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Sigma-Aldrich

Boron trifluoride methanol complex solution

13-15% BF3 basis

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Synonym(s):
BF3MeOH, Boron fluoride methanol, Boron trifluoride methanol, Boron trifluoride-methanol Complex
Linear Formula:
BF3 · 2CH3OH
CAS Number:
2802-68-8
Molecular Weight:
131.89
Beilstein:
3693581
MDL number:
MFCD00071635
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

Regulatory Information

危险化学品

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Methanolysis of phosphoramidates with boron trifluoride-methanol complex.
Ryu S
The Journal of Organic Chemistry, 56(16), 4999-5002 (1991)
Boron trifluoride?methanol complex?mild and powerful reagent for deprotection of labile acetylated amines.
Miltsov S
Tetrahedron Letters, 44(11), 2301-2303 (2003)
Leila Nejadsadeghi et al.
Molecular biology reports, 42(2), 363-372 (2014-10-01)
Plant cells often increase cold tolerance by reprogramming their genes expression which results in adjusted metabolic alternations, a process enhanced under cold acclimation. In present study, we assessed the changes of membrane fatty acid compositions along with physio-biochemical indices like
C Hue-Beauvais et al.
Journal of animal science, 93(4), 1641-1655 (2015-05-29)
Alterations to the metabolic endocrine environment during early life are crucial to mammary gland development. Among these environmental parameters, the initial nutritional event after birth is the consumption of milk, which represents the first maternal support provided to mammalian newborns.
Shulin Xiang et al.
Journal of pineal research, 59(1), 60-69 (2015-04-11)
Chemotherapeutic resistance, particularly to doxorubicin (Dox), represents a major impediment to successfully treating breast cancer and is linked to elevated tumor metabolism and tumor over-expression and/or activation of various families of receptor- and non-receptor-associated tyrosine kinases. Disruption of circadian time
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