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CS-W001157 4
Total: USD 88.00

4-Fluoro-2-hydroxyphenylboronic acid

  • CAS No. 850568-00-2

  • Cat. No. CS-W006548
  • Purity≥97%
  • MDL No.MFCD04115662

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

4-Fluoro-2-hydroxyphenylboronic acid|CS-W006548

Structure of 850568-00-2

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General Information

  • CAS No. 850568-00-2
  • Cat. No. CS-W006548
  • Purity ≥97%
  • MDL No. MFCD04115662
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆BFO₃
  • Molecular Weight 155.92
  • Synonym(s) 4-Fluoro-2-hydroxyphenylboronic aicd
  • SMILES OB(C1=CC=C(F)C=C1O)O

Description

4-Fluoro-2-hydroxyphenylboronic acid features a boronate moiety ortho to a phenolic hydroxyl group, enabling efficient Suzuki-Miyaura coupling under standard conditions. The electron-withdrawing fluorine substituent enhances reaction kinetics while maintaining bench-stable handling. This structure facilitates direct incorporation into bioactive aryl scaffolds and functional polymers.

Application

4-Fluoro-2-hydroxyphenylboronic acid serves as a versatile building block in Suzuki-Miyaura coupling reactions, enabling efficient construction of biaryl scaffolds under mild conditions. The ortho-hydroxyl group provides inherent directing capability and enhances solubility, while the boronic acid functionality offers excellent bench stability and compatibility with diverse functional groups. Its utility is well-established in the synthesis of substituted phenols and heterocyclic systems relevant to pharmaceutical development.

Synthesis

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    • In-stock
      2-Bromo-4-fluorophenol|CS-W003971
      496-69-5
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      7732-18-5
    • ~%
    • In-stock
      4-Fluoro-2-hydroxyphenylboronic acid|CS-W006548
      850568-00-2

    References

    • Organometallics, , vol. 32, # 1 p. 249 - 259

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

Quality Control

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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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