ChemicalBook > CAS DataBase List > 2-Bromoethyl trifluoromethanesulphonate

2-Bromoethyl trifluoromethanesulphonate

Product Name
2-Bromoethyl trifluoromethanesulphonate
CAS No.
103935-47-3
Chemical Name
2-Bromoethyl trifluoromethanesulphonate
Synonyms
2-broMoethyl trifluoroMethanesulfonate;2-Bromoethyl triflate;2-Bromoethyl trifluoromethanesulphonate;Trifluoro-methanesulfonic acid 2-bromo-ethyl ester;Methanesulfonic acid, trifluoro-, 2-broMoethyl ester;1,1,1-TrifluoroMethanesulfonic acid 2-broMo-ethyl ester;Methanesulfonic acid, 1,1,1-trifluoro-, 2-bromoethyl ester
CBNumber
CB42526768
Molecular Formula
C3H4BrF3O3S
Formula Weight
257.03
MOL File
103935-47-3.mol
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2-Bromoethyl trifluoromethanesulphonate Property

Boiling point:
230 °C
Density 
1.903±0.06 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
form 
liquid
color 
clear
InChI
InChI=1S/C3H4BrF3O3S/c4-1-2-10-11(8,9)3(5,6)7/h1-2H2
InChIKey
KENPFZUYYWVXNW-UHFFFAOYSA-N
SMILES
C(F)(F)(F)S(OCCBr)(=O)=O
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Safety

HS Code 
2904990090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H314Causes severe skin burns and eye damage

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

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

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

P310Immediately call a POISON CENTER or doctor/physician.

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N-Bromosuccinimide Price

TRC
Product number
B679558
Product name
2-BromoethylTrifluoromethanesulfonate
Packaging
50mg
Price
$45
Updated
2021/12/16
SynQuest Laboratories
Product number
6164-B-02
Product name
2-Bromoethyl trifluoromethanesulfonate
Purity
98%
Packaging
1g
Price
$95
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB145510
Product name
2-Bromoethyl trifluoromethanesulfonate
Packaging
500mg
Price
$140
Updated
2021/12/16
Apolloscientific
Product number
PC57000
Product name
2-Bromoethyltrifluoromethanesulphonate
Purity
95%
Packaging
1g
Price
$185
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB145510
Product name
2-Bromoethyl trifluoromethanesulfonate
Packaging
1g
Price
$220
Updated
2021/12/16
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2-Bromoethyl trifluoromethanesulphonate Chemical Properties,Usage,Production

Synthesis

358-23-6

540-51-2

103935-47-3

Pyridine (1.74 kg, 22.01 mol, 1.10 eq.) was dissolved in dichloromethane (20 L) under nitrogen protection and the solution was cooled to -20 °C. Subsequently, trifluoromethanesulfonic anhydride (5.87 kg, 20.81 mol, 1.04 eq.) was added slowly and dropwise. The reaction system was maintained at -20 °C with stirring for 0.5 hours. Then, 2-bromoethanol (2.50 kg, 20.01 mol, 1.0 eq.) was slowly added dropwise and the reaction temperature was ensured to be maintained below 0 °C and stirring was continued for 1.0 hour. The progress of the reaction was monitored by thin layer chromatography (TLC, unfolding agent ratio of petroleum ether: ethyl acetate = 5:1) to confirm the completion of the reaction. After completion of the reaction, the reaction mixture was filtered and the filtrate was concentrated. Petroleum ether (15 L) was added to the concentrate, the precipitated solid was filtered, and the filtrate was concentrated again to obtain the target product (4.80 kg, 93.33% yield) of trifluoromethanesulfonic acid (2-bromoethyl) ester as a dark yellow oil.

References

[1] Patent: CN107955019, 2018, A. Location in patent: Paragraph 0098; 0099; 0100
[2] Tetrahedron, 1999, vol. 55, # 35, p. 10659 - 10672
[3] Patent: WO2009/153554, 2009, A1. Location in patent: Page/Page column 62
[4] Angewandte Chemie - International Edition, 2008, vol. 47, # 20, p. 3784 - 3786
[5] Patent: WO2017/147410, 2017, A1. Location in patent: Page/Page column 180

2-Bromoethyl trifluoromethanesulphonate Preparation Products And Raw materials

Raw materials

Preparation Products

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