3-Chloro-5-(trifluoromethyl)anisole

Base Information

• Chemical Name: 3-Chloro-5-(trifluoromethyl)anisole
• CAS No.: 886497-07-0
• Molecular Formula: C8H6ClF3O
• Molecular Weight: 210.583
• Hs Code.: 2909309090
• DSSTox Substance ID: DTXSID60397286
• Nikkaji Number: J2.546.121E
• Wikidata: Q82198505
• Mol file: 886497-07-0.mol

Synonyms:3-Chloro-5-(trifluoromethyl)anisole;886497-07-0;1-chloro-3-methoxy-5-(trifluoromethyl)benzene;3-Chloro-5-methoxybenzotrifluoride;SCHEMBL14054992;DTXSID60397286;MFCD04115855;AKOS015955978;JS-4233;CS-0191339;1-Chloro-3-(trifluoromethyl)-5-methoxybenzene;A19915;E89752

Chemical Property of 3-Chloro-5-(trifluoromethyl)anisole

Chemical Property:

• Vapor Pressure: 0.848mmHg at 25°C
• Boiling Point: 187.9°C at 760 mmHg
• Flash Point: 67.5°C
• PSA: 9.23000
• Density: 1.325g/cm³
• LogP: 3.36740
• Storage Temp.: 2-8°C
• XLogP3: 3.4
• 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

3-Chloro-5-(trifluoromethyl)anisole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-Chloro-5-(trifluoromethyl)anisole

There total 3 articles about 3-Chloro-5-(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:

2-(3-methoxy-5-(trifluoromethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (479411-93-3) → 1-chloro-3-methoxy-5-(trifluoromethyl)benzene (886497-07-0)

Guidance literature:

With copper dichloride; In methanol; at 90 ℃;

DOI:10.1021/ja076498n

Reference yield:

Togni's reagent (887144-97-0) + 2-(3-chloro-5-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (929626-16-4) → 1-chloro-3-methoxy-5-(trifluoromethyl)benzene (886497-07-0)

Guidance literature:

With 1,10-Phenanthroline; lithium hydroxide monohydrate; copper(II) thiophene-2-carboxylate; In dichloromethane; at 45 ℃; Inert atmosphere;

DOI:10.1002/anie.201106673

Reference yield:

1-chloro-3-methoxy-benzene (2845-89-8) → 1-chloro-3-methoxy-5-(trifluoromethyl)benzene (886497-07-0)

Guidance literature:

Multi-step reaction with 2 steps

1: (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; 4,4'-di-tert-butyl-2,2'-bipyridine / tetrahydrofuran / 24 h / 80 °C / Inert atmosphere

2: copper(II) thiophene-2-carboxylate; lithium hydroxide monohydrate; 1,10-Phenanthroline / dichloromethane / 45 °C / Inert atmosphere

With 1,10-Phenanthroline; (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; lithium hydroxide monohydrate; copper(II) thiophene-2-carboxylate; 4,4'-di-tert-butyl-2,2'-bipyridine; In tetrahydrofuran; dichloromethane;

DOI:10.1002/anie.201106673

upstream raw materials:

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

Togni's reagent

2-(3-chloro-5-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

1-chloro-3-methoxy-benzene

Downstream raw materials:

2'-(((2,4'-dichloro-[1,1'-biphenyl]-4-yl)amino)methyl)-3'-methoxy-5'-(trifluoromethyl)-[1,1'-biphenyl]-4-carboxylic acid

3-(2'-(((2,4'-dichloro-[1,1'-biphenyl]-4-yl)amino)methyl)-3'-methoxy-5'-(trifluoromethyl)-[1,1'-biphenyl]-4-ylcarboxamido)propanoic acid

2-chloro-6-methoxy-4-trifluoromethylbenzaldehyde

Ethyl 3-(2'-(((2,4'-dichloro-[1,1'-biphenyl]-4-yl)amino)methyl)-3'-methoxy-5'-(trifluoromethyl)-[1,1'-biphenyl]-4-ylcarboxamido)propanoate

Refernces

• 1、 Murphy, Jaclyn M.,Liao, Xuebin,Hartwig, John F.. "Meta halogenation of 1,3-disubstituted arenes via iridium-catalyzed arene borylation". . p. 15434 - 15435. Retrieved 2008/09/19.