29848-57-5

Basic information

• Product Name: 1-(Difluoromethyl)-4-nitrobenzene
• Synonyms: 1-(Difluoromethyl)-4-nitrobenzene;4-Difluoromethyl-1-nitrobenzene;p-Nitrobenzal difluoride;4-(difluoromethyl)nitrobenzene
• CAS NO: 29848-57-5
• Molecular Formula: C₇H₅F₂NO₂
• Molecular Weight: 173.1169064
• Mol File: 29848-57-5.mol
• Article Data: 24

Chemical Properties

• Boiling Point: 241℃
• Flash Point: 112℃
• Appearance: /
• Density: 1.339
• Refractive Index: 1.5075
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 1-(Difluoromethyl)-4-nitrobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(Difluoromethyl)-4-nitrobenzene(29848-57-5)
• EPA Substance Registry System: 1-(Difluoromethyl)-4-nitrobenzene(29848-57-5)

Safety Data

• HazardClass: IRRITANT-HARMFUL
• Hazardous Substances Data: 29848-57-5(Hazardous Substances Data)

Usage

Description

1-(Difluoromethyl)-4-nitrobenzene is an organic compound with the molecular formula C7H5F2NO2. It is characterized by the presence of a difluoromethyl group (-CF2H) attached to the benzene ring at the 1st position and a nitro group (-NO2) at the 4th position. 1-(Difluoromethyl)-4-nitrobenzene is known for its reactivity and is often utilized as a building block in the synthesis of various pharmaceuticals and agrochemicals.

Uses

1. Used in Pharmaceutical Industry:
1-(Difluoromethyl)-4-nitrobenzene is used as a synthetic intermediate for the production of various pharmaceutical compounds. Its unique structure allows for the creation of molecules with specific biological activities, making it a valuable asset in drug discovery and development.
2. Used in Radiotracer Synthesis:
1-(Difluoromethyl)-4-nitrobenzene is used as a reagent in the preparation of fluorine-18-labeled fluoxetine, which serves as a potential radiotracer for studying reuptake sites in the brain. This application is particularly relevant in the field of neuroscience and psychiatric research, as it can help in understanding the mechanisms underlying various mental health disorders and the effectiveness of treatments.
3. Used in Agrochemical Industry:
In the agrochemical industry, 1-(Difluoromethyl)-4-nitrobenzene is employed as a key intermediate in the synthesis of various pesticides and insecticides. Its incorporation into these compounds can enhance their efficacy and selectivity, leading to improved crop protection and reduced environmental impact.
4. Used in Chemical Research:
Due to its reactivity and unique structural features, 1-(Difluoromethyl)-4-nitrobenzene is also used as a research compound in various chemical studies. It can be employed to explore new reaction pathways, develop innovative synthetic methods, and investigate the properties of related compounds.

Upstream product

• 1309-60-0 lead(IV) oxide 
• 100-14-1 4-nitrobenzyl chloride 
• 6310-10-7 4-nitrobenzaldehyde hydrazone 
• 555-16-8 4-nitrobenzaldehdye 
• 636-98-6 p-nitrobenzene iodide 
• 100-11-8 1-bromomethyl-4-nitro-benzene 
• 99-99-0 1-methyl-4-nitrobenzene 
• 122-04-3 4-nitro-benzoyl chloride 
• 62-23-7 4-nitro-benzoic acid 
• 1747-50-8 4-methyl-N'-[(4-nitrophenyl)methylidene]benzene-1-sulfonohydrazide 
• 19479-80-2 (4-nitrophenyl)diazomethane 
• 100-00-5 4-chlorobenzonitrile 
• 586-78-7 para-nitrophenyl bromide 
• 456-27-9 4-nitrobenzenediazonium tetrafluoroborate 

Relevant articles and documents

Synthesis of L-Au(I)-CF2H Complexes and Their Application as Transmetalation Shuttles to the Difluoromethylation of Aryl Iodides

We describe herein two alternative protocols to efficiently prepare difluoromethylgold(I) complexes bearing ancillary ligands with different electronic and steric properties. LAu-OX (X = H andt-Bu) species, formed in the presence of base, have been identified as intermediate complexes involved in these transformations. The application of these compounds as “CF2H transmetalation shuttles” from gold to palladium has been demonstrated in a Pd-catalyzed difluoromethylation reaction of aryl iodides, in which the Au-to-Pd transfer of “CF2H” is feasible under stoichiometric conditions. These findings will pave the way for catalytic manifolds in gold chemistry.

Controlling the cleavage of carbon-carbon bonds to generate α,α-difluorobenzyl carbanions for the construction of difluoromethylbenzenes

Controlling the cleavage of carbon-carbon bonds during a chemical reaction is a substantial challenge; however, synthetic methods that accomplish this objective produce valuable and often unexplored reactivity. We have designed a mild process to generate α,α-difluorobenzyl carbanions in the presence of potassium carbonate by exploiting the cleavage of C-C bonds during the release of trifluoroacetate. The initiating reagent is potassium carbonate, which represents an improvement over existing protocols that require a strong base. Fragmentation studies across substituted arenes and heteroarenes were conducted along with computational analyses to elucidate reactivity trends. Furthermore, the mildly generated α,α-difluorobenzyl carbanions from electron-deficient aromatics and heteroaromatic rings can react with aldehydes to create derivatives of difluoromethylbenzenes, which are valuable synthetic targets.

OXALAMIDES AS MODULATORS OF INDOLEAMINE 2,3-DIOXYGENASE

The present invention relates to novel compounds which act as modulators of indoleamine 2,3-dioxygenase (IDOl) and to the use of said compounds in the prophylaxis and/or treatment of diseases or conditions mediated by indoleamine 2,3-dioxygenase. The inve