2-HYDROXY-6-(TRIFLUOROMETHYL)PYRIDINE Chemical Properties

Melting point:

124-126°

Boiling point:

223.7±40.0 °C(Predicted)

Density 

1.398±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

solubility 

Chloroform (Slightly), Methanol (Slightly)

form 

Solid

pka

8.03±0.10(Predicted)

color 

White to Off-White

InChI

InChI=1S/C6H4F3NO/c7-6(8,9)4-2-1-3-5(11)10-4/h1-3H,(H,10,11)

InChIKey

XXRUAAOADAPPII-UHFFFAOYSA-N

SMILES

C1(=O)NC(C(F)(F)F)=CC=C1

CAS DataBase Reference

34486-06-1(CAS DataBase Reference)

EPA Substance Registry System

2(1H)-Pyridinone, 6-(trifluoromethyl)- (34486-06-1)

Safety Information

Hazard Codes 

T,Xi

Risk Statements 

36/37/38-36-25

Safety Statements 

26-36/37/39-45

RIDADR 

2811

HazardClass 

IRRITANT

PackingGroup 

Ⅲ

HS Code 

2933399990

2-HYDROXY-6-(TRIFLUOROMETHYL)PYRIDINE Usage And Synthesis

Uses

2-Hydroxy-6-trifluoromethylpyridine

Synthesis

(3) 1500 g of tert-butanol, 140 g of potassium hydroxide and 2-chloro-6-trifluoromethylpyridine prepared in step (2) were added to a 3 L reaction flask, heated up to 70 °C, and the reaction was held for 8 hours. After completion of the reaction, tert-butanol was removed by distillation under reduced pressure, 550 g of ethyl acetate and 550 g of water were added and mixed with stirring. The organic layer was washed with 370 g of saturated brine and dried by adding 100 g of anhydrous sodium sulfate. The ethyl acetate was removed by rotary evaporation to obtain 172.4 g of crude product; (4) The crude product prepared in step (3) was dissolved in 150 g of ethyl acetate, heated to 70 °C and stirred. 1200 g of petroleum ether was added slowly dropwise and the mixture was cooled to 2°C after the dropwise addition was completed, solid crystals were precipitated and the solid was collected by filtration. The solid was washed with 50 g of petroleum ether and dried at 70 °C to give 131.2 g of 2-hydroxy-6-trifluoromethylpyridine as a light yellow solid powder in 80.8% yield.

References

[1] Patent: CN106866512, 2017, A. Location in patent: Paragraph 0014
[2] Patent: US5973159, 1999, A
[3] Patent: CN107759513, 2018, A. Location in patent: Paragraph 0017

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