2-Bromo-3-chloro-5-(trifluoromethyl)pyridine Chemical Properties

Boiling point:

88 °C

Density 

1.83

refractive index 

1.4990 to 1.5030

Flash point:

91°

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

form 

clear liquid

pka

-3.92±0.20(Predicted)

color 

Light yellow to Yellow to Orange

InChI

InChI=1S/C6H2BrClF3N/c7-5-4(8)1-3(2-12-5)6(9,10)11/h1-2H

InChIKey

SMTKGMYGLYWNDL-UHFFFAOYSA-N

SMILES

C1(Br)=NC=C(C(F)(F)F)C=C1Cl

CAS DataBase Reference

75806-84-7(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38-36/38

Safety Statements 

26-36-37/39-37

HazardClass 

IRRITANT

HS Code 

29333990

2-Bromo-3-chloro-5-(trifluoromethyl)pyridine Usage And Synthesis

Synthesis

General procedure for the synthesis of 2-bromo-3-chloro-5-(trifluoromethyl)pyridine from 3-chloro-2-hydroxy-5-(trifluoromethyl)pyridine: 3-chloro-5-(trifluoromethyl)-2-hydroxypyridine (17.1 g, 0.087 mol) was added to 150 mL of tribromophosphorus oxide and heated to 150 °C for 6 hours. After the reaction was completed, it was cooled to room temperature. The reaction mixture was slowly and carefully added to ice water at -5 to 0 °C and stirred vigorously at 200 rpm for 1 hour. The resulting mixture was extracted three times with dichloromethane. The organic phases were combined, dried with anhydrous sodium sulfate, filtered and concentrated to give the crude product. The crude product was purified by silica gel column chromatography using dichloromethane-methanol (100:1 to 20:1, v/v) as eluent to give 13.1 g of 2-bromo-3-chloro-5-(trifluoromethyl)pyridine (0.05 mol) in 58% yield.

References

[1] Patent: CN102875453, 2016, B. Location in patent: Paragraph 0026

2-Bromo-3-chloro-5-(trifluoromethyl)pyridine(75806-84-7)Related Product Information

• Pyridine
• 2-Bromo-3-methylpyridine
• 2-Chloro-5-trifluoromethylpyridine
• 2-(Trifluoromethyl)pyridine
• 2,6-Lutidine
• 2,4,6-Collidine
• 2-Bromo-3-chloropyridine
• 1-Hexadecylpyridinium bromide
• 2-Chloro-5-chloromethylpyridine
• 4-Methylpyridine
• 3-Bromoanisole
• 2-Bromo-4-methylpyridine
• 2-Bromo-3-methylbenzaldehyde
• 2-Bromo-4-nitroimidazole
• 2-Bromo-4-fluoropyridine
• 2-Bromo-5,6-diphenylpyrazine
• 2-Bromo-3-trifluoromethylpyridine
• 2-Bromo-4-chloropyridine