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61626

Sigma-Aldrich

Boron trifluoride methanol complex solution

13-15% BF3 basis

Synonym(s):

BF3MeOH, Boron fluoride methanol, Boron trifluoride methanol, Boron trifluoride-methanol Complex

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About This Item

Linear Formula:
BF3 · 2CH3OH
CAS Number:
2802-68-8
Molecular Weight:
131.89
Beilstein:
3693581
MDL number:
MFCD00071635
UNSPSC Code:
12352104
PubChem Substance ID:
57651782
NACRES:
NA.22

Quality Level

100

reaction suitability

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

concentration

13-15% boron trifluoride

density

0.859 g/mL at 25 °C

SMILES string

CO.FB(F)F

InChI

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

InChI key

JBXYCUKPDAAYAS-UHFFFAOYSA-N

Related Categories

General description

BF3-MeOH solution is a Lewis acid-base complex used as a versatile reagent and catalyst in organic synthesis.

Application

Boron trifluoride-methanol complex solution can be used for the deprotection of acetylated amines of cyanine dyes to form products with free amino groups. It may be used for the conversion of sulfur-containing phosphoramidates to the corresponding phosphate methyl ester.

Signal Word

Danger

Hazard Classifications

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

Target Organs

Kidney

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

60.8 °F - closed cup

Flash Point(C)

16 °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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Boron trifluoride?methanol complex?mild and powerful reagent for deprotection of labile acetylated amines.
Miltsov S
Tetrahedron Letters, 44(11), 2301-2303 (2003)
Methanolysis of phosphoramidates with boron trifluoride-methanol complex.
Ryu S
The Journal of Organic Chemistry, 56(16), 4999-5002 (1991)
Leila Nejadsadeghi et al.
Molecular biology reports, 42(2), 363-372 (2014-10-01)
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