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CS-W001157 4
Total: USD 88.00

1-Fluoro-4-nitronaphthalene

  • CAS No. 341-92-4

  • Cat. No. CS-W021323
  • Purity≥98%
  • MDL No.MFCD00156398

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

1-Fluoro-4-nitronaphthalene|CS-W021323

Structure of 341-92-4

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General Information

  • CAS No. 341-92-4
  • Cat. No. CS-W021323
  • Purity ≥98%
  • MDL No. MFCD00156398
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₆FNO₂
  • Molecular Weight 191.16
  • Synonym(s) 1-Fluoro-4-nitronaph
  • SMILES [O-][N+](=O)C1=CC=C(F)C2=C1C=CC=C2

Description

1-Fluoro-4-nitronaphthalene features a fluorine atom at the 1-position and a nitro group at the 4-position of the naphthalene core, creating a highly electron-deficient aromatic system. This combination enhances reactivity in transition-metal-catalyzed coupling reactions, particularly in cross-coupling and nucleophilic substitution processes. The molecule exhibits excellent bench stability and solubility in common organic solvents, enabling straightforward handling in synthetic workflows.

Application

1-Fluoro-4-nitronaphthalene serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal reactivity profile. The fluorine and nitro groups provide complementary sites for selective functionalization, while the naphthalene core offers structural rigidity and electronic tunability. This compound exhibits excellent bench stability and facilitates efficient purification, making it well-suited for applications in medicinal chemistry and materials science.

Synthesis

  • Route1

    References

    • Scerba, Michael T.; Leavitt, Christopher M.; Diener, Matthew E.; De Blase, Andrew F.; Guasco, Timothy L.; Siegler, Maxime A.; Bair, Nathaniel; Johnson, Mark A.; Lectka, Thomas Journal of Organic Chemistry, 2011 , vol. 76, # 19 p. 7975 - 7984
  • Route2

    References

    • Bulletin des Societes Chimiques Belges, , vol. 75, p. 577 - 581
  • Route3
    • In-stock
      1-Fluoronaphthalene|CS-0001469
      321-38-0
    • null|null
      7697-37-2
    • null|null
      64-19-7
    • ~%
    • In-stock
      1-Fluoro-4-nitronaphthalene|CS-W021323
      341-92-4

    References

    • Justus Liebigs Annalen der Chemie, , vol. 487, p. 270,282

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

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Computational Chemistry Data

  • TPSA   43.14
  • LogP   2.8871
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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