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CS-W001157 4
Total: USD 88.00

(2,5-Difluoro-1,4-phenylene)diboronic acid

  • CAS No. 1256358-83-4

  • Cat. No. CS-0157843
  • Purity≥95%
  • MDL No.MFCD17015780

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

(2,5-Difluoro-1,4-phenylene)diboronic acid|CS-0157843

Structure of 1256358-83-4

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General Information

  • CAS No. 1256358-83-4
  • Cat. No. CS-0157843
  • Purity ≥95%
  • MDL No. MFCD17015780
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆B₂F₂O₄
  • Molecular Weight 201.73
  • Synonym(s) 2,5-Difluoro-1,4-phenylenediboronic acid
  • SMILES C1=C(C(=CC(=C1F)B(O)O)F)B(O)O

Description

This difluorinated boronic acid integrates two boronic acid groups at the para positions of a 1,4-phenylene scaffold, offering enhanced stability and reactivity in cross-coupling transformations. The electron-withdrawing fluorine substituents improve functional group tolerance and facilitate selective derivatization under mild conditions.

Application

(2,5-Difluoro-1,4-phenylene)diboronic acid serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient construction of fluorinated biaryls and heterocycles. Its dual boronic acid functionality offers enhanced reactivity and selectivity in palladium-catalyzed couplings, while the ortho-fluoro substituents provide synthetic handles for further functionalization. The compound exhibits good bench stability and is compatible with a wide range of reaction conditions, facilitating scalable synthesis of complex molecular architectures relevant to pharmaceutical and materials science applications.

Synthesis

  • Route1

    References

    • Crystal Growth and Design, , vol. 12, # 7 p. 3720 - 3734

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 : P233-P260-P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P340-P362-P403-P405-P501

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Computational Chemistry Data

  • TPSA   80.92
  • LogP   -2.6756
  • H_Acceptors   4
  • H_Donors   4
  • Rotatable_Bonds   2

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