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CS-W001157 4
Total: USD 88.00

4,4'-Difluoro-1,1'-biphenyl

  • CAS No. 398-23-2

  • Cat. No. CS-M2784
  • Purity≥98%
  • MDL No.MFCD00000349

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

4,4'-Difluoro-1,1'-biphenyl|CS-M2784

Structure of 398-23-2

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General Information

  • CAS No. 398-23-2
  • Cat. No. CS-M2784
  • Purity ≥98%
  • MDL No. MFCD00000349
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₈F₂
  • Molecular Weight None
  • Synonym(s) N-(4-fluorobenzyl)-N',N'-dimethyl-N-(pyridin-2-yl)ethane-1,2-diamine
  • SMILES FC(C=C1)=CC=C1C2=CC=C(F)C=C2

Description

4,4'-Difluoro-1,1'-biphenyl features two fluorine atoms at the para positions of a biphenyl scaffold, delivering enhanced electron-withdrawal and improved metabolic stability. This configuration enables efficient coupling in transition-metal catalyzed reactions, particularly in Suzuki-Miyaura and Buchwald-Hartwig processes. The compound exhibits excellent bench stability and solubility in common organic solvents, facilitating its use in synthetic workflows for pharmaceutical intermediates and functional materials.

Application

4,4'-Difluoro-1,1'-biphenyl serves as a versatile building block in cross-coupling reactions, enabling efficient construction of biaryl scaffolds under palladium-catalyzed conditions. The ortho-fluorine substituents provide enhanced stability and facilitate selective functionalization, while the biphenyl core offers rigidity and favorable electronic properties for pharmaceutical and materials applications. Its bench-stable nature and compatibility with standard coupling protocols make it a practical choice for iterative synthesis.

Synthesis

  • Route1

    References

    • Tetrahedron Letters, , vol. 43, # 44 p. 7899 - 7902
  • Route2
    • null|null
      459-45-0
    • ~80%
    • In-stock
      4,4'-Difluoro-1,1'-biphenyl|CS-M2784
      398-23-2

    References

    • Journal of Chemical Research, , vol. 36, # 11 p. 672 - 674
  • Route3
    • null|null
      352-13-6
    • ~97%
    • In-stock
      4,4'-Difluoro-1,1'-biphenyl|CS-M2784
      398-23-2

    References

    • Heteroatom Chemistry, , vol. 22, # 3-4 p. 397 - 404

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   0
  • LogP   3.6318
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   1

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