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2-Hydroxy-5-nitro-3-(trifluoromethyl)pyridine

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2-Hydroxy-5-nitro-3-(trifluoromethyl)pyridine Basic information
Preparation
Product Name:2-Hydroxy-5-nitro-3-(trifluoromethyl)pyridine
Synonyms:5-nitro-3-trifluoromethyl-2-hydroxypyridine;5-NITRO-3-(TRIFLUOROMETHYL-2-PYRIDONE);2-Hydroxy-5-nitro-3-(trifluoromethyl)pyridine 98%;2-Hydroxy-5-nitro-3-(trifluoromethyl)pyridine98%;5-Nitro-3-(trifluoromethyl)pyridin-2-ol, 5-Nitro-3-(trifluoromethyl)pyridin-2(1H)-one;5-Nitro-3-(trifluoromethyl)pyridin-2-one;5-aMino-3-(trifluoroMethyl)pyridin-2(1H)-one;5-Nitro-3-trifluoroMethyl-1H-pyridin-2-one
CAS:99368-66-8
MF:C6H3F3N2O3
MW:208.09
EINECS:848-721-7
Product Categories:Fluorine series;Pyridines;Pyridine
Mol File:99368-66-8.mol
2-Hydroxy-5-nitro-3-(trifluoromethyl)pyridine Structure
2-Hydroxy-5-nitro-3-(trifluoromethyl)pyridine Chemical Properties
Melting point 158°C
Boiling point 255.2±40.0 °C(Predicted)
density 1.61±0.1 g/cm3(Predicted)
storage temp. Inert atmosphere,Room Temperature
form solid
pka5.71±0.10(Predicted)
color Yellow
InChIInChI=1S/C6H3F3N2O3/c7-6(8,9)4-1-3(11(13)14)2-10-5(4)12/h1-2H,(H,10,12)
InChIKeyBHUILUYFGJBXHQ-UHFFFAOYSA-N
SMILESC1(=O)NC=C([N+]([O-])=O)C=C1C(F)(F)F
LogP0.41 at 25℃
CAS DataBase Reference99368-66-8(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36/37/39
Hazard Note Irritant
HS Code 2933399990
MSDS Information
2-Hydroxy-5-nitro-3-(trifluoromethyl)pyridine Usage And Synthesis
Preparation

Nitric acid (24 mL, 0.55 mol) was slowly added dropwise to a solution of 2-hydroxy-3-(trifluoromethyl)pyridine (20.00 g, 0.12 mol) in 160 mL of sulfuric acid at -10 °C, and the reaction mixture was stirred at 40 °C for 6 hours. The progress of the reaction was then confirmed by TLC. After the reaction was complete, the reaction mixture was added to ice water, and the pH of the solution was adjusted to 4-5 with saturated NaOH aqueous solution. The aqueous layer was extracted with ethyl acetate, and the resulting organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure to obtain 2-hydroxy-5-nitro-3-trifluoromethylpyridine.

Chemical Properties2-Hydroxy-5-nitro-3-trifluoromethylpyridine is solid at room temperature and pressure, and it is a pyridine derivative. The hydroxyl group in the 2nd position in the structure and the double bond on the pyridine ring form the enol form that will be reciprocally isomorphic into the structure of amide.
Uses2-Hydroxy-5-nitro-3-(trifluoromethyl)pyridine is a class of aromatic heterocyclic compounds that can be used as intermediates for Apalutamide, which is an androgen receptor inhibitor used in the treatment of prostate cancer.
2-Hydroxy-5-nitro-3-(trifluoromethyl)pyridine Preparation Products And Raw materials
Preparation Products5-isothiocyanato-3-(trifluoromethyl)picolinonitrile-->2-Chloro-5-nitro-3-(trifluoromethyl)pyridine
Tag:2-Hydroxy-5-nitro-3-(trifluoromethyl)pyridine(99368-66-8) Related Product Information
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