2-Chloroanisole

Base Information

• Chemical Name: 2-Chloroanisole
• CAS No.: 766-51-8
• Molecular Formula: C7H7ClO
• Molecular Weight: 142.585
• Hs Code.: 29093090
• European Community (EC) Number: 212-167-9
• NSC Number: 155175
• DSSTox Substance ID: DTXSID1061104
• Nikkaji Number: J32.123K
• Wikidata: Q72517043
• Mol file: 766-51-8.mol

Synonyms:2-Chloroanisole;766-51-8;1-Chloro-2-methoxybenzene;O-CHLOROANISOLE;Benzene, 1-chloro-2-methoxy-;Anisole, o-chloro-;o-Chloromethoxybenzene;o-Chlorophenyl methyl ether;2-Chlorophenol methyl ether;1-chloro-2-methoxy-benzene;chloroanisole;NSC 155175;EINECS 212-167-9;MFCD00000557;orthochloroanisole;2-chloro-anisole;ortho-Chloroanisole;2-anisolyl chloride;o-methoxyphenyl chloride;2-Chloroanisole, 98%;1-methoxy-2-chlorobenzene;SCHEMBL12541;DTXSID1061104;SCHEMBL13322142;AMY5200;NSC155175;AKOS000121948;CS-W018270;NSC-155175;SY026857;FT-0611905;EN300-31365;W16689;A838779;SR-03000001159-1;W-104352

Chemical Property of 2-Chloroanisole

Chemical Property:

• Appearance/Colour: clear light yellow liquid
• Vapor Pressure: 0.506mmHg at 25°C
• Melting Point: -27oC
• Refractive Index: n20/D 1.545(lit.)
• Boiling Point: 198.5 °C at 760 mmHg
• Flash Point: 70.8 °C
• PSA: 9.23000
• Density: 1.137 g/cm³
• LogP: 2.34860
• Storage Temp.: 2-8°C
• Water Solubility.: 0.49g/L(25 oC)
• XLogP3: 2.7
• 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% ^*data from raw suppliers

1-Chloro-2-methoxy-benzene ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=CC=CC=C1Cl
• Uses: 2-Chloroanisole was used in headspace solid-phase microextraction method for the determination of haloanisoles in wine and spirit samples.

Technology Process of 2-Chloroanisole

There total 60 articles about 2-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: 87.0%

N-chloro-N-(4-methylphenyl)acetamide (14596-60-2) + methoxybenzene (100-66-3) → 4-chloromethoxybenzene (623-12-1) + 2-Chloroanisole (766-51-8) + N-(2-chloro-4-methylphenyl)acetamide (18931-78-7) + 4-Methylacetanilide (103-89-9)

Guidance literature:

at 110 ℃; for 12h; Mechanism; Inert atmosphere; Darkness;

DOI:10.1080/10426507.2016.1268137

Reference yield: 85.0%

methoxybenzene (100-66-3) → 4-chloromethoxybenzene (623-12-1) + 2-Chloroanisole (766-51-8)

Guidance literature:

With lithium chloride; In N,N-dimethyl acetamide; at 30 ℃; Pt anode, graphite cathode, sintered glass diaphragm, 1.3 V vs. SCE, 965 C;

DOI:10.1246/cl.1981.661

Reference yield: 78.0%

carbon dioxide (124-38-9,18923-20-1) + 2,3-dichloroanisole (1984-59-4) → 1-chloro-3-methoxy-benzene (2845-89-8) + 2-Chloroanisole (766-51-8) + 2-chloro-6-methoxybenzoic acid (3260-89-7) + 2-chloro-3-methoxybenzoic acid (33234-36-5)

Guidance literature:

With tetrabutylammomium bromide; In N,N-dimethyl-formamide; at 5 ℃; Yields of byproduct given; electrolysis (I=0.4 A);

DOI:10.1016/S0040-4020(01)86724-7

upstream raw materials:

methanol

sodium 4-chlorophenolate

2-Nitroanisole

2-monochlorophenol

Downstream raw materials:

2-(3-chloro-4-hydroxy-benzoyl)-3-methyl-benzoic acid

2-chloro-4-[4-(2-chloro-ethyl)-benzyl]-anisole

3,4'-dichloro-4-methoxybenzophenone

3-chloro-4',4-dimethoxybenzophenone

Refernces

• 1、 Tania,Poynder, Tiffany B.,Kaur, Aishvaryadeep,Barwise, Lachlan,Houston, Sevan D.,Nair, Akshay J.,Clegg, Jack K.,Wilson, David J. D.,Dutton, Jason L.. "PhICl2is activated by chloride ions". supporting information. p. 11986 - 11991. Retrieved 2021/09/06.
• 2、 Liu, Mingyang,Zhang, Zhanrong,Liu, Huizhen,Wu, Tianbin,Han, Buxing. "Dehydroxyalkylative halogenation of C(aryl)-C bonds of aryl alcohols". supporting information. p. 7120 - 7123. Retrieved 2020/07/14.