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CS-W001157 4
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2-Bromo-3-chloronitrobenzene

  • CAS No. 19128-48-4

  • Cat. No. CS-0028770
  • Purity≥97%
  • MDL No.MFCD15527221

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

2-Bromo-3-chloronitrobenzene|CS-0028770

Structure of 19128-48-4

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General Information

  • CAS No. 19128-48-4
  • Cat. No. CS-0028770
  • Purity ≥97%
  • MDL No. MFCD15527221
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₃BrClNO₂
  • Molecular Weight 236.45
  • Synonym(s) 2-Bromo-1-chloro-3-nitrobenzene
  • SMILES O=[N+](C1=C(Br)C(Cl)=CC=C1)[O-]

Description

2-Bromo-3-chloronitrobenzene features a nitro group flanked by bromo and chloro substituents on adjacent ring positions, creating a highly electron-deficient aromatic scaffold. This configuration enables selective coupling reactions in cross-coupling protocols and facilitates downstream functionalization in pharmaceutical and agrochemical synthesis. The molecule exhibits robust stability under standard reaction conditions.

Application

2-Bromo-3-chloronitrobenzene serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal halogen reactivity. The bromo group facilitates efficient Suzuki, Stille, or Negishi coupling, while the chloro and nitro functionalities offer additional handles for selective transformations. Its bench-stable nature and compatibility with standard reaction conditions make it ideal for multi-step syntheses requiring precise functional group manipulation.

Synthesis

  • Route1
    • null|null
      121-73-3
    • ~13%
    • In-stock
      2-Bromo-3-chloronitrobenzene|CS-0028770
      19128-48-4

    References

    • Journal of Organic Chemistry, , vol. 76, # 9 p. 3416 - 3437
  • Route2

    References

    • Acta Chemica Scandinavica (1947-1973), , vol. 21, p. 2679 - 2688
  • Route3
    • null|null
      95-51-2
    • ~%
    • In-stock
      2-Bromo-3-chloronitrobenzene|CS-0028770
      19128-48-4

    References

    • Acta Chemica Scandinavica (1947-1973), , vol. 21, p. 2679 - 2688

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06,GHS08
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H302+H332-H311-H315-H319-H335-H373
Precautionary Statements : P264-P270-P330-P405-P501

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Computational Chemistry Data

  • TPSA   43.14
  • LogP   3.0107
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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