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CS-W001157 4
Total: USD 88.00

(3-Hydroxy-4-methoxyphenyl)boronic acid

  • CAS No. 622864-48-6

  • Cat. No. CS-0174504
  • Purity≥98%
  • MDL No.None

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

(3-Hydroxy-4-methoxyphenyl)boronic acid|CS-0174504

Structure of 622864-48-6

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General Information

  • CAS No. 622864-48-6
  • Cat. No. CS-0174504
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₉BO₄
  • Molecular Weight 167.95
  • Synonym(s) 3-HYDROXY-4-METHOXYPHENYLBORONIC ACID
  • SMILES COC1=C(O)C=C(B(O)O)C=C1

Description

This boronic acid features a phenolic hydroxyl and methoxy group positioned ortho to the boronate moiety, enhancing solubility and stability in aqueous-organic mixtures. The electron-donating methoxy substituent modulates reactivity in Suzuki-Miyaura couplings, enabling efficient C–C bond formation under mild conditions.

Application

(3-Hydroxy-4-methoxyphenyl)boronic acid serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient construction of biaryl scaffolds under mild conditions. The ortho-hydroxyl and para-methoxy groups provide enhanced solubility and stability, while tolerating a range of functional groups. Its bench-stable nature and ease of purification make it well-suited for iterative synthesis workflows in medicinal chemistry and materials science.

Synthesis

  • Route1

    References

    • Combes, Sebastien; Barbier, Pascale; Douillard, Soazig; McLeer-Florin, Anne; Bourgarel-Rey, Veronique; Pierson, Jean-Thomas; Fedorov, Alexey Yu.; Finet, Jean-Pierre; Boutonnat, Jean; Peyrot, Vincent Journal of Medicinal Chemistry, 2011 , vol. 54, # 9 p. 3153 - 3162
  • Route2

    References

    • Journal of Medicinal Chemistry, , vol. 54, # 9 p. 3153 - 3162

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   69.92
  • LogP   -0.9194
  • H_Acceptors   4
  • H_Donors   3
  • Rotatable_Bonds   2

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