4-Chloro-3-(trifluoromethyl)anisole

Base Information

• Chemical Name: 4-Chloro-3-(trifluoromethyl)anisole
• CAS No.: 400-73-7
• Molecular Formula: C8H6ClF3O
• Molecular Weight: 210.583
• Hs Code.: 2909309090
• DSSTox Substance ID: DTXSID60378752
• Wikidata: Q82168308
• Mol file: 400-73-7.mol

Synonyms:4-Chloro-3-(trifluoromethyl)anisole;400-73-7;1-chloro-4-methoxy-2-(trifluoromethyl)benzene;2-Chloro-5-methoxybenzotrifluoride;SCHEMBL1043138;DTXSID60378752;MFCD01631404;AKOS015849879;JS-4189;1-Chloro-4-methoxy-2-trifluoromethylbenzene;CS-0452220;FT-0618050;E97732;1-chloranyl-4-methoxy-2-(trifluoromethyl)benzene;A824890

Chemical Property of 4-Chloro-3-(trifluoromethyl)anisole

Chemical Property:

• Vapor Pressure: 0.335mmHg at 25°C
• Refractive Index: 1.477
• Boiling Point: 206.7 °C at 760 mmHg
• Flash Point: 78.8 °C
• PSA: 9.23000
• Density: 1.325 g/cm³
• LogP: 3.36740
• Storage Temp.: 2-8°C
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 210.0059270
• Heavy Atom Count: 13
• Complexity: 171

Purity/Quality:

98%min ^*data from raw suppliers

4-Chloro-3-(trifluoromethyl)anisole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,F
• Hazard Codes: Xi,F
• Statements: 10
• Safety Statements: 16

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC(=C(C=C1)Cl)C(F)(F)F

Technology Process of 4-Chloro-3-(trifluoromethyl)anisole

There total 5 articles about 4-Chloro-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: 73.12%

4-chloro-3-trifluoromethylphenol (6294-93-5) + methyl iodide (74-88-4) → 1-chloro-4-methoxy-2-(trifluoromethyl)benzene (400-73-7)

Guidance literature:

α,α,α-trifluoro-4-chloro-m-cresol; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h;

iodomethane; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 1h;

Reference yield:

methanol (67-56-1) + 5-bromo-2-chlorobenzotrifluoride (445-01-2) → 1-chloro-4-methoxy-2-(trifluoromethyl)benzene (400-73-7)

Guidance literature:

With t-BuBrettPhos; [(2-di-tert-butylphosphino-3,6-dimethoxy-2’,4’,6’-triisopropyl-1,1’-biphenyl)-2-(2’-amino-1,1‘-biphenyl)]palladium(II) methanesulfonate; sodium t-butanolate; In 1,4-dioxane; at 20 ℃; for 20h; Sealed tube; Inert atmosphere;

DOI:10.1021/ol401796v

Reference yield:

4-chloro-3-(trifluoromethyl)nitrobenzene (777-37-7) → 1-chloro-4-methoxy-2-(trifluoromethyl)benzene (400-73-7)

Guidance literature:

Multi-step reaction with 3 steps

1: SnCl₂; aqueous HCl

2: NaNO₂; aqueous H₂SO₄ / anschliessendes Erwaermen mit wss. H₂SO₄ unter Einleiten von Wasserdampf

With hydrogenchloride; sulfuric acid; tin(ll) chloride; sodium nitrite;

DOI:10.1021/ja01151a141

upstream raw materials:

4-chloro-3-trifluoromethylphenol

dimethyl sulfate

4-chloro-3-(trifluoromethyl)nitrobenzene

4-chloro-3-trifluoromethyl-aniline

Downstream raw materials:

5-chloro-2-methoxy-4-(trifluoromethyl)benzaldehyde

4-chloro-2-formyl-5-(trifluoromethyl)phenyl 1,1,2,2,3,3,4,4,4-nonafluorobutane-1-sulfonate

5-chloro-2-hydroxy-4-(trifluoromethyl)benzaldehyde

Refernces

• 1、 Cheung, Chi Wai,Buchwald, Stephen L.. "Mild and general palladium-catalyzed synthesis of methyl aryl ethers enabled by the use of a palladacycle precatalyst". supporting information. p. 3998 - 4001. Retrieved 2013/09/02.