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216607

Sigma-Aldrich

Boron trifluoride diethyl etherate

purified by redistillation, ≥46.5% BF3 basis

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
Beilstein:
3909607
EC Number:
203-689-8
MDL number:
MFCD00013194
UNSPSC Code:
12352106
PubChem Substance ID:
57647937
NACRES:
NA.22

vapor density

4.9 (vs air)

vapor pressure

4.2 mmHg ( 20 °C)

form

liquid

purified by

redistillation

expl. lim.

36 %

concentration

≥46.5% boron trifluoride

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

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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Application

Catalyst in the synthesis of polyol chains. Reagent for the coupling of imines to allylstannanes and 4′-nitrobenzenesulfenanilide to alkenes and alkynes.

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

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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The Journal of Organic Chemistry, 54, 4739-4739 (1989)
Tetrahedron, 50, 12395-12395 (1994)
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
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