3-(Trifluoromethyl)anisole

Base Information

• Chemical Name: 3-(Trifluoromethyl)anisole
• CAS No.: 454-90-0
• Molecular Formula: C8H7F3O
• Molecular Weight: 176.138
• Hs Code.: 29093090
• European Community (EC) Number: 207-229-7
• NSC Number: 86566
• DSSTox Substance ID: DTXSID60196498
• Nikkaji Number: J196.157H
• Mol file: 454-90-0.mol

Synonyms:3-(Trifluoromethyl)anisole;454-90-0;1-methoxy-3-(trifluoromethyl)benzene;3-methoxybenzotrifluoride;3-Trifluoromethylanisole;Benzene, 1-methoxy-3-(trifluoromethyl)-;EINECS 207-229-7;NSC86566;3-trifluoromethylanisol;m-Trifluoromethylanisole;m-(Trifluoromethyl)anisole;m-trifluoromethylmethoxybenzene;SCHEMBL167016;SCHEMBL13322164;DTXSID60196498;MFCD00000385;NSC 86566;NSC-86566;AKOS006223894;PS-8586;BP-12852;Methyl 3-(trifluoromethyl)phenyl ether #;AM20040505;CS-0085462;FT-0615991;M2243;A826822

Chemical Property of 3-(Trifluoromethyl)anisole

Chemical Property:

• Appearance/Colour: Clear colourless liquid
• Melting Point: -65.0 °C
• Refractive Index: n20/D 1.443(lit.)
• Boiling Point: 160.8 °C at 760 mmHg
• Flash Point: 48.9 °C
• PSA: 9.23000
• Density: 1.198 g/cm³
• LogP: 2.71400
• Storage Temp.: Flammables area
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 176.04489933
• Heavy Atom Count: 12
• Complexity: 144

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-(Trifluoromethyl)anisole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F
• Hazard Codes: F
• Statements: 10-36/37/38
• Safety Statements: 16-37-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC(=C1)C(F)(F)F
• Uses: 3-(Trifluoromethyl)anisole is a useful reactant for organic synthesis.

Technology Process of 3-(Trifluoromethyl)anisole

There total 35 articles about 3-(Trifluoromethyl)anisole 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: 100.0%

3-Trifluoromethylphenol (98-17-9) + methyl iodide (74-88-4) → 3-(trifluoromethyl)anisole (454-90-0)

Guidance literature:

With potassium carbonate; In acetone; at 0 - 20 ℃; for 18h;

DOI:10.1016/j.freeradbiomed.2016.03.026

Reference yield: 95.0%

m-trifluoromethylphenyl iodide (401-81-0) + sodium methylate (124-41-4) → 3-(trifluoromethyl)anisole (454-90-0)

Guidance literature:

[1,3-{bis-N-(N-methylimidazolylidene)methyl}-5-methylbenzenecopper dibromide]; In ethyl acetate; for 12h; Conversion of starting material; Heating / reflux;

Reference yield: 86.0%

2,2-difluoro-2-(3-methoxyphenyl)acetic acid (1027513-99-0) → 3-(trifluoromethyl)anisole (454-90-0)

Guidance literature:

With silver nitrate; Selectfluor; In water; acetone; at 55 ℃; for 1h; Inert atmosphere; Schlenk technique;

DOI:10.1021/ol4009377

upstream raw materials:

3-bromo-1-trifluoromethylbenzene

sodium methylate

3-chlorotrifluoromethylbenzene

3-methoxyphenyl bromide

Downstream raw materials:

4-methoxy-2-(trifluoromethyl)benzoic acid

2-methoxy-6-(trifluoromethyl)benzoic acid

2-methoxy-6-(trifluoromethyl)aniline

2-(3-methoxy-5-(trifluoromethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Refernces

• 1、 Cantillo, David,Jud, Wolfgang,Kappe, C. Oliver,Maljuric, Snjezana. "Cathodic C-H Trifluoromethylation of Arenes and Heteroarenes Enabled by an in Situ-Generated Triflyltriethylammonium Complex". supporting information. . Retrieved 2019/10/08.
• 2、 -. "Preparation method of m-trifluoromethylphenol". Paragraph 0065-0066; 0082; 0084; 0086. . Retrieved 2018/03/26.