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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)

Quality Level

200

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

functional group

hydroxyl

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCT0808
MKCQ8275
MKCN3299
MKCM7585
MKCL8552

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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)
Synthesis, 2215-2215 (2005)
Tetrahedron Letters, 44, 2301-2301 (2003)
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
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.
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