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CS-W001157 4
Total: USD 88.00

4,5-Dibromobenzene-1,2-diamine

  • CAS No. 49764-63-8

  • Cat. No. CS-W018726
  • Purity≥97%
  • MDL No.None

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

4,5-Dibromobenzene-1,2-diamine|CS-W018726

Structure of 49764-63-8

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General Information

  • CAS No. 49764-63-8
  • Cat. No. CS-W018726
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆Br₂N₂
  • Molecular Weight 265.93
  • Synonym(s) 1,2-Diamino-4,5-dibromobenzene
  • SMILES NC1=CC(Br)=C(Br)C=C1N

Description

4,5-Dibromobenzene-1,2-diamine features two bromine substituents flanking a diamino core, enabling selective cross-coupling in transition-metal catalysis. This electron-rich scaffold integrates readily into functionalized aromatic systems under standard conditions, offering high stability and predictable reactivity for advanced synthetic applications.

Application

4,5-Dibromobenzene-1,2-diamine serves as a versatile building block for the synthesis of functionalized heterocycles and biaryl scaffolds. Its ortho-diamine motif enables efficient metal-catalyzed coupling reactions, while the bromine substituents provide orthogonal handles for further diversification via palladium-mediated cross-coupling. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthetic strategies in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • 4,5-Dibromo-2-nitroaniline|CS-0569520
      75293-97-9
    • ~82%
    • In-stock
      4,5-Dibromobenzene-1,2-diamine|CS-W018726
      49764-63-8

    References

    • Rangarajan, Meera; Kim, Jung Sun; Sim, Sai-Peng; Liu, Angela; Liu, Leroy F.; LaVoie, Edmond J. Bioorganic and Medicinal Chemistry, 2000 , vol. 8, # 11 p. 2591 - 2600
  • Route2

    References

    • Shao, Jinjun; Chang, Jingjing; Chi, Chunyan Organic and Biomolecular Chemistry, 2012 , vol. 10, # 35 p. 7045 - 7052
  • Route3
    • null|null
      54558-18-8
    • ~97%
    • In-stock
      4,5-Dibromobenzene-1,2-diamine|CS-W018726
      49764-63-8

    References

    • Moerkved, Eva H.; Neset, Siren M.; Bjoerlo, Olav; Kjoesen, Helge; Hvistendahl, Georg; Mo, Frode Acta Chemica Scandinavica, 1995 , vol. 49, # 9 p. 658 - 662

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-H332-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   52.04
  • LogP   2.376
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   0

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