2-Chloro-3-fluoro-5-methylpyridine Chemical Properties

Melting point:

29-30 °C

Boiling point:

92°C/25mmHg(lit.)

Density 

1.264±0.06 g/cm3(Predicted)

storage temp. 

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

solubility 

soluble in Methanol

pka

0.35±0.10(Predicted)

form 

Solid

color 

White

CAS DataBase Reference

34552-15-3(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

HazardClass 

IRRITANT

HS Code 

2933399990

2-Chloro-3-fluoro-5-methylpyridine Usage And Synthesis

Synthesis

Example 11 Preparation of 2-chloro-3-fluoro-5-methylpyridine: 1.92 g of 2-fluoro-4-chloro-4-formylpentanenitrile (CAS: 99268-30-1) was placed in a 50 mL Carius tube and 10 mL of acetonitrile was added as a solvent. Dry HCl gas was passed into the reaction system for 10 seconds. Subsequently, the reaction mixture was heated at 180°C for 20 min. After completion of the reaction, the acetonitrile solvent was evaporated under reduced pressure. The residue was dissolved in 5 mL of dichloromethane and purified by silica gel column chromatography (230-400 mesh, 4 cm × 20 cm). The first fraction containing the target product 2-chloro-3-fluoro-5-methylpyridine was collected. The solvent was removed under vacuum to give 700 mg of product in 44% yield. The product was characterized by the following data: 1H NMR (acetone-d6) δ 2.35 (s, 3H, -CH3), 7.50 (dd, 1H, pyr-H4), 8.07 (wide s, 1H, pyr-H6); IR (NaCl, neat) 1450 cm-1, 1408 cm-1, 1215 cm-1, 1085 cm-1, 880 cm -1, 720 cm-1, 711 cm-1; CIMS (CM4) MH+ m/e 146 (100%), MH++2 m/e 148 (35%).

References

[1] Journal of Organic Chemistry, 1985, vol. 50, # 25, p. 5115 - 5119
[2] Patent: US4562009, 1985, A

2-Chloro-3-fluoro-5-methylpyridine(34552-15-3)Related Product Information

• 2-CHLORO-5-FLUORO-3-METHYLPYRIDINE
• 2-Chloro-3-fluoropyridine
• 3-Amino-5-bromo-2-chloropyridine
• 3-AMINO-2-CHLORO-5-PICOLINE
• 2-Chloro-5-fluoronicotinonitrile
• 2-Chloro-3-pyridinamine
• 4-Bromo-2-chloro-3-iodopyridine
• 3-Amino-2-chloro-4-methylpyridine
• 5-Amino-2-chloro-3-picoline
• 2-CHLORO-3-FLUORO-4-IODOPYRIDINE
• 6-Bromo-2-chloro-3-iodopyridine
• 2-Chloro-3-methyl-5-nitropyridine
• 2-Chloro-3-methyl-5-bromopyridine
• 2-Chloro-3-nitro-6-methylpyridine
• 5-Bromo-2-chloro-3-fluoropyridine
• 3-AMINO-6-BROMO-2-CHLOROPYRIDINE
• 5-Bromo-2-chloro-3-nitropyridine
• 2-Chloro-3-iodopyridine