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2-Fluoro-3-hydroxyphenylboronic acid

  • CAS No. 855230-60-3

  • Cat. No. CS-B1249
  • Purity≥95%
  • MDL No.MFCD06797222

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

2-Fluoro-3-hydroxyphenylboronic acid|CS-B1249

Structure of 855230-60-3

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General Information

  • CAS No. 855230-60-3
  • Cat. No. CS-B1249
  • Purity ≥95%
  • MDL No. MFCD06797222
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆BFO₃
  • Molecular Weight 155.92
  • Synonym(s) Boronic acid,(2-fluoro-3-hydroxyphenyl)-; (2-Fluoro-3-hydroxyphenyl)boronic acid
  • SMILES OC1=C(F)C(B(O)O)=CC=C1

Description

2-Fluoro-3-hydroxyphenylboronic acid features a boronate moiety ortho to a hydroxyl group and fluoro substitution, enabling selective coupling in Suzuki-Miyaura reactions. This configuration enhances reactivity while maintaining bench-stable handling under standard conditions.

Application

2-Fluoro-3-hydroxyphenylboronic acid serves as a versatile building block in Suzuki-Miyaura coupling reactions, enabling efficient construction of biaryl scaffolds under mild conditions. The ortho-fluoro and hydroxyl groups provide enhanced regioselectivity and functional group tolerance, while the boronic acid moiety offers good bench stability and ease of purification. This compound facilitates access to fluorinated aromatic systems relevant in medicinal chemistry and materials science.

Synthesis

  • Route1

    References

    • Almirall, S.A. Patent: EP2196465 A1, 2010 ; Location in patent: Page/Page column 30; 31 ;

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   60.69
  • LogP   -0.7889
  • H_Acceptors   3
  • H_Donors   3
  • Rotatable_Bonds   1

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