452-65-3

Usage

Uses

Used in Chemical Synthesis:
1,3-Dimethyl-4-fluorobenzene is used as a key intermediate in the chemical synthesis industry for the production of dyes, resins, and pharmaceuticals. Its unique structure allows for the creation of a wide range of organic compounds, making it an essential building block in chemical manufacturing.
Used in Solvent Applications:
As a solvent, 1,3-Dimethyl-4-fluorobenzene is utilized in laboratory and industrial processes due to its ability to dissolve various substances. Its solvent properties are valuable in processes that require the dissolution of specific compounds for further reactions or applications.
Used in Pharmaceutical Development:
1,3-Dimethyl-4-fluorobenzene is used as a starting material or intermediate in the development of new pharmaceuticals. Its potential applications in medicine and pharmacology are currently under research, with the aim of discovering its use in drug development and discovery.
Used in Dye and Resin Production:
In the dye and resin industry, 1,3-Dimethyl-4-fluorobenzene is used as a precursor in the production of various dyes and resins. Its chemical properties make it suitable for the synthesis of these materials, which are used in a wide range of applications, including textiles, plastics, and coatings.

Upstream product

• 108-38-3 m-xylene 
• 95-68-1 2,4-Xylidine 
• 87241-52-9 2,4-dimethylphenyl trifluoromethanesulfonate 
• 35709-99-0 chlorocarbonic acid-(2,4-dimethyl-phenyl ester) 

Downstream Products

• 2366-74-7 1-tert-butyl-2-fluoro-3,5-dimethylbenzene 
• 327-95-7 4-fluorobenzene-1,3-dioic acid 
• 403-15-6 4-fluoro-3-methyl-benzoic acid 
• 389-34-4 2-(5-fluoro-2,4-dimethyl-benzoyl)-benzoic acid 
• 7571-87-1 2-(3-fluoro-2,6-dimethyl-benzoyl)-benzoic acid 
• 453-67-8 4-fluoro-isophthalic acid bis-(3-dibutylamino-propylester); dihydrochloride 
• 2966-58-7 4-fluoro-isophthalic acid bis-(2-dibutylamino-ethyl ester); dihydrochloride 
• 453-68-9 4-fluoro-isophthalic acid bis-(3-dipropylamino-propylester); dihydrochloride 
• 497-60-9 4-fluoro-isophthalic acid bis-(2-dipropylamino-ethyl ester); dihydrochloride 
• 453-66-7 4-fluoro-isophthalic acid bis-(2-diethylamino-ethyl ester); dihydrochloride 
• 327-94-6 4-fluoro-isophthaloyl chloride 

Relevant academic research and scientific papers

Fluorinations of unsymmetrical diaryliodonium salts containing: Ortho -sidearms; Influence of sidearm on selectivity

Activated aromatics were reacted with two different fluoroidoane reagents 1 and 2 in the presence of triflic acid to prepare only the para-substituted diaryliodonium salts. With fluoroiodane 1 the unsymmetrical diaryliodonium salts contained an ortho-propan-2-ol sidearm, whereas the alcohol sidearm was eliminated to form an ortho-styrene sidearm in the reaction with fluoroiodane 2. Only the diaryliodonium salts containing a styrene sidearm were fluorinated successfully to deliver para-fluorinated aromatics in good yields.

Studying regioisomer formation in the pd-catalyzed fluorination of aryl triflates by deuterium labeling

Isotopic labeling has been used to determine that a portion of the desired product in the Pd-catalyzed fluorination of electron-rich, non-ortho-substituted aryl triflates results from direct C-F cross-coupling. In some cases, formation of a Pd-aryne intermediate is responsible for producing undesired regioisomers. The generation of the Pd-aryne intermediate occurs primarily via ortho-deprotonation of a L·Pd(Ar)OTf (L = biaryl monophosphine) species by CsF and thus competes directly with the transmetalation step of the catalytic cycle. Deuterium labeling studies were conducted with a variety of aryl triflates.

Mild copper-mediated fluorination of aryl stannanes and aryl trifluoroborates

This communication describes a mild copper-mediated fluorination of aryl stannanes and aryl trifluoroborates with N-fluoro-2,4,6-trimethylpyridinium triflate. This protocol demonstrates broad substrate scope and functional group tolerance, and does not require the use of any noble metal additives. The reaction is proposed to proceed via an arylcopper(III) fluoride intermediate.

Electrophilic fluorination of cationic Pt-aryl complexes

The electrophilic fluorination of several (triphos)Pt-aryl+ establishes the first example of aryl-F coupling from a Pt center.

Metal-Catalyzed Carbon-Fluorine Bond Formation

One aspect of the invention relates to a metal-catalyzed conversion of aryl halides and sulfonates to the corresponding aryl fluorides. Another aspect of the invention relates to a metal-catalyzed conversion of heteroaryl halides and sulfonates to the corresponding heteroaryl fluorides. Another aspect of the invention relates to a metal-catalyzed conversion of vinyl halides and sulfonates to the corresponding vinyl fluorides. In certain embodiments, simple fluoride sources, such as AgF and CsF, are used. In certain embodiments, the transformations tolerate a wide range of functional groups, allowing for introduction of fluorine atoms into highly functionalized organic molecules.

Fluorination of aromatic compounds with N-fluorobenzenesulfonimide under solvent-free conditions

Reactions of N-fluorobenzenesulfonimide with methylbenzenes, phenols, and phenol ethers were studied under solvent-free conditions. The rate constant ratio for the reactions with mesitylene and durene indicates polar mechanism of the process. Solvent-free fluorination of aromatic compounds with N-fluorobenzenesulfonimide in some cases is more selective than reactions with other N-F reagents in a solvent.

Preparation process of fluorine substituted aromatic compound

A preparation process of a fluorine substituted aromatic compound comprising reacting an alkali metal or alkali earth metal salt of an aromatic compound having a hydroxy group with an organic fluorinating agent is disclosed. As a representative fluorinating agent, a bis-dialkylamino-difluoromethane compound, for example, 2,2′-difluoro-1,3-dimethylimidazolidine, is exemplified. According to the process, an industrially useful fluorinated aromatic compound, for example, a fluorobenzene, a fluorine substituted benzophenone, a fluorine substituted diarylsulfone can be prepared with ease in economy without specific equipment.

Process for the preparation of fluoro compounds from the corresponding amines

Compounds containing a primary amino group are converted into compounds containing a fluorine atom in place of the amino group by reaction of the amino compound with hydrogen fluoride and a nitrosating reagent under the influence of ultrasound or microwaves.

Process for preparing o-alkylfluorobenzenes

o-Alkylfluorobenzenes are advantageously prepared by heating the corresponding chloroformates to from 70° to 200° C. in the liquid phase in the presence of hydrogen fluoride and in the presence of an inert diluent other than a halogenated alkane.

Liquid-Phase Decarboxylation of Aromatic Haloformates: A New Access to Chloro- and Fluoroaromatics

The treatment of phenyl chloroformates 1 with a Lewis acid in the liquid phase resulted in decarboxylation to the corresponding chloroaromatics 2. Fluoroaromatic compounds were synthesized from phenylchloroformates 1 through a sequential fluorination/decarboxylation in the liquid phase by treatment with excess anhydrous hydrogen fluoride under mild conditions. In all cases, yields were increased by performing the reaction in 1,2,4-trichlorobenzene, which is inert to Friedel-Crafts reactions.