Description

Methyl Trifluoromethanesulfonate (MeOTf) is a highly reactive and versatile alkylating agent widely used in organic synthesis and pharmaceutical research. With the molecular formula C₂H₃F₃O₃S and CAS number 333-27-7, this colorless to pale yellow liquid is known for its strong electrophilic properties, making it an excellent reagent for introducing methyl groups into nucleophilic substrates. Its triflate group (^–OSO₂CF₃) ensures superior leaving-group ability, facilitating efficient reactions in challenging transformations. Packaged under inert conditions to ensure stability, our high-purity Methyl Trifluoromethanesulfonate is ideal for demanding applications in peptide synthesis, carbohydrate chemistry, and catalytic processes. Store in a cool, dry place away from moisture and handle with appropriate safety precautions due to its corrosive nature.

Properties

• CAS Number: 333-27-7
• Complexity: 172
• IUPAC Name: methyl trifluoromethanesulfonate
• InChI: InChI=1S/C2H3F3O3S/c1-8-9(6,7)2(3,4)5/h1H3
• InChI Key: OIRDBPQYVWXNSJ-UHFFFAOYSA-N
• Exact Mass: 163.97549961
• Molecular Formula: C2H3F3O3S
• Molecular Weight: 164.11
• SMILES: COS(=O)(=O)C(F)(F)F
• Topological: 51.8
• Monoisotopic Mass: 163.97549961
• Physical Description: Methyl trifluoromethane sulfonate is a brown liquid. Insoluble in water. This material is a very reactive methylating agent, also known as methyl triflate.
• Boiling Point: 201 to 210 °F at 760 mmHg
• Flash Point: 101 °F
• Solubility: Insoluble
• Density: 1.45 at 68 °F – Denser than water; will sink
• Synonyms: Methyl trifluoromethanesulfonate, Methyl triflate, Methyl trifluoromethanesulphonate, Methyl trifluoromethane sulfonate, MeOTf, CCRIS 1158, EINECS 206-371-7, UNII-7B25Z22EPV, NSC 270679, 7B25Z22EPV, DTXSID6049272, AI3-62911, NSC-270679, DTXCID1029128, 1,1,1-Trifluoromethanesulfonic acid methyl ester, Methanesulfonic acid, 1,1,1-trifluoro-, methyl ester, METHYL TRIFLUOROMETHANESULFONATE [MI], triflic acid methyl ester, Methanesulfonic acid, trifluoro, methyl ester, Methanesulfonic acid, 1,1,1trifluoro, methyl ester, inchi=1/c2h3f3o3s/c1-8-9(6,7)2(3,4)5/h1h, oirdbpqyvwxnsj-uhfffaoysa-n, un2920, 333-27-7, Methanesulfonic acid, trifluoro-, methyl ester, Trifluoromethanesulfonic Acid Methyl Ester, trifluoro-methanesulfonic acid methyl ester, methyl (trifluoromethyl)sulfonate, C2H3F3O3S, METHYLTRIFLUOROMETHANESULFONATE, methyltriflate, methyl trifiate, TfOMe, MFCD00000409, CF3SO2OCH3, SCHEMBL38490, Methyl trifloromethanesulfonate, Methyl trifluoromethylsulfonate, methyltrifluoromethane sulfonate, SCHEMBL1759144, methyl trifluoromethane-sulfonate, CHEMBL3185488, SCHEMBL15391831, BCP22549, CS-B0882, Tox21_202914, FD2053, NSC270679, SBB087761, AKOS005063680, FM34989, trifluoro-methansulfonic acid methylester, Trifluoromethylsulfonic acid methyl ester, Methyl trifluoromethanesulfonate, >=98%, NCGC00260460-01, AS-18305, BP-21280, CAS-333-27-7, DB-030038, NS00022063, ST51041537, T2029, EN300-62786, Q907614, F1905-7179, Methyl trifluoromethanesulfonate, for GC derivatization, 98.0%

Application

Methyl Trifluoromethanesulfonate is extensively used as a potent methylating agent in organic synthesis, particularly for O-, N-, and S-methylation reactions. It serves as a key reagent in the preparation of pharmaceutical intermediates, agrochemicals, and specialty chemicals. Its high reactivity makes it valuable in Lewis acid-catalyzed reactions and as a promoter in glycosylation reactions for carbohydrate chemistry. Researchers also employ it in polymer science for modifying functional groups on polymer backbones. Due to its moisture sensitivity, reactions involving MeOTf typically require anhydrous conditions.

Safety and Hazards

GHS Hazard Statements

• H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]
• H314 (96.8%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]

Precautionary Statements

• P210, P233, P240, P241, P242, P243, P260, P264, P280, P301+P330+P331, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P321, P363, P370+P378, P403+P235, P405, and P501

Hazard Classes and Categories

• Flam. Liq. 3 (100%)
• Skin Corr. 1B (96.8%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.