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CS-W001157 4
Total: USD 88.00

(3-Fluoro-4-(methoxycarbonyl)phenyl)boronic acid

  • CAS No. 505083-04-5

  • Cat. No. CS-W010554
  • Purity≥97%
  • MDL No.MFCD04115665

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

(3-Fluoro-4-(methoxycarbonyl)phenyl)boronic acid|CS-W010554

Structure of 505083-04-5

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General Information

  • CAS No. 505083-04-5
  • Cat. No. CS-W010554
  • Purity ≥97%
  • MDL No. MFCD04115665
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈BFO₄
  • Molecular Weight 197.96
  • Synonym(s) Benzene, 1-chloro-2-isocyanato-4-(trifluoromethyl)-
  • SMILES COC(C1=CC=C(B(O)O)C=C1F)=O

Description

This boronate moiety features a strategically positioned fluorine atom and a methoxycarbonyl group, enabling selective cross-coupling reactions under mild conditions. The electron-deficient aryl ring enhances reactivity in Suzuki-Miyaura couplings, while the bench-stable boronic acid functionality ensures reliable handling and consistent performance in complex synthesis workflows.

Application

(3-Fluoro-4-(methoxycarbonyl)phenyl)boronic acid serves as a versatile building block in Suzuki-Miyaura coupling reactions, enabling efficient C–C bond formation under mild conditions. The ortho-fluorine and ester functionalities provide orthogonal reactivity for downstream modifications, while the boronic acid group offers excellent bench stability and compatibility with diverse functional groups. Its predictable coupling behavior and ease of purification make it ideal for constructing complex aryl scaffolds in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • Journal of Medicinal Chemistry, , vol. 51, # 6 p. 1925 - 1944

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   66.76
  • LogP   -0.7079
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   2

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