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164283

Sigma-Aldrich

Methyl trifluoromethanesulfonate

≥98%

Synonym(s):

Methyl triflate

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About This Item

Linear Formula:
CF3SO2OCH3
CAS Number:
333-27-7
Molecular Weight:
164.10
Beilstein:
774772
EC Number:
206-371-7
MDL number:
MFCD00000409
UNSPSC Code:
12352108
PubChem Substance ID:
24850067
NACRES:
NA.22

Quality Level

200

Assay

≥98%

form

liquid

refractive index

n20/D 1.326 (lit.)

bp

94-99 °C (lit.)

density

1.45 g/mL at 25 °C (lit.)

functional group

fluoro
triflate

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 is a strong methylating reagent, commonly used for the pre-methylation of polysaccharides under mild basic conditions.

Application

Methyl trifluoromethanesulfonate can be used as a methylation reagent:
  • In the determination of polysulfides, zerovalent sulfur in sulfide-rich water wells, and polysulfide species in electrolyte of a lithium–sulfur battery using chromatography-based techniques.
  • In reactions with potassium enolates.
  • For the conversion of amines to methyl ammonium triflates.

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Product No.
Description
Pricing

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(F)

100.4 °F - closed cup

Flash Point(C)

38 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 2 petroleums
Hazardous rank III
Water insoluble liquid

JAN Code

164283-1KG:
164283-50G:
164283-250G:
164283-VAR:
164283-BULK:
164283-10G:
164283-5KG:

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Certificates of Analysis (COA)

Lot/Batch Number
MKCN9174
MKCN9171
MKCN9173
MKCN7250
MKCN3320

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Ring Expansions of 2-Alkenylazetidinium Salts-a New Route to Pyrrolidines and Azepanes
Couty F, et al.
European Journal of Organic Chemistry, 2006(18), 4214-4223 (2006)
Oliver Schuster et al.
Inorganic chemistry, 45(20), 7997-7999 (2006-09-27)
Two cationic carbene complexes with no heteroatom in the ring containing the carbene carbon, trans-bromo(2-methyl-2,6-dihydroisoquinolin-6-ylidene)bis(triphenylphosphine)palladium(II) triflate (3) and trans-chloro(1,2-dimethyl-1,7-dihydroquinolin-7-ylidene)bis(triphenylphosphine)palladium(II) triflate (4), were synthesized by oxidative substitution of Pd(PPh3)4 with N-methylated 6-bromoisoquinolinium and 7-chloro-2-methylquinolinium cations, respectively. Compound 3 was also prepared
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
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
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