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Merck
CN

B6261

Boron trifluoride diethyl etherate

liquid

Synonym(s):

Boron trifluoride ethyl etherate

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About This Item

Linear Formula:
BF3 · O(C2H5)2
CAS Number:
109-63-7
Molecular Weight:
141.93
EC Number:
203-689-8
UNSPSC Code:
12352106
MDL number:
MFCD00013194
Beilstein/REAXYS Number:
3909607

Key Documents

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InChI

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

InChI key

MZTVMRUDEFSYGQ-UHFFFAOYSA-N

SMILES string

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

vapor density

4.9 (vs air)

vapor pressure

4.2 mmHg ( 20 °C)

form

liquid

expl. lim.

36 %

color

brown

refractive index

n20/D 1.344 (lit.)

bp

126-129 °C (lit.)

mp

−58 °C (lit.)

density

1.15 g/mL (lit.)

storage temp.

2-8°C

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Other Notes

This product has been replaced by 175501-ALDRICH | Boron trifluoride diethyl etherate for synthesis

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

Storage Class

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

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
067K3727
116K3723
116K3721
067H3558
056K3704

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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.
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
Kiyoshi Ikeda et al.
Bioorganic & medicinal chemistry, 11(14), 3073-3076 (2003-06-24)
A combined system of bismuth triflate [Bi(OTf)(3)] and boron trifluoride etherate (BF(3).OEt(2)) in dichloromethane is an efficient promoter for the glycosylation of N-acetylneuraminic acid derivatives. The co-existence of two acid catalysts such as Bi(OTf)(3)-BF(3).OEt(2) or Bi(OTf)(3)-PPA is confirmed to be
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