25892-09-5

Basic information

• Product Name: 2,6-difluoro-3-nitroaniline
• Synonyms: 2,6-difluoro-3-nitroaniline;2,6-Difluoro-3-nitrobenzenamine;3-AMino-2,4-difluoronitrobenzene;Benzenamine,2,6-difluoro-3-nitro-
• CAS NO: 25892-09-5
• Molecular Formula: C₆H₄F₂N₂O₂
• Molecular Weight: 174
• Product Categories: API intermediates
• Mol File: 25892-09-5.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 286℃
• Flash Point: 126℃
• Appearance: /
• Density: 1.554
• Vapor Pressure: 0.0028mmHg at 25°C
• Refractive Index: 1.575
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: -0.26±0.10(Predicted)
• CAS DataBase Reference: 2,6-difluoro-3-nitroaniline(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-difluoro-3-nitroaniline(25892-09-5)
• EPA Substance Registry System: 2,6-difluoro-3-nitroaniline(25892-09-5)

Safety Data

• Hazardous Substances Data: 25892-09-5(Hazardous Substances Data)

Usage

General Description

2,6-difluoro-3-nitroaniline is a chemical compound with the molecular formula C6H5F2N2O2. It is a yellow solid that is mainly used in the production of dyes and pigments. The presence of two fluorine atoms and a nitro group in its structure gives it unique chemical properties, making it useful in the synthesis of various organic compounds. It is also used as an intermediate in the production of agricultural chemicals and pharmaceuticals. However, it should be handled with care as it is toxic and harmful if ingested or inhaled, and may cause irritation to the skin and eyes. It is important to follow proper safety precautions and procedures when working with this chemical.

InChI:InChI=1/C6H4F2N2O2/c7-3-1-2-4(10(11)12)5(8)6(3)9/h1-2H,9H2

Upstream product

• 446-35-5 2,4-Difluoronitrobenzene 

Downstream Products

• 535170-20-8 tert-butyl (3-amino-2,6-difluorophenyl)carbamate 
• 535170-17-3 tert-butyl (2,6-difluoro-3-nitrophenyl)carbamate 

Relevant articles and documents

Site-Selective Copper-Catalyzed Amination and Azidation of Arenes and Heteroarenes via Deprotonative Zincation

Arene amination is achieved by site-selective C-H zincation followed by copper-catalyzed coupling with O-benzoylhydroxylamines under mild conditions. Key to this success is ortho-zincation mediated by lithium amidodiethylzincate base that is effective for a wide range of arenes, including nonactivated arenes bearing simple functionalities such as fluoride, chloride, ester, amide, ether, nitrile, and trifluoromethyl groups as well as heteroarenes including indole, thiophene, pyridine, and isoquinoline. An analogous C-H azidation is also accomplished using azidoiodinane for direct introduction of a useful azide group onto a broad scope of arenes and heteroarenes. These new transformations offer rapid access to valuable and diverse chemical space of aminoarenes. Their broad applications in organic synthesis and drug discovery are demonstrated in the synthesis of novel analogues of natural product (-)-nicotine and antidepressant sertraline by late-stage amination and azidation reactions.