Ethyl trifluoromethanesulphonate
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Basic information
- CAS
425-75-2- Standard SMILES
CCOS(=O)(=O)C(F)(F)F- InChIKey
UVECLJDRPFNRRQ-UHFFFAOYSA-N- Molecular formula
- C3H5F3O3S
- Average molar mass
- 178.13 g/mol
- Monoisotopic mass
- 177.99114968
Names & identifiers
- Preferred name
- Ethyl trifluoromethanesulphonate
- IUPAC
- ethyl trifluoromethanesulfonate
- English name
- Ethyl trifluoromethanesulfonate
- Molecular formula
- C3H5F3O3S
- Molecular weight
- 178.13
Names & synonyms
Ethyl trifluoromethanesulfonate425-75-2Ethyl trifluoromethanesulphonateEINECS 207-037-3DTXSID3059979Methanesulfonic acid, 1,1,1-trifluoro-, ethyl esterRefChem:596427DTXCID0040123207-037-3Ethyl TriflateTrifluoromethanesulfonic acid ethyl esterC3H5F3O3S
Show more names
Ethyl trifluoromethanesulfEthyltrifluormethansulfonatEthyl trifluoromethanesulfoteEthyl trifluoromethesulfonateETHYL TRIFLUROMETHANSULFONATEEthyl trifluoromethylsulfonateEthyl trifluoroMethanesulfonatETHYL TRIFLURO METHANESULFONATE
ethyltrifluoromethanesulfonateMethanesulfonic acid, trifluoro-, ethyl esterMFCD00000410ethyl (trifluoromethyl)sulfonateEthyl trifiateEtOTfSCHEMBL47322ethyl trifluoromethane sulfonate
Database identifiers
- CAS
425-75-2- PubChem CID
- 67924
- DTXSID
DTXSID3059979- EC Number
- 207-037-3
- Nikkaji
- J196.102K
Properties
Computed structural propertiesFilling in
- XLogP
- 1.2
- Topological polar surface area
- 51.8 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 2
- Heavy atoms
- 10
- Formal charge
- 0
- Complexity
- 186
Physicochemical properties
- Boiling point
- 115 °C · 115 °C (lit.)
- Density
- 1.374 g/mL · 1.374 g/mL at 25 °C (lit.)
- refractive index
- 20 · n20/D 1.336(lit.)
- Flash point
- 96 °F · 96 °F
- storage temp.
- Inert atmosphere,Room Temperature
- solubility
- Chloroform, Methanol (Slightly)
- form
- Oil
- color
- Colourless
- Specific Gravity
- 1.374 · 1.374
- Water Solubility
- Hydrolyzes in water.
- Sensitive
- Hygroscopic
- BRN
- 1770746 · 1770746
- Stability
- Volatile
- InChI
- 1S/C3H5F3O3S/c1-2-9-10(7,8)3(4,5)6/h2H2,1H3
- InChIKey
- UVECLJDRPFNRRQ-UHFFFAOYSA-N
- SMILES
- CCOS(=O)(=O)C(F)(F)F
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]
P203, P210, P233, P240, P241, P242, P243, P260, P264, P264+P265, P270, P280, P301+P317, P301+P330+P331, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P317, P318, P321, P330, P363, P370+P378, P403+P235, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 72 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory InformationMethanesulphonic acid, trifluoro-, ethyl ester: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and CategoriesFlam. Liq. 3 (100%)
Safety data
- F
- 3
- PPE
- Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
- wgk
- 2
- tsca
- TSCA listed
- ridadr
- UN 2920 8/PG 2
- hs_code
- 29049090
- risk_code
- 10-34
- Signal word
- Danger
- Symbol(GHS)
- GHS02,GHS05
- hazard_code
- C,T,F
- hazard_note
- Highly Toxic
- safety_code
- 16-26-36/37/39-45
Chemistry & industry
Uses & manufacturing
General Manufacturing InformationMethanesulfonic acid, 1,1,1-trifluoro-, ethyl ester: ACTIVE
Applications
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.
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.
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
43 records
Compound notes
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