2-Hydroxy-3-trifluoromethylpyridine
- CAS NO.：22245-83-6
- Empirical Formula: C6H4F3NO
- Molecular Weight: 163.1
- MDL number: MFCD00153194
- EINECS: 671-273-7
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-11-05 19:05:58
What is 2-Hydroxy-3-trifluoromethylpyridine?
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
The Uses of 2-Hydroxy-3-trifluoromethylpyridine
2-Hydroxy-3-trifluoromethylpyridine is a reactant in the synthesis of Pyrido[2,3-b]pyrazine, a TRPV1 antagonist .
Properties of 2-Hydroxy-3-trifluoromethylpyridine
| 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) |
| CAS DataBase Reference | 22245-83-6(CAS DataBase Reference) |
Safety information for 2-Hydroxy-3-trifluoromethylpyridine
| Signal word | Warning |
| Pictogram(s) |
 Exclamation Mark Irritant GHS07 |
| GHS Hazard Statements |
H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
| Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for 2-Hydroxy-3-trifluoromethylpyridine
| InChIKey | JHDCDEHVUADNKQ-UHFFFAOYSA-N |
| SMILES | C1(=O)NC=CC=C1C(F)(F)F |
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