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Ethyl trifluoromethanesulfonate

Catalog Number
ACM425752
CAS Number
425-75-2
Product Name
Ethyl trifluoromethanesulfonate
Structure
Category
Other Electronic Materials
Synonyms
Ethyl Triflate; Ethyl trifluoromethanesulphonate; Trifluoromethanesulfonic Acid Ethyl Ester; Trifluoromethanesulfonic acid ethyl ester; ethyltrifluoromethane sulfonate; ethyltriflate;
IUPAC Name
ethyltrifluoromethanesulfonate
Molecular Weight
178.12
Molecular Formula
C3H5F3O3S
Canonical SMILES
CCOS(=O)(=O)C(F)(F)F
InChI Key
UVECLJDRPFNRRQ-UHFFFAOYSA-N
Boiling Point
115ºC
Flash Point
96
Purity
98%
Density
1.374
Appearance
colorless liguid
Application
Ethyl trifluoromethanesulfonate serves as a highly effective ethylating agent due to the potent electron-withdrawing properties of the trifluoromethanesulfonyl group, which grants it significantly higher reactivity compared to traditional alkylation reagents like bichloride or alkyl sulfonate. It is widely utilized as a cationic polymerization agent in the production of synthetic resins such as polyurethane and polyacrylate. Additionally, it plays a valuable role in medical treatments, demonstrating efficacy against HIV infection and chronic bronchitis. In vitro studies have revealed its capability to inhibit the replication of the HIV-1 virus at concentrations as low as 1 μM, although the precise mechanism behind its anti-HIV effects, potentially involving the inhibition of reverse transcriptase or proteases, remains undetermined. After administration, ethyl trifluoromethanesulfonate can be detected in the body for up to 4 hours, eventually being metabolized into trifluoroacetic acid through the action of esterases, glycosidases, and/or oxidases.
EC Number
207-037-3
Exact Mass
177.99100
Hazard Statements
C:Corrosive;
Safety Description
S16-S26-S36/37/39-S45
WGK Germany
2
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