2-Hydroxy-3-trifluoromethylpyridine
- Product Name
- 2-Hydroxy-3-trifluoromethylpyridine
- CAS No.
- 22245-83-6
- Chemical Name
- 2-Hydroxy-3-trifluoromethylpyridine
- Synonyms
- 3-Trifluoromethyl-pyridin-2-ol;2-HYDROXY-3-(TRIFLUOROMETHYL)PYRIDINE;BUTTPARK 24\01-66;2-Hydroxy-3-(trifL;2-Hydroxy-3-trifluor;Hydroxy-3-trifluoromethyl;2-Hydroxy-3-trifluoromethyl;3-trifluoroMethyl-2-pyridinol;3-(TRIFLUOROMETHYL)-2-PYRIDONE;3-(Trifluoromethyl)pyridin-2-one
- CBNumber
- CB9168839
- Molecular Formula
- C6H4F3NO
- Formula Weight
- 163.1
- MOL File
- 22245-83-6.mol
2-Hydroxy-3-trifluoromethylpyridine Property
- 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)
Safety
- 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
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- T2600
- Product name
- 3-(Trifluoromethyl)-2-pyridone
- Purity
- >98.0%(GC)(T)
- Packaging
- 1g
- Price
- $41
- Updated
- 2025/07/31
- Product number
- T2600
- Product name
- 3-(Trifluoromethyl)-2-pyridone
- Purity
- >98.0%(GC)(T)
- Packaging
- 5g
- Price
- $127
- Updated
- 2025/07/31
- Product number
- H971565
- Product name
- 2-Hydroxy-3-trifluoromethylpyridine
- Packaging
- 1g
- Price
- $70
- Updated
- 2021/12/16
- Product number
- 4H01-3-23
- Product name
- 2-Hydroxy-3-(trifluoromethyl)pyridine
- Purity
- 98%
- Packaging
- 25g
- Price
- $60
- Updated
- 2021/12/16
- Product number
- PC4868W
- Product name
- 2-Hydroxy-3-(trifluoromethyl)pyridine
- Purity
- 97%
- Packaging
- 100g
- Price
- $65
- Updated
- 2021/12/16
2-Hydroxy-3-trifluoromethylpyridine Chemical Properties,Usage,Production
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 .
Synthesis
142-08-5
2314-97-8
22245-83-6
General procedure: 2-hydroxypyridine (0.19 g, 2.0 mmol) and ferrocene (0.11 g, 0.6 mmol) were accurately weighed and placed in a dry two-necked flask and the atmosphere was replaced under argon protection. Dimethyl sulfoxide (8.0 mL), 3.0 mol/L trifluoromethyl iodine in dimethyl sulfoxide solution (2.0 mL) and 30% aqueous hydrogen peroxide solution (0.4 mL) were added sequentially to the flask, and the reaction mixture was stirred for 20 min at 40 °C to 50 °C. After completion of the reaction, the mixture was cooled to room temperature. The generation of 2-hydroxy-3-trifluoromethylpyridine was confirmed by 19F-NMR analysis using 2,2,2-trifluoroethanol as an internal standard (19F-NMR yield: 64%). Following the subsequent processing steps of Example 1, the target product 2-hydroxy-3-trifluoromethylpyridine was obtained as a white solid (0.081 g, yield: 50%). The structure of the product was determined by 1H-NMR (deuterated chloroform, δ 6.34 (dd, J = 6.9, 5.5 Hz, 1H), 7.65 (d, J = 5.6 Hz, 1H), 7.88 (d, J = 6.9 Hz, 1H), 13.25 (brs, 1H)), 13C-NMR (deuterated chloroform, δ 105.6, 120.4 (q, JCF = 31.4 Hz), 122.7 (q, JCF = 271.3 Hz), 139.2, 140.7 (q, JCF = 4.9 Hz), 161), 19F-NMR (deuterated chloroform, δ -66), and mass spectrometry (m/z: 163 [M]+) confirmed.
References
[1] Patent: EP2080744, 2009, A1. Location in patent: Page/Page column 7-8
[2] Journal of Fluorine Chemistry, 2010, vol. 131, # 1, p. 98 - 105
2-Hydroxy-3-trifluoromethylpyridine Preparation Products And Raw materials
Raw materials
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View Lastest Price from 2-Hydroxy-3-trifluoromethylpyridine manufacturers
- Product
- 2-Hydroxy-3-(trifluoromethyl)pyridine 22245-83-6
- Price
- US $0.00-0.00/KG
- Min. Order
- 25KG
- Purity
- Purity: 99%
- Supply Ability
- 1000tons
- Release date
- 2025-07-21
- Product
- 2-Hydroxy-3-trifluoromethylpyridine 22245-83-6
- Price
- US $30.00-10.00/KG
- Min. Order
- 50KG
- Purity
- 99%
- Supply Ability
- 500000kg
- Release date
- 2024-11-05
- Product
- 2-Hydroxy-3-trifluoromethylpyridine 22245-83-6
- Price
- US $0.00/gm
- Min. Order
- 100gm
- Purity
- 99%min
- Supply Ability
- 100kgs
- Release date
- 2024-09-04