2-([3-(Trifluoromethyl)phenyl]methyl)oxirane

Base Information

• Chemical Name: 2-([3-(Trifluoromethyl)phenyl]methyl)oxirane
• CAS No.: 713-71-3
• Molecular Formula: C10H9F3O
• Molecular Weight: 202.176
• DSSTox Substance ID: DTXSID001256515
• Mol file: 713-71-3.mol

Synonyms:713-71-3;2-([3-(TRIFLUOROMETHYL)PHENYL]METHYL)OXIRANE;2-[[3-(Trifluoromethyl)phenyl]methyl]oxirane;2-{[3-(trifluoromethyl)phenyl]methyl}oxirane;DTXSID001256515;EN300-698570

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

Chemical Property:

• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 202.06054939
• Heavy Atom Count: 14
• Complexity: 202

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(O1)CC2=CC(=CC=C2)C(F)(F)F

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

There total 3 articles about 2-([3-(Trifluoromethyl)phenyl]methyl)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: 78.0%

3-<3-(trifluoromethyl)phenyl>propene (1813-96-3) → 2-<3-(trifluoromethyl)benzyl>oxirane (713-71-3)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃; for 5.5h;

Reference yield:

3-bromo-1-trifluoromethylbenzene (401-78-5) → 2-<3-(trifluoromethyl)benzyl>oxirane (713-71-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 81 percent / 1.) magnesium / diethyl ether / 1.) 30 min, room t.; 2.) reflux, 2 h

2: 78 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 5.5 h / 20 °C

With magnesium; 3-chloro-benzenecarboperoxoic acid; In diethyl ether; dichloromethane;

Reference yield:

3-bromo-1-trifluoromethylbenzene (401-78-5) → 2-<3-(trifluoromethyl)benzyl>oxirane (713-71-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: magnesium; lithium chloride / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere; Schlenk technique

1.2: 0.83 h / 0 °C

2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0 - 20 °C / Inert atmosphere; Schlenk technique

With magnesium; 3-chloro-benzenecarboperoxoic acid; lithium chloride; In tetrahydrofuran; dichloromethane;

DOI:10.1039/C8CC06503A

upstream raw materials:

3-<3-(trifluoromethyl)phenyl>propene

3-bromo-1-trifluoromethylbenzene

Downstream raw materials:

3-ethylamino-1-<3-(trifluoromethyl)phenyl>propan-2-ol

3-(trifluoromethyl)phenylacetone

1-[(3′-trifluoromethyl)phenyl]-2-propanol

meta-trifluoromethylphenyl-propane

Refernces

• 1、 Goument, B.,Duhamel, L.,Mauge, R.. "Epoxides, amino alcohols, and aziridines as key intermediates in the asymmetric synthesis of (S)-fenfluramine". . p. 459 - 466. Retrieved 2007/10/02.