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CS-W001157 4
Total: USD 88.00

1-(2-Hydroxy-5-nitrophenyl)ethanone

  • CAS No. 1450-76-6

  • Cat. No. CS-W002624
  • Purity≥97%
  • MDL No.MFCD00463816

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

1-(2-Hydroxy-5-nitrophenyl)ethanone|CS-W002624

Structure of 1450-76-6

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General Information

  • CAS No. 1450-76-6
  • Cat. No. CS-W002624
  • Purity ≥97%
  • MDL No. MFCD00463816
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇NO₄
  • Molecular Weight 181.15
  • Synonym(s) 2-Hydroxy-5-nitroacetophenone
  • SMILES [O-][N+](=O)c1ccc(c(c1)C(=O)C)O

Description

1-(2-Hydroxy-5-nitrophenyl)ethanone features a phenolic hydroxyl group flanked by a nitro substituent and a ketone functionality, enabling versatile participation in electrophilic and nucleophilic transformations. This arrangement supports efficient coupling reactions under mild conditions, particularly in the synthesis of functionalized aromatic scaffolds for medicinal chemistry applications.

Application

1-(2-Hydroxy-5-nitrophenyl)ethanone serves as a versatile building block in medicinal chemistry, enabling the synthesis of nitro-substituted phenolic scaffolds. Its dual functionality—phenolic hydroxyl and nitro group—facilitates downstream derivatization via coupling reactions, electrophilic substitution, or reduction to aniline intermediates. Bench-stable and amenable to standard purification techniques, it functions effectively in multi-step syntheses requiring regioselective functionalization.

Synthesis

  • Route1
    • null|null
      100-02-7
    • null|null
      75-36-5
    • ~79%
    • In-stock
      1-(2-Hydroxy-5-nitrophenyl)ethanone|CS-W002624
      1450-76-6

    References

    • DAEWOONG PHARMACEUTICAL CO., LTD. Patent: WO2006/109933 A1, 2006 ; Location in patent: Page/Page column 48 ;
  • Route2

    References

    • Kad; Trehan; Kaur; Nayyar; Arora; Brar Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1996 , vol. 35, # 7 p. 734 - 736
  • Route3

    References

    • Cushman, Mark; Zhu, Helen; Geahlen, Robert L.; Kraker, Alan J. Journal of Medicinal Chemistry, 1994 , vol. 37, # 20 p. 3353 - 3362

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   80.44
  • LogP   1.503
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   2

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