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B1252

Sigma-Aldrich

Boron trifluoride-methanol solution

14% in methanol

Synonym(s):

BF3 methanol, BF3MeOH, Boron Trifluoride - Methanol Complex, Boron fluoride methanol, Boron trifluoride methanol, Boron trifluoride-methanol complex, Borontrifluoride methanol, Trifluoroborane

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About This Item

Linear Formula:
BF3 · MeOH
CAS Number:
373-57-9
Molecular Weight:
99.85
Beilstein:
3611499
MDL number:
MFCD00071635
UNSPSC Code:
12352104
PubChem Substance ID:
57653917
NACRES:
NA.23

form

liquid

reaction suitability

reagent type: catalyst
core: boron

concentration

12-16% (titration by NaOH)
14% in methanol

density

0.859 g/mL at 25 °C

storage temp.

2-8°C

SMILES string

CO.FB(F)F

InChI

1S/CH4O.BF3/c1-2;2-1(3)4/h2H,1H3;

InChI key

JBXYCUKPDAAYAS-UHFFFAOYSA-N

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General description

Boron trifluoride-methanol (BF-M) is an esterification reagent. BF-M is a powerful acidic catalyst for the esterification of the fatty acids. It easily cleaves acetylated dyes resulting in free amino groups. BF-M catalyzed trans esterification of vegetable oils forms biodiesel.

Application

Used in the deactylation of acetanilides.It is also used to study the synthesis of amino group containing cyanine dyes of different types and to prepare fatty acid methyl esters.

Packaging

Bottle with screw-cap closure.

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1A - STOT RE 2 Inhalation - STOT SE 1

Target Organs

Eyes,Central nervous system, Kidney

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

49.5 °F

Flash Point(C)

9.7 °C

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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Boron trifluoride-methanol complex-mild and powerful reagent for deprotection of labile acetylated amines.
Tetrahedron Letters, 44(11), 2301-2303 (2003)
Eun-Young Kim et al.
Molecular neurobiology, 57(9), 3860-3874 (2020-07-03)
Early life and adulthood stress increase vulnerability for mental illness, and eventually trigger depression. N-3 polyunsaturated fatty acids (PUFA) have antidepressant effects, but their effect on rats exposed to combined stress has been not investigated. This study aimed to investigate
Donghee Kim et al.
The British journal of nutrition, 121(2), 137-145 (2018-12-07)
Conversion of α-linolenic acid (ALA) into the longer chain n-3 PUFA has been suggested to be affected by the dietary intake of linoleic acid (LA), but the mechanism is not well known. Therefore, the purpose of this study was to
Deacylation of N-Acetylated Amines with Alcohol and Boron Trifluoride.
Acta Chemica Scandinavica, 8, 529-530 (1954)
Martin Trépanier et al.
Applied and environmental microbiology, 71(9), 5341-5347 (2005-09-10)
Lipids are the major form of carbon storage in arbuscular-mycorrhizal fungi. We studied fatty acid synthesis by Glomus intraradices and Gigaspora rosea. [(14)C]Acetate and [(14)C]sucrose were incorporated into a synthetic culture medium to test fatty acid synthetic ability in germinating
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