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18503

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Methyl trifluoromethanesulfonate

for GC derivatization, LiChropur™, 98.0%

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Synonym(s):
Methyl triflate
Linear Formula:
CF3SO2OCH3
CAS Number:
333-27-7
Molecular Weight:
164.10
Beilstein:
774772
EC Number:
206-371-7
MDL number:
MFCD00000409
PubChem Substance ID:
329751681

grade

for GC derivatization

Quality Level

100

Assay

≥98.0% (GC)
98.0%

form

liquid

quality

LiChropur™

reaction suitability

reagent type: derivatization reagent
reaction type: Acylations

technique(s)

gas chromatography (GC): suitable

refractive index

n20/D 1.326 (lit.)
n20/D 1.327

bp

94-99 °C (lit.)

density

1.45 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

COS(=O)(=O)C(F)(F)F

InChI

1S/C2H3F3O3S/c1-8-9(6,7)2(3,4)5/h1H3

InChI key

OIRDBPQYVWXNSJ-UHFFFAOYSA-N

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General description

Methyl trifluoromethanesulfonate (Methyl triflate) is a strong methylating agent. It is also a powerful alkylating agent and a strong irritant.
Shown to be the most effective monomethylating agent in reactions with potassium enolates.
Useful methylation reagent for the conversion of amines to methyl ammonium triflates.

Application

Methyl trifluoromethanesulfonate was used in the synthesis of 2-Benzyloxy-1-methylpyridinium trifluoromethanesulfonate.

Legal Information

LiChropur is a trademark of Merck KGaA, Darmstadt, Germany

Signal Word

Danger

Hazard Classifications

Acute Tox. 1 Inhalation - Acute Tox. 3 Dermal - Acute Tox. 3 Oral - Eye Dam. 1 - Flam. Liq. 3 - Skin Corr. 1B

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(C)

38 °C - closed cup

Regulatory Information

危险化学品

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W. L. F. Armarego, Christina Li Lin Chai
Purification of Laboratory Chemicals, 189-189 (2013)
Protection of Alcohols Using 2-Benzyloxy-1-Methylpyridinium Trifluoromethanesulfonate: Methyl (R)-(-)-3-Benzyloxy-2-Methyl Propanote.
Poon, Kevin WC, Philip A. Albiniak, and Gregory B. Dudley.
Organic Syntheses, 295-305 (2007)
Comparison of [11C]methyl triflate and [11C]methyl iodide in the synthesis of PET radioligands such as [11C]beta-CIT and [11C]beta-CFT.
K Någren et al.
Nuclear medicine and biology, 22(8), 965-979 (1995-11-01)
Convenient gas phase bromination of [11C]methane and production of [11C]methyl triflate.
B H Mock et al.
Nuclear medicine and biology, 26(4), 467-471 (1999-06-26)
Q H Zheng et al.
Nuclear medicine and biology, 23(8), 981-986 (1996-11-01)
The important radiotracer precursor 2 beta-carbomethoxy-3 beta-(4-idophenyl)-tropane (beta-CIT, RTI-55) was made in 52% overall yield from cocaine. Key steps were improved conjugate Grignard addition to anhydroecgonine methyl ester with > 3.5:1 2 beta: 2 alpha-isomer selectivity, and a mild new
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