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CS-W001157 4
Total: USD 88.00

4-Methoxy-3-nitrophenol

  • CAS No. 15174-02-4

  • Cat. No. CS-0061910
  • Purity≥98%
  • MDL No.MFCD00031284

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

4-Methoxy-3-nitrophenol|CS-0061910

Structure of 15174-02-4

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General Information

  • CAS No. 15174-02-4
  • Cat. No. CS-0061910
  • Purity ≥98%
  • MDL No. MFCD00031284
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₇NO₄
  • Molecular Weight None
  • Synonym(s) 4-HYDROXY-2-NITRO-ANISOLE
  • SMILES COC1=C(C=C(C=C1)O)[N+](=O)[O-]

Description

4-Methoxy-3-nitrophenol features a para-substituted aromatic ring with a methoxy group and a nitro moiety, delivering enhanced solubility and stability under standard conditions. This electron-deficient phenolic scaffold enables selective functionalization in synthetic workflows, particularly useful for constructing complex heterocycles and advanced intermediates in medicinal chemistry.

Application

4-Methoxy-3-nitrophenol serves as a versatile intermediate in the synthesis of functionalized aromatic compounds, enabling selective transformations via its ortho-nitro and phenolic functionalities. The methoxy group enhances solubility and provides a handle for further derivatization, while the nitro group facilitates reduction to an amine or participation in coupling reactions. Bench-stable and readily purified by recrystallization, it functions reliably in multistep syntheses requiring controlled reactivity and compatibility with common protecting groups.

Synthesis

  • Route1
    • 4-Methoxy-3-nitrophenyl acetate|CS-0964621
      39653-87-7
    • ~97%
    • In-stock
      4-Methoxy-3-nitrophenol|CS-0061910
      15174-02-4

    References

    • NOVARTIS AG; NOVARTIS PHARMA GMBH Patent: WO2004/80980 A1, 2004 ; Location in patent: Page 136 ; WO 2004/080980 A1
  • Route2
    • 4-Fluoro-1-methoxy-2-nitrobenzene|CS-W017658
      445-83-0
    • ~14%
    • In-stock
      4-Methoxy-3-nitrophenol|CS-0061910
      15174-02-4

    References

    • Hatanaka, Yasumaru; Kaneda, Masaki; Tomohiro, Takenori Photochemistry and Photobiology, 2007 , vol. 83, # 1 p. 213 - 217
  • Route3
    • null|null
      15360-00-6
    • ~%
    • In-stock
      4-Methoxy-2-nitrophenol|CS-W017725
      1568-70-3
    • In-stock
      4-Methoxy-3-nitrophenol|CS-0061910
      15174-02-4

    References

    • Journal of the Chemical Society, , p. 1148

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   72.6
  • LogP   1.309
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   2

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