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CS-W001157 4
Total: USD 88.00

2-(4-Boronophenyl)acetic acid

  • CAS No. 90111-58-3

  • Cat. No. CS-0042847
  • Purity≥98%
  • MDL No.MFCD03425919

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

2-(4-Boronophenyl)acetic acid|CS-0042847

Structure of 90111-58-3

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General Information

  • CAS No. 90111-58-3
  • Cat. No. CS-0042847
  • Purity ≥98%
  • MDL No. MFCD03425919
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₉BO₄
  • Molecular Weight 179.97
  • Synonym(s) None
  • SMILES O=C(O)CC1=CC=C(C=C1)B(O)O

Description

This boronate-containing carboxylic acid integrates readily into Suzuki-Miyaura coupling reactions. The para-boronophenyl moiety enables efficient cross-coupling under mild conditions, while the acetic acid handle provides solubility and synthetic versatility. Bench-stable and moisture-tolerant, it serves as a reliable building block for bioconjugation and functional material synthesis.

Application

2-(4-Boronophenyl)acetic acid serves as a versatile building block for Suzuki-Miyaura cross-coupling reactions, enabling the construction of biaryl scaffolds under mild conditions. Its boronate functionality exhibits excellent bench stability and compatibility with diverse functional groups, facilitating efficient synthesis of complex aryl-substituted carboxylic acids. The molecule functions effectively in both solution-phase and solid-phase workflows, supporting scalable applications in medicinal chemistry and materials science.

Synthesis

  • Route1

    References

    • Journal of Medicinal Chemistry, , vol. 56, # 5 p. 1843 - 1852
  • Route2

    References

    • Tetrahedron, , vol. 19, p. 821 - 826

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-H319
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   -1.0065
  • H_Acceptors   3
  • H_Donors   3
  • Rotatable_Bonds   3

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