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CS-W001157 4
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(2-Chloro-6-fluoro-3-hydroxyphenyl)boronic acid

  • CAS No. 957121-07-2

  • Cat. No. CS-0100648
  • Molecule weight190.36
  • Purity≥97%
  • MDL No.MFCD09800886

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

(2-Chloro-6-fluoro-3-hydroxyphenyl)boronic acid|CS-0100648

Structure of 957121-07-2

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General Information

  • CAS No. 957121-07-2
  • Cat. No. CS-0100648
  • Purity ≥97%
  • MDL No. MFCD09800886
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅BClFO₃
  • Molecular Weight 190.36
  • Synonym(s) 2-Chloro-6-fluoro-3-hydroxyphenylboronic acid
  • SMILES OB(C1=C(F)C=CC(O)=C1Cl)O

Description

This boronic acid features a strategically positioned hydroxyl group flanked by chlorine and fluorine substituents, enabling enhanced reactivity in Suzuki-Miyaura coupling. The electron-withdrawing halogens stabilize the boronate moiety while improving solubility in polar solvents. This combination facilitates efficient cross-coupling under mild conditions, making it well-suited for synthesizing complex arylated scaffolds in medicinal chemistry and materials science.

Application

(2-Chloro-6-fluoro-3-hydroxyphenyl)boronic acid serves as a versatile building block in Suzuki-Miyaura coupling reactions, enabling efficient construction of biaryl scaffolds under mild conditions. The ortho-chloro and fluoro substituents provide enhanced reactivity and positional control in downstream functionalization, while the boronic acid group offers excellent bench stability and compatibility with diverse reaction media. Its utility is further reinforced by high functional group tolerance and straightforward purification, making it well-suited for iterative synthesis in medicinal chemistry and materials science applications.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   60.69
  • LogP   -0.1355
  • H_Acceptors   3
  • H_Donors   3
  • Rotatable_Bonds   1

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