2,6-DIFLUORONICOTINALDEHYDE Chemical Properties

Melting point:

19-20℃

Boiling point:

64-66℃/15mm

Density 

1.378

refractive index 

1.4920

storage temp. 

Inert atmosphere,Store in freezer, under -20°C

form 

Liquid

pka

-7.89±0.10(Predicted)

Appearance

Colorless to light yellow <19°C Solid,>20°C Liquid

Sensitive 

Moisture Sensitive

Safety Information

Hazard Codes 

Xi

HazardClass 

IRRITANT, KEEP COLD, STORED UNDER ARGON

HS Code 

2933399990

2,6-DIFLUORONICOTINALDEHYDE Usage And Synthesis

Application

2,6-Difluoropyridine-3-carboxaldehyde can be used as a pharmaceutical synthesis intermediate, prepared by formylation of 2,6-difluoropyridine as a reactant. Some literature reports its potential use as an additive in battery electrolytes.

Synthesis

A solution of 2,6-difluoropyridine (4.95 g, 43.0 mmol) in anhydrous tetrahydrofuran (100 mL) was cooled to -78 °C under nitrogen atmosphere and lithium diisopropylammonium (2.0 M in heptane/tetrahydrofuran/ethylbenzene, 23.0 mL, 46.0 mmol) was added slowly. The reaction mixture was stirred at -78 °C for 30 min before N-formylpiperidine (4.98 g, 44.0 mmol) was added. Stirring was continued at -78 °C for 20 min, followed by the addition of 3 N hydrochloric acid aqueous solution (60 mL) and ether (50 mL). The ether layer was separated and the aqueous layer was extracted with ether (3 x 100 mL). The organic phases were combined and dried over anhydrous sodium sulfate. After filtration, the solvent was removed under reduced pressure and the residue was purified by rapid column chromatography on silica gel (dichloromethane/hexane, 1:1 v/v) to afford 2,6-difluoropyridine-3-carboxaldehyde as a pale yellow liquid (1.41 g, 60% yield).

References

[1] Patent: WO2007/22371, 2007, A2. Location in patent: Page/Page column 61

2,6-DIFLUORONICOTINALDEHYDE(155601-65-3)Related Product Information

• 2,6-dimethoxyanthracene
• 2,6-DICHLORO-4-METHYLQUINOLINE
• 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-Difluoro-3-iodopyridine
• 2,6-dichloro-3-Methoxypyridine
• 3-Pyridinol,2,6-difluoro-(9CI)
• METHYL 2,6-DIFLUORONICOTINATE
• 2,6-Difluoropyridine
• 3,5-DICHLORO-2,6-DIFLUOROPYRIDINE-4-CARBOXALDEHYDE
• 2-Fluoropyridine-5-carboxaldehyde
• 2,6-DIFLUORONICOTINALDEHYDE
• 2,6-Difluoropyridine-3-carboxylic acid
• 2-FLUORO-3-FORMYLPYRIDINE
• 2,5,6-Trifluoro-nicotinic acid