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3-BROMO-2,5-DICHLOROPYRIDINE

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3-BROMO-2,5-DICHLOROPYRIDINE Basic information

Product Name:
3-BROMO-2,5-DICHLOROPYRIDINE
Synonyms:
  • 2,5 DICHLORO-3-BROMO-PYRIDINE
  • 3-BROMO-2,5-DICHLOROPYRIDINE
  • 2-Chloro-3-Bromo-5-Chloropyridine
  • Pyridine,3-broMo-2,5-dichloro-
  • 3-Bromo-2,5-dichL
  • 3-Bromo-6-iodopyridine
  • 3-BROMO-2,5-DICHLOROPYRIDINE ISO 9001:2015 REACH
  • 5-Brom-2,3-dichlorpyridin
CAS:
138006-41-4
MF:
C5H2BrCl2N
MW:
226.89
Product Categories:
  • Heterocycle-Pyridine series
  • Pyridine Series
  • Pyridine
  • Halides
  • Pyridines
  • Boronic Acid
  • Variety of halogenated heterocyclic series
Mol File:
138006-41-4.mol
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3-BROMO-2,5-DICHLOROPYRIDINE Chemical Properties

Melting point:
38-40°C
Boiling point:
195-198C
Density 
1,199g/cm
refractive index 
1,424-1,426
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
solubility 
soluble in Methanol
form 
powder to crystal
pka
-3.02±0.10(Predicted)
color 
Light orange to Yellow to Green
CAS DataBase Reference
138006-41-4(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi,T
Risk Statements 
36/37/38-41-37/38-25
Safety Statements 
26-45-39
RIDADR 
UN2811
Hazard Note 
Irritant
HazardClass 
6.1
PackingGroup 
III
HS Code 
2933399990
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3-BROMO-2,5-DICHLOROPYRIDINE Usage And Synthesis

Synthesis

137628-16-1

138006-41-4

Example 3 Synthesis of 3-bromo-2,5-dichloropyridine: To a solution of 3-bromo-5-chloropyridin-2-one (84.3 g, 0.404 mol) in N,N-dimethylformamide (DMF, 100 mL) was slowly added phosphorus oxychloride (POCl3, 56.5 mL, 0.61 mol) through a dropping funnel at room temperature, and the process of dropping was continued for 3 hours. Subsequently, the resulting black solution was heated to 70 °C and the reaction was stirred at this temperature for 3 days. Upon completion of the reaction, the mixture was cooled to room temperature and carefully poured into 1 L of ice water. The precipitated solid was collected by filtration and dried in a vacuum oven to afford 81.76 g (89% yield) of the target product 3-bromo-2,5-dichloropyridine as a white solid with a melting point of 39-41 °C. The product was confirmed by infrared spectroscopy (IR, CHCl3), and the main absorption peaks were located at 3867, 3663, 2989, 2734, 1812, 1606, 1547, 1400, 1366, 1230, 1155, 1129, 1074, 1027, 894, 658, and 563 cm-1. Nuclear magnetic resonance hydrogen spectroscopy (1H NMR, 300 MHz, CDCl3) showed signals at δ 8.0 (d, 1H, J = 2.2 Hz) and 8.35 (d, 1H, J = 2.2 Hz). Nuclear magnetic resonance carbon spectra (13C NMR, CDCl3) showed signals at δ 120.43, 130.74, 141.46, 146.64, and 148.99. The high resolution mass spectrum measured the molecular weight of 224.8764, which is consistent with the calculated value of C5H2NBrCl2 (224.8748).

References

[1] Patent: US5068333, 1991, A

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