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3-BROMO-2-HYDROXY-5-METHYLPYRIDINE

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

Product Name:
3-BROMO-2-HYDROXY-5-METHYLPYRIDINE
Synonyms:
  • 3-BROMO-5-METHYLPYRIDIN-2-OL
  • 3-BROMO-5-METHYL-2(1H)-PYRIDINONE
  • 3-BROMO-2-HYDROXY-5-METHYLPYRIDINE
  • TIMTEC-BB SBB003679
  • 2-HYDROXY-3-BROMO-5-PICOLINE
  • 3-Bromo-2-hydroxy-5-picoline
  • 3-Bromo-2-hydroxy-5-methylpyridine 98%
  • 3-Bromo-2-hydroxy-5-picoline 17282-02-9
CAS:
17282-02-9
MF:
C6H6BrNO
MW:
188.02
EINECS:
623-885-0
Product Categories:
  • C6Heterocyclic Building Blocks
  • Halogenated Heterocycles
  • Heterocyclic Building Blocks
  • blocks
  • Bromides
  • Pyridines
  • Pyridine
Mol File:
17282-02-9.mol
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3-BROMO-2-HYDROXY-5-METHYLPYRIDINE Chemical Properties

Melting point:
78-82 °C (lit.)
Boiling point:
324.0±42.0 °C(Predicted)
Density 
1.622±0.06 g/cm3(Predicted)
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
pka
10.95±0.10(Predicted)
form 
powder to crystal
color 
White to Orange to Green
BRN 
1423374
CAS DataBase Reference
17282-02-9(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xn,Xi
Risk Statements 
22-37/38-41-36/37/38
Safety Statements 
26-36/37/39-36
RIDADR 
1993
WGK Germany 
3
Hazard Note 
Irritant/Keep Cold
PackingGroup 
III
HS Code 
29333990

MSDS

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

Chemical Properties

White solid

Synthesis

1003-68-5

17282-02-9

5-Methylpyridin-2-ol (1 g, 9.16 mmol) was used as starting material and dissolved in 4 mL of carbon disulfide (CS2). Bromine (Br2, 0.47 mL) was slowly added to this solution at room temperature and the reaction mixture was stirred for 2 hours. Upon completion of the reaction, aqueous sodium thiosulfate (Na2S2O3) was added to quench the reaction, followed by extraction of the reaction mixture with ethyl acetate (EtOAc). The organic layer was separated, dried over anhydrous magnesium sulfate (MgSO4) and concentrated under reduced pressure to afford the solid product 3-bromo-2-hydroxy-5-methylpyridine (1.7 g, 98% yield). The structure of the product was confirmed by 1H-NMR (CDCl3): δ 7.73 (1H, s), 7.22 (1H, s), 2.10 (3H, s).

References

[1] Patent: EP3239143, 2017, A2. Location in patent: Paragraph 0168
[2] Patent: US2008/85906, 2008, A1. Location in patent: Page/Page column 15

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