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Ethyl trifluoromethanesulfonate

Ethyl trifluoromethanesulfonate  Structure
CAS No.
425-75-2
Chemical Name:
Ethyl trifluoromethanesulfonate
Synonyms
ETHYL TRIFLATE;Ethyl trifluoromethanesulf;Ethyltrifluormethansulfonat;Ethyl trifluoromethanesulfote;Ethyl trifluoromethesulfonate;ETHYL TRIFLUROMETHANSULFONATE;Ethyl trifluoroMethanesulfonat;Ethyl trifluoromethylsulfonate;ETHYL TRIFLUOROMETHANESULFONATE;ETHYL TRIFLURO METHANESULFONATE
CBNumber:
CB4332659
Molecular Formula:
C3H5F3O3S
Molecular Weight:
178.13
MOL File:
425-75-2.mol
Modify Date:
2024/3/13 9:14:05

Ethyl trifluoromethanesulfonate Properties

Boiling point 115 °C (lit.)
Density 1.374 g/mL at 25 °C (lit.)
refractive index n20/D 1.336(lit.)
Flash point 96 °F
storage temp. Inert atmosphere,Room Temperature
solubility Chloroform, Methanol (Slightly)
form Oil
color Colourless
Specific Gravity 1.374
Water Solubility Hydrolyzes in water.
Sensitive Hygroscopic
BRN 1770746
Stability Volatile
InChIKey UVECLJDRPFNRRQ-UHFFFAOYSA-N
CAS DataBase Reference 425-75-2(CAS DataBase Reference)
EPA Substance Registry System Methanesulfonic acid, trifluoro-, ethyl ester (425-75-2)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS02,GHS05
Signal word  Danger
Hazard statements  H226-H314
Precautionary statements  P210-P233-P240-P280-P303+P361+P353-P305+P351+P338
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
3
Hazard Note  Highly Toxic
TSCA  Yes
HazardClass  8
PackingGroup  II
HS Code  29049090
NFPA 704
2
3 1

Ethyl trifluoromethanesulfonate price More Price(8)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) 246530 Ethyl trifluoromethanesulfonate 99% 425-75-2 1G ₹1160.5 2022-06-14 Buy
Sigma-Aldrich(India) 246530 Ethyl trifluoromethanesulfonate 99% 425-75-2 5G ₹3534.25 2022-06-14 Buy
Sigma-Aldrich(India) 246530 Ethyl trifluoromethanesulfonate 99% 425-75-2 25G ₹14981 2022-06-14 Buy
TCI Chemicals (India) T1191 Ethyl Trifluoromethanesulfonate min. 98.0 % 425-75-2 5G ₹4000 2022-05-26 Buy
TCI Chemicals (India) T1191 Ethyl Trifluoromethanesulfonate min. 98.0 % 425-75-2 25G ₹13500 2022-05-26 Buy
Product number Packaging Price Buy
246530 1G ₹1160.5 Buy
246530 5G ₹3534.25 Buy
246530 25G ₹14981 Buy
T1191 5G ₹4000 Buy
T1191 25G ₹13500 Buy

Ethyl trifluoromethanesulfonate Chemical Properties,Uses,Production

Description

Ethyl 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 Properties

Clear colorless to yellow liquid

Uses

Ethyl 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.

Synthesis

Triethyl 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 Methods

The 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.]

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Ethyl trifluoromethylsulfonate Ethyl trifluoromethanesulfonate,98% Ethyl Triflate Trifluoromethanesulfonic Acid Ethyl Ester Ethyl trifluoroMethanesulfonat Ethyl trifluoromethanesulfote ETHYL TRIFLATE ETHYL TRIFLUOROMETHANESULFONATE ETHYL TRIFLUOROMETHANESULPHONATE TRIFLUOROMETHANESULFONIC ACID ETHYL ESTER trifluoro-methanesulfonicaciethylester Ethyl triflate~Trifluoromethanesulphonic acid ethyl ester Methanesulfonic acid, trifluoro-, ethyl ester Ethyl trifluoromethanesulphonate 99% Ethyltrifluoromethanesulphonate99% Ethyltrifluoromethanesulfonate,99% Ethyltrifluormethansulfonat Methanesulfonic acid, 1,1,1-trifluoro-, ethyl ester Ethyl trifluoromethesulfonate High purity CAS 425-75-2 Ethyl trifluoromethanesulfonate in stock Ethyl 1,1,1-trifluoromethanesulfonate Ethyl trifluoromethanesulf ETHYL TRIFLUROMETHANSULFONATE ETHYL TRIFLURO METHANESULFONATE 425-75-2 CF3SO3CH2CH3 CF3SO2OC2H5 C3H5F3SO3 Alkyl Transfer Acylation Synthetic Reagents C-X Bond Formation (Non-Halogen) Analytical/Chromatography Derivatization Reagents Derivatization Reagents GC Reagents for Acylation Acylation ReagentsDerivatization Reagents Alkyl Transfer C-X Bond Formation (Non-Halogen) Synthetic Reagents