1-(5-Bromothiophen-2-yl)-2,2,2-trifluoroethanol

Base Information

• Chemical Name: 1-(5-Bromothiophen-2-yl)-2,2,2-trifluoroethanol
• CAS No.: 35304-69-9
• Molecular Formula: C₆H₄BrF₃OS
• Molecular Weight: 261.062
• DSSTox Substance ID: DTXSID601241162
• Mol file: 35304-69-9.mol

Synonyms:1-(5-bromothiophen-2-yl)-2,2,2-trifluoroethanol;35304-69-9;1-(5-BROMOTHIEN-2-YL)-2,2,2-TRIFLUOROETHANOL;1-(5-bromothiophen-2-yl)-2,2,2-trifluoroethan-1-ol;SCHEMBL2225410;DTXSID601241162;AKOS005259483;HS-7920;CS-0304155;F83577;1-(5-Bromo-2-thienyl)-2,2,2-trifluoroethanol;2,2,2-trifluoro-1-(5-bromo-2-thienyl)ethanol;EN300-1259042;5-Bromo-I+/--(trifluoromethyl)-2-thiophenemethanol

Chemical Property of 1-(5-Bromothiophen-2-yl)-2,2,2-trifluoroethanol

Chemical Property:

• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 259.91183
• Heavy Atom Count: 12
• Complexity: 163

Purity/Quality:

99% ^*data from raw suppliers

1-(5-Bromothiophen-2-yl)-2,2,2-trifluoroethanol 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=C(SC(=C1)Br)C(C(F)(F)F)O

Technology Process of 1-(5-Bromothiophen-2-yl)-2,2,2-trifluoroethanol

There total 5 articles about 1-(5-Bromothiophen-2-yl)-2,2,2-trifluoroethanol 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: 95.0%

5-bromo-2-thiophencarboxaldehyde (4701-17-1) + (trifluoromethyl)trimethylsilane (81290-20-2) → 1-(5-bromothiophen-2-yl)-2,2,2-trifluoroethanol (35304-69-9)

Guidance literature:

With cesium fluoride; In 1,2-dimethoxyethane; at 20 ℃; for 2h;

DOI:10.1021/jm900555u

Reference yield: 92.0%

2-bromo-5-(2′,2′,2′-trifluoroethanonyl)-thiophene (34773-51-8) → 1-(5-bromothiophen-2-yl)-2,2,2-trifluoroethanol (35304-69-9)

Guidance literature:

With sodium tetrahydroborate; In diethyl ether; at 0 ℃; for 18h;

DOI:10.1039/c9sc05620c

Reference yield:

2-bromo-5-(2-trimethylsilyloxy-1,1,1-trifluoroeth-2-yl)thiophene → 1-(5-bromothiophen-2-yl)-2,2,2-trifluoroethanol (35304-69-9)

Guidance literature:

With tetrabutyl ammonium fluoride; water; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere; Sealed tube;

DOI:10.1039/c8ob01063c

upstream raw materials:

5-bromo-2-thiophencarboxaldehyde

(trifluoromethyl)trimethylsilane

2-bromo-5-(2′,2′,2′-trifluoroethanonyl)-thiophene

Downstream raw materials:

2-(2,4-difluorophenyl)-1,1-difluoro-3-(1H-tetrazol-1-yl)-1-(5-((5-(2,2,2-trifluoro-1-hydroxyethyl)thiophen-2-yl)ethynyl)pyridin-2-yl)propan-2-ol

C₂₂H₁₂F₇NO₂S

2-bromo-5-(2′,2′,2′-trifluoroethanonyl)-thiophene

Refernces

• 1、 Pistritto, Vincent A.,Paolillo, Joshua M.,Bisset, Kathryn A.,Leadbeater, Nicholas E.. "Oxidation of α-trifluoromethyl and non-fluorinated alcohols: Via the merger of oxoammonium cations and photoredox catalysis". . p. 4715 - 4719. Retrieved 2018/07/06.
• 2、 -. "METALLOENZYME INHIBITOR COMPOUNDS". Page/Page column 84. . Retrieved 2013/07/05.