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Merck
CN

18503

Methyl trifluoromethanesulfonate

derivatization grade (GC derivatization), LiChropur™, 98.0%

Synonym(s):

Methyl triflate

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About This Item

Linear Formula:
CF3SO2OCH3
CAS Number:
333-27-7
Molecular Weight:
164.10
UNSPSC Code:
41116105
NACRES:
NA.22
PubChem Substance ID:
329751681
EC Number:
206-371-7
Beilstein/REAXYS Number:
774772
MDL number:
MFCD00000409

Key Documents

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Product Name

Methyl trifluoromethanesulfonate, derivatization grade (GC derivatization), LiChropur™, 98.0%

InChI

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

InChI key

OIRDBPQYVWXNSJ-UHFFFAOYSA-N

SMILES string

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

grade

derivatization grade (GC derivatization)

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

Quality Level

100

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Application

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

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.

Legal Information

LiChropur is a trademark of Merck KGaA, Darmstadt, Germany

signalword

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

3 - Flammable liquids

wgk

WGK 3

flash_point_f

100.4 °F - closed cup

flash_point_c

38 °C - closed cup

Regulatory Information

危险化学品
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Certificates of Analysis (COA)

Lot/Batch Number
BCCJ9445
BCCH1309
BCBZ3188

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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)
W. L. F. Armarego, Christina Li Lin Chai
Purification of Laboratory Chemicals, 189-189 (2013)
Yoshinori Takahashi et al.
Dalton transactions (Cambridge, England : 2003), (27)(27), 3546-3552 (2008-07-03)
Reaction of [Cp*Ir(micro-H)](2) (5) (Cp* = eta(5)-C(5)Me(5)) with bis(dimethylphosphino)methane (dmpm) gives a new neutral diiridium complex [(Cp*Ir)(2)(micro-dmpm)(micro-H)(2)] (3). Treatment of 3 with methyl triflate at -30 degrees C results in the formation of [(Cp*Ir)(H)(micro-dmpm)(micro-H)(Me)(IrCp*)][OTf] (6). Warming a solution of above
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)
J Passchier et al.
Synapse (New York, N.Y.), 64(7), 542-549 (2010-03-03)
The type-1 glycine transporter (GlyT1) is an important target for the development of new medications for schizophrenia. A specific and selective positron emission tomography (PET) GlyT1 ligand would facilitate drug development studies to determine whether a drug reaches this target
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