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CS-W001157 4
Total: USD 88.00

4,5-Dimethoxy-2-nitroaniline

  • CAS No. 7595-31-5

  • Cat. No. CS-0233924
  • Purity≥98%
  • MDL No.None

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

4,5-Dimethoxy-2-nitroaniline|CS-0233924

Structure of 7595-31-5

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General Information

  • CAS No. 7595-31-5
  • Cat. No. CS-0233924
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₀N₂O₄
  • Molecular Weight 198.18
  • Synonym(s) 4-AMino-5-nitroveratrole
  • SMILES COC1=C(C=C(C(=C1)N)[N+](=O)[O-])OC

Description

4,5-Dimethoxy-2-nitroaniline features a nitro group at the ortho position relative to an amino functionality, enhancing electrophilic reactivity. The two methoxy substituents provide steric and electronic stabilization, improving solubility and bench stability. This compound serves as a key intermediate in the synthesis of functionalized heterocycles and advanced dyes.

Application

4,5-Dimethoxy-2-nitroaniline serves as a valuable building block in medicinal chemistry, enabling the synthesis of diverse heterocyclic scaffolds and bioactive intermediates. Its electron-rich aromatic core and orthogonal functional groups facilitate selective transformations, including nitro reduction and coupling reactions. The compound exhibits good bench stability and ease of purification, making it well-suited for scalable synthesis and process development workflows.

Synthesis

  • Route1
    • 1,2-Dimethoxybenzene Methoxamine  Impurity|CS-0229041
      91-16-7
    • ~%
    • In-stock
      4,5-Dimethoxy-2-nitroaniline|CS-0233924
      7595-31-5

    References

    • Tetrahedron, , vol. 43, # 2 p. 351 - 360
  • Route2

    References

    • Journal of the American Chemical Society, vol. 77, p. 4819
  • Route3
    • N-(3,4-Dimethoxyphenyl)acetamide|CS-0149206
      881-70-9
    • ~%
    • In-stock
      4,5-Dimethoxy-2-nitroaniline|CS-0233924
      7595-31-5

    References

    • Journal of the Chemical Society, , vol. 113, p. 24

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-P280-P302+P352

Quality Control

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Computational Chemistry Data

  • TPSA   87.62
  • LogP   1.1942
  • H_Acceptors   5
  • H_Donors   1
  • Rotatable_Bonds   3

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