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CS-W001157 4
Total: USD 88.00

6-Bromo-8-fluoronaphthalen-2-ol

  • CAS No. 82995-06-0

  • Cat. No. CS-0199475
  • Molecule weight241.06
  • Purity≥98%
  • MDL No.None

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

6-Bromo-8-fluoronaphthalen-2-ol|CS-0199475

Structure of 82995-06-0

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General Information

  • CAS No. 82995-06-0
  • Cat. No. CS-0199475
  • Purity ≥98%
  • MDL No. None
  • Storage RT, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₆BrFO
  • Molecular Weight 241.06
  • Synonym(s) 6-BROMO-8-FLUORO-2-NAPHTHOL
  • SMILES C1=CC(=CC2=C(C=C(C=C12)Br)F)O

Description

6-Bromo-8-fluoronaphthalen-2-ol features a naphthalene core bearing bromo and fluoro substituents at the 6- and 8-positions, respectively, with a phenolic hydroxyl group at C2. This electron-deficient scaffold enables direct coupling reactions and serves as a key building block in medicinal chemistry and materials synthesis.

Application

6-Bromo-8-fluoronaphthalen-2-ol serves as a versatile building block for the synthesis of functionalized naphthalene scaffolds, enabling palladium-catalyzed cross-coupling reactions due to its ortho-halogen substitution pattern. The phenolic hydroxyl group provides a handle for derivatization and enhances solubility in polar solvents, while the fluorine atom offers moderate electron-withdrawing character and contributes to metabolic stability in downstream applications. This compound exhibits good bench stability and facilitates purification via recrystallization or column chromatography, making it suitable for use in medicinal chemistry and materials science workflows.

Synthesis

  • Route1
    • 1,6-Dibromo-8-fluoronaphthalen-2-ol|CS-0569485
      550998-28-2
    • ~40%
    • In-stock
      6-Bromo-8-fluoronaphthalen-2-ol|CS-0199475
      82995-06-0

    References

    • Mewshaw, Richard E.; Edsall Jr., Richard J.; Yang, Cuijian; Manas, Eric S.; Xu, Zhang B.; Henderson, Ruth A.; Keith Jr., James C.; Harris, Heather A. Journal of Medicinal Chemistry, 2005 , vol. 48, # 12 p. 3953 - 3979
  • Route2
    • 1-Fluoro-7-methoxynaphthalene|CS-0337515
      13791-03-2
    • ~%
    • In-stock
      6-Bromo-8-fluoronaphthalen-2-ol|CS-0199475
      82995-06-0

    References

    • Mewshaw, Richard E.; Edsall Jr., Richard J.; Yang, Cuijian; Manas, Eric S.; Xu, Zhang B.; Henderson, Ruth A.; Keith Jr., James C.; Harris, Heather A. Journal of Medicinal Chemistry, 2005 , vol. 48, # 12 p. 3953 - 3979
  • Route3

    References

    • Mewshaw, Richard E.; Edsall Jr., Richard J.; Yang, Cuijian; Manas, Eric S.; Xu, Zhang B.; Henderson, Ruth A.; Keith Jr., James C.; Harris, Heather A. Journal of Medicinal Chemistry, 2005 , vol. 48, # 12 p. 3953 - 3979

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   20.23
  • LogP   3.447
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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