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CS-W001157 4
Total: USD 88.00

5-Fluoro-2-nitrophenol

  • CAS No. 446-36-6

  • Cat. No. CS-W008895
  • Purity≥98%
  • MDL No.MFCD00007107

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

5-Fluoro-2-nitrophenol|CS-W008895

Structure of 446-36-6

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General Information

  • CAS No. 446-36-6
  • Cat. No. CS-W008895
  • Purity ≥98%
  • MDL No. MFCD00007107
  • Storage RT, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄FNO₃
  • Molecular Weight 157.10
  • Synonym(s) 4-Fluoro-2-hydroxynitrobenzene; 5-Fluoro-2-nitrophenol; PHENOL,5-FLUORO-2-NITRO
  • SMILES OC1=CC(F)=CC=C1[N+]([O-])=O

Description

5-Fluoro-2-nitrophenol features a fluorine atom at the meta position relative to a nitro group on a phenolic scaffold, delivering enhanced electron-withdrawal and improved metabolic stability. This configuration enables efficient coupling in cross-coupling reactions and facilitates selective functionalization in pharmaceutical intermediates.

Application

5-Fluoro-2-nitrophenol serves as a versatile building block in synthetic organic chemistry, enabling the construction of substituted heterocycles and pharmaceutical intermediates. Its ortho-dinitro substitution pattern facilitates selective functionalization, while the fluorine atom enhances metabolic stability and modulates electronic properties. The compound exhibits good bench stability and is compatible with standard coupling reactions, purification via recrystallization, and further transformations under mild conditions.

Synthesis

  • Route1

    References

    • Hoechst Aktiengesellschaft Patent: US5227535 A1, 1993 ;
  • Route2
    • In-stock
      2,4-Difluoro-1-nitrobenzene|CS-W020034
      446-35-5
    • null|null
      7631-86-9
    • ~%
    • In-stock
      5-Fluoro-2-nitrophenol|CS-W008895
      446-36-6

    References

    • Hoechst Aktiengesellschaft Patent: US5227535 A1, 1993 ;
  • Route3

    References

    • ASTRAZENECA AB Patent: WO2009/35407 A1, 2009 ; Location in patent: Page/Page column 8; 19-20 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-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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