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CS-W001157 4
Total: USD 88.00

4-Bromo-3-nitroaniline

  • CAS No. 53324-38-2

  • Cat. No. CS-W022105
  • Purity≥97%
  • MDL No.MFCD01320678

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

4-Bromo-3-nitroaniline|CS-W022105

Structure of 53324-38-2

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General Information

  • CAS No. 53324-38-2
  • Cat. No. CS-W022105
  • Purity ≥97%
  • MDL No. MFCD01320678
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅BrN₂O₂
  • Molecular Weight 217.02
  • Synonym(s) 5-Amino-2-bromonitrobenzene
  • SMILES C1=C(N)C=CC(=C1[N+](=O)[O-])Br

Description

4-Bromo-3-nitroaniline features a bromine substituent at the para position relative to the amino group and a nitro group flanking the amino functionality, creating a strongly electron-deficient aromatic system. This arrangement enables direct coupling in Pd-catalyzed cross-coupling reactions and facilitates further functionalization in synthetic sequences requiring precise regiocontrol.

Application

4-Bromo-3-nitroaniline serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling direct coupling reactions via its bromo group and selective reduction of the nitro function. Its stability under standard reaction conditions and compatibility with palladium-catalyzed cross-coupling protocols facilitate efficient access to substituted anilines and heterocyclic scaffolds.

Synthesis

  • Route1
    • null|null
      99-09-2
    • ~94%
    • In-stock
      4-Bromo-3-nitroaniline|CS-W022105
      53324-38-2

    References

    • Li, Zheng; Sun, Xiunan; Wang, Lue; Li, Yanbo; Ma, Yuanhong Journal of the Brazilian Chemical Society, 2010 , vol. 21, # 3 p. 496 - 501
  • Route2
    • null|null
      106-40-1
    • ~95%
    • In-stock
      4-Bromo-3-nitroaniline|CS-W022105
      53324-38-2

    References

    • Hosseini-Sarvari, Mona; Tavakolian, Mina Journal of Chemical Research, 2008 , # 12 p. 722 - 724
  • Route3
    • null|null
      99-09-2
    • ~25%
    • In-stock
      2-Bromo-5-nitroaniline|CS-W002243
      10403-47-1
    • In-stock
      4-Bromo-3-nitroaniline|CS-W022105
      53324-38-2

    References

    • Polyhedron, , vol. 52, p. 246 - 254

Safety Information

Download SDS
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 : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   69.16
  • LogP   1.9395
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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