| Identification | More | [Name]
Ethyl trifluoromethanesulfonate | [CAS]
425-75-2 | [Synonyms]
ETHYL TRIFLATE
ETHYL TRIFLUOROMETHANESULFONATE
ETHYL TRIFLUOROMETHANESULPHONATE
TRIFLUOROMETHANESULFONIC ACID ETHYL ESTER
trifluoro-methanesulfonicaciethylester
Ethyl triflate~Trifluoromethanesulphonic acid ethyl ester
Ethyltrifluoromethanesulfonate,99%
Methanesulfonic acid, trifluoro-, ethyl ester
Ethyl trifluoromethanesulphonate 99%
Ethyltrifluoromethanesulphonate99%
Ethyl trifluoromethylsulfonate | [EINECS(EC#)]
207-037-3 | [Molecular Formula]
C3H5F3O3S | [MDL Number]
MFCD00000410 | [Molecular Weight]
178.13 | [MOL File]
425-75-2.mol |
| Chemical Properties | Back Directory | [Appearance]
Clear colorless to yellow liquid | [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 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]
425-75-2(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
C,T,F | [Risk Statements ]
R10:Flammable.
R34:Causes burns. | [Safety Statements ]
S16:Keep away from sources of ignition-No smoking .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . | [RIDADR ]
UN 2920 8/PG 2
| [WGK Germany ]
2
| [F ]
3 | [Hazard Note ]
Highly Toxic | [TSCA ]
Yes | [HazardClass ]
8 | [PackingGroup ]
II | [HS Code ]
29049090 |
| Hazard Information | Back Directory | [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. | [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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