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8-Bromonaphthalen-1-ol

  • CAS No. 62456-32-0

  • Cat. No. CS-0138974
  • Purity≥97%
  • MDL No.MFCD17012355

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

8-Bromonaphthalen-1-ol|CS-0138974

Structure of 62456-32-0

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General Information

  • CAS No. 62456-32-0
  • Cat. No. CS-0138974
  • Purity ≥97%
  • MDL No. MFCD17012355
  • Storage RT, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₇BrO
  • Molecular Weight 223.07
  • Synonym(s) 8-Bromo-1-naphthalenol
  • SMILES OC1=C2C(Br)=CC=CC2=CC=C1

Description

8-Bromonaphthalen-1-ol features a bromine substituent at the 8-position of the naphthalene scaffold, enhancing electrophilic reactivity while maintaining stability under standard conditions. The phenolic hydroxyl group enables direct coupling or derivatization in synthetic workflows. This bench-stable compound serves as a key intermediate in constructing functionalized polycyclic architectures for materials and pharmaceutical applications.

Application

8-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 derivatization or protection, enhancing utility in the construction of complex heterocycles and functionalized polycyclic scaffolds. Its bench-stable nature and compatibility with standard reaction conditions make it well-suited for medicinal chemistry and materials synthesis workflows.

Synthesis

  • Route1
    • null|null
      136131-50-5
    • ~56%
    • In-stock
      5-Bromonaphthalen-1-ol|CS-0041997
      52927-23-8
    • In-stock
      8-Bromonaphthalen-1-ol|CS-0138974
      62456-32-0

    References

    • Batt, Douglas G.; Jones, David G.; Greca, Susan La Journal of Organic Chemistry, 1991 , vol. 56, # 23 p. 6704 - 6708
  • Route2

    References

    • Batt, Douglas G.; Jones, David G.; Greca, Susan La Journal of Organic Chemistry, 1991 , vol. 56, # 23 p. 6704 - 6708
  • Route3

    References

    • Meldola; Streatfeild Journal of the Chemical Society, 1893 , vol. 63, p. 1058

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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