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2-Hydroxy-3-trifluoromethylpyridine

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2-Hydroxy-3-trifluoromethylpyridine Basic information

Product Name:
2-Hydroxy-3-trifluoromethylpyridine
Synonyms:
  • 2-HYDROXY-3-(TRIFLUOROMETHYL)PYRIDINE
  • 3-(TRIFLUOROMETHYL)-1,2-DIHYDROPYRIDIN-2-ONE
  • 3-(TRIFLUOROMETHYL)-2-PYRIDONE
  • BUTTPARK 24\01-66
  • 3-(Trifluoromethyl)pyridin-2-one
  • 3-Trifluoromethyl-pyridin-2-ol
  • 2-Hydroxy-3-(trifluoromethyl)pyridine 97%
  • 2-Hydroxy-3-(trifluoromethyl)pyridine97%
CAS:
22245-83-6
MF:
C6H4F3NO
MW:
163.1
EINECS:
671-273-7
Product Categories:
  • Fluorine series
  • blocks
  • FluoroCompounds
  • Pyridines
  • Pyridine
Mol File:
22245-83-6.mol
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2-Hydroxy-3-trifluoromethylpyridine Chemical Properties

Melting point:
150-153°C
Boiling point:
223.7±40.0 °C(Predicted)
Density 
1.398±0.06 g/cm3(Predicted)
storage temp. 
Inert atmosphere,Room Temperature
form 
powder to crystal
pka
9.67±0.10(Predicted)
color 
White to Almost white
InChI
InChI=1S/C6H4F3NO/c7-6(8,9)4-2-1-3-10-5(4)11/h1-3H,(H,10,11)
InChIKey
JHDCDEHVUADNKQ-UHFFFAOYSA-N
SMILES
C1(=O)NC=CC=C1C(F)(F)F
LogP
0.71 at 25℃
CAS DataBase Reference
22245-83-6(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi,Xn,T
Risk Statements 
36/37/38-65-20/21/22-20/21-36-25
Safety Statements 
26-36/37/39-36-45
RIDADR 
UN2811
HazardClass 
IRRITANT
HS Code 
29333990
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2-Hydroxy-3-trifluoromethylpyridine Usage And Synthesis

Description

2-hydroxy-3-(trifluoromethyl)pyridine (or 3-(Trifluoromethyl)-2-pyridone) is a trifluoromethyl substituted 2-hydroxypyridine. It is used as a synthesis intermediate for ligands and bioactive ingredients in the application of drug discovery and catalytic reactions. In catalytic reactions, the amide group of 2-pyridone binds to transition metals, forming stable 5-/6-membered ring intermediates. Hence, 2-hydroxy-3-(trifluoromethyl)pyridine is widely used as a ligand in catalytic reactions such as directed C-H activation on meta-position. In addition, the trifluoromethyl substituent of 3-(trifluoromethyl)-2-pyridone tunes its metal-binding affinity and limits the reaction site for improving regioselectivity.

Chemical Properties

White powder

Uses

2-Hydroxy-3-trifluoromethylpyridine is a reactant in the synthesis of Pyrido[2,3-b]pyrazine, a TRPV1 antagonist .

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