Basic information Synthesis Preparation Description Safety Supplier Related
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2,3,5,6-Tetrafluoropyridine

Basic information Synthesis Preparation Description Safety Supplier Related

2,3,5,6-Tetrafluoropyridine Basic information

Product Name:
2,3,5,6-Tetrafluoropyridine
Synonyms:
  • 2,3,5,6-TETRAFLUOROPYRIDINE
  • 2,3,5,6-Tetrafluoropyridine 98%
  • 2,3,5,6-Tetrafluoropyridine98%
  • 2,3,5,6-Tetrafluoropyridine,99%
  • N-TERT-BUTYL-ALPHA-(4-NITROPHENYL)- &
  • Pyridine,2,3,5,6-tetrafluoro-
  • 2,3,5,6-TetrafL
  • 2,3,5,6-Tetrafluoropyridine ISO 9001:2015 REACH
CAS:
2875-18-5
MF:
C5HF4N
MW:
151.06
EINECS:
622-979-9
Product Categories:
  • Fluorine series
  • Pyridine
  • Heterocyclic Compounds
  • Fluoropyridines
  • Halopyridines
  • C5
  • Heterocyclic Building Blocks
  • Pyridines
Mol File:
2875-18-5.mol
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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
InChIKey
HWIPMBCMGVXOKN-UHFFFAOYSA-N
CAS DataBase Reference
2875-18-5(CAS DataBase Reference)
NIST Chemistry Reference
Pyridine, 2,3,5,6-tetrafluoro-(2875-18-5)
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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

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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

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