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CS-W001157 4
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4-Fluoro-2-formylbenzeneboronic acid

  • CAS No. 825644-26-6

  • Cat. No. CS-W000972
  • Purity≥98%
  • MDL No.MFCD10697426

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

4-Fluoro-2-formylbenzeneboronic acid|CS-W000972

Structure of 825644-26-6

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General Information

  • CAS No. 825644-26-6
  • Cat. No. CS-W000972
  • Purity ≥98%
  • MDL No. MFCD10697426
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆BFO₃
  • Molecular Weight 167.93
  • Synonym(s) 4-Fluoro-2-formylbenzeneboronic Acid (contains varying amounts of Anhydride)
  • SMILES O=Cc1cc(F)ccc1B(O)O

Description

4-Fluoro-2-formylbenzeneboronic acid features a boronic acid group paired with an electron-deficient aromatic scaffold, enabling efficient Suzuki-Miyaura coupling. The ortho-formyl group facilitates direct functionalization and serves as a handle for downstream derivatization. This bench-stable reagent integrates seamlessly into complex molecule synthesis workflows.

Application

4-Fluoro-2-formylbenzeneboronic acid serves as a versatile building block in Suzuki-Miyaura coupling and sequential functionalization workflows. The ortho-formyl group enables direct derivatization via imine formation or oxidation, while the boronic acid functionality offers reliable coupling efficiency under mild conditions. Bench-stable and compatible with diverse functional groups, it facilitates rapid access to substituted heterocycles and complex scaffolds relevant to medicinal chemistry research.

Synthesis

  • Route1
    • 2-(2-Bromo-5-fluorophenyl)-1,3-dioxolane|CS-1216361
      773094-69-2
    • ~79%
    • In-stock
      4-Fluoro-2-formylbenzeneboronic acid|CS-W000972
      825644-26-6

    References

    • F. HOFFMANN-LA ROCHE AG Patent: WO2005/2577 A1, 2005 ; Location in patent: Page 224-225 ; WO 2005/002577 A1
  • Route2

    References

    • El Abidine Chamas, Zein; Marchi, Enrico; Modelli, Alberto; Fort, Yves; Ceroni, Paola; Mamane, Victor European Journal of Organic Chemistry, 2013 , # 12 p. 2316 - 2324

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

Quality Control

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Computational Chemistry Data

  • TPSA   57.53
  • LogP   -0.682
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   2

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