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CS-W001157 4
Total: USD 88.00

2-Bromobenzene-1,4-diamine

  • CAS No. 13296-69-0

  • Cat. No. CS-0157062
  • Purity≥97%
  • MDL No.None

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

2-Bromobenzene-1,4-diamine|CS-0157062

Structure of 13296-69-0

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General Information

  • CAS No. 13296-69-0
  • Cat. No. CS-0157062
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₇BrN₂
  • Molecular Weight 187.04
  • Synonym(s) 2-BROMO-BENZENE-1,4-DIAMINE
  • SMILES C1=CC(=C(C=C1N)Br)N

Description

2-Bromobenzene-1,4-diamine features a brominated aromatic core with para-oriented primary amine groups, enabling selective coupling reactions in medicinal chemistry. This bench-stable compound integrates readily into heterocyclic scaffolds and serves as a key intermediate for functionalized anilines in pharmaceutical development.

Application

2-Bromobenzene-1,4-diamine serves as a versatile building block in medicinal chemistry and materials science, enabling palladium-catalyzed cross-coupling reactions due to its ortho-bromo and para-diamine functionalities. The molecule exhibits good bench stability and facilitates the construction of substituted anilines and heterocyclic scaffolds via Ullmann or Buchwald-Hartwig-type transformations. Its dual reactive sites support sequential functionalization, enhancing utility in multi-step synthesis.

Synthesis

  • Route1

    References

    • Gazzetta Chimica Italiana, , vol. 61, p. 392,395
  • Route2

    References

    • Schwarzenbacher, Gerald; Evers, Bernd; Schneider, Ingo; De Raadt, Anna; Besenhard, Juergen; Saf, Robert Journal of Materials Chemistry, 2002 , vol. 12, # 3 p. 534 - 539
  • Route3
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      100-01-6
    • ~%
    • In-stock
      2-Bromobenzene-1,4-diamine|CS-0157062
      13296-69-0

    References

    • Journal of the American Chemical Society, , vol. 49, p. 1805

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

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Computational Chemistry Data

  • TPSA   52.04
  • LogP   1.6135
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   0

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