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CS-W001157 4
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Potassium (4-bromophenyl)trifluoroborate

  • CAS No. 374564-35-9

  • Cat. No. CS-0041331
  • Purity≥95%
  • MDL No.MFCD02093978

*For research and further manufacturing use only, not for direct human use.

Potassium (4-bromophenyl)trifluoroborate|CS-0041331

Structure of 374564-35-9

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General Information

  • CAS No. 374564-35-9
  • Cat. No. CS-0041331
  • Purity ≥95%
  • MDL No. MFCD02093978
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄BBrF₃K
  • Molecular Weight 262.90
  • Synonym(s) Potassium 4-bromophenyltrifluoroborate
  • SMILES F[B-](F)(C1=CC=C(Br)C=C1)F.[K+]

Description

Potassium (4-bromophenyl)trifluoroborate delivers a stable, bench-ready boronate handle for Suzuki-Miyaura cross-coupling reactions. This moisture-tolerant reagent integrates seamlessly into synthetic workflows, enabling efficient C–C bond formation under mild conditions. The para-brominated aryl trifluoroborate combines high functional group compatibility with predictable reactivity, streamlining access to complex biaryl architectures in pharmaceutical and materials synthesis.

Application

Potassium (4-bromophenyl)trifluoroborate serves as a stable, bench-ready boron reagent for palladium-catalyzed cross-coupling reactions. It facilitates efficient Suzuki-Miyaura coupling with aryl and heteroaryl halides, offering excellent functional group tolerance and reliable yields. The trifluoroborate moiety enhances stability and solubility compared to traditional boronic acids, enabling straightforward handling and purification in synthetic workflows.

Synthesis

  • Route1

    References

    • Molander, Gary A.; Sandrock, Deidre L. Journal of the American Chemical Society, 2008 , vol. 130, # 47 p. 15792 - 15793
  • Route2

    References

    • Cho, Young Ae; Kim, Dong-Su; Ahn, Hong Ryul; Canturk, Belgin; Molander, Gary A.; Ham, Jungyeob Organic Letters, 2009 , vol. 11, # 19 p. 4330 - 4333

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   0
  • LogP   -0.4925
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   1

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