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Merck

175501

Boron trifluoride diethyl etherate

synthesis grade, liquid

Sinonimo/i:

Boron trifluoride ethyl etherate

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Informazioni su questo articolo

Formula condensata:
BF3 · O(C2H5)2
Numero CAS:
109-63-7
Peso molecolare:
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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Nome del prodotto

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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Categorie correlate

Application

Catalyst used in the preparation of cyclopentyl- and cycloheptyl[b]indoles from aryl cyclopropyl ketones via [3+2] cycloaddition.
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

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

Classe di stoccaggio

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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Certificati d'analisi (COA)

Lot/Batch Number
SHBT1700
SDBB3422
SHBS5621
SHBS5619
SDBB1791

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European Journal of Organic Chemistry, 5378-5378 (2006)
George R Pettit et al.
Journal of natural products, 74(9), 1922-1930 (2011-09-09)
The synthesis of bis-steroidal pyrazines derived from 3-oxo-11,21-dihydroxypregna-4,17(20)-diene (4) and glycosylation of a D-ring side chain with α-L-rhamnose have been summarized. Rearrangement of steroidal pyrazine 10 to 14 was found to occur with boron triflouride etherate. Glycosylation of pyrazine 10
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.
M S F Lie Ken Jie et al.
Chemistry and physics of lipids, 125(2), 93-101 (2003-09-23)
Methyl santalbate (methyl trans-11-octadecen-9-ynoate) from Sandal wood seed oil, Santalbum alum) was epoxidized to methyl trans-11,12-epoxy-octadec-9-ynoate (1). Treatment of compound 1 with tetrabutylammonium dihydrogentrifluoride, and boron trifluoride etherate gave the corresponding anti- (2a) (57%) and syn- (2b) (35%) fluorohydrin derivatives
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