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5-Fluoronaphthalen-1-ol

  • CAS No. 61761-32-8

  • Cat. No. CS-0454225
  • Purity≥97%
  • MDL No.None

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

5-Fluoronaphthalen-1-ol|CS-0454225

Structure of 61761-32-8

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General Information

  • CAS No. 61761-32-8
  • Cat. No. CS-0454225
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₇FO
  • Molecular Weight 162.16
  • Synonym(s) 1-Fluoro-5-hydroxynaphthalin
  • SMILES C1=CC2=C(C=CC=C2O)C(=C1)F

Description

5-Fluoronaphthalen-1-ol features a naphthalene core with a hydroxyl group at position 1 and a fluorine substituent at position 5, delivering enhanced electron-withdrawal and improved metabolic stability. This combination enables efficient coupling in cross-coupling reactions and facilitates incorporation into bioactive scaffolds requiring precise electronic tuning.

Application

5-Fluoronaphthalen-1-ol serves as a versatile building block in synthetic organic chemistry, enabling direct functionalization at the aromatic ring via palladium-catalyzed cross-coupling reactions. Its stability under standard bench conditions and compatibility with diverse reaction systems make it ideal for constructing complex polycyclic architectures. The fluorine substituent enhances metabolic stability and modulates electronic properties, supporting its use in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • Kuo; Gillespie; Kulanthaivel; Lantz; Ma; Nelson; Threlkeld; Wheeler; Yi; Zmijewski Bioorganic and Medicinal Chemistry Letters, 2004 , vol. 14, # 13 p. 3481 - 3486
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      5-Fluoronaphthalen-1-ol|CS-0454225
      61761-32-8

    References

    • Masson, Eric; Schlosser, Manfred European Journal of Organic Chemistry, 2005 , # 20 p. 4401 - 4405
  • Route3
    • 5-Nitronaphthalen-1-amine|CS-0159295
      3272-91-1
    • ~%
    • In-stock
      5-Fluoronaphthalen-1-ol|CS-0454225
      61761-32-8

    References

    • Lammers,J.G.; Cornelisse,J. Israel Journal of Chemistry, 1977 , vol. 16, p. 299 - 303

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   20.23
  • LogP   2.6845
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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