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Methyl trifluoromethanesulfonate

CAS No.
333-27-7
Chemical Name:
Methyl trifluoromethanesulfonate
Synonyms
METHYL TRIFLATE;METHYL TRIFLUOROMETHANESULPHONATE;Methyl trifluoromethanesulfate;Methyl trifluoroMethanesulfona;Methyl trifluoromethanesulfote;methyltrifluoromethanesulfinate;METHYL TRIFLUROMETHANESULFONATE;METHYL TRIFLUOROMETHANESULFONATE;Methyltrifluoromethanesulphonate98%;Methyl trifluoromethanesulfonate ,96%
CBNumber:
CB9131563
Molecular Formula:
C2H3F3O3S
Molecular Weight:
164.1
MDL Number:
MFCD00000409
MOL File:
333-27-7.mol
MSDS File:
SDS
Last updated:2024-04-09 22:15:29

Methyl trifluoromethanesulfonate Properties

Boiling point 94-99 °C(lit.)
Density 1.45 g/mL at 25 °C(lit.)
refractive index n20/D 1.326(lit.)
Flash point 101 °F
storage temp. 2-8°C
solubility Chloroform (Sparingly), Ethyl Acetate (Slightly)
form Liquid
Specific Gravity 1.450
color Clear colorless to yellow
Sensitive Air Sensitive
BRN 774772
Stability Hygroscopic, Moisture Sensitive, Volatile
InChI InChI=1S/C2H3F3O3S/c1-8-9(6,7)2(3,4)5/h1H3
InChIKey OIRDBPQYVWXNSJ-UHFFFAOYSA-N
SMILES C(F)(F)(F)S(OC)(=O)=O
CAS DataBase Reference 333-27-7(CAS DataBase Reference)
FDA UNII 7B25Z22EPV
EPA Substance Registry System Methyl trifluoromethanesulfonate (333-27-7)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictogramsGHS hazard pictograms
GHS02,GHS05,GHS06
Signal word  Danger
Hazard statements  H226-H301+H311-H314-H330
Precautionary statements  P210-P233-P280-P303+P361+P353-P304+P340+P310-P305+P351+P338
Hazard Codes  C,T
Risk Statements  10-34-20/21/22
Safety Statements  26-36/37/39-45-16
RIDADR  UN 2920 8/PG 2
WGK Germany  3
10
Hazard Note  Highly Toxic/Corrosive
TSCA  T
HazardClass  3.2
PackingGroup  III
HS Code  29049020
NFPA 704
2
3 0

Methyl trifluoromethanesulfonate price More Price(32)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 164283 Methyl trifluoromethanesulfonate ≥98% 333-27-7 10g $83.8 2024-03-01 Buy
Sigma-Aldrich 8.18035 Methyl trifluoromethanesulfonate for synthesis 333-27-7 10ml $102 2024-03-01 Buy
Sigma-Aldrich 164283 Methyl trifluoromethanesulfonate ≥98% 333-27-7 50g $300 2024-03-01 Buy
TCI Chemical T2029 Methyl Trifluoromethanesulfonate >98.0%(GC) 333-27-7 5g $40 2024-03-01 Buy
TCI Chemical T2029 Methyl Trifluoromethanesulfonate >98.0%(GC) 333-27-7 25g $180 2024-03-01 Buy
Product number Packaging Price Buy
164283 10g $83.8 Buy
8.18035 10ml $102 Buy
164283 50g $300 Buy
T2029 5g $40 Buy
T2029 25g $180 Buy

Methyl trifluoromethanesulfonate Chemical Properties,Uses,Production

Chemical Properties

clear colourless to yellow liquid

Uses

Methyl trifluoromethanesulfonate is used as a powerful methylating reagent in chemistry. Further, it is used in the conversion of amines to methyl ammonium triflates. In addition, it is also used in Suzuki reaction.

Application

Methyl trifluoromethanesulfonate, a methylating agent, is commonly used for the pre-methylation of polysaccharides under mild basic conditions.
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.
Additionally, methyl trifluoromethanesulfonate has been utilized in the production of 2-Benzyloxy-1-methylpyridinium trifluoromethanesulfonate.

General Description

Methyl trifluoromethane sulfonate is a brown liquid. Insoluble in water. (NTP, 1992) This material is a very reactive methylating agent, also known as methyl triflate.

Air & Water Reactions

Highly flammable. Insoluble in water.

Reactivity Profile

Methyl trifluoromethanesulfonate is sensitive to heat. . Esters react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides.

Health Hazard

ACUTE/CHRONIC HAZARDS: When heated to decomposition Methyl trifluoromethanesulfonate emits toxic fumes.

Fire Hazard

Methyl trifluoromethanesulfonate is combustible.

Toxicology

Methyl trifluoromethanesulfonate is extremely hazardous. All possible precautions should be taken to avoid inhalation or absorption through the skin. This material is extremely destructive to the tissue of the mucous membranes and upper respiratory tract, eyes, and skin. Inhalation may be fatal as a result of spasm, inflammation, and edema of the larynx and bronchi, chemical pneumonitis, and pulmonary edema. Use in a fume hood. Although there has yet to be a reported human fatality, several cases were reported for methyl fluorosulfonate (LC50 (rat, 1 h) = 5 ppm), and methyl triflate is expected to have similar toxicity based on available evidence.

Synthesis

Methyl trifluoromethanesulfonate is commercially available, however it may also be prepared in the laboratory by treating dimethyl sulfate with triflic acid.
CF3SO2OH + (CH3O)2SO2  →  CF3SO2OCH3 + CH3OSO2OH

Purification Methods

Methyl trifluoromethanesulfonate (methyl triflate) [333-27-7] M 164.1, b 97 -97.5o/736mm, 9 9o/~760mm, 100-102o/~760mm, d 4 1.496, n D 1.3238. It is a strong methylating agent but is corrosive and POISONOUS. Fractionate it carefully and collecting the middle fraction (use an efficient fume cupboard) and keep away from moisture. It is a POWERFUL ALKYLATING AGENT and a strong IRRITANT. [IR: Gramstad & Haszeldine J Chem Soc 173 1956 , J Chem Soc 4069 1957 .] Trifluoromethanesulfonic acid (triflic acid) [1493-13-6] M 151.1, boils higher (b 162o/atm), has a pKa of 3.10, and is TOXIC and hygroscopic. [Hansen J Org Chem 30 4322 1965, Kurz & El-Nasr J Am Chem Soc 104 5823 1982, Beilstein 3 IV 34.]

111-96-6
1493-13-6
333-27-7
Synthesis of Methyl trifluoromethanesulfonate from Diglyme and Trifluoromethanesulfonic acid
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View Lastest Price from Methyl trifluoromethanesulfonate manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
methyl trifluoromethanesulfonate pictures 2024-04-09 methyl trifluoromethanesulfonate
333-27-7
US $0.00-0.00 / Kg 1Kg 99.9% 200tons airuikechemical co., ltd.
Methyl trifluoromethanesulfonate pictures 2023-09-06 Methyl trifluoromethanesulfonate
333-27-7
US $0.00 / KG 1KG 99% 50000KG/month Hebei Mojin Biotechnology Co., Ltd
Methyl trifluoromethanesulfonate pictures 2023-03-10 Methyl trifluoromethanesulfonate
333-27-7
US $0.00 / KG 1KG 99.0% 1000KG LY Global chemicals co.,ltd .
Methanesulfonicacid,trifluoro-,methylester methyltrifluoromethanesulfinate METHYL TRIFLUOROMETHANESULFONATE FOR SYN Methyl trifluoromethanesulfote Methyl trifluoroMethanesulfona Methanesulfonic acid,1,1,1-trifluoro-, Methyl ester Threefluoro Methanesulfonic acidMethyl ester Methyl trifluoromethanesulfate trifluoromethane-sulfinicacid,methylester trifluoro-methanesulfonicacimethylester METHYL TRIFLUOROMETHANESULFONATE TRIFLUOROMETHANESULFONIC ACID METHYL ESTER METHYL TRIFLUOROMETHANESULFONATE, >=98% Methyl trifluoromethanesulfonate ,96% Methyl trifluoromethanesulphonate 98% Methyltrifluoromethanesulphonate98% Methyl trifluoromethanesulfonate,Methyl triflate Methyl trifluoroMethanesulfonate, 96% 25GR Trifluoromethanesulfonic Acid Methyl Ester Methyl Triflate Methyl trifluoromethanesulfonate, 96%, reagent grade METHYL TRIFLUOROMETHANESULPHONATE METHYL TRIFLATE METHYL TRIFLUROMETHANESULFONATE METHYL TRIFLATE(METHYL TRIFLUOROMETHANE SULFONATE) Methyl Trifluoromethanesulfonate, ≥ 98.0% 333-27-7 C2H3F3O3S CF3SO2OCH3 Alkyl Transfer C-X Bond Formation (Non-Halogen) Synthetic Reagents