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CS-W001157 4
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7-Bromonaphthalen-1-ol

  • CAS No. 91270-69-8

  • Cat. No. CS-0030221
  • Purity≥98%
  • MDL No.MFCD17012439

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

7-Bromonaphthalen-1-ol|CS-0030221

Structure of 91270-69-8

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General Information

  • CAS No. 91270-69-8
  • Cat. No. CS-0030221
  • Purity ≥98%
  • MDL No. MFCD17012439
  • Storage RT, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₇BrO
  • Molecular Weight 223.07
  • Synonym(s) 7-bromo-1-Naphthalenol
  • SMILES OC1=C2C=C(Br)C=CC2=CC=C1

Description

7-Bromonaphthalen-1-ol features a bromine substituent at the 7-position of naphthalene and a hydroxyl group at the 1-position, delivering a versatile scaffold for cross-coupling and functionalization. The electron-deficient aromatic core enhances reactivity in palladium-catalyzed transformations, while the phenolic OH enables hydrogen bonding and derivatization. This bench-stable, moisture-tolerant compound integrates readily into complex molecular architectures.

Application

7-Bromonaphthalen-1-ol serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions due to its stable bromo functionality. The phenolic hydroxyl group provides orthogonal reactivity for protection or direct derivatization. Its bench-stable nature and compatibility with standard coupling protocols make it suitable for constructing complex polycyclic architectures and functionalized heterocycles in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • Molino, Bruce F.; Liu, Shuang; Guzzo, Peter R.; Beck, James P. Patent: US2006/52378 A1, 2006 ; Location in patent: Page/Page column 113 ; US 20060052378 A1
  • Route2
    • null|null
      345995-25-7
    • ~0%
    • In-stock
      5-Bromonaphthalen-1-ol|CS-0041997
      52927-23-8
    • In-stock
      7-Bromonaphthalen-1-ol|CS-0030221
      91270-69-8

    References

    • He, John Xiaoqiang; Honigschmidt, Nicholas Allan; Kohn, Todd Jonathan; Rocco, Vincent Patrick; Spinazze, Patrick Gianpietro; Takeuchi, Kumiko Patent: US2003/232833 A1, 2003 ; Location in patent: Page 13 ;
  • Route3
    • null|null
      148378-71-6
    • null|null
      345995-25-7
    • ~0%
    • In-stock
      5-Bromonaphthalen-1-ol|CS-0041997
      52927-23-8
    • In-stock
      7-Bromonaphthalen-1-ol|CS-0030221
      91270-69-8

    References

    • Hansen, Marvin Martin; He, John Xiaoqiang; Honigschmidt, Nicholas Allan; Koch, Daniel James; Kohn, Todd Jonathan; Rocco, Vincent Patrick; Spinazze, Patrick Gianpietro; Takeuchi, Kumiko Patent: US2004/6229 A1, 2004 ; Location in patent: Page/Page column 14 ; US 20040006229 A1

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   3.3079
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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