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CS-W001157 4
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(4-Chloro-3-hydroxyphenyl)boronic acid

  • CAS No. 915201-06-8

  • Cat. No. CS-0119795
  • Purity≥97%
  • MDL No.MFCD10697413

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

(4-Chloro-3-hydroxyphenyl)boronic acid|CS-0119795

Structure of 915201-06-8

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General Information

  • CAS No. 915201-06-8
  • Cat. No. CS-0119795
  • Purity ≥97%
  • MDL No. MFCD10697413
  • Storage RT, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆BClO₃
  • Molecular Weight 172.37
  • Synonym(s) 4-CHLORO-3-HYDROXYPHENYLBORONIC ACID
  • SMILES OB(C1=CC=C(Cl)C(O)=C1)O

Description

This boronic acid features a chlorine-substituted phenyl ring bearing a hydroxyl group ortho to the boronate, enhancing stability and directing coupling reactions. The functionalized scaffold enables efficient Suzuki-Miyaura cross-coupling under standard conditions, delivering arylated products with high fidelity.

Application

(4-Chloro-3-hydroxyphenyl)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 group provides enhanced regiocontrol and facilitates chelation-assisted coupling, while the boronic acid functionality offers excellent bench stability and compatibility with diverse functional groups. Its utility spans pharmaceutical intermediates and advanced materials synthesis.

Synthesis

  • Route1

    References

    • Lawrence Woo; Jackson, Toby; Putey, Aurelien; Cozier, Gyles; Leonard, Philip; Ravi Acharya; Chander, Surinder K.; Purohit, Atul; Reed, Michael J.; Potter, Barry V. L. Journal of Medicinal Chemistry, 2010 , vol. 53, # 5 p. 2155 - 2170

Safety Information

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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   60.69
  • LogP   -0.2746
  • H_Acceptors   3
  • H_Donors   3
  • Rotatable_Bonds   1

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