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Fluoranthen-3-ylboronic acid

  • CAS No. 359012-63-8

  • Cat. No. CS-W010240
  • Purity≥97%
  • MDL No.MFCD16660041

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

Fluoranthen-3-ylboronic acid|CS-W010240

Structure of 359012-63-8

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General Information

  • CAS No. 359012-63-8
  • Cat. No. CS-W010240
  • Purity ≥97%
  • MDL No. MFCD16660041
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₆H₁₁BO₂
  • Molecular Weight 246.07
  • Synonym(s) Fluoranthene-3-boronic acid
  • SMILES OB(C1=CC=C2C3=CC=CC=C3C4=C2C1=CC=C4)O

Description

Fluoranthen-3-ylboronic acid features a rigid, polycyclic fluorene core that enhances stability and directs regioselective coupling. The boronic acid group enables efficient Suzuki-Miyaura cross-coupling under mild conditions, delivering high yields in complex molecule synthesis. This bench-stable reagent integrates seamlessly into advanced synthetic workflows requiring precise functionalization.

Application

Fluoranthen-3-ylboronic acid serves as a versatile building block in transition-metal-catalyzed cross-coupling reactions, enabling the efficient construction of biaryl and heteroaryl architectures. Its stability under ambient conditions and compatibility with standard Suzuki-Miyaura coupling protocols facilitate reliable C–C bond formation, making it valuable for synthesizing complex molecular scaffolds in medicinal chemistry and materials science.

Synthesis

  • Route1

    References

    • ROHM AND HAAS ELECTRONIC MATERIALS KOREA LTD.; HWANG, Soo-Jin; AHN, Hee Choon; LEE, Mi Ae; YOON, Seok Keun; KIM, Bong Ok Patent: WO2012/30145 A1, 2012 ; Location in patent: Page/Page column 16 ;
  • Route2
    • null|null
      5419-55-6
    • In-stock
      3-Bromofluoranthene|CS-0155949
      13438-50-1
    • ~58%
    • In-stock
      Fluoranthen-3-ylboronic acid|CS-W010240
      359012-63-8

    References

    • ROHM AND HAAS ELECTRONIC MATERIALS KOREA LTD.; KIM, Hee-sook; NA, Hong-yoep; KU, Jong-seok; KWON, Hyuck-joo; LEE, Kyung-joo; KIM, Bong-ok Patent: WO2013/32278 A1, 2013 ; Location in patent: Paragraph 96; 97 ;
  • Route3
    • null|null
      206-44-0
    • ~%
    • In-stock
      Fluoranthen-3-ylboronic acid|CS-W010240
      359012-63-8

    References

    • WO2012/30145 A1, ;

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-P280-P302+P352

Quality Control

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Computational Chemistry Data

  • TPSA   40.46
  • LogP   2.167
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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