2,4-Dichloroanisole

Base Information

• Chemical Name: 2,4-Dichloroanisole
• CAS No.: 553-82-2
• Molecular Formula: C7H6 Cl2 O
• Molecular Weight: 177.03
• Hs Code.: 2909309090
• European Community (EC) Number: 209-051-5
• NSC Number: 6077
• UNII: 8T0V1CKB37
• DSSTox Substance ID: DTXSID4060286
• Nikkaji Number: J151.100I
• Wikidata: Q72465419
• ChEMBL ID: CHEMBL2272438
• Mol file: 553-82-2.mol

Synonyms:2,4-dichloroanisole

Chemical Property of 2,4-Dichloroanisole

Chemical Property:

• Appearance/Colour: clear, colorless liquid
• Vapor Pressure: 0.164mmHg at 25°C
• Melting Point: 24-27 °C(lit.)
• Refractive Index: n20/D 1.561(lit.)
• Boiling Point: 110 °C (12 mmHg)
• Flash Point: >230 °F
• PSA: 9.23000
• Density: 1.288
• LogP: 3.00200
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 175.9795702
• Heavy Atom Count: 10
• Complexity: 108

Purity/Quality:

98%,99%, ^*data from raw suppliers

2,4-Dichloroanisole >97.0%(GC) ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 36/37/38-20/22
• Safety Statements: 37/39-26-23

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)Cl)Cl
• Uses: 2,4-Dichloroanisole is a haloanisole used in consumer products like wines. A contaminant.

Technology Process of 2,4-Dichloroanisole

There total 37 articles about 2,4-Dichloroanisole 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: 96.0%

methoxybenzene (100-66-3) → 1,3-dichloro-4-methoxybenzene (553-82-2)

Guidance literature:

With sodium chlorite; trichloroacetic acid; In dichloromethane; for 3h;

DOI:10.1007/s007060050309

Reference yield: 94.0%

methanol (67-56-1) + 1,3-dichloro-4-fluorobenzene (1435-48-9) → 1,3-dichloro-4-methoxybenzene (553-82-2)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In 2,2,2-trifluoroethanol; 1,2-dichloro-ethane; at 40 ℃; for 48h; Reagent/catalyst; Solvent; Irradiation;

DOI:10.1002/ejoc.202000337

Reference yield: 91.0%

dimethyl sulfate (77-78-1) + 2,4-dichlorophenol (120-83-2,40477-79-0) → 1,3-dichloro-4-methoxybenzene (553-82-2)

Guidance literature:

With potassium carbonate; In acetone; Inert atmosphere; Reflux;

DOI:10.1021/jacs.7b10076

upstream raw materials:

methanol

sodium 2,4-dichlorophenolate

2,6-dichloro-3-methoxybenzaldehyde

methoxybenzene

Downstream raw materials:

5,6′-methylenebis(2,4-dichlorophenol)

bis-(2,4-dichloro-5-methoxy-phenyl)-methane

2-methoxy-3,5-dichloronitrobenzene

2,4-dichlorophenoxymethyl chloride

Refernces

• 1、 Burton, Jonathan W.,Genovino, Julien,Lian, Yajing,Monck, Nat,Sheridan, Thomas,Yayla, Hatice G.. "Organophotochemical SNAr Reactions of Mildly Electron-Poor Fluoroarenes". supporting information. p. 2766 - 2770. Retrieved 2020/05/18.
• 2、 Xin, Hongchuan,Yang, Shilei,An, Baigang,An, Zengjian. "Selective water-based oxychlorination of phenol with hydrogen peroxide catalyzed by manganous sulfate". . p. 13467 - 13472. Retrieved 2017/03/11.