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Ethyl trifluoromethanesulfonate

Product Name
Ethyl trifluoromethanesulfonate
CAS No.
425-75-2
Chemical Name
Ethyl trifluoromethanesulfonate
Synonyms
ETHYL TRIFLATE;Ethyl trifluoromethanesulf;Ethyltrifluormethansulfonat;Ethyl trifluoromethanesulfote;Ethyl trifluoromethesulfonate;ETHYL TRIFLUROMETHANSULFONATE;Ethyl trifluoromethylsulfonate;Ethyl trifluoroMethanesulfonat;ETHYL TRIFLUOROMETHANESULFONATE;ETHYL TRIFLURO METHANESULFONATE
CBNumber
CB4332659
Molecular Formula
C3H5F3O3S
Formula Weight
178.13
MOL File
425-75-2.mol
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Ethyl trifluoromethanesulfonate Property

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)
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Safety

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
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H226Flammable liquid and vapour

H314Causes severe skin burns and eye damage

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P233Keep container tightly closed.

P240Ground/bond container and receiving equipment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
246530
Product name
Ethyl trifluoromethanesulfonate
Purity
99%
Packaging
1g
Price
$22.5
Updated
2024/03/01
Sigma-Aldrich
Product number
246530
Product name
Ethyl trifluoromethanesulfonate
Purity
99%
Packaging
5g
Price
$57.5
Updated
2024/03/01
TCI Chemical
Product number
T1191
Product name
Ethyl Trifluoromethanesulfonate
Purity
>98.0%(GC)
Packaging
5g
Price
$58
Updated
2024/03/01
TCI Chemical
Product number
T1191
Product name
Ethyl Trifluoromethanesulfonate
Purity
>98.0%(GC)
Packaging
25g
Price
$198
Updated
2024/03/01
Alfa Aesar
Product number
L03383
Product name
Ethyl trifluoromethanesulfonate, 99%
Packaging
5g
Price
$48.7
Updated
2021/12/16
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Ethyl trifluoromethanesulfonate Chemical Properties,Usage,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.]

Ethyl trifluoromethanesulfonate Preparation Products And Raw materials

Raw materials

Preparation Products

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Ethyl trifluoromethanesulfonate Suppliers

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View Lastest Price from Ethyl trifluoromethanesulfonate manufacturers

Hebei Weibang Biotechnology Co., Ltd
Product
Ethyl trifluoromethanesulfonate 425-75-2
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
500000kg
Release date
2024-10-28
Hebei Yanxi Chemical Co., Ltd.
Product
Ethyl trifluoromethanesulfonate 425-75-2
Price
US $20.00-1.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
50 tons
Release date
2023-09-12
Hebei Fengjia New Material Co., Ltd
Product
Ethyl trifluoromethanesulfonate 425-75-2
Price
US $30.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
100 tons
Release date
2024-08-08

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  • 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
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