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CS-W001157 4
Total: USD 88.00

2-Fluoro-4-nitrophenol

  • CAS No. 403-19-0

  • Cat. No. CS-W004708
  • Purity≥98%
  • MDL No.MFCD00051970

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

2-Fluoro-4-nitrophenol|CS-W004708

Structure of 403-19-0

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General Information

  • CAS No. 403-19-0
  • Cat. No. CS-W004708
  • Purity ≥98%
  • MDL No. MFCD00051970
  • Storage RT, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄FNO₃
  • Molecular Weight 157.10
  • Synonym(s) Phenol, 2-fluoro-4-nitro-
  • SMILES OC1=CC=C([N+]([O-])=O)C=C1F

Description

2-Fluoro-4-nitrophenol features a fluorine atom at the ortho position and a nitro group at the para position relative to the phenolic hydroxyl, creating a strongly electron-deficient aromatic system. This combination enhances reactivity in nucleophilic substitution processes and enables straightforward functionalization under mild conditions. The compound exhibits good bench stability and solubility in common organic solvents, facilitating its use in synthetic transformations and as an intermediate in pharmaceutical and agrochemical development.

Application

2-Fluoro-4-nitrophenol serves as a versatile building block in synthetic organic chemistry, enabling direct electrophilic substitution and nucleophilic aromatic substitution reactions due to the strong electron-withdrawing nitro group ortho to the fluorine. Its bench-stable nature and compatibility with diverse coupling processes facilitate efficient access to functionalized heterocycles and pharmaceutical intermediates.

Synthesis

  • Route1
    • null|null
      100-02-7
    • ~71%
    • In-stock
      2-Fluoro-4-nitrophenol|CS-W004708
      403-19-0

    References

    • Umemoto, Teruo; Fukami, Shinji; Tomizawa, Ginjiro; Harasawa, Kikuko; Kawada, Kosuke; Tomita, Kyoichi Journal of the American Chemical Society, 1990 , vol. 112, # 23 p. 8563 - 8575
  • Route2
    • null|null
      100-02-7
    • ~68%
    • In-stock
      2-Fluoro-4-nitrophenol|CS-W004708
      403-19-0
    • In-stock
      2,6-Difluoro-4-nitrophenol|CS-W006721
      658-07-1

    References

    • Chambers, Richard D.; Skinner, Christopher J.; Thomson, Julie; Hutchinson, John Journal of the Chemical Society, Chemical Communications, 1995 , # 1 p. 17 - 18
  • Route3

    References

    • Makosza, Mieczyslaw; Sienkiewicz, Krzysztof Journal of Organic Chemistry, 1998 , vol. 63, # 13 p. 4199 - 4208

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07,GHS09
Signal Word : Danger
UN#: 3077
Class : 9
Packing Group : Ⅲ
Hazard Statements : H302-H315-H317-H318-H410
Precautionary Statements : P261-P264-P270-P272-P273-P280-P302+P352-P330-P362+P364-P391-P501

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Computational Chemistry Data

  • TPSA   63.37
  • LogP   1.4395
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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