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CS-W001157 4
Total: USD 88.00

1-Methoxy-3-(2-nitroethenyl)benzene

  • CAS No. 3179-09-7

  • Cat. No. CS-0173388
  • Molecule weight179.17
  • Purity≥98%
  • MDL No.None

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

1-Methoxy-3-(2-nitroethenyl)benzene|CS-0173388

Structure of 3179-09-7

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General Information

  • CAS No. 3179-09-7
  • Cat. No. CS-0173388
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₉NO₃
  • Molecular Weight 179.17
  • Synonym(s) 1-Methoxy-3-(2-nitrovinyl)benzene
  • SMILES O=[N+](/C=C/C1=CC(OC)=CC=C1)[O-]

Description

1-Methoxy-3-(2-nitroethenyl)benzene features a conjugated nitroalkene moiety flanked by electron-donating methoxy and aromatic systems, enabling efficient π-delocalization. This structure delivers enhanced reactivity in transition-metal-catalyzed coupling processes and serves as a robust building block for functionalized arenes under mild conditions.

Application

1-Methoxy-3-(2-nitroethenyl)benzene serves as a versatile building block in synthetic organic chemistry, enabling efficient access to functionalized aromatic systems. Its conjugated nitroalkene moiety facilitates Michael additions and cycloaddition reactions, while the methoxy group provides orthogonal reactivity and enhanced solubility. The compound exhibits bench stability and is compatible with standard purification protocols, making it well-suited for multi-step synthesis of heterocyclic scaffolds and advanced intermediates in medicinal chemistry workflows.

Synthesis

  • Route1
    • null|null
      75-52-5
    • In-stock
      m-Anisaldehyde|CS-W007346
      591-31-1
    • ~80%
    • In-stock
      1-Methoxy-3-(2-nitroethenyl)benzene|CS-0173388
      3179-09-7

    References

    • Yang, Su Hui; Song, Chin-Hee; Van, Hue Thi My; Park, Eunsook; Khadka, Daulat Bikram; Gong, Eun-Yeung; Lee, Keesook; Cho, Won-Jea Journal of Medicinal Chemistry, 2013 , vol. 56, # 8 p. 3414 - 3418

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-H332-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   52.37
  • LogP   1.9426
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   3

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