51776-71-7

Usage

Uses

Used in Pharmaceutical Industry:
1-BROMO-4-DIFLUOROMETHYLBENZENE is used as a key intermediate for the synthesis of various pharmaceutical compounds. Its unique structure allows for the development of new drugs with potential therapeutic benefits.
Used in Agrochemical Industry:
In the agrochemical sector, 1-BROMO-4-DIFLUOROMETHYLBENZENE is utilized as an intermediate in the production of pesticides and other agrochemicals, contributing to the development of effective solutions for crop protection and management.
Used in Chemical Synthesis:
1-BROMO-4-DIFLUOROMETHYLBENZENE is employed as a building block in the synthesis of a wide range of chemicals and materials, including specialty polymers, dyes, and other organic compounds, due to its reactive nature and functional groups.
Used as a Solvent in Organic Synthesis:
As a solvent, 1-BROMO-4-DIFLUOROMETHYLBENZENE is used in various organic synthesis processes, facilitating reactions and improving the efficiency of chemical transformations.
Used as a Reagent in Organic Synthesis:
In addition to its role as a solvent, 1-BROMO-4-DIFLUOROMETHYLBENZENE also serves as a reagent in organic synthesis, enabling chemists to carry out specific reactions and form desired products.
It is important to handle 1-BROMO-4-DIFLUOROMETHYLBENZENE with care, as it can be hazardous if not properly managed, ensuring safety in its applications across different industries.

InChI:InChI=1/C7H5BrF2/c8-6-3-1-5(2-4-6)7(9)10/h1-4,7H

Upstream product

• 1004305-97-8 2-(4-bromophenyl)-2,2-difluoroacetic acid ethyl ester 
• 913574-93-3 2-(4-bromophenyl)-2,2-difluoroacetic acid 
• 589-87-7 1,4-bromoiodobenzene 
• 1878-68-8 2-(4-bromophenyl)-acetic acid 
• 109050-30-8 (4-bromophenyl)(fluoro)acetic acid 
• 108-86-1 bromobenzene 
• 139139-81-4 bis(4-bromophenyl)iodonium triflate 
• 106-37-6 1.4-dibromobenzene 
• 57477-93-7 hydrazone of p-bromobenzaldehyde 
• 5467-74-3 4-Bromophenylboronic acid 
• 106-38-7 para-bromotoluene 
• 1438388-96-5 tributyl(difluoromethyl)stannane 
• 1122-91-4 4-bromo-benzaldehyde 

Downstream Products

• 1394033-58-9 5-{5-[4-(difluoromethyl)phenyl]-1-methyl-1H-pyrazol-4-yl}-N,7-dimethylimidazo[5,1-f][1,2,4]triazin-4-amine 
• 873373-34-3 1-(bromomethyl)-4-(difluoromethyl)benzene 
• 1382088-77-8 C₁₂H₈BrF₂N 
• 1263179-09-4 4-(difluoromethyl)benzene-1-sulfonyl chloride 

Relevant academic research and scientific papers

Base-Catalyzed H/D Exchange Reaction of Difluoromethylarenes

The budding deuteriodifluoromethyl group (CF2D) is a potentially significant functional group in medicinal chemistry. Herein, we investigated t-BuOK-catalyzed H/D exchange reaction of difluoromethylarenes in DMSO-d6 solution. The method provides excellent

PROCESSES FOR FLUORINATION

The present technology relates to fluorination reactions. Specifically, processes useful for making the fungicide compound, DFT are disclosed. More broadly, also disclosed herein are processes useful for deoxyfluorination at the α-aromatic position of a given compound.

Deoxyfluorination of (Hetero)aryl Aldehydes Using Tetramethylammonium Fluoride and Perfluorobutanesulfonyl Fluoride or Trifluoromethanesulfonic Anhydride

This Communication describes the conversion of (hetero)aryl aldehydes into the corresponding (hetero)aryl difluoromethyl products using anhydrous NMe4F in combination with perfluorobutanesulfonyl fluoride or trifluoromethanesulfonic anhydride.

PROCESSES FOR FLUORINATION

The present technology relates to fluorination reactions. Specifically, processes useful for making the fungicide compound, DFT are disclosed. More broadly, also disclosed herein are processes useful for deoxyfluorination at the α-aromatic position of a given compound.

Room Temperature Deoxyfluorination of Benzaldehydes and α-Ketoesters with Sulfuryl Fluoride and Tetramethylammonium Fluoride

A method for the room temperature deoxyfluorination of benzaldehydes and α-ketoesters using sulfuryl fluoride and Me4NF is described. A large scope of aryl and heteroaryl substrates is demonstrated, and this method compares favorably to other common deoxyfluorination methods for many substrates.

PIPERAZINE DERIVATIVES AS TRPML MODULATORS

The new piperazine derivatives are modulators of TRPML and are useful in treating disorders related to TRPML activities such as lysosome storage diseases, muscular dystrophy, age-related common neurodegenerative diseases, oxidative stress or reactive oxygen species (ROS) related diseases, and ageing.

Nickel-Catalyzed Aromatic Cross-Coupling Difluoromethylation of Grignard Reagents with Difluoroiodomethane

The nickel-catalyzed cross-coupling difluoromethylation of the Grignard reagents with difluoroiodomethane is shown to provide the corresponding aromatic difluoromethyl products in excellent to moderate yields. The difluoromethylation proceeds smoothly within 1 h at room temperature with 1.5 equiv of the Grignard reagents in the presence of Ni(cod)2/TMEDA (2.5-0.5 mol %). Mechanistic studies clarify that the oxidative addition of the Ni(0) catalyst to difluoroiodomethane provides the TMEDA-Ni(II)(CF2H)I complex. This intermediate is transformed to TMEDA-Ni(II)(CF2H)Ph via transmetalation with PhMgBr. The reductive elimination takes place to give the aromatic cross-coupling difluoromethylation product along with regeneration of the TMEDA-Ni(0) catalyst. Electron paramagnetic resonance (EPR) and radical clock analyses of the nickel-catalyzed reaction provide no EPR active Ni(I) and Ni(III) species at around g = 2 and only a trace amount of the cyclization product.

Synthesis of trifluoromethyl moieties by late-stage copper (I) mediated nucleophilic fluorination

The nucleophilic fluorination of bromodifluoromethyl derivatives mediated by the complex (PPh3)3CuF is described. Under the reaction conditions, different trifluoroacetates, trifluoroketones, trifluoroarenes and trifluoroacetamides were obtained in good yields.

Synthesis of Aryldihalomethanes by Denitrogenative Dihalogenation of Benzaldehyde Hydrazones

We report a denitrogenative dihalogenation reaction of phenyldiazomethanes in which the hypervalent iodine reagents PhICl2 and TolIF2 act as surrogates for elemental chlorine and fluorine. Halogen transfer from iodane to aryldiazomethane is described, as is a tandem oxidative dihalogenation reaction between iodane and hydrazone. This is the first use of non-α-stabilized diazo compounds in this reaction, which provided an efficient synthesis of aryldifluoromethane (ArCHF2) and aryldichloromethane (ArCHCl2) derivatives. (Figure presented.).

Pd-Catalyzed Transfer of Difluorocarbene

The study of transition-metal difluorocarbene complex has long been a subject of active investigation, but the transition-metal-catalyzed transfer of difluorocarbene remains a significant challenge. The Pd-catalyzed transfer of difluorocarbene is described to realize the coupling reaction of boronic acids with difluorocarbene to give (difluoromethyl)arenes and -olefins. Mechanistic investigations reveal that the Pd? -CF2 complex is an important intermediate for this transformation. This complex is prone to trimerization without the presence of starting materials.