52208-56-7

Basic information

• Product Name: 3-Chloro-2,6-difluoropyridine
• Synonyms: 3-Chloro-2,6-difluoropyridine;3-Chloro-2,6-difluoropyridin
• CAS NO: 52208-56-7
• Molecular Formula: C₅H₂ClF₂N
• Molecular Weight: 149.53
• Mol File: 52208-56-7.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 168.5°C at 760 mmHg
• Flash Point: 55.7°C
• Appearance: /
• Density: 1.451g/cm³
• Vapor Pressure: 2.14mmHg at 25°C
• Refractive Index: 1.479
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• CAS DataBase Reference: 3-Chloro-2,6-difluoropyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Chloro-2,6-difluoropyridine(52208-56-7)
• EPA Substance Registry System: 3-Chloro-2,6-difluoropyridine(52208-56-7)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 52208-56-7(Hazardous Substances Data)

Usage

Uses

3-Chloro-2,6-difluoropyridine is a simpler and easier-to-use fluorination reagent in DMSO.

InChI:InChI=1/C5H2ClF2N/c6-3-1-2-4(7)9-5(3)8/h1-2H

Upstream product

• 54903-85-4 3-chloro-2,6-diaminopyridine 
• 1513-65-1 2,6-difluoro pyridine 
• 685517-67-3 2,6-difluoro-3-iodopyridine 
• 141-86-6 2.6-diaminopyridine 
• 6515-09-9 2,3,6-trichloropyridine 

Downstream Products

• 1355342-93-6 N-[6-amino-5-chloro-2-[[1-[(2E)-3-(4-chlorophenyl)-2-propen-1-yl]-3-azetidinyl]oxy]-3-pyridinyl]-2-chloro-4-pyridinecarboxamide 

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.