452-76-6

Usage

Uses

Used in Pharmaceutical Industry:
2,4-Difluorotoluene is used as a key intermediate in the synthesis of new hydrophobic isosteres of pyrimidines and purine nucleosides. These isosteres are important for the development of novel drugs with improved pharmacokinetic properties, such as increased lipophilicity and better cell membrane permeability, leading to enhanced bioavailability and therapeutic efficacy.
Additionally, 2,4-difluorotoluene can be utilized in the production of agrochemicals, where its unique properties may contribute to the development of more effective and environmentally friendly pesticides or herbicides. The specific applications in this industry would depend on the final products synthesized using 2,4-difluorotoluene as a starting material.

InChI:InChI=1/C7H8FN/c1-5-2-3-6(9)4-7(5)8/h2-4H,9H2,1H3

Upstream product

• 367-29-3 3-fluoro-6-methylaniline 
• 108-88-3 toluene 

Downstream Products

• 1550-35-2 2,4-difluorobenzaldehyde 
• 656-35-9 (2,4-difluorophenyl)acetonitrile 
• 1583-58-0 2,4-difluoro-benzoic acid 
• 23915-07-3 1-(bromomethyl)-2,4-difluorobenzene 
• 913073-68-4 2-chloro-1-(2,4-difluoro-5-methylphenyl)ethanone 
• 333447-42-0 1,5-difluoro-2-iodo-4-methylbenzene 
• 159277-44-8 1',2'-dideoxy-1'-(2,4-difluoro-5-methylphenyl)-β-D-ribofuranose 
• 333447-47-5 5-(3,5-bis-O-(p-chlorobenzoyl)-2'-deoxy-β-D-ribofuranosyl)-2,4-difluorotoluene 
• 333447-46-4 5-(3,5-bis-O-(p-chlorobenzoyl)-2'-deoxy-α-D-ribofuranosyl)-2,4-difluorotoluene 
• 130849-00-2 1-amino-2-(2,4-difluorophenyl)ethylphosphonic acid 
• 130848-80-5 [1-Amino-2-(2,4-difluoro-phenyl)-ethyl]-phosphonic acid diethyl ester 
• 130829-04-8 (2-(2,4-Difluoro-phenyl)-1-{[1-phenyl-meth-(E)-ylidene]-amino}-ethyl)-phosphonic acid diethyl ester 
• 399-34-8 2-(2,4-difluorophenyl)acetamide 
• 94977-52-3 2,4-Difluorocinnamic acid 

Relevant academic research and scientific papers

Reactions of aromatic compounds with xenon difluoride

Reactions of substituted benzenes C6H5R (R = Me, F, Cl, Br, CF3, NO2) with xenon difluoride in the presence of boron trifluoride–diethyl ether complex in weakly acidic (1,1,1,3,3-pentafluorobutane) and weakly basic media (acetonitrile) have been studied. These reactions lead to the formation of fluorobenzene derivatives FC6H4R (isomer mixture) together with isomeric difluorobenzenes and fluorinated and non-fluorinated biphenyls. The results have been compared with previously reported data obtained in other solvents using other catalysts.

Microwave fluorination: A novel, rapid approach to fluorination with Selectfluor

Fluorination of electron rich aromatic systems with electrophilic fluorination reagents such as Selectfluor and Accufluor is a well-established process. Herein we report results from investigations into the use of such procedures to perform rapid, small-scale fluorinations under microwave irradiation. We have investigated the transformation with a range of different substrates and discuss the effects of two key factors, namely reaction time and choice of fluorination reagent. The use of Selectfluor in acetonitrile at 150°C with microwave heating for 10 min affords products in comparable yields to those obtained by prolonged heating in acetonitrile at its reflux temperature.

SUBSTITUTION AND ADDITION REACTIONS OF NF4BF4 WITH AROMATIC COMPOUNDS

Benzene, toluene, and nitrobenzene interact rapidly with NF4BF4 in anhydrous HF to give, almost exclusively, fluorine substituted aromatic derivatives.Up to four hydrogens can be replaced in a rapid reaction, before a much slower addition reaction takes over.The direction of the substitution in C6H6, C6H5CH3 and C6H5NO2 and the lack of side chain fluorination in C6H5CH3 support an electrophilic substitution mechanism.These rapid substitution reactions are followed by much slower fluorine addition reactions to give the corresponding cyclo-hexadienes and -hexenes.These addition reactions were also studied separately using tetra-, penta-, and hexa- fluorobenzene as the starting materials.In these addition reactions, almost no hydrogen substitution occurred.The addition of the first pair of fluorines always gave 1,4-cyclohexadienes in which the CF2 group was adjacent to hydrogen on the ring.The addition of the second pair of fluorines resulted in the formation of cyclohexenes.These reactions occured in high yield and offer a controlled, high yield path to dienes.All products were characterized spectroscopically and by comparison to literature data.