2,6-Difluoro-3-iodopyridine Chemical Properties

Melting point:

38.0 to 42.0 °C

Boiling point:

230.1±35.0 °C(Predicted)

Density 

2.129±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

solubility 

soluble in Methanol

form 

powder to lump

pka

-8.11±0.10(Predicted)

color 

White to Light yellow

Safety Information

HS Code 

2933399990

2,6-Difluoro-3-iodopyridine Usage And Synthesis

Synthesis

General procedure for the synthesis of 2,6-difluoro-3-iodopyridine from 2,6-difluoropyridine: 2,6-difluoropyridine (1.15 g, 10 mmol) was dissolved in toluene (300 ml) at -78 °C and under nitrogen protection, and n-butyllithium (n-BuLi, 4.8 ml, 12 mmol, 1.2 eq.) was slowly added. The reaction mixture was stirred continuously at -78 °C for 4 hours. Subsequently, iodine (2.53 g, 10 mmol) was added while the temperature was kept below -70 °C. The reaction mixture was gradually warmed up to room temperature and the reaction was quenched with 10 ml of water. The organic solvent was removed by distillation under reduced pressure and the residue was collected by filtration. Purification by silica gel column chromatography (eluent ratio: petroleum ether/ethyl acetate = 50:1 to 5:1) afforded the target product 2,6-difluoro-3-iodopyridine as a solid (1.49 g, 6.1 mmol, 61% yield). The product was analyzed by ESI-MS (M+1): 242, which is consistent with the theoretically calculated value C5H2F2I (241).

References

[1] European Journal of Organic Chemistry, 2004, # 5, p. 1018 - 1024
[2] Organic Letters, 2007, vol. 9, # 25, p. 5175 - 5178
[3] Tetrahedron Letters, 2004, vol. 45, # 36, p. 6697 - 6701
[4] Patent: WO2009/89263, 2009, A2. Location in patent: Page/Page column 77
[5] Tetrahedron, 2016, vol. 72, # 17, p. 2196 - 2205

2,6-Difluoro-3-iodopyridine(685517-67-3)Related Product Information

• 7-Boc-1,7-diaza-spiro[4.4]nonane
• 2,6-dichloropyridin-3-ol
• 2,6-Dichloro-3-methylpyridine
• 2,6-diaminoTryptycene
• 2,6-dimethoxyanthracene
• 2,6-DICHLORO-4-METHYLQUINOLINE
• 2,6-DIFLUORONICOTINALDEHYDE
• 1-(2,6-dichloropyridin-3-yl)ethanone
• 2,6-Dichloro-3-iodopyridine
• 2,6-Dichloro-4-iodophenol
• 2,6-dimethylimidazo[1,2-a]pyridine-3-carboxylic acid(SALTDATA: FREE)
• 2,6-DICHLOROPYRIDINE-3,4-DIAMINE
• 2,6-dichloro-3-Methoxypyridine
• METHYL 2,6-DIFLUORONICOTINATE
• 3-Pyridinol,2,6-difluoro-(9CI)
• 2-Fluoro-5-iodopyridine
• 2-Fluoro-3-iodopyridine
• 2,6-Difluoro-3-iodopyridine