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3-Bromonaphthalen-2-ol

  • CAS No. 30478-88-7

  • Cat. No. CS-0112709
  • Purity≥98%
  • MDL No.MFCD10000951

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

3-Bromonaphthalen-2-ol|CS-0112709

Structure of 30478-88-7

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General Information

  • CAS No. 30478-88-7
  • Cat. No. CS-0112709
  • Purity ≥98%
  • MDL No. MFCD10000951
  • Storage RT, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₇BrO
  • Molecular Weight 223.07
  • Synonym(s) 3-bromo-2-naphthalenol
  • SMILES BrC1=CC2=CC=CC=C2C=C1O

Description

3-Bromonaphthalen-2-ol features a bromine substituent at the 3-position and a phenolic hydroxyl group at the 2-position of the naphthalene core. This combination enables direct functionalization in cross-coupling reactions while maintaining solubility under standard conditions. The electron-rich aromatic system facilitates efficient transition metal catalysis, making this compound valuable for synthesizing complex polycyclic architectures.

Application

3-Bromonaphthalen-2-ol serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions due to its stable bromine substituent and phenolic functionality. The ortho-hydroxyl group enhances regioselectivity in subsequent transformations and facilitates metal coordination, while the naphthalene core provides robust aromatic stability. This compound exhibits excellent bench stability and is readily purified by recrystallization or column chromatography, making it ideal for use in the construction of complex heterocycles, pharmaceutical intermediates, and functional materials.

Synthesis

  • Route1
    • null|null
      1449272-81-4
    • ~53%
    • In-stock
      3-Bromonaphthalen-2-ol|CS-0112709
      30478-88-7

    References

    • Organic Letters, , vol. 15, # 16 p. 4102 - 4105
  • Route2

    References

    • Chemical Communications, , vol. 48, # 47 p. 5892 - 5894
  • Route3
    • 2-Methoxynaphthalene Naproxen Impurity|CS-0229804
      93-04-9
    • ~%
    • In-stock
      3-Bromonaphthalen-2-ol|CS-0112709
      30478-88-7

    References

    • Chemical Communications, , vol. 48, # 47 p. 5892 - 5894

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 1759
Class : 8
Packing Group : Ⅲ
Hazard Statements : H315-H318-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-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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