20885-12-5

Basic information

• Product Name: 2-CHLORO-6-FLUOROPYRIDINE
• Synonyms: 2-CHLORO-6-FLUOROPYRIDINE;2-Chloro-6-fluorpyridine;2-Chloro-6-fluorpyridin
• CAS NO: 20885-12-5
• Molecular Formula: C₅H₃ClFN
• Molecular Weight: 131.54
• Product Categories: Pyridine;Pyridines;Fluorine series
• Mol File: 20885-12-5.mol
• Article Data: 3

Chemical Properties

• Melting Point: 31.0 to 35.0 °C
• Boiling Point: 169.2 °C at 760 mmHg
• Flash Point: 56.1 °C
• Appearance: Light yellow needles
• Density: 1.331 g/cm³
• Vapor Pressure: 2.07mmHg at 25°C
• Refractive Index: 1.503
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility: soluble in Methanol
• PKA: -2.45±0.10(Predicted)
• CAS DataBase Reference: 2-CHLORO-6-FLUOROPYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CHLORO-6-FLUOROPYRIDINE(20885-12-5)
• EPA Substance Registry System: 2-CHLORO-6-FLUOROPYRIDINE(20885-12-5)

Safety Data

• Hazard Codes: Xi,F,Xn
• Statements: 36/37/38-41-37/38-22
• Safety Statements: 26-36-39
• HazardClass: IRRITANT
• Hazardous Substances Data: 20885-12-5(Hazardous Substances Data)

Usage

Synthesis

However, a recent study demonstrated that a range of substituted pyridines reacted with fluorine diluted with nitrogen giving 2-fluoropyridine derivatives in acceptable yields. Thus, 2-chloropyridine gave mostly 2-chloro-6-fluoropyridine.

Chemical Properties

Light yellow needles

InChI:InChI=1/C5H3ClFN/c6-4-2-1-3-5(7)8-4/h1-3H

Upstream product

• 109-09-1 2-chloropyridine 
• 119071-51-1 C₅H₄ClFN⁽¹⁺⁾*BF₄^(1-) 

Downstream Products

• 1095223-59-8 1-(6-chloro-2-fluoro-pyridin-3-yl)-2-(3,4-dichloro-phenoxy)-ethanone 
• 1095223-57-6 1-(6-chloro-2-fluoro-pyridin-3-yl)-2-(4-chloro-phenoxy)-ethanone 
• 1095223-55-4 1-(6-chloro-2-fluoro-pyridin-3-yl)-2-phenoxy-ethanone 
• 1095223-51-0 2-benzyloxy-1-(6-chloro-2-fluoro-pyridin-3-yl)-ethanone 
• 1095223-53-2 1-(6-chloro-2-fluoro-pyridin-3-yl)-2-(4-methoxy-phenoxy)-ethanone 
• 80364-46-1 N-(6-chloropyridin-2-yl)acetamide 
• 153976-26-2 1-(6-chloropyridin-2-yl)-4-methylpiperazine 
• 1146615-89-5 2-chloro-6-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine 
• 1060801-42-4 6-chloro-N,N-dimethylpyridin-2-amine 
• 45644-21-1 6-chloropyridin-2-amine 
• 1195173-18-2 1-(4-(2-methylpyridin-4-yl)phenyl)-3-(1-(pyridin-2-yl)cyclopentyl)urea 
• 1356336-18-9 2-fluoro-6-(o-tolyl)pyridine 
• 1256345-66-0 (6-chloro-2-fluoropyridin-3-yl)boronic acid 
• 62566-16-9 4-(6-fluoropyridin-2-yloxy)aniline 

Relevant articles and documents

Elemental fluorine. Part 10.1 Selective fluorination of pyridine, quinoline and quinoxaline derivatives with fluorine-iodine mixtures

Selective fluorination of a range of pyridine and quinoline substrates to give corresponding 2-fluoro-derivatives can be readily achieved in high yield at room temperature using elemental fluorine-iodine mixtures. Reaction of fluorine with iodine forms, in situ, systems that function like sources of both iodonium and fluoride ions and fluorination of heterocyclic derivatives is suggested to proceed by fluoride ion attack on intermediate W-iodo-heterocyclic species. Quinoxaline derivatives react under similar conditions to give either the 2-fluoro- or 2,3-difluoro-quinoxaline derivatives depending on the ratio of fluorine passed through the solution. In related processes, pyridine can be alkoxylated upon reaction of an appropriate alcohol and fluorine.

DIRECT FLUORINATION OF SUBSTITUTED PYRIDINES

The direct fluorination of pyridines bearing alkyl, halogen, ester, or ketone functions has been employed to prepare the corresponding 2-fluoro-substituted pyridines.