Basic information Safety Supplier Related
ChemicalBook >  Product Catalog >  Chemical Reagents >  Organic reagents >  Tosylate >  Ethyl trifluoromethanesulfonate

Ethyl trifluoromethanesulfonate

Basic information Safety Supplier Related

Ethyl trifluoromethanesulfonate Basic information

Product Name:
Ethyl trifluoromethanesulfonate
Synonyms:
  • Ethyl trifluoromethylsulfonate
  • Ethyl trifluoromethanesulfonate,98%
  • Ethyl Triflate Trifluoromethanesulfonic Acid Ethyl Ester
  • Ethyltrifluormethansulfonat
  • Ethyl trifluoroMethanesulfonat
  • Ethyl trifluoromethanesulfote
  • ETHYL TRIFLATE
  • ETHYL TRIFLUOROMETHANESULFONATE
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
More
Less

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.)
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)
More
Less

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
3
Hazard Note 
Highly Toxic
TSCA 
Yes
HazardClass 
8
PackingGroup 
II
HS Code 
29049090

MSDS

More
Less

Ethyl trifluoromethanesulfonate Usage And Synthesis

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.]

Ethyl trifluoromethanesulfonate Supplier

SHANG FLUORO Gold
Tel
021-65170832 15601903708
Email
qinba_1@163.com
Hebei mo Jin biotechnology co., ltd Gold
Tel
13288715578
Email
angelia@hbmojin.com
Panjin Greenchem Technology Co., Ltd. Gold
Tel
13121959385 13121959385
Email
chemrocking@bjgreenchem.com
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Email
jkinfo@jkchemical.com
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
021-61259108 18621169109
Email
market03@meryer.com