2-[3-(Trifluoromethyl)phenyl]oxirane

Base Information

• Chemical Name: 2-[3-(Trifluoromethyl)phenyl]oxirane
• CAS No.: 1428-54-2
• Molecular Formula: C9H7F3O
• Molecular Weight: 188.149
• Hs Code.: 2910900090
• DSSTox Substance ID: DTXSID40552179
• Nikkaji Number: J2.484.835C
• Mol file: 1428-54-2.mol

Synonyms:1428-54-2;2-[3-(trifluoromethyl)phenyl]oxirane;Oxirane, [3-(trifluoromethyl)phenyl]-;2-(3-(Trifluoromethyl)phenyl)oxirane;2-(3-Trifluoromethylphenyl)oxirane;2-(3-Trifluoromethyl-phenyl)-oxirane;Oxirane,2-[3-(trifluoromethyl)phenyl]-,(2R)-;81422-99-3;rac-2-(3-trifluoromethylphenyl)-oxirane;SCHEMBL5698951;SCHEMBL25831748;DTXSID40552179;MFCD09741315;AKOS000150685;AKOS026729345;m-(trifluoromethyl)phenylethylene oxide;2-[3-(trifluoromethyl)phenyl]-oxirane;AM85578;MB07497;CS-0433282;EN300-43398;A849760;A1-03529;Z278165230

Chemical Property of 2-[3-(Trifluoromethyl)phenyl]oxirane

Chemical Property:

• Vapor Pressure: 0.867mmHg at 25°C
• Boiling Point: 187.5oC at 760 mmHg
• Flash Point: 73.6oC
• PSA: 12.53000
• Density: 1.325g/cm3
• LogP: 2.77670
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 188.04489933
• Heavy Atom Count: 13
• Complexity: 190

Purity/Quality:

97% ^*data from raw suppliers

2-[3-(Trifluoromethyl)phenyl]-oxirane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(O1)C2=CC(=CC=C2)C(F)(F)F

Technology Process of 2-[3-(Trifluoromethyl)phenyl]oxirane

There total 4 articles about 2-[3-(Trifluoromethyl)phenyl]oxirane 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: 73.0%

3-Trifluoromethylbenzaldehyde (454-89-7) + trimethylsulphonium iodide (2181-42-2) → rac-2-(3-trifluoromethylphenyl)-oxirane (1428-54-2)

Guidance literature:

With sodium hydride; In dimethyl sulfoxide; mineral oil; at 0 - 20 ℃; Inert atmosphere; Schlenk technique;

DOI:10.1039/C8CC06503A

Reference yield: 52.0%

3-Trifluoromethylbenzaldehyde (454-89-7) + trimethylsulfoxonium iodide (1774-47-6) → rac-2-(3-trifluoromethylphenyl)-oxirane (1428-54-2)

Guidance literature:

With sodium hydride; In dimethyl sulfoxide; at 20 ℃;

DOI:10.1002/adsc.200700085

Reference yield: 40.0%

3-(trifluoromethyl)styrene (402-24-4) → rac-2-(3-trifluoromethylphenyl)-oxirane (1428-54-2)

Guidance literature:

With [bis(acetoxy)iodo]benzene; water; In dichloromethane; at 25 ℃; for 48h; chemoselective reaction;

DOI:10.1039/c2cy20616a

upstream raw materials:

3-Trifluoromethylbenzaldehyde

trimethylsulfoxonium iodide

3-(trifluoromethyl)styrene

trimethylsulphonium iodide

Downstream raw materials:

2-(2-Phenyl-pyrrolidin-1-yl)-1-(3-trifluoromethyl-phenyl)-ethanol

1-(3-(trifluoromethyl)phenyl)ethane-1,2-diol

4-(3-(trifluoromethyl)phenyl)-1,3-dioxolan-2-one

3'-(trifluoromethyl)acetophenone

Refernces

• 1、 Zhao, Dan,Liu, Xiao-Hui,Shi, Zhuang-Zhi,Zhu, Chen-Dan,Zhao, Yue,Wang, Peng,Sun, Wei-Yin. "Three powerful dinuclear metal-organic catalysts for converting CO2 into organic carbonates". . p. 14184 - 14190. Retrieved 2016/11/05.
• 2、 Deregnaucourt, Justine,Archelas, Alain,Barbirato, Fabien,Paris, Jean-Marc,Furstoss, Roland. "Enzymatic transformations 63. High-concentration two liquid-liquid phase Aspergillus niger Epoxide hydrolase-catalysed resolution: Application to trifluoromethyl-substituted aromatic epoxides". . p. 1405 - 1417. Retrieved 2008/03/28.