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CS-W001157 4
Total: USD 88.00

2-Bromo-5-hydroxynitrobenzene

  • CAS No. 78137-76-5

  • Cat. No. CS-W008975
  • Purity≥97%
  • MDL No.MFCD11040194

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

2-Bromo-5-hydroxynitrobenzene|CS-W008975

Structure of 78137-76-5

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General Information

  • CAS No. 78137-76-5
  • Cat. No. CS-W008975
  • Purity ≥97%
  • MDL No. MFCD11040194
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄BrNO₃
  • Molecular Weight 218.00
  • Synonym(s) 4-Bromo-3-nitrophenol; 2-Bromo-5-hydroxynitrobenzene, 1-Bromo-4-hydroxy-2-nitrobenzene
  • SMILES OC1=CC=C(Br)C([N+]([O-])=O)=C1

Description

2-Bromo-5-hydroxynitrobenzene features a strategically positioned hydroxyl group flanked by bromine and nitro substituents, enabling selective functionalization in multi-step syntheses. This electron-deficient aromatic scaffold supports efficient coupling reactions under mild conditions, offering reliable access to complex intermediates in medicinal chemistry and materials development.

Application

2-Bromo-5-hydroxynitrobenzene serves as a versatile building block in medicinal chemistry and materials synthesis, enabling selective functionalization via Suzuki-Miyaura and Stille couplings. The bromo group facilitates palladium-catalyzed cross-coupling reactions, while the hydroxyl and nitro functionalities offer orthogonal reactivity for further derivatization. Its bench-stable nature and compatibility with standard protecting group strategies support efficient multistep synthesis.

Synthesis

  • Route1

    References

    • US2007/78147 A1, ; Page/Page column 68 ;
  • Route2
    • null|null
      554-84-7
    • ~98%
    • In-stock
      2-Bromo-5-hydroxynitrobenzene|CS-W008975
      78137-76-5

    References

    • Tetrahedron Letters, , vol. 50, # 9 p. 1007 - 1009
  • Route3

    References

    • Journal of the Chemical Society, , p. 928,933

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07,GHS09
Signal Word : Danger
UN#: 3077
Class : 9
Packing Group : Ⅲ
Hazard Statements : H302-H315-H317-H318-H410
Precautionary Statements : P261-P264-P270-P272-P273-P280-P302+P352-P330-P362+P364-P391-P501

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Computational Chemistry Data

  • TPSA   63.37
  • LogP   2.0629
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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