26132-51-4

Basic information

• Product Name: 4-(DIFLUOROMETHYL)-1-FLUOROBENZENE
• Synonyms: 4-(DIFLUOROMETHYL)-1-FLUOROBENZENE;BENZENE, 1-(DIFLUOROMETHYL)-4-FLUORO-
• CAS NO: 26132-51-4
• Molecular Formula: C₇H₅F₃
• Molecular Weight: 146.11
• Mol File: 26132-51-4.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 127.9±30.0 °C(Predicted)
• Appearance: /
• Density: 1.201±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 4-(DIFLUOROMETHYL)-1-FLUOROBENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(DIFLUOROMETHYL)-1-FLUOROBENZENE(26132-51-4)
• EPA Substance Registry System: 4-(DIFLUOROMETHYL)-1-FLUOROBENZENE(26132-51-4)

Safety Data

• Hazardous Substances Data: 26132-51-4(Hazardous Substances Data)

Usage

General Description

4-(Difluoromethyl)-1-fluorobenzene is a chemical compound that is used in various industrial and research applications. It is a fluorinated organic compound with the molecular formula C6H4F2 and a molecular weight of 126.09 g/mol. 4-(DIFLUOROMETHYL)-1-FLUOROBENZENE is a colorless liquid with a faint aromatic odor, and it is insoluble in water but soluble in organic solvents. It is primarily used as a building block in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals. Additionally, it is also used as a reagent in organic reactions and as a solvent in various chemical processes. However, it is important to handle this compound with care as it may be harmful if inhaled, swallowed, or comes into contact with the skin.

Upstream product

• 459-57-4 4-fluorobenzaldehyde 
• 456-19-9 4-fluorobenzal chloride 
• 352-32-9 p-fluorotoluene 
• 395-01-7 2,2-difluoro-1-phenylethanone 
• 460-00-4 1-Bromo-4-fluorobenzene 
• 352-33-0 1-Chloro-4-fluorobenzene 
• 352-34-1 4-fluoro-1-iodobenzene 
• 1219454-89-3 2-((difluoromethyl)sulfonyl)pyridine 
• 404-39-7 bis(4-fluorophenyl)zinc 
• 115262-01-6 [bromo(difluoro)methyl]-trimethyl-silane 
• 1511-62-2 bromodifluoromethane 
• 20893-71-4 4-fluorophenyldiazonium chloride 
• 214360-58-4 2-(4-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 56228-54-7 2-((difluoromethyl)sulfonyl)-4,6-dimethylpyrimidine 

Downstream Products

• 32348-73-5 p-Fluor-α-difluorchlortoluol 
• 1022157-90-9 5-(difluoromethyl)-2-fluorobenzaldehyde 

Relevant articles and documents

The Difluoromethylated Organogold(III) Complex cis-[Au(PCy3)(4-F-C6H4)(CF2H)(Cl)]: Preparation, Characterization, and Its C(sp2)-CF2H Reductive Elimination

The preparation of the difluoromethylated organogold(III) complex cis-[Au(PCy3)(4-F-C6H4)(CF2H)(Cl)] (3) and its Ar-CF2H reductive elimination are described. In the presence of 1.0 equiv of AgSbF6 or AgPF6, compound 3 underwent a quantitative Ar-CF2H reductive elimination in less than 1.0 min at 25 °C, while the lack of silver salt resulted in Ar-CF2H reductive elimination from complex 3 in 1,1,2,2-tetrachloroethane (CCl2HCCl2H) after 80 min at 115 °C to afford the elimination product p-F-PhCF2H (4) and (Cy3P)Au(Cl) in quantitative yields. On the basis of the mechanistic studies of the kinetics of the reaction and DFT calculation, a concerted Ar-CF2H bond-forming pathway for the Ar-CF2H reductive elimination from organogold(III) complex 3 is proposed.

Iron-Catalyzed Fluoroalkylation of Arylborates with Sulfone Reagents: Beyond the Limitation of Reduction Potential

The iron-catalyzed alkyl–aryl coupling reaction between sulfones and arylboron compounds has remained a challenge. We report the first iron-catalyzed radical difluoroalkylation of arylborates with N-heteroaryl sulfones. The coordination between the iron catalyst and the nitrogen atom of N-heteroaryl sulfones was identified to be important in overcoming the reduction potential limitation of sulfones in the intermolecular single-electron-transfer process, which enables both fluoroalkyl N-heteroaryl sulfones (with relatively high reduction potentials) and nonfluorinated alkyl N-heteroaryl sulfones (with low reduction potentials) to serve as powerful alkylation reagents.

Metallaphotoredox Difluoromethylation of Aryl Bromides

Herein, we report a convenient and broadly applicable strategy for the difluoromethylation of aryl bromides by metallaphotoredox catalysis. Bromodifluoromethane, a simple and commercially available alkyl halide, is harnessed as an effective source of difluoromethyl radical by silyl-radical-mediated halogen abstraction. The merger of this fluoroalkyl electrophile activation pathway with a dual nickel/photoredox catalytic platform enables the difluoromethylation of a diverse array of aryl and heteroaryl bromides under mild conditions. The utility of this procedure is showcased in the late-stage functionalization of several drug analogues.