Basic information Safety Supplier Related

6-Bromo-5-fluoroindole

Basic information Safety Supplier Related

6-Bromo-5-fluoroindole Basic information

Product Name:
6-Bromo-5-fluoroindole
Synonyms:
  • 6-Bromo-5-fluoroindole
  • 1H-Indole, 6-broMo-5-fluoro-
  • 6-bromo-5-fluoro-1H-indole
  • 6-Bromo-6-fluoroindole
CAS:
259860-08-7
MF:
C8H5BrFN
MW:
214.03
EINECS:
622-587-8
Product Categories:
  • Boronic Acid
  • Heterocyclic Compounds
  • Halogenated Heterocycles
  • Heterocyclic Building Blocks
  • Indoles
  • IndolesBuilding Blocks
Mol File:
259860-08-7.mol
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6-Bromo-5-fluoroindole Chemical Properties

Melting point:
82-84 °C
Boiling point:
315.9±22.0 °C(Predicted)
Density 
1.750
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
form 
solid
pka
15.23±0.30(Predicted)
Appearance
Light yellow to brown Solid
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Safety Information

Hazard Codes 
Xn
Risk Statements 
22-37/38-41
Safety Statements 
26-39
WGK Germany 
3
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6-Bromo-5-fluoroindole Usage And Synthesis

Synthesis

1034894-73-9

259860-08-7

General procedure for the synthesis of 5-fluoro-6-bromoindole from the compound (CAS:1034894-73-9): enamine (1.89 g, 4.38 mmol) was dissolved in ethanol (35.0 mL). To this solution, iron powder (4.42 g, 79.0 mmol) and acetic acid (35.0 mL) were added, and the reaction mixture was stirred at 90 °C overnight. After completion of the reaction, the reaction mixture was filtered and the filtrate was concentrated. The residue was purified by column chromatography (eluent: ethyl acetate/hexane, 1:9, v/v) to afford 6-bromo-5-fluoro-1H-indole as a yellow solid (0.83 g, 89% yield).1H NMR (CDCl3, 400 MHz) δ: 6.52 (m, 1H), 7.27 (m, 1H), 7.38 (d, J = 9.3 Hz, 1H) 7.57 (d, J = 5.7 Hz, 1H), 8.18 (br.s, 1H).

References

[1] Patent: WO2008/77138, 2008, A1. Location in patent: Page/Page column 77
[2] Patent: US2004/224973, 2004, A1. Location in patent: Page 22

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