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CS-W001157 4
Total: USD 88.00

(3,5-Difluoro-2-hydroxyphenyl)boronic acid

  • CAS No. 1150114-51-4

  • Cat. No. CS-0102470
  • Purity≥97%
  • MDL No.MFCD03095356

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

(3,5-Difluoro-2-hydroxyphenyl)boronic acid|CS-0102470

Structure of 1150114-51-4

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General Information

  • CAS No. 1150114-51-4
  • Cat. No. CS-0102470
  • Purity ≥97%
  • MDL No. MFCD03095356
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅BF₂O₃
  • Molecular Weight 173.91
  • Synonym(s) 3,5-Difluoro-2-hydroxyphenylboronic acid
  • SMILES OB(C1=CC(F)=CC(F)=C1O)O

Description

This boronic acid features a difluorinated aromatic ring paired with a hydroxyl and boronic acid group, enabling robust coupling in Suzuki-Miyaura reactions. The ortho-hydroxyl facilitates chelation, enhancing stability and reactivity under standard conditions.

Application

(3,5-Difluoro-2-hydroxyphenyl)boronic acid serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient construction of biologically relevant aryl scaffolds. The ortho-hydroxyl group enhances solubility and facilitates chelation-assisted coupling, while the difluoro substitution pattern provides metabolic stability and modulates electronic properties. Bench-stable under ambient conditions, it exhibits excellent functional group tolerance and simplifies purification due to its crystalline nature.

Synthesis

  • Route1

    References

    • SMITHKLINE BEECHAM CORPORATION; BOUILLOT, Anne Marie Jeanne; DODIC, Nerina; GELLIBERT, Francoise Jeanne; MIRGUET, Olivier Patent: WO2010/15652 A2, 2010 ; Location in patent: Page/Page column 74 ; WO 2010/015652 A2

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   -0.6498
  • H_Acceptors   3
  • H_Donors   3
  • Rotatable_Bonds   1

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