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2,2,2-Trifluoroethyl trifluoromethanesulfonate

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2,2,2-Trifluoroethyl trifluoromethanesulfonate Basic information

Product Name:
2,2,2-Trifluoroethyl trifluoromethanesulfonate
Synonyms:
  • 2,2,2-trifluoroethyltrifluorometanesulfonicacid
  • methanesulfonicacid,trifluoro-,2,2,2-trifluoroethylester
  • TRIFLUOROMETHANESULFONIC ACID 2,2,2-TRIFLUOROETHYL ESTER
  • TFOL-TF
  • 2,2,2-TRIFLUOROETHYL TRIFLATE
  • 2,2,2-TRIFLUOROETHYL TRIFLUOROMETHANESULFONATE
  • 2,2,2-TRIFLUOROETHYL TRIFLUOROMETHANESULPHONATE
  • 2,2,2-Trifluoroethyltrifluoromethanesulphonate97%
CAS:
6226-25-1
MF:
C3H2F6O3S
MW:
232.1
EINECS:
458-390-7
Product Categories:
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Fluorinated Building Blocks
  • Fluorinating Reagents & Building Blocks for Fluorinated Biochemical Compounds
  • Synthetic Organic Chemistry
  • Sulfur & Selenium Compounds
  • R00001
Mol File:
6226-25-1.mol
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2,2,2-Trifluoroethyl trifluoromethanesulfonate Chemical Properties

Boiling point:
89-91°C
Density 
1,61 g/cm3
refractive index 
1.3037
RTECS 
PB2775000
Flash point:
>110°(230°F)
storage temp. 
2-8°C
solubility 
Chloroform, Methanol (Slightly)
form 
Liquid
color 
Colorless to yellow
Water Solubility 
Slightly soluble in water.
Sensitive 
Moisture Sensitive
InChIKey
RTMMSCJWQYWMNK-UHFFFAOYSA-N
CAS DataBase Reference
6226-25-1(CAS DataBase Reference)
EPA Substance Registry System
Methanesulfonic acid, trifluoro-, 2,2,2-trifluoroethyl ester (6226-25-1)
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Safety Information

Hazard Codes 
Xi,T,C
Risk Statements 
36/37/38-34-23/25
Safety Statements 
26-36/37/39-45
RIDADR 
3265
WGK Germany 
3
Hazard Note 
Irritant
HazardClass 
TOXIC, CORROSIVE
HazardClass 
8
PackingGroup 
HS Code 
29055900
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2,2,2-Trifluoroethyl trifluoromethanesulfonate Usage And Synthesis

Uses

A fluorine-containing alkyl alkanesulfonate with cyctotoxity towards cultured leukemia L1210 cells.

Uses

2,2,2-Trifluoroethyl trifluoromethanesulfonate is a powerful trifluoroethylating agent which is useful for synthesis of fluorinated amino acids. It is used as a reagent in thenantioselective preparation of cyclic N-aryl hydroxamic acids via phase-transfer catalyzed alkylation of nitrobenzyl bromides to give nirophenylalanines.

Uses

Reagent used in thenantioselective preparation of cyclic N-aryl hydroxamic acids via phase-transfer catalyzed alkylation of nitrobenzyl bromides to give nirophenylalanines

Synthesis

In a 100-ml flask equipped with a stirrer, a thermometer, a nitrogen introducing pipe, and a condenser, 50 ml (0.297 mol) of trifluoromethane sulfonic anhydride and 25 ml (0.342 moles) of 2,2,2-trifluoroethanol were placed at room temperature and stirred for 30 minutes in a nitrogen atmosphere, followed by reflux for 3 hours. After distillation, 50.3 g of 2,2,2-trifluoroethyl trifluoromethanesulfonate was obtained in a yield of 73%.

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