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CS-W001157 4
Total: USD 88.00

1,4-Dibromo-2-nitrobenzene

  • CAS No. 3460-18-2

  • Cat. No. CS-W002018
  • Purity≥98%
  • MDL No.MFCD00007046

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

1,4-Dibromo-2-nitrobenzene|CS-W002018

Structure of 3460-18-2

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General Information

  • CAS No. 3460-18-2
  • Cat. No. CS-W002018
  • Purity ≥98%
  • MDL No. MFCD00007046
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₃Br₂NO₂
  • Molecular Weight 280.90
  • Synonym(s) Dibro monitrobenzene; 1,4-Dibromo-2-nitrobenzene
  • SMILES Brc1ccc(c(c1)[N+](=O)[O-])Br

Description

1,4-Dibromo-2-nitrobenzene features a para-dibrominated aromatic core with a strategically positioned nitro group, delivering enhanced electrophilic reactivity and stability under standard conditions. This electron-deficient scaffold enables efficient coupling in transition-metal-catalyzed transformations, serving as a key building block for advanced heterocyclic systems and functionalized arenes in synthetic organic chemistry.

Application

1,4-Dibromo-2-nitrobenzene serves as a versatile building block in cross-coupling chemistry and heterocycle synthesis. The bromine atoms enable palladium-catalyzed coupling reactions, while the nitro group facilitates subsequent reductions and electrophilic substitutions. Its bench-stable nature and compatibility with standard synthetic protocols make it ideal for constructing complex aromatic scaffolds in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • Maya, Francisco; Tour, James M. Tetrahedron, 2004 , vol. 60, # 1 p. 81 - 92
  • Route2
    • null|null
      98-95-3
    • ~70%
    • In-stock
      1,4-Dibromo-2-nitrobenzene|CS-W002018
      3460-18-2

    References

    • Rozen, Shlomo; Brand, Michael; Lidor, Rami Journal of Organic Chemistry, 1988 , vol. 53, # 23 p. 5545 - 5547
  • Route3

    References

    • Luo, Yong; Pan, Xiaolin; Wu, Jie Tetrahedron Letters, 2010 , vol. 51, # 50 p. 6646 - 6648

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07,GHS09
Signal Word : Warning
UN#: 3077
Class : 9
Packing Group : Ⅲ
Hazard Statements : H302-H315-H319-H335-H410
Precautionary Statements : P261-P264-P270-P271-P273-P280-P302+P352-P304+P340-P330-P362+P364-P391-P405-P501

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Computational Chemistry Data

  • TPSA   43.14
  • LogP   3.1198
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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