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CS-W001157 4
Total: USD 88.00

2-Amino-4-nitrobenzaldehyde

  • CAS No. 109466-84-4

  • Cat. No. CS-0043821
  • Purity≥95%
  • MDL No.MFCD09264065

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

2-Amino-4-nitrobenzaldehyde|CS-0043821

Structure of 109466-84-4

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General Information

  • CAS No. 109466-84-4
  • Cat. No. CS-0043821
  • Purity ≥95%
  • MDL No. MFCD09264065
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆N₂O₃
  • Molecular Weight 166.13
  • Synonym(s) None
  • SMILES O=CC1=CC=C([N+]([O-])=O)C=C1N

Description

2-Amino-4-nitrobenzaldehyde features a strategically positioned aldehyde group flanked by an electron-rich amino moiety and a strongly electron-deficient nitro group, enabling unique reactivity in conjugate addition and condensation chemistry. This ortho-directed functionality supports efficient synthesis of heterocyclic scaffolds and fluorescent probes under standard conditions.

Application

2-Amino-4-nitrobenzaldehyde serves as a versatile building block in synthetic organic chemistry, enabling the construction of substituted heterocycles and functionalized aromatic systems. Its ortho-amino and nitro groups facilitate sequential transformations, while the aldehyde functionality supports condensation reactions, reductive amination, and imine formation under mild conditions. The compound exhibits good bench stability and is readily purified by recrystallization, making it well-suited for use in medicinal chemistry campaigns and process development workflows.

Synthesis

  • Route1

    References

    • Bioorganic and Medicinal Chemistry, , vol. 20, # 19 p. 5810 - 5831
  • Route2

    References

    • Bioorganic and Medicinal Chemistry, , vol. 20, # 19 p. 5810 - 5831
  • Route3
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    • ~%
    • In-stock
      2-Amino-4-nitrobenzaldehyde|CS-0043821
      109466-84-4

    References

    • Chemische Berichte, , vol. 37, p. 1873

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   86.23
  • LogP   0.9895
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   2

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