5-BROMO-2-FLUORO-6-PICOLINE Chemical Properties

Boiling point:

189.5±35.0 °C(Predicted)

Density 

1.592±0.06 g/cm3(Predicted)

refractive index 

1.5270-1.5310

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

form 

clear liquid

pka

-2.07±0.10(Predicted)

color 

Colorless to Light yellow

InChI

InChI=1S/C6H5BrFN/c1-4-5(7)2-3-6(8)9-4/h2-3H,1H3

InChIKey

GUYGQQWIKZLHTP-UHFFFAOYSA-N

SMILES

C1(C)=NC(F)=CC=C1Br

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

22-37/38-41

Safety Statements 

26-39

HazardClass 

IRRITANT

HS Code 

2933399990

5-BROMO-2-FLUORO-6-PICOLINE Usage And Synthesis

Chemical Properties

Light yellow powder

Uses

5-Bromo-2-fluoro-6-methylpyridine is a Light yellow powder, it is used as an intermediate in organic synthesis and is widely used in the fields of pesticide, medicine and materials science.

Synthesis

The general procedure for the synthesis of 3-bromo-2-methyl-6-fluoropyridine from 2-amino-5-bromo-6-methylpyridine was as follows: 5-bromo-2-amino-6-methylpyridine (5 g) was dissolved in pyridine hydrogen fluoride (35 mL). The reaction system was cooled to -20°C, followed by the slow addition of potassium nitrite (KNO2, 2.7 g). The reaction was continued by keeping the temperature low. Once the reaction was complete, it was slowly warmed to room temperature and stirred continuously for 4 hours. The reaction mixture was slowly poured into ice water (200 mL) and extracted with a solvent mixture of dichloromethane (50 mL) and ethyl acetate (EtOAc). The organic phases were combined, washed with 1N hydrochloric acid solution and concentrated under reduced pressure to give 5-bromo-2-fluoro-6-methylpyridine (4 g, 78% yield).

References

[1] Patent: CN108341769, 2018, A. Location in patent: Paragraph 0021-0023; 0025-0027
[2] Bioorganic and Medicinal Chemistry Letters, 2003, vol. 13, # 22, p. 3979 - 3982

5-BROMO-2-FLUORO-6-PICOLINE(375368-83-5)Related Product Information

• 2-Fluoro-6-methylpyridine
• 5-BROMO-2-FLUORO-3-PICOLINE,5-BROMO-2-FLUORO-3-PICOLINE (5-BROMO-2-FLUORO-3-METHYLPYRIDINE)
• 3-BROMO-2-FLUORO-5-PICOLINE,3-BROMO-2-FLUORO-5-PICOLINE (3-BROMO-2-FLUORO-5-METHYLPYRIDINE)
• 5-Bromo-2-fluoropyridine
• 5-Chloro-2-fluoropyridine
• 2-Fluoropyridine-6-carboxylic acid
• 2-Fluoro-3-nitropyridine
• 5-Bromo-2-fluoro-4-methyl-pyridine
• 5-Chloro-2-fluoro-3-methylpyridine
• 2-CHLORO-6-FLUOROPYRIDINE
• 4-Bromo-2-fluoropyridine
• 2-Fluoro-3-methylpyridine
• 3-Amino-2-fluoropyridine
• 3-Chloro-2-fluoro-pyridine
• 2-Fluoro-5-methylpyridine
• 2-Fluoro-4-methylpyridine
• 3-BROMO-5-CHLORO-2-FLUOROPYRIDINE
• 3-Chloro-2-iodopyridine