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CS-W001157 4
Total: USD 88.00

4-Borono-3-fluorobenzoic acid

  • CAS No. 851335-07-4

  • Cat. No. CS-W017029
  • Purity≥97%
  • MDL No.MFCD08458473

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

4-Borono-3-fluorobenzoic acid|CS-W017029

Structure of 851335-07-4

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General Information

  • CAS No. 851335-07-4
  • Cat. No. CS-W017029
  • Purity ≥97%
  • MDL No. MFCD08458473
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆BFO₄
  • Molecular Weight 183.93
  • Synonym(s) Benzoic acid,4-borono-3-fluoro-
  • SMILES OB(O)C1=C(F)C=C(C=C1)C(O)=O

Description

4-Borono-3-fluorobenzoic acid features a strategically positioned boronate group paired with a fluorine substituent and carboxylic acid functionality. This combination enables selective bioorthogonal labeling in complex biological environments while maintaining stability under standard handling conditions. The electron-deficient aryl ring enhances reactivity in Suzuki-Miyaura coupling, facilitating efficient integration into diverse molecular architectures.

Application

4-Borono-3-fluorobenzoic acid serves as a versatile building block for the synthesis of boron-containing heterocycles and bioactive molecules. Its ortho-fluoro and boronic acid functionalities enable efficient Suzuki-Miyaura cross-coupling and facilitate directed metalation, offering high chemoselectivity and stability under standard reaction conditions. The carboxylic acid group provides a handle for derivatization and conjugation, enhancing its utility in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • Tetrahedron, , vol. 67, # 6 p. 1334 - 1340

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   77.76
  • LogP   -0.7963
  • H_Acceptors   3
  • H_Donors   3
  • Rotatable_Bonds   2

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