4-Chloroanisole

Base Information

• Chemical Name: 4-Chloroanisole
• CAS No.: 623-12-1
• Molecular Formula: C7H7ClO
• Molecular Weight: 142.585
• Hs Code.: 29093090
• European Community (EC) Number: 210-772-2
• NSC Number: 4129
• UNII: 0F18BLY08Q
• DSSTox Substance ID: DTXSID1060764
• Nikkaji Number: J96.203A
• Wikidata: Q27236691
• Mol file: 623-12-1.mol

Synonyms:4-chloroanisole

Chemical Property of 4-Chloroanisole

Chemical Property:

• Appearance/Colour: colourless liquid
• Vapor Pressure: 1.01mmHg at 25°C
• Melting Point: -18 °C
• Refractive Index: n20/D 1.535(lit.)
• Boiling Point: 184.4 °C at 760 mmHg
• Flash Point: 72.3 °C
• PSA: 9.23000
• Density: 1.137 g/cm³
• LogP: 2.34860
• Storage Temp.: 2-8°C
• Water Solubility.: immiscible
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 142.0185425
• Heavy Atom Count: 9
• Complexity: 77

Purity/Quality:

99% ^*data from raw suppliers

4-Chloroanisole >98.0%(GC) ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Halogenated Anisoles
• Canonical SMILES: COC1=CC=C(C=C1)Cl
• Uses: 4-Chloroanisole was found to react with Cu (II)-smectite forming a blue clay-organic complex. 4-Chloroanisole was chosen as the main test substrate for the optimisation studies as it is electronically deactivated and thus resistant to oxidative addition and consequently very reluctant to enter a catalytic manifold.

Technology Process of 4-Chloroanisole

There total 145 articles about 4-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-4-methoxy-benzene (104-92-7) → 4-chloromethoxybenzene (623-12-1)

Guidance literature:

With nickel dichloride; In N,N-dimethyl-formamide; at 170 ℃; for 0.0833333h; microwave irradiation;

DOI:10.1055/s-2003-39887

Reference yield: 99.0%

4-chloro-phenol (106-48-9,82344-39-6) + carbonic acid dimethyl ester (616-38-6) → 4-chloromethoxybenzene (623-12-1)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; at 90 ℃; for 16h; Further Variations:; Temperatures; Solvents; Pressures; reaction times; microwave irradiation; Product distribution;

DOI:10.1021/ol016949n

Reference yield: 94.0%

methoxybenzene (100-66-3) → 4-chloromethoxybenzene (623-12-1)

Guidance literature:

With kaolin; sodium chlorite; manganese(III) acetylacetonate; In dichloromethane; at 30 ℃; for 0.833333h;

DOI:10.1039/a804043e

upstream raw materials:

methanol

sodium 4-chlorophenolate

4-chlorobenzenediazonium sulfate

1,3-dichloro-5,5-dimethylhydantoin

Downstream raw materials:

5-chloro-2-methoxy-γ-oxobenzenebutanoic acid

4-chloro-phenol

4,4'-dimethoxytrityl alcohol

2-(5'-chloro-2'-hydroxybenzoyl)benzoic acid

Refernces

• 1、 Breslow,Campbell. "". . p. 3085. Retrieved 1969.
• 2、 Breslow et al.. "". . p. 1645. Retrieved 1976.
• 3、 Galabov, Boris,Koleva, Gergana,Simova, Svetlana,Hadjieva, Boriana,Schaefer III, Henry F.,Schleyer, Paul Von Ragué. "Arenium ions are not obligatory intermediates in electrophilic aromatic substitution". . p. 10067 - 10072. Retrieved 2014.
• 4、 Bondarenko, Oksana B.,Karetnikov, Georgy L.,Komarov, Arseniy I.,Pavlov, Aleksandr I.,Nikolaeva, Svetlana N.. "R4NHal/NOHSO4: A Usable System for Halogenation of Isoxazoles, Pyrazoles, and beyond". supporting information. p. 322 - 332. Retrieved 2021/01/14.
• 5、 -. "Preparation method of nitrogen-alkyl (deuterated alkyl) aromatic heterocycle and alkyl (deuterated alkyl) aryl ether compound". Paragraph 0093-0097. . Retrieved 2021/04/03.