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CS-W001157 4
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2-Chloro-6-hydroxyphenylboronic acid

  • CAS No. 958646-70-3

  • Cat. No. CS-0099404
  • Purity≥98%
  • MDL No.MFCD18393225

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

2-Chloro-6-hydroxyphenylboronic acid|CS-0099404

Structure of 958646-70-3

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General Information

  • CAS No. 958646-70-3
  • Cat. No. CS-0099404
  • Purity ≥98%
  • MDL No. MFCD18393225
  • Storage -20°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆BClO₃
  • Molecular Weight 172.37
  • Synonym(s) Boronic acid, B-(2-chloro-6-hydroxyphenyl)-
  • SMILES OB(C1=C(O)C=CC=C1Cl)O

Description

2-Chloro-6-hydroxyphenylboronic acid features a hydroxyl group flanked by a chlorinated aryl ring and a boronic acid moiety, enabling direct coupling in Suzuki-Miyaura reactions. The ortho-hydroxy arrangement promotes chelation-assisted activation, enhancing reaction efficiency under mild conditions. This bench-stable derivative integrates readily into complex molecular architectures with minimal purification overhead.

Application

2-Chloro-6-hydroxyphenylboronic acid serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient construction of biaryl scaffolds. The ortho-chloro and phenolic hydroxyl groups provide orthogonal reactivity for sequential functionalization, while the boronic acid moiety offers good bench stability and compatibility with standard coupling conditions. Its utility is enhanced by straightforward purification and predictable regioselectivity in transition-metal-catalyzed transformations.

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
Precautionary Statements : P264-P270-P330-P501

Quality Control

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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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