330-58-5

Usage

Uses

Used in Organic Synthesis:
3-(Trifluoromethyl)Diphenyl Ether is used as a reagent in organic synthesis for its ability to facilitate specific chemical reactions, contributing to the formation of desired products in the synthesis of complex organic molecules.
Used in Solvent Applications:
As a solvent, 3-(Trifluoromethyl)Diphenyl Ether is utilized for its capacity to dissolve a range of substances, which is essential in various chemical processes and reactions.
Used in Plastics Production:
3-(Trifluoromethyl)Diphenyl Ether is used as a component in the production of plastics, where its properties can enhance the characteristics of the final plastic products, such as their stability and durability.
Used in Pharmaceutical Industry:
In the pharmaceutical sector, 3-(Trifluoromethyl)Diphenyl Ether is used as an intermediate in the synthesis of various drugs, taking advantage of its chemical properties to create medicinal compounds with specific therapeutic effects.
Used in Other Industrial Processes:
Beyond the applications mentioned, 3-(Trifluoromethyl)Diphenyl Ether also finds use in a variety of other industrial processes where its unique properties can be leveraged to improve product quality or process efficiency.

Upstream product

• 401-78-5 3-bromo-1-trifluoromethylbenzene 
• 108-95-2 phenol 
• 139-02-6 sodium phenoxide 
• 81447-72-5 m-(trifluoromethyl)diphenyliodonium iodide 
• 109272-29-9 meta-(4-bromophenoxy)-benzotrifluoride 
• 401-81-0 m-trifluoromethylphenyl iodide 
• 591-50-4 iodobenzene 
• 98-17-9 3-Trifluoromethylphenol 
• 66003-76-7 Diphenyliodonium triflate 
• 1440730-05-1 2-(3-trifluoromethylphenoxy)phenyl pivalate 
• 109272-26-6 1-Phenoxy-3-(tris-ethylsulfanyl-methyl)-benzene 
• 3586-15-0 3-phenoxy-benzoyl chloride 
• 98-15-7 3-chlorotrifluoromethylbenzene 

Downstream Products

• 98-17-9 3-Trifluoromethylphenol 

Relevant academic research and scientific papers

A green approach for arylation of phenols using iron catalysis in water under aerobic conditions

The first efficient iron-catalyzed coupling of aryl iodides with phenols was developed exclusively with water as solvent. The reaction is performed with low cost and readily available FeCl3·6H2O and DMEDA catalytic system providing diaryl ethers in good to excellent yields. The effectiveness of this reaction was further revealed by compatibility with a wide range of functional groups. Moreover, the procedure is rendered simple as this transformation is carried out in the presence of air. Thus, the protocol represents a facile, economical and eco-friendly procedure to access diaryl ethers.

Ullmann diaryl ether synthesis catalyzed by copper (I)/pyridine-functionalized silane

Ullmann-type diaryl ether synthesis was performed under mild conditions in DMF/K2CO3using a pyridinefunctionalized silane as a ligand. The productswere obtained in good yields. This method tolerates a variety of functional groups and is effective in the synthesis of hindered diaryl ethers and heteroaryl ethers.

A counteranion triggered arylation strategy using diaryliodonium fluorides

A mild and transition metal-free counteranion triggered arylation strategy has been developed using diaryliodonium fluorides. The fluoride counteranion within the hypervalent iodonium species displays unusual reactivity that activates a phenolic O-H bond leading to electrophilic O-arylation. A wide range of phenols and diaryliodonium salts are compatible with this transformation under remarkably mild conditions. Furthermore, we pre-empt the wider implications of this strategy by demonstrating the compatibility of the arylation tactic with latent carbon nucleophiles.

Metal-free synthesis of aryl ethers in water

The first arylation of allylic and benzylic alcohols with diaryliodonium salts is reported. The reaction yields alkyl aryl ethers under mild and metal-free conditions. Phenols are arylated to diaryl ethers in good to excellent yields. The reaction employs diaryliodonium salts and sodium hydroxide in water at low temperature, and excess amounts of the coupling partners are avoided.

Nickel-catalyzed intramolecular C-H arylation using aryl pivalates as electrophiles

This paper describes a method for nickel catalyzed intramolecular C-H arylation using aryl pivalates as electrophiles. The transformation is efficient for the synthesis of diverse electronically and sterically differentiated dibenzofurans. Additionally, the method could be expanded toward the synthesis of carbazoles. Preliminary mechanistic studies of the transformation are also described.

Metal-free arylation of oxygen nucleophiles with diaryliodonium salts

Phenols and carboxylic acids are efficiently arylated with diaryliodonium salts. The reaction conditions are mild, metal free, and avoid the use of halogenated solvents, additives, and excess reagents. The products are obtained in good-to-excellent yields after short reaction times. Steric hindrance is very well tolerated, both in the nucleophile and diaryliodonium salt. The scope includes ortho- and halo-substituted products, which are difficult to obtain by metal-catalyzed protocols. Many functional groups are tolerated, including carbonyl groups, heteroatoms, and alkenes. Unsymmetric salts can be chemoselectively utilized to obtain products with hitherto unreported levels of steric congestion. The arylation has been extended to sulfonic acids, which can be converted to sulfonate esters by two different approaches. With recent advances in efficient synthetic procedures for diaryliodonium salts the reagents are now inexpensive and readily available. The iodoarene byproduct formed from the iodonium reagent can be recovered quantitatively and used to regenerate the diaryliodonium salt, which improves the atom economy. Copyright

Room temperature, metal-free synthesis of diaryl ethers with use of diaryliodonium salts

A fast, high-yielding synthesis of diaryl ethers with use of mild and metal-free conditions has been developed. The scope includes bulky ortho-substituted diaryl ethers, which are difficult to obtain by metal-catalyzed protocols. Halo-substituents, racemization-prone amino acid derivatives, and heteroaromatics are also tolerated. The methodology is expected to be of high utility in the synthesis of complex molecules and in the pharmaceutical industry.

Synthesis of diaryl ethers through the copper-catalyzed arylation of phenols with aryl iodides using KF/Al2O3

An efficient synthesis of diaryl ethers by the copper-catalyzed arylation of phenols with a variety of aryl iodide susing KF/Al2O3 as a suitable base and CuI and 1,3 diphenyl-1,3 propandione as the catalyst is described. Copyright Taylor & Francis Group, LLC.

Copper-catalyzed etherification of aryl iodides using KF/Al 2O3: An improved protocol

A simple and efficient method for the coupling of aryl iodides with aliphatic alcohols and phenols that does not require the use of alkoxide bases is described. This C-O bond forming procedure shows that the combination of air stable CuI and 1,10-phenanthroline in the presence of KF/Al2O 3 comprises an extremely efficient and general catalyst system for the etherification of aryl iodides. Different functionalized aryl iodides were coupled with alcohols and phenols using this method.

Fischer indolization of ethyl pyruvate 2-[2- (trifluoromethyl)phenyl]phenylhydrazone and new insight into the mechanism of the Goldberg reaction. (Fischer indolization and its related compounds. XXVI)

The Fischer indolization of ethyl pyruvate 2-[2- (trifluoromethyl)phenyl]phenylhydrazone (5) gave two indolic products, ethyl 7-(trifluoromethyl)-1-phenylindole-2-carboxylate (12) as a minor product and ethyl 1-[2-(trifluoromethyl)phenyl]indole-2-carboxylate (13) as a major product. This result shows that the Fischer indolization occurred on the more electron-rich phenyl group. In the Goldberg reaction to prepare 13 from ethyl indole-2-carboxylate (15) and o- (21) or m-bromo-α,α,α-trifluorotoluene (23), it was found that Goldberg reaction proceeds via a benzyne mechanism, at least in part, in a sterically crowded situation.