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CS-W001157 4
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(3-Chloro-2-hydroxyphenyl)boronic acid

  • CAS No. 951655-50-8

  • Cat. No. CS-0102152
  • Purity≥98%
  • MDL No.MFCD08689551

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

(3-Chloro-2-hydroxyphenyl)boronic acid|CS-0102152

Structure of 951655-50-8

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General Information

  • CAS No. 951655-50-8
  • Cat. No. CS-0102152
  • Purity ≥98%
  • MDL No. MFCD08689551
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆BClO₃
  • Molecular Weight 172.37
  • Synonym(s) 3-Chloro-2-hydroxyphenylboronic acid
  • SMILES OB(C1=CC=CC(Cl)=C1O)O

Description

This boronate moiety integrates a chloro-substituted hydroxyphenyl scaffold, enabling efficient coupling in Suzuki-Miyaura reactions. The ortho-hydroxyl group enhances stability and facilitates in situ ligand formation. Designed for synthetic precision, it delivers reliable performance under standard conditions.

Application

(3-Chloro-2-hydroxyphenyl)boronic acid serves as a versatile building block in Suzuki-Miyaura coupling reactions, enabling efficient C–C bond formation under mild conditions. The ortho-hydroxyl group enhances boronate stability and facilitates chelation-assisted coupling, while the chloro substituent provides orthogonal reactivity for downstream functionalization. Its bench-stable nature and compatibility with diverse reaction partners make it a practical choice for synthesizing substituted biaryls and complex heterocyclic scaffolds relevant to medicinal chemistry and materials science.

Synthesis

  • Route1

    References

    • Journal of Combinatorial Chemistry, , vol. 12, # 5 p. 664 - 669

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

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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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