2444-89-5

Usage

Uses

Used in Pharmaceutical Industry:
4-Chlorophenyl ether is used as an intermediate in the production of pharmaceuticals, contributing to the synthesis of a range of medicinal compounds due to its reactive functional groups and compatibility with various chemical reactions.
Used in Agrochemical Industry:
In the agrochemical sector, 4-Chlorophenyl ether serves as an intermediate, playing a crucial role in the development of agrochemicals that are designed to protect crops and enhance agricultural productivity.
Used in Fine Chemicals Industry:
4-Chlorophenyl ether is utilized as an intermediate for the synthesis of fine chemicals, which are high-purity, specialty chemicals used in various applications, including fragrances, dyes, and other consumer products.
Used as a Solvent:
4-Chlorophenyl ether is employed as a solvent in certain chemical processes, taking advantage of its ability to dissolve a variety of substances and facilitate reactions.
Used as a Reagent in Organic Synthesis:
As a reagent, 4-Chlorophenyl ether is involved in organic synthesis, where it aids in the formation of new chemical compounds through various reaction mechanisms.
It is important to handle 4-Chlorophenyl ether with proper safety measures due to its flammability and potential health hazards, ensuring safe usage in the respective industries.

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

• 104-88-1 4-chlorobenzaldehyde 
• 34220-01-4 di-(4-chlorophenyl)iodonium chloride 
• 106-48-9 4-chloro-phenol 
• 56-23-5 tetrachloromethane 
• 101-84-8 diphenylether 
• 7553-56-2 iodine 
• 7782-50-5 chlorine 
• 637-87-6 1-Chloro-4-iodobenzene 
• 2050-47-7 4,4'-dibromodiphenyl ether 
• 1679-18-1 4-Chlorophenylboronic acid 
• 59696-06-9 bis(4-chlorophenyl)iodonium tosylate 
• 1428064-54-3 4-chlorophenyl(2,4-dimethoxyphenyl)iodonium tosylate 
• 73178-07-1 -p-chlorobenzene 
• 108-90-7 chlorobenzene 

Downstream Products

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

Relevant academic research and scientific papers

Iron(III)-mediated photocatalytic selective substitution of aryl bromine by chlorine with high chloride utilization efficiency

An iron(III)-mediated photocatalytic method for the conversion of aryl, heteroaryl and polycyclic aromatic bromides to the corresponding chlorides with high selectivity has been achieved successfully. The mild reaction conditions and high chloride utilization efficiency promise a bright future for chlorination reactions. The Royal Society of Chemistry 2014.

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.

Efficient iron/copper-cocatalyzed o-arylation of phenols with bromoarenes

Low catalytic amount CuI and Fe(acac)3 were found to effectively promote the C-O cross-coupling reaction in the presence of K2CO 3 as the base. A serious of diaryl ethers with different substitutents can be synthesized in good to excellent yields. This efficient and economic method is attractive for applications on an industrial scale. Georg Thieme Verlag Stuttgart New York.

A simple and practical copper-catalyzed approach to substituted phenols from aryl halides by using water as the solvent

Water surprise! A simple and practical copper-catalyzed approach to substituted phenols by hydroxylation of aryl halides has been developed by using environmentally benign water as the solvent (see scheme). The method proceeds under mild conditions and is tolerant towards various functional groups in the substrates.

Selective one-pot access to symmetrical or unsymmetrical diaryl ethers by copper-catalyzed double arylation of a simple oxygen source

Great CO-mbination: A novel method is reported for the controlled one-pot synthesis of various symmetrical or unsymmetrical diaryl ethers by double arylation of a simple inorganic oxygen source (see scheme). This versatile and highly selective process is based on the use of a cheap and low toxicity copper catalytic system.

Iron/copper-cocatalyzed ullmann N,O-arylation using FeCl3, CuO, and rac-1,1′-Binaphthyl-2,2′-diol

We have developed an efficient and inexpensive bimetallic catalyst FeCl3, CuO, and rac-BINOL that could promote N,O-arylation of aliphatic, arylamines, and phenols. The cross-coupling reaction conditions have high tolerance of various functional groups. This versatile and efficient iron/copper-cocatalyst can widely be used in the synthesis of the compounds containing (aryl)C-N or (aryl)C-O(aryl) bond. Georg Thieme Verlag Stuttgart.

Copper-catalyzed Ullmann coupling under ligand- and additive- free conditions. Part 1: O-Arylation of phenols with aryl halides

O-Arylation of a wide variety of substituted phenols and aliphatic alcohols with aryl halides catalyzed by copper iodide under mild ligand and additive free conditions (nBu4NBr, DMF, K3PO4, reflux, 22 h) is accomplished in good to excellent product yields (up to 95%).

Synthesis of symmetrical diaryl ethers from arylboronic acids mediated by copper(II) acetate

Copper promoted generation of phenols in situ through arylation of water and their subsequent arylation with arylboronic acids affords a wide range of symmetrical diaryl ethers in good to high yield. The reaction is rapid, mild, convenient and tolerant of a wide range of functionalities on the arylboronic acid.