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134821

Sigma-Aldrich

Boron trifluoride-methanol solution

50% w/w in methanol

Synonym(s):

BF3 methanol, BF3MeOH, Boron Trifluoride - Methanol Complex, Boron fluoride methanol, Boron trifluoride methanol, Boron trifluoride-methanol complex, boron fluoride methanol, borontrifluoride methanol

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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:
24848188
NACRES:
NA.22

vapor pressure

19.5 mmHg ( 20 °C)

form

liquid

autoignition temp.

788 °F

reaction suitability

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

concentration

49-53% ( by NaOH, titration)
50% w/w in methanol

technique(s)

gas chromatography (GC): suitable

bp

59 °C/4 mmHg

density

1.203 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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Application

Reagent for the GC analysis of ritalinic acid. Alternative to Cl2CHCO2H for synthesis of purine rich oligomers.
Lewis acid used in the preparation of geminal bis-peroxides from ketals and enol ethers with t-butyl hydroperoxide. Reagent used for the mild deacetylation of amines.

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. 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 - STOT SE 3

Target Organs

Eyes,Central nervous system, Kidney, Respiratory system

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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Tetrahedron Letters, 44, 2301-2301 (2003)
Synthesis, 2215-2215 (2005)
Boron trifluoride-methanol complex as a non-depurinating detritylating agent in DNA synthesis.
M J Mitchell et al.
Nucleic acids research, 18(17), 5321-5321 (1990-09-11)
T Vu-Duc et al.
Journal of pharmaceutical and biomedical analysis, 10(2-3), 187-191 (1992-02-01)
Ritalinic acid (RITA), the major metabolite of methylphenidate (Ritaline) is extracted with a solid-phase C8 column. Following elution, methylation of the carboxylic group is performed with boron trifluoride-methanol as a reagent. The methyl ester of RITA which structurally corresponds to
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
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