3-Chloroanisole

Base Information

• Chemical Name: 3-Chloroanisole
• CAS No.: 2845-89-8
• Molecular Formula: C7H7ClO
• Molecular Weight: 142.585
• Hs Code.: 29093090
• European Community (EC) Number: 220-642-7
• DSSTox Substance ID: DTXSID7062667
• Nikkaji Number: J5.167E
• Wikidata: Q72517046
• Mol file: 2845-89-8.mol

Synonyms:Anisole,m-chloro- (6CI,7CI,8CI);1-Chloro-3-methoxybenzene;3-Chloroanisol;3-Chloromethoxybenzene;3-Methoxychlorobenzene;3-Methoxyphenyl chloride;m-Chloroanisole;m-Chloromethoxybenzene;m-Chlorophenyl methyl ether;

Chemical Property of 3-Chloroanisole

Chemical Property:

• Appearance/Colour: Clear light yellow liquid
• Vapor Pressure: 0.531mmHg at 25°C
• Melting Point: 25°C
• Refractive Index: n20/D 1.536(lit.)
• Boiling Point: 197.5 °C at 760 mmHg
• Flash Point: 73.3 °C
• PSA: 9.23000
• Density: 1.137g/cm³
• LogP: 2.34860
• Storage Temp.: 2-8°C
• Solubility.: 235mg/l
• Water Solubility.: 15g/L(25 oC)
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 142.0185425
• Heavy Atom Count: 9
• Complexity: 85

Purity/Quality:

99.9% ^*data from raw suppliers

3-Chloroanisole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=CC(=CC=C1)Cl
• Uses: 3-Chloroanisole was employed as starting reagent in the regioselective synthesis of 4- and 7-alkoxyindoles. It was also employed as electrolyte additive for the overcharging protection of Li-ion cell.

Technology Process of 3-Chloroanisole

There total 38 articles about 3-Chloroanisole 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: 99.0%

1-bromo-3-chlorobenzene (108-37-2) + Methyl formate (107-31-3) → 1-chloro-3-methoxy-benzene (2845-89-8)

Guidance literature:

With copper(I) bromide; In methanol; sodium methylate;

Reference yield: 93.0%

3-methoxyphenylboronic acid (10365-98-7,1107579-37-2) → 1-chloro-3-methoxy-benzene (2845-89-8)

Guidance literature:

With N-chloro-succinimide; In acetonitrile; at 80 ℃; for 24h;

DOI:10.1039/c6ra25666j

Reference yield: 84.0%

3-Nitrochlorobenzene (121-73-3) + sodium methylate (124-41-4) → 1-chloro-3-methoxy-benzene (2845-89-8)

Guidance literature:

With tetrabutylammomium bromide; potassium hydroxide; In toluene; at 20 - 50 ℃; for 2h;

DOI:10.1021/op020058t

upstream raw materials:

methanol

4-chloro-o-anisidine

3-chloro-aniline

3-monochlorophenol

Downstream raw materials:

3-trimethylsilylanisol

2-chloro-4-methoxybenzaldehyde

3-methoxybiphenyl

1-(2-chloro-4-methoxylphenyl)propan-1-one

Refernces

• 1、 Mills, L. Reginald,Graham, Joshua M.,Patel, Purvish,Rousseaux, Sophie A. L.. "Ni-Catalyzed Reductive Cyanation of Aryl Halides and Phenol Derivatives via Transnitrilation". supporting information. p. 19257 - 19262. Retrieved 2019/12/02.
• 2、 He, Wen,Zhang, Rongli,Cai, Mingzhong. "A highly efficient heterogeneous copper-catalyzed chlorodeboronation of arylboronic acids leading to chlorinated arenes". . p. 764 - 770. Retrieved 2017/01/13.