5-Bromo-2,4-dichloropyridine Chemical Properties

Melting point:

21-22℃

Boiling point:

60-62℃ (0.9 Torr)

Density 

1.848±0.06 g/cm3(Predicted)

storage temp. 

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

form 

liquid

pka

-1.31±0.10(Predicted)

color 

Yellow

InChI

InChI=1S/C5H2BrCl2N/c6-3-2-9-5(8)1-4(3)7/h1-2H

InChIKey

SGCSNJNPPSSPKZ-UHFFFAOYSA-N

SMILES

C1(Cl)=NC=C(Br)C(Cl)=C1

Safety Information

HazardClass 

IRRITANT

HS Code 

2933998090

5-Bromo-2,4-dichloropyridine Usage And Synthesis

Uses

2,4-Dichloro-5-bromopyridine is an important biopharmaceutical intermediate widely used in the synthesis of various drugs. Its small molecular weight and unique structure allow for the derivation of numerous downstream products, giving it a wide range of applications.

Synthesis

5-bromo-2-chloropyridine could be used as a starting material to synthesize 5-Bromo-2,4-dichloropyridine. At -100 °C, diisopropylamine (14 mL, 10 g, 0.10 mol) and 5-bromo-2-chloropyridine (19 g, 0.10 mol) were added consecutively to a solution of butyllithium (0.10 mol) in tetrahydrofuran (0.23 L) and hexanes (60 mL). After 45 min at -100 °C, the mixture was treated with 1,1,2-trichloro-1,2,2-trifluoroethane (12 mL, 19 g, 0.10 mol) and, after 45 min at -75 °C, with water (50 mL). Upon distillation, the product was collected as a colorless liquid, bp 60-62 °C/0.9 mmHg, yield 18.7 g (83%).

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