2,6-Difluoropyridine Chemical Properties

Boiling point:

124.5 °C/743 mmHg (lit.)

Density 

1.268 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.437(lit.)

Flash point:

93 °F

storage temp. 

Inert atmosphere,2-8°C

solubility 

Not miscible or difficult to mix.

form 

Liquid

pka

-6.09±0.10(Predicted)

Specific Gravity

1.268

color 

Clear purple-red

BRN 

1422549

Dielectric constant

107.8

InChIKey

MBTGBRYMJKYYOE-UHFFFAOYSA-N

CAS DataBase Reference

1513-65-1(CAS DataBase Reference)

NIST Chemistry Reference

2,6-Difluoropyridine(1513-65-1)

Safety Information

Hazard Codes 

Xi,T,F

Risk Statements 

10-36/37/38

Safety Statements 

16-26-36/37/39-37/39

RIDADR 

UN 1993 3/PG 3

WGK Germany 

3

F 

10

Hazard Note 

Toxic

HazardClass 

3

PackingGroup 

III

HS Code 

29333999

MSDS

• Language:English Provider:2,6-Difluoropyridine
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

2,6-Difluoropyridine Usage And Synthesis

Chemical Properties

Colorless to light yellow liquid

Uses

2,6-Difluoropyridine has been used in the preparation of poly(pyridine ether)s via polycondensation with silylated 1,1,1-tris(4-hydroxyphenyl)ethane.

General Description

Lithium diisopropylamide (LDA)-mediated ortholithiations of 2,6-difluoropyridine in tetrahydrofuran at -78°C has been studied using a combination of IR and NMR spectroscopic and computational methods. Polycondensation of bistrimethylsilyl derivatives of various diphenols with 2,6-difluoropyridine in N-methylpyrrolidone in the presence of K₂CO₃ has been investigated.

Synthesis

General procedure for the synthesis of 2,6-difluoropyridine from 2,6-dichloropyridine: In a desiccator, accurately weigh anhydrous NMe4F (18.6 mg, 0.2 mmol, 2 eq.) and 2,6-dichloropyridine (0.1 mmol, 1 eq.) in a 4 mL vial fitted with a microstirring bar. DMF (0.5 mL) was added, the vial was removed from the desiccator, and the reaction was stirred at room temperature for 24 hours. Upon completion of the reaction, the reaction mixture was cooled to room temperature and the internal standard (1,3,5-trifluorobenzene, 100 μL 0.5 M toluene solution) was added. Aliquots were taken for 59F NMR spectroscopy and GC-MS analysis.

References

[1] Patent: US4071521, 1978, A
[2] Angewandte Chemie - International Edition, 2006, vol. 45, # 17, p. 2720 - 2725
[3] Organic Letters, 2015, vol. 17, # 8, p. 1866 - 1869
[4] Journal of Organic Chemistry, 2015, vol. 80, # 24, p. 12137 - 12145
[5] Patent: WO2017/24167, 2017, A1. Location in patent: Page/Page column 29; 33; 35

2,6-Difluoropyridine(1513-65-1)Related Product Information

• 2,5-Dimethylpyridine
• Flupirtine
• DIPIPERIDINOMETHANE
• 2-Chloro-5-chloromethylpyridine
• 2,6-Lutidine
• 2,5-PYRIDINEDICARBOXYLIC ACID
• Diethyl 1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate
• 4-AMINO-3-CHLORO-2,5,6-TRIFLUOROPYRIDINE
• 2,3,5,6-TETRAFLUORO-4-PYRIDINE-CARBONITRILE
• 3,5-Dichloro-2,4,6-trifluoropyridine
• 3,5-Dichloro-4-amino-2,6-difluoropyridine,4-AMINO-3,5-DICHLORO-2,6-DIFLUOROPYRIDINE
• 3-Chloro-2,4,5,6-tetrafluoropyridine
• 3,5-DIFLUOROPYRIDINE
• 2,5-DIFLUOROPYRIDINE
• 2,4-DIFLUORO-PYRIDINE
• 2,3,5,6-Tetrafluoropyridine
• 4-AMINO-2,3,5,6-TETRAFLUOROPYRIDINE
• 2,3-DIFLUOROPYRIDINE