2,3,5,6-Tetrafluoropyridine Chemical Properties

Boiling point:

102 °C (lit.)

Density 

1.499 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.4046(lit.)

Flash point:

87 °F

storage temp. 

Inert atmosphere,2-8°C

pka

-10.94±0.20(Predicted)

form 

clear liquid

color 

Colorless to Light yellow

Specific Gravity

1.52

InChI

InChI=1S/C5HF4N/c6-2-1-3(7)5(9)10-4(2)8/h1H

InChIKey

HWIPMBCMGVXOKN-UHFFFAOYSA-N

SMILES

C1(F)=NC(F)=C(F)C=C1F

CAS DataBase Reference

2875-18-5(CAS DataBase Reference)

NIST Chemistry Reference

Pyridine, 2,3,5,6-tetrafluoro-(2875-18-5)

Safety Information

Hazard Codes 

Xi,F,C

Risk Statements 

10-36/37/38

Safety Statements 

28-36

RIDADR 

UN 1993 3/PG 3

WGK Germany 

3

Hazard Note 

Flammable/Irritant

HazardClass 

3

PackingGroup 

III

HS Code 

29333990

MSDS

• Language:English Provider:2,3,5,6-Tetrafluoropyridine
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

2,3,5,6-Tetrafluoropyridine Usage And Synthesis

Synthesis

Catalytic reduction of aryl chlorides, bromides and iodides is well documented, however, aryl fluorides do not readily react under these conditions, owing to the strong C-F bond and the high activation barrier to bond breaking. Work in our laboratories showed that at high temperatures, pentafluoropyridine was converted to 2,3,5,6- tetrafluoropyridine using a palladium catalyst.

Preparation

An autoclave sprayed with PTFE was charged with pentafluoropyridine (20.0 g,  118 mmol), HBr (32.0 g, 400 mmol) and sulpholane (40 cm³) and heated at 200 ℃ for  48 h. The mixture was added to water and extracted into ether. The ether solution was  shown to contain pentafluoropyridine (79%) and 2,3,5,6-tetrafluoropyridine (21%) by  comparison of their GCMS and fluorine nmr spectra with authentic samples.  

Description

Pyridine and its derivatives have been developed and utilized relatively early at home and abroad. It is widely used in medicine, pesticides, rubber, dyes and other fields. Since the 1960s, there have been hundreds of medicines, pesticides, dyes, and some special reagents developed with fluorine-containing aromatic compounds as intermediates. In the weakly basic pyridine ring, the nitrogen atom is more negatively charged, and then a fluorine atom with a strong electronegativity is introduced to synthesize a fluorine-containing pyridine intermediate.

Chemical Properties

clear colorless liquid

2,3,5,6-Tetrafluoropyridine(2875-18-5)Related Product Information

• Dimefluthrin
• 1,1,1,2-Tetrafluoroethane
• 4-Methyl-2,3,5,6-tetrafluoropyridine 99%+
• 4-BROMO-2,3,5,6-TETRAFLUOROPYRIDINE,4-BROMO-2,3,5,6-TETRAFLUOROPYRIDINE 98%
• 4-CYANO-2,3,5,6-TETRAFLUOROPYRIDINE,2,3,5,6-Tetrafluoropyridine-4-carbonitrile
• Pentafluoropyridine
• 4-AMINO-2,3,5,6-TETRAFLUOROPYRIDINE
• 4-(DIMETHYLAMINO)-2,3,5,6-TETRAFLUOROPYRIDINE
• 2,3,4,5-Tetrafluoropyridine
• 2,3,4,6-TETRAFLUOROPYRIDINE, 98+%,2,3,4,6-TETRAFLUOROPYRIDINE
• 2,3,5,6-TETRAFLUOROPYRIDINE-4-PROPIONIC ACID
• 3-Chloro-2,4,5,6-tetrafluoropyridine
• 2,3,5,6-TETRAFLUOROPYRIDINE-4-CARBOXYLIC ACID
• 4-HYDROXY-2,3,5,6-TETRAFLUOROPYRIDINE
• 4-HYDRAZINO-2,3,5,6-TETRAFLUOROPYRIDINE
• 2,3,5,6-TETRAFLUORO-4-NITROPYRIDINE
• (2,3,5,6-TETRAFLUORO-4-PYRIDINYL)ACETIC ACID
• 4-CHLORO-2,3,5,6-TETRAFLUOROPYRIDINE