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CS-W001157 4
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1-Bromo-2-iodo-3-nitrobenzene

  • CAS No. 32337-96-5

  • Cat. No. CS-0041001
  • Molecule weight327.90
  • Purity≥97%
  • MDL No.MFCD16660176

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

1-Bromo-2-iodo-3-nitrobenzene|CS-0041001

Structure of 32337-96-5

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General Information

  • CAS No. 32337-96-5
  • Cat. No. CS-0041001
  • Purity ≥97%
  • MDL No. MFCD16660176
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₃BrINO₂
  • Molecular Weight 327.90
  • Synonym(s) 3-bromo-2-iodonitrobenzene
  • SMILES O=[N+](C1=C(I)C(Br)=CC=C1)[O-]

Description

1-Bromo-2-iodo-3-nitrobenzene features a trifunctional aromatic core with distinct halogen and nitro handles. The para-nitro group enhances electron deficiency, while the ortho-bromo and meta-iodo substituents enable selective cross-coupling sequences. This molecule integrates seamlessly into multi-step synthetic routes requiring orthogonal reactivity.

Application

1-Bromo-2-iodo-3-nitrobenzene serves as a versatile dihalogenated aromatic building block for palladium-catalyzed cross-coupling reactions. The bromo and iodo substituents enable sequential functionalization, while the nitro group provides a robust electron-withdrawing handle for further derivatization. Its bench-stable nature and orthogonal reactivity profile facilitate efficient synthesis of complex polycyclic architectures and functionalized heterocycles in medicinal chemistry and materials science applications.

Synthesis

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    • In-stock
      1-Bromo-2-iodo-3-nitrobenzene|CS-0041001
      32337-96-5

    References

    • Koerner; Contardi Atti della Accademia Nazionale dei Lincei, Classe di Scienze Fisiche, Matematiche e Naturali, Rendiconti, 1906 , vol. <5> 15 I, p. 526
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    References

    • Koerner; Contardi Atti della Accademia Nazionale dei Lincei, Classe di Scienze Fisiche, Matematiche e Naturali, Rendiconti, 1906 , vol. <5> 15 I, p. 526
  • Route3

    References

    • Corbett,J.F.; Holt,P.F. Journal of the Chemical Society, 1961 , p. 5029 - 5037

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   43.14
  • LogP   2.9619
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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