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CS-W001157 4
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3-Bromo-biphenyl-4-ol

  • CAS No. 92-03-5

  • Cat. No. CS-0070364
  • Purity≥98%
  • MDL No.None

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

3-Bromo-biphenyl-4-ol|CS-0070364

Structure of 92-03-5

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General Information

  • CAS No. 92-03-5
  • Cat. No. CS-0070364
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₉BrO
  • Molecular Weight 249.10
  • Synonym(s) 3-BROMO-4-HYDROXYDIPHENYL
  • SMILES BrC1=CC(C2=CC=CC=C2)=CC=C1O

Description

3-Bromo-biphenyl-4-ol features a bromine substituent at the 3-position and a phenolic hydroxyl group at the 4-position of a biphenyl scaffold. This configuration enables direct functionalization in cross-coupling reactions while maintaining stability under standard conditions. The electron-rich aromatic system facilitates efficient transition metal catalysis, and the hydroxyl group provides a handle for further derivatization or protection.

Application

3-Bromo-biphenyl-4-ol serves as a versatile building block in cross-coupling reactions, enabling efficient construction of biaryl scaffolds under palladium catalysis. The phenolic hydroxyl group provides orthogonal reactivity for derivatization, while the bromo substituent offers high compatibility with Suzuki, Stille, and Negishi coupling protocols. Bench-stable and readily purified by recrystallization, it functions reliably in medicinal chemistry and materials synthesis workflows.

Synthesis

  • Route1

    References

    • Gutsche, C. David; No, Kwang Hyun Journal of Organic Chemistry, 1982 , vol. 47, # 14 p. 2708 - 2712
  • Route2
    • null|null
      121767-83-7
    • ~0%
    • In-stock
      [1,1'-Biphenyl]-4-ol|CS-0008440
      92-69-3
    • In-stock
      3-Bromo-biphenyl-4-ol|CS-0070364
      92-03-5
    • null|null
      121767-87-1

    References

    • Alabaster, Ramon J.; Cottrell, Ian F.; Marley, Hugh; Wright, Stanley H. B. Synthesis, 1988 , # 12 p. 950 - 952
  • Route3
    • null|null
      98355-34-1
    • ~%
    • In-stock
      3-Bromo-biphenyl-4-ol|CS-0070364
      92-03-5

    References

    • Novak, Michael; Glover, Stephen A. Journal of the American Chemical Society, 2005 , vol. 127, # 22 p. 8090 - 8097

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 : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   20.23
  • LogP   3.8217
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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