 respuesta

    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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