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POTASSIUM 4-BROMOPHENYLTRIFLUOROBORATE

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POTASSIUM 4-BROMOPHENYLTRIFLUOROBORATE Basic information

Product Name:
POTASSIUM 4-BROMOPHENYLTRIFLUOROBORATE
Synonyms:
  • potassium (4-bromophenyl)-trifluoroboranuide
  • POTASSIUM 4-BROMOPHENYLTRIFLUOROBORATE
  • POTASSIUM (4-BROMOROPHENYL)TRIFLUOROBORATE
  • 4-Bromobenzenetrifluoroboric acid potassium salt~4-Bromophenyltrifluoroboric acid potassium salt
  • 4-bromobenzenetrifluoroboric acid potassium salt
  • 4-bromophenyltrifluoroboric acid potassium salt
  • Potassium (4-bromophenyl)trifluoroborate 96%
  • Potassium(4-bromophenyl)trifluoroborate96%
CAS:
374564-35-9
MF:
C6H4BBrF3K
MW:
262.9
Product Categories:
  • blocks
  • Trifluoroborates
  • Aryl
  • Boronic Acids and Derivatives
  • Trifluoroborate Salts
  • Aryl Trifluoroborate Salts
  • Boronic Acids and Derivatives
  • Chemical Synthesis
  • Organometallic Reagents
  • Trifluoroborate Salts
  • alkyl bromide| Boric Acid| Boric Acid Ester| Potassium Trifluoroborate
Mol File:
374564-35-9.mol
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POTASSIUM 4-BROMOPHENYLTRIFLUOROBORATE Chemical Properties

Melting point:
>300 °C(lit.)
storage temp. 
Inert atmosphere,Room Temperature
form 
powder to crystal
color 
White to Almost white
Water Solubility 
Soluble in water.
BRN 
9297533
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
Hazard Note 
Irritant
HS Code 
2931900090

MSDS

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POTASSIUM 4-BROMOPHENYLTRIFLUOROBORATE Usage And Synthesis

Uses

Potassium 4-bromophenyltrifluoroborate is used as potent boronic acid surrogates in Suzuki-Miyaura Cross-Coupling reactions.

Synthesis

5467-74-3

374564-35-9

GENERAL STEPS: In a reaction vessel equipped with a charging funnel, 4-bromophenylboronic acid (5 mmol) was dissolved in methanol (10 mL). A solution of potassium hydrogen fluoride (KHF2, 1.56 g, 20 mmol) in water (8 mL) was added slowly and dropwise. The reaction mixture was stirred at room temperature for 30 min. Subsequently, the mixture was concentrated under high vacuum to remove the solvent. The residual solid was extracted with an acetone solution of 20% methanol (4 x 10 mL). The extracts were combined, concentrated to near saturation, and then ether (Et2O) was added until no further precipitate was produced. The precipitate was collected by filtration, washed with ether (2 × 10 mL), and finally dried under high vacuum to give a potassium 4-bromophenyl trifluoroborate product of sufficient purity for subsequent characterization.

References

[1] Journal of the American Chemical Society, 2008, vol. 130, # 47, p. 15792 - 15793
[2] Tetrahedron Letters, 2012, vol. 53, # 32, p. 4240 - 4242

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