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CS-W001157 4
Total: USD 88.00

4-Bromo-2-iodo-6-nitroaniline

  • CAS No. 180624-08-2

  • Cat. No. CS-0097729
  • Purity≥95%
  • MDL No.MFCD11110560

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

4-Bromo-2-iodo-6-nitroaniline|CS-0097729

Structure of 180624-08-2

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General Information

  • CAS No. 180624-08-2
  • Cat. No. CS-0097729
  • Purity ≥95%
  • MDL No. MFCD11110560
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄BrIN₂O₂
  • Molecular Weight 342.92
  • Synonym(s) None
  • SMILES NC1=C(C=C(C=C1I)Br)[N+]([O-])=O

Description

4-Bromo-2-iodo-6-nitroaniline features a tri-substituted aromatic core with distinct halogen and nitro functionalities. The para-nitro group enhances electron deficiency, while the ortho-bromo and meta-iodo substituents enable selective cross-coupling reactions. This compound serves as a high-performance building block for functionalized heterocycles in medicinal chemistry and materials science.

Application

4-Bromo-2-iodo-6-nitroaniline serves as a versatile building block for the synthesis of functionalized heterocycles and pharmaceutical intermediates. Its complementary halogenation pattern enables sequential cross-coupling reactions, while the nitro group provides a handle for reduction or directed functionalization. The compound exhibits good bench stability and facilitates efficient purification, making it well-suited for iterative synthetic workflows in medicinal chemistry and process development.

Synthesis

  • Route1

    References

    • Ezquerra, Jesus; Pedregal, Concepcion; Lamas, Carlos; Barluenga, Jose; Perez, Marta; Garcia-Martin, Miguel Angel; Gonzalez, Jose M. Journal of Organic Chemistry, 1996 , vol. 61, # 17 p. 5804 - 5812
  • Route2
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    • In-stock
      4-Bromo-2-iodo-6-nitroaniline|CS-0097729
      180624-08-2

    References

    • Journal of the Chemical Society, , p. 783
  • Route3

    References

    • Journal of the Chemical Society, , p. 783

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   2.5441
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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