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CS-W001157 4
Total: USD 88.00

3-Bromo-4-nitrobenzaldehyde

  • CAS No. 101682-68-2

  • Cat. No. CS-W006816
  • Purity≥95%
  • MDL No.None

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

3-Bromo-4-nitrobenzaldehyde|CS-W006816

Structure of 101682-68-2

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General Information

  • CAS No. 101682-68-2
  • Cat. No. CS-W006816
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄BrNO₃
  • Molecular Weight 230.02
  • Synonym(s) None
  • SMILES O=CC1=CC=C([N+]([O-])=O)C(Br)=C1

Description

3-Bromo-4-nitrobenzaldehyde features a bromine atom at the meta position relative to an electron-deficient nitro group, enhancing its reactivity in cross-coupling and nucleophilic substitution reactions. The aldehyde functionality enables direct integration into complex molecular architectures under mild conditions. This bench-stable compound serves as a key building block for pharmaceutical intermediates and functional materials.

Application

3-Bromo-4-nitrobenzaldehyde serves as a versatile building block in synthetic organic chemistry, enabling the construction of substituted heterocycles and pharmaceutical intermediates. The ortho-halogen and nitro groups facilitate palladium-catalyzed cross-coupling reactions and directed functionalization, while the aldehyde group supports condensation and reduction transformations. Its bench-stable crystalline form and predictable reactivity profile make it well-suited for multi-step synthesis workflows.

Synthesis

  • Route1

    References

    • Tetrahedron Letters, , vol. 33, # 33 p. 4799 - 4802
  • Route2
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      577-19-5
    • ~%
    • In-stock
      3-Bromo-4-nitrobenzaldehyde|CS-W006816
      101682-68-2

    References

    • Tetrahedron Letters, , vol. 37, # 3 p. 347 - 350
  • Route3

    References

    • Tetrahedron Letters, , vol. 33, # 33 p. 4799 - 4802

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   60.21
  • LogP   2.1698
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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