80392-79-6

Basic information

• Product Name: 3-Bromo-2,6-difluoropyridine
• Synonyms: 3-Bromo-2,6-difluoropyridine
• CAS NO: 80392-79-6
• Molecular Formula: C₅H₂BrF₂N
• Molecular Weight: 193.98
• Mol File: 80392-79-6.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 180.9°C at 760 mmHg
• Flash Point: 63.2°C
• Appearance: /
• Density: 1.808g/cm³
• Vapor Pressure: 1.19mmHg at 25°C
• Refractive Index: 1.508
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: -8.45±0.10(Predicted)
• CAS DataBase Reference: 3-Bromo-2,6-difluoropyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Bromo-2,6-difluoropyridine(80392-79-6)
• EPA Substance Registry System: 3-Bromo-2,6-difluoropyridine(80392-79-6)

Safety Data

• Hazardous Substances Data: 80392-79-6(Hazardous Substances Data)

Usage

General Description

3-Bromo-2,6-difluoropyridine is a chemical compound with the molecular formula C5H2BrF2N. It is a type of pyridine derivative and contains a bromine atom and two fluorine atoms attached to the pyridine ring. 3-Bromo-2,6-difluoropyridine is commonly used in the field of organic synthesis and pharmaceutical research as a building block for the production of various chemical compounds. It possesses unique chemical properties that make it suitable for use in the synthesis of biologically active molecules and agrochemicals. Additionally, 3-Bromo-2,6-difluoropyridine may also be employed as a reagent in various chemical reactions, making it a versatile and valuable chemical compound in the field of chemistry.

InChI:InChI=1/C5H2BrF2N/c6-3-1-2-4(7)9-5(3)8/h1-2H

Upstream product

• 1513-65-1 2,6-difluoro pyridine 
• 866755-20-6 3-bromo-2, 6-dichloropyridine 
• 141-86-6 2.6-diaminopyridine 
• 685517-67-3 2,6-difluoro-3-iodopyridine 
• 54903-86-5 3-bromo-2,6-diaminopyridine 

Downstream Products

• 16727-47-2 2,6-bis(benzyloxy)-3-bromopyridine 
• 944401-65-4 5-bromo-6-fluoropyridin-2-ylamine 
• 1267852-21-0 6-fluoro-5-(4-(2-oxo-2-(5-(1-(trifluoromethyl)cyclopropyl)isoxazol-3-ylamino)ethyl)phenyl)pyridin-2-amine 

Relevant articles and documents

Facile preparation of 3-substituted-2,6-difluoropyridines: Application to the synthesis of 2,3,6-trisubstituted pyridines

We report a facile method for the difluorination of 3-substituted-2,6-dichloropyridines using cesium fluoride as a fluorination reagent in dimethyl sulfoxide. It is proposed that this method for preparing 3-substituted-2,6-difluoropyridines is simpler and easier than those reported in previous literature. To examine the utility of 3-substituted-2,6-difluoropyridines in synthetic chemistry, we also demonstrate a subsequent conversion to 2,3,6-trisubstituted pyridines by a tandem nucleophilic aromatic substitution.

NEW DEVELOPMENTS IN THE SYNTHESIS OF LOWER FLUORINATED PYRIDINES VIA DIAZOTIZATION-FLUORINATION OF AMINOPYRIDINES IN ANHYDROUS HYDROGEN FLUORIDE

The isolation and stabilization of elusive 4-fluoropyridine as the hydrochloride salt (54percent yield) from fluorodediazoniation of 4-aminopyridine in anhydrous hydrogen fluoride (AHF) is described.Unlike the low yields (0-13percent) recently reported from the chlorodediazoniation of 2,6-diaminopyridine and 3-halo-2,6-diaminopyridine, fluorodediazoniation gave high yields (49-62percent) of the corresponding 2,6-difluoropyridines.In contrast, benzene analogs, i.e. m-phenylenediamine and 4-chloro-m-phenylenediamine, form only tars under similar fluorination conditions.Vicinal aminohalopyridines, e.g. 3-amino-2-chloropyridine and 2-amino-3,5-dichloropyridine give the corresponding fluorohalopyridine in 49-89percent yield.Again, the benzene analogs, i.e. o-chloroaniline and 2,4-dichloroaniline, resist fluorination.