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5-BROMO-2-HYDROXY-3-PICOLINE

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5-BROMO-2-HYDROXY-3-PICOLINE Basic information

Product Name:
5-BROMO-2-HYDROXY-3-PICOLINE
Synonyms:
  • 5-BROMO-3-METHYL-PYRIDIN-2-OL
  • 5-BROMO-3-METHYL-2-PYRIDINOL
  • 5-BROMO-3-METHYL-2-PYRIDONE
  • 5-BROMO-2-HYDROXY-3-METHYLPYRIDINE
  • 5-BROMO-2-HYDROXY-3-PICOLINE
  • 2-HYDROXY-5-BROMO-3-PICOLINE
  • 5-BROMO-2-HYDROXY-3-PICOLINE (5-BROMO-2-HYDROXY-3-METHYLPYRIDINE)
  • 2-Hydorxy-5-Bromo-3-Picoline
CAS:
89488-30-2
MF:
C6H6BrNO
MW:
188.02
Product Categories:
  • Halides
  • Pyridines
  • Bromopyridines
  • Halopyridines
  • C6Heterocyclic Building Blocks
  • Halogenated Heterocycles
  • Heterocyclic Building Blocks
  • Pyridine
Mol File:
89488-30-2.mol
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5-BROMO-2-HYDROXY-3-PICOLINE Chemical Properties

Melting point:
170-174 °C(lit.)
Boiling point:
295.1±40.0 °C(Predicted)
Density 
1.5296 (rough estimate)
refractive index 
1.5500 (estimate)
storage temp. 
Inert atmosphere,Room Temperature
solubility 
soluble in Methanol
pka
10.55±0.10(Predicted)
form 
Solid
color 
Off-white
CAS DataBase Reference
89488-30-2(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xn,Xi
Risk Statements 
22-38-41-36/37/38
Safety Statements 
36/37/39-36-26
WGK Germany 
3
Hazard Note 
Harmful
HazardClass 
IRRITANT
HS Code 
29337900

MSDS

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5-BROMO-2-HYDROXY-3-PICOLINE Usage And Synthesis

Chemical Properties

creamish to light brown crystalline powder

Uses

5-Bromo-3-methylpyridin-2(1H)-one is a biochemical reagent that can be used as a biological material or organic compound for life science related research.

Synthesis

3430-21-5

89488-30-2

The general procedure for the synthesis of 5-bromo-3-methylpyridin-2-one from 2-amino-3-methyl-5-bromopyridine is as follows: Example 1. 1A. To a solution of 2.6 M H2SO4 (70 mL) of 2-amino-5-bromo-3-methylpyridine (5.0 g, 26.7 mmol) was added dropwise an aqueous solution (10 mL) of sodium 2-nitrite (5.0 g, 72.5 mmol) at 0 °C. 1B. The reaction mixture was slowly warmed to room temperature and stirring was continued for 1.5 hours. 1C. Upon completion of the reaction, the mixture was filtered and the resulting solid was washed with cold water. 1D. The washed solid was dissolved in dichloromethane (100 mL), dried by adding anhydrous magnesium sulfate, and the solvent was subsequently concentrated to give 5-bromo-3-methylpyridin-2-one (4.2 g, 84% yield). MS (DCI/NH3) m/z: 188/190 (M+H)+.

References

[1] Patent: US2002/19388, 2002, A1
[2] Patent: EP1428824, 2004, A1. Location in patent: Page 49
[3] Patent: WO2008/67644, 2008, A1. Location in patent: Page/Page column 39

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