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Ethyl trifluoromethanesulfonate

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Ethyl trifluoromethanesulfonate manufacturers

  • Ethyl triflate
  • Ethyl triflate pictures
  • $2.00
  • 2026-08-25
  • CAS:425-75-2
  • Min. Order: 1kg
  • Purity: 99%
  • Supply Ability: 100kg
Ethyl trifluoromethanesulfonate Basic information
Product Name:Ethyl trifluoromethanesulfonate
Synonyms:Ethyl trifluoromethylsulfonate;Ethyl trifluoromethanesulfonate,98%;Ethyl Triflate Trifluoromethanesulfonic Acid Ethyl Ester;Ethyl trifluoroMethanesulfonat;Ethyl trifluoromethanesulfote;ETHYL TRIFLUOROMETHANESULFONATE;ETHYL TRIFLUOROMETHANESULPHONATE;TRIFLUOROMETHANESULFONIC ACID ETHYL ESTER
CAS:425-75-2
MF:C3H5F3O3S
MW:178.13
EINECS:207-037-3
Product Categories:Analytical/Chromatography;Derivatization Reagents;Alkyl Transfer;Acylation ReagentsDerivatization Reagents;Derivatization Reagents GC;Reagents for Acylation;C-X Bond Formation (Non-Halogen);Synthetic Reagents
Mol File:425-75-2.mol
Ethyl trifluoromethanesulfonate Structure
Ethyl trifluoromethanesulfonate Chemical Properties
Boiling point 115 °C (lit.)
density 1.374 g/mL at 25 °C (lit.)
refractive index n20/D 1.336(lit.)
Fp 96 °F
storage temp. Inert atmosphere,Room Temperature
solubility Chloroform, Methanol (Slightly)
form Oil
color Colourless
Specific Gravity1.374
Water Solubility Hydrolyzes in water.
Sensitive Hygroscopic
BRN 1770746
Stability:Volatile
InChI1S/C3H5F3O3S/c1-2-9-10(7,8)3(4,5)6/h2H2,1H3
InChIKeyUVECLJDRPFNRRQ-UHFFFAOYSA-N
SMILESCCOS(=O)(=O)C(F)(F)F
CAS DataBase Reference425-75-2(CAS DataBase Reference)
EPA Substance Registry SystemMethanesulfonic acid, trifluoro-, ethyl ester (425-75-2)
Safety Information
Hazard Codes C,T,F
Risk Statements 10-34
Safety Statements 16-26-36/37/39-45
RIDADR UN 2920 8/PG 2
WGK Germany 2
F 3
Hazard Note Highly Toxic
TSCA TSCA listed
HazardClass 8
PackingGroup II
HS Code 29049090
Storage Class3 - Flammable liquids
Hazard ClassificationsFlam. Liq. 3
Skin Corr. 1B
MSDS Information
ProviderLanguage
Ethyl trifluoromethanesulfonate English
SigmaAldrich English
ALFA English
Ethyl trifluoromethanesulfonate Usage And Synthesis
DescriptionEthyl trifluoromethanesulfonate is a cationic polymerization agent used to produce polyurethane, polyacrylate, and other synthetic resins. It is an effective drug for the treatment of HIV infection and chronic bronchitis. Ethyl trifluoromethanesulfonate has been shown to inhibit the replication of HIV-1 virus at concentrations as low as 1 μM when tested in vitro. The mechanism of this drug's anti-HIV activity is unknown and may involve the inhibition of reverse transcriptase or proteases. Ethyl trifluoromethanesulfonate can be detected in vivo up to 4 hours after administration. This drug is metabolized into trifluoroacetic acid by esterases, glycosidases, and/or oxidases.
Chemical PropertiesClear colorless to yellow liquid
UsesEthyl trifluoromethanesulfonate is a powerful ethylating agent. due to the strong electron-absorbing ability of trifluoromethanesulfonyl, the reactivity is much higher than that of conventional alkylation reagents such as bichloride or alkyl sulfonate.
SynthesisTriethyl orthoformate (4.44g,30mmol) was slowly added to trifluoromethanesulfonic anhydride (8.47g,30mmol) under ice bath, transferred to 25°C for reaction, monitored by NMR for 15 min, and the reaction was completed, distilled under reduced pressure to obtain 10.15g of ethyl trifluoromethanesulfonate colorless liquid in 94% yield.
Purification MethodsThe ester reacts slowly with H2O and aqueous alkali. If its IR has no OH bands (~3000 cm-1) then purify it by redistillation. If OH bands are present, then dilute with dry Et2O and shake (carefully) with aqueous NaHCO3 until effervescence ceases, then wash with H2O and dry (MgSO4), filter, evaporate and distil the residue under a slight vacuum then at atmospheric pressure in a N2 atmosphere. IT IS A POWERFUL ALKYLATING AGENT, AND THE FUMES ARE VERY TOXIC — PERFORM ALL OPERATIONS IN AN EFFICIENT FUME CUPBOARD. [Gramstad & Haszeldine J Chem Soc 173 1956, Howells & McCown Chem Rev 77 69 1977, Beilstein 3 IV 34.]
Tag:Ethyl trifluoromethanesulfonate(425-75-2) Related Product Information
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