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320188

Sigma-Aldrich

Boron trifluoride diethyl etherate

≥46% BF3 basis

Synonym(s):

Boron trifluoride ethyl etherate

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About This Item

Linear Formula:
BF3 · O(C2H5)2
CAS Number:
Molecular Weight:
141.93
Beilstein:
3909607
EC Number:
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:

grade

for synthesis

vapor density

4.9 (vs air)

vapor pressure

4.2 mmHg ( 20 °C)

expl. lim.

36 %

reaction suitability

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

concentration

≥46% boron trifluoride

refractive index

n20/D 1.344 (lit.)

bp

126-129 °C (lit.)

mp

−58 °C (lit.)

density

1.15 g/mL (lit.)

format

neat

storage temp.

2-8°C

SMILES string

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

InChI

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

InChI key

MZTVMRUDEFSYGQ-UHFFFAOYSA-N

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Other Notes

Signal Word

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

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

137.3 °F - closed cup

Flash Point(C)

58.5 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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.
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
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.
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

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