2444-89-5

Basic information

• Product Name: 4-CHLOROPHENYL ETHER
• Synonyms: 4-CHLOROPHENYL ETHER;44DICHLORODIPHENYLOXIDE;1,1'-Oxybis(4-chlorobenzene);Bis(4-chlorophenyl) ether;4,4Dichlorophenyl ether
• CAS NO: 2444-89-5
• Molecular Formula: C₁₂H₈Cl₂O
• Molecular Weight: 239.1
• Mol File: 2444-89-5.mol
• Article Data: 18

Chemical Properties

• Melting Point: 30 °C
• Boiling Point: 312 °C
• Flash Point: 108.8°C
• Appearance: /
• Density: 1.1231
• Vapor Pressure: 0.00087mmHg at 25°C
• Refractive Index: 1.6110 (estimate)
• CAS DataBase Reference: 4-CHLOROPHENYL ETHER(CAS DataBase Reference)
• NIST Chemistry Reference: 4-CHLOROPHENYL ETHER(2444-89-5)
• EPA Substance Registry System: 4-CHLOROPHENYL ETHER(2444-89-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• HazardClass: IRRITANT
• Hazardous Substances Data: 2444-89-5(Hazardous Substances Data)

Usage

General Description

4-Chlorophenyl ether is a chemical compound with the molecular formula C6H5OCl. It is an ether, which means it consists of an oxygen atom bonded to two alkyl or aryl groups. 4-Chlorophenyl ether is a colorless liquid with a faint, sweet odor. It is commonly used as an intermediate in the production of pharmaceuticals, agrochemicals, and fine chemicals. It is also used as a solvent and as a reagent in organic synthesis. 4-Chlorophenyl ether is an important chemical in various industries and is handled and used with proper safety precautions due to its flammability and potential health hazards.

InChI:InChI=1/C12H8Cl2O/c13-9-1-5-11(6-2-9)15-12-7-3-10(14)4-8-12/h1-8H

Upstream product

• 7005-72-3 4-chlorodiphenyl ether 
• 104-88-1 4-chlorobenzaldehyde 
• 101-80-4 4,4'-oxydiphenylene diamine 
• 34220-01-4 di-(4-chlorophenyl)iodonium chloride 
• 106-48-9 4-chloro-phenol 
• 101-84-8 diphenylether 
• 7782-50-5 chlorine 
• 64-19-7 acetic acid 
• 56-23-5 tetrachloromethane 
• 637-87-6 1-Chloro-4-iodobenzene 
• 108-90-7 chlorobenzene 
• 73178-07-1 -p-chlorobenzene 
• 1428064-54-3 4-chlorophenyl(2,4-dimethoxyphenyl)iodonium tosylate 
• 59696-06-9 bis(4-chlorophenyl)iodonium tosylate 

Downstream Products

• 31382-22-6 bis-(4-diethylamino-phenyl)-ether 
• 26786-22-1 2,8-dichloro-10-oxo-10H-10λ⁵-phenoxaphosphin-10-ol; dicyclohexylamine salt 
• 135-12-6 4-chloro-1-(4-chlorophenoxy)-2-nitrobenzene 
• 13867-28-2 4,4′-oxybis(1-chloro-3-nitrobenzene) 
• 63646-51-5 3,4,4'-Trichlorobiphenyl ether 
• 101-84-8 diphenylether 
• 7005-72-3 4-chlorodiphenyl ether 
• 108-95-2 phenol 
• 101-80-4 4,4'-oxydiphenylene diamine 
• 1965-09-9 4,4'-dihydroxydiphenyl ether 

Relevant articles and documents

Copper-mediated synthesis of mono- and dichlorinated diaryl ethers

An efficient synthesis of polychlorinated diphenyl ethers (PCDEs) using the Cu(OAc)2-catalyzed Chan-Lam coupling reaction is described. A library of all possible mono- and dichlorinated diphenyl ether congeners was prepared and characterized using MS, 1H, and 13C NMR spectroscopy, and Kovats retention indices. Our approach, using the optimized reaction conditions (i.e., reaction temperature, oxidizing atmosphere and base), significantly improves and simplifies the process compared to previously reported syntheses.

Facile preparation of unsymmetrical diaryl ethers from unsymmetrical diaryliodonium tosylates and phenols with high regioselectivity

Unsymmetrical diaryl ethers were efficiently obtained in good yields by the reactions of aryl(4-methoxyphenyl)iodonium tosylates with phenols, and aryl(2,4-dimethoxyphenyl)iodonium tosylates with phenols, in the presence of potassium carbonate in acetonitrile, respectively. The latter iodonium tosylates provided the corresponding unsymmetrical diaryl ethers in good yields with high regioselectivities, together with the quantitative formation of 1-iodo-2,4-dimethoxybenzene. Georg Thieme Verlag Stuttgart New York.

Cross-coupling reactions of aryl halides with amines, phenols, and thiols catalyzed by an N,N′-dioxide-copper(I) catalytic system

The coupling reactions of various N, O, and S nucleophilic reagents with aryl halides have been successfully carried out under mild conditions by using a novel chiral N,N′-dioxide-copper(I) catalytic system as the catalyst. This versatile and efficient catalyst system has been demonstrated to facilitate the cross-coupling reactions of aryl halides with amines, phenols, and thiols to afford the corresponding desired products in good to excellent yields.