2-Bromoethyl trifluoromethanesulfonate

Base Information

• Chemical Name: 2-Bromoethyl trifluoromethanesulfonate
• CAS No.: 103935-47-3
• Molecular Formula: C3H4BrF3O3S
• Molecular Weight: 257.028
• Hs Code.: 2904990090
• European Community (EC) Number: 813-576-0
• DSSTox Substance ID: DTXSID20448501
• Nikkaji Number: J1.139.772G
• Wikidata: Q82267516
• Mol file: 103935-47-3.mol

Synonyms:2-bromoethyl trifluoromethanesulfonate;103935-47-3;2-Bromoethyl trifluoromethanesulphonate;bromoethyltriflate;MFCD11656439;Trifluoromethanesulfonic acid 2-bromoethyl ester;C3H4BrF3O3S;2-bromoethyltriflate;SCHEMBL132592;DTXSID20448501;2-bromoethyltrifluoromethanesulfonate;AKOS016008966;AS-44422;SY037369;CS-0135337;FT-0728930;EN300-1275458;A909271;Trifluoro-methanesulfonic acid 2-bromo-ethyl ester

Chemical Property of 2-Bromoethyl trifluoromethanesulfonate

Chemical Property:

• Boiling Point: 188.733 °C at 760 mmHg
• Flash Point: 67.944 °C
• PSA: 51.75000
• Density: 1.904 g/cm³
• LogP: 2.32830
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 255.90166
• Heavy Atom Count: 11
• Complexity: 203

Purity/Quality:

98%min ^*data from raw suppliers

2-BromoethylTrifluoromethanesulfonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CBr)OS(=O)(=O)C(F)(F)F

Technology Process of 2-Bromoethyl trifluoromethanesulfonate

There total 7 articles about 2-Bromoethyl trifluoromethanesulfonate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 93.33%

trifluoromethylsulfonic anhydride (358-23-6) + 2-bromoethanol (540-51-2) → 2-bromoethyl triflate (103935-47-3)

Guidance literature:

trifluoromethylsulfonic anhydride; With pyridine; In dichloromethane; at -20 ℃; for 0.5h; Inert atmosphere; Large scale;

2-bromoethanol; In dichloromethane; at 0 ℃; for 1h; Inert atmosphere; Large scale;

Reference yield: 72.0%

2,6-dimethylpyridine (108-48-5) + 1-bromoethanol (141072-57-3) → 2-bromoethyl triflate (103935-47-3)

Guidance literature:

With trifluoromethanesulfonic acid anhydride; In dichloromethane;

Reference yield: 62.0%

→ [[(2-Hydroxyethyl)(phenylmethyl)amino]methyl]phosphonic acid 1,1-dimethylethyl ester + 2-bromoethyl triflate (103935-47-3)

Guidance literature:

upstream raw materials:

ethene

tetrabutylammonium trifluoromethylsulfonate

lithium trifluoromethanesulfonate

silver trifluoromethanesulfonate

Downstream raw materials:

tert-butyl (3S)-3-(benzylamino)-3-phenylpropanoate

2-[4-[1-(2-⁽¹⁸⁾F-fluoroethyl)-4-(4-pyridinyl)-1H-pyrazol-3-yl]phenoxymethyl]-3,5-dimethylpyridine

C₂₄H₂₃⁽¹⁸⁾FN₄O

methyl (2S)-2-(benzyl-(2-bromo-ethyl)-amino)-3-(4-tertbutoxy-phenyl)-propionate

Refernces

• 1、 Ming, Xiao-Xia,Wu, Shuai,Tian, Ze-Yu,Song, Jia-Wei,Zhang, Cheng-Pan. "Pd/Cu-Catalyzed Vinylation of Terminal Alkynes with (2-Bromoethyl)diphenylsulfonium Triflate". supporting information. p. 6795 - 6800. Retrieved 2021/09/08.
• 2、 -. "ALPHA-HYDROXY PHENYLACETIC ACID PHARMACOPHORE OR BIOISOSTERE MCL-1 PROTEIN ANTAGONISTS". Page/Page column 300. . Retrieved 2019/10/01.