2689-07-8

Usage

Uses

Used in Plastics Industry:
2-Chlorodiphenyl ether is used as a flame retardant for enhancing the fire resistance of plastics. It helps to slow down the combustion process, thereby improving the safety of plastic products.
Used in Adhesives Industry:
In the adhesives industry, 2-Chlorodiphenyl ether is used as a flame retardant additive to improve the fire safety of adhesive formulations, reducing the risk of fire in construction and manufacturing applications.
Used in Textile Industry:
2-Chlorodiphenyl ether is utilized as a flame retardant in textiles to provide fire protection to fabrics used in clothing, upholstery, and other textile products, thus reducing the flammability of these materials.
However, due to its classification as a persistent organic pollutant and its association with environmental and health concerns, there are regulatory restrictions on the use and disposal of 2-Chlorodiphenyl ether in many countries. The scientific community and industry are actively researching and developing safer and more environmentally friendly alternatives to CDPE for flame retardant applications.

InChI:InChI=1/C12H9Cl.C4H10O/c13-12-9-5-4-8-11(12)10-6-2-1-3-7-10;1-3-5-4-2/h1-9H;3-4H2,1-2H3

Upstream product

• 615-41-8 2-iodochlorobenzene 
• 100-67-4 potassium phenolate 
• 2688-84-8 2-phenoxyaniline 
• 108-86-1 bromobenzene 
• 35535-81-0 sodium 2-chlorophenoxide 
• 95-50-1 1,2-dichloro-benzene 
• 95-57-8 2-monochlorophenol 
• 98-80-6 phenylboronic acid 
• 101-84-8 diphenylether 
• 108-95-2 phenol 
• 591-50-4 iodobenzene 

Downstream Products

• 2417-10-9 o-Phenoxyphenol 
• 129644-24-2 4-(2'-chlorophenoxy)acetophenone 
• 88112-88-3 3-<4-(2-chlorophenoxy)benzoyl>acrylic acid 
• 13067-85-1 4-(2-chlorophenoxy)phenacyl chloride 
• 95-57-8 2-monochlorophenol 
• 132-64-9 dibenzofuran 
• 83537-33-1 ethyl trans-3-<4-(2-chlorophenoxy)benzoyl>glycidate 
• 133409-58-2 N-methyl-2-(2-phenoxyphenyl)-2-oxoacetamide 
• 96379-65-6 (cyclo-C₆H₁₁)3SnC₆H₄-o-C₆H₅ 
• 34883-46-0 1-(2-iodophenoxy)benzene 
• 92-52-4 biphenyl 
• 88113-20-6 ethyl 2-acetylthio-3-<4-(2-chlorophenoxy)benzoyl>propionate 
• 88113-19-3 ethyl 3-<4-(2-chlorophenoxy)benzoyl>acrylate 

Relevant academic research and scientific papers

Trimethoxyphenyl (TMP) as a Useful Auxiliary for in situ Formation and Reaction of Aryl(TMP)iodonium Salts: Synthesis of Diaryl Ethers

Herein, we describe a synthetic approach for arylation that exploits the in situ formation and reaction of an unsymmetrical diaryliodonium salt. In this way, aryl iodides are used as reagents in a metal-free reaction with phenols, and a trimethoxyphenyl (TMP) group is used as a “dummy” group to facilitate transfer of a wide range of aryl moieties. The scope of aryl electrophiles and phenol nucleophiles is broad (>30 examples) and the yields are high (52–95%, 80% avg.). One-pot coupling reactions avoid the synthesis of diaryliodonium salts and provide opportunities for sequential reactions and novel chemoselectivity. (Figure presented.).

CoII Immobilized on Aminated Magnetic-Based Metal–Organic Framework: An Efficient Heterogeneous Nanostructured Catalyst for the C–O Cross-Coupling Reaction in Solvent-Free Conditions

Abstract: In this paper, we report the synthesis of Fe3O4?AMCA-MIL53(Al)-NH2-CoII NPs based on the metal–organic framework structures as a magnetically separable and environmentally friendly heterogeneous nanocatalyst. The prepared nanostructured catalyst efficiently promotes the C–O cross-coupling reaction in solvent-free conditions without the need for using toxic solvents and/or expensive palladium catalyst. Graphic Abstract: [Figure not available: see fulltext.].

Photocatalytic activation of N-chloro compounds for the chlorination of arenes

Photoredox catalysis activates N-chloramines and N-chloro-succinimide (NCS) for the electrophilic chlorination of arenes. The photooxidation of the nitrogen atom to a radical cation induces a positive polarization on the chlorine atom, which results in a higher reactivity in electrophilic aromatic chlorination reactions.

CsF/clinoptilolite: An efficient solid base in SNAr and copper-catalyzed Ullmann reactions

CsF/clinoptilolite was found to be an efficient solid base catalyst for both SNAr and Ullmann ether reactions. A general and efficient one-step procedure was developed for the synthesis of biaryl ethers via direct coupling of electron-deficient aryl halides to phenols using CsF/clinoptilolite. The protocol was also applied to electron-rich aryl halides by addition of a catalytic amount of copper oxide nanoparticles. Both SNAr and Ullmann reactions were rapid and provided good to excellent yields.

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.

KF/Clinoptilolite, an effective solid base in Ullmann ether synthesis catalyzed by CuO nanoparticles

Employing KF/Clinoptilolite as an efficient base the cross-coupling reactions of various phenols with aryl iodides could be successfully carried out in the presence of copper oxide nanoparticles. The C-O coupling products were obtained in moderate to good yields (62-87%) for a variety of substrates. The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2014.

Copper(II) trans-bis-(glycinato): An efficient heterogeneous catalyst for cross coupling of phenols with aryl halides

Copper(II) trans-bis-(glycinato) complex, easily prepared by the solid state reaction of copper(II) acetate and glycine (trans-[Cu(glyo) 2·H2O]) was found to be an efficient, recyclable, and high yielding catalyst for the Ullmann type synthesis of diaryl ethers via the cross coupling of phenols with aryl halides without using any additives at relatively low reaction temperature. The catalyst could easily be recovered by simple filtration and was reused for several runs with consistent catalytic activity.

Chemo-selective copper-catalyzed C-O coupling reactions of phenols with aryl/vinyl halides using enaminone as efficient ligand

The copper-catalyzed Ullmann C-O coupling reactions between phenols and aryl/vinyl halides have been efficiently performed by employing (E)-3-(dimethylamino)-1-(2-hydroxyphenyl)prop-2-en-1-one, an easily available enaminone, as ligand. This new ligand is advantageous for its easy availability, broad applicability and good efficiency. Copyright 2012 John Wiley & Sons, Ltd. Copyright

Iron-catalyzed C-O cross-couplings of phenols with aryl iodides

(Chemical Equation Presented) Low-price coupling: A versatile, practical, and cost-efficient iron-catalyzed O-arylation protocol is applied to the synthesis of a variety of diaryl ethers, which are formed in high yields. Best results were obtained by using FeCl3 and a β-diketo ligand.

Synthesis of diaryl ethers through the copper-promoted arylation of phenols with arylboronic acids. An expedient synthesis of thyroxine

Diaryl ethers are readily synthesized in high yield at room temperature through the copper(II)-promoted coupling of arylboronic acids and phenols. The reaction is tolerant of a wide range of substituents on both coupling partners. These reaction condition