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CS-W001157 4
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1-Bromonaphthalen-2-ol

  • CAS No. 573-97-7

  • Cat. No. CS-W007565
  • Purity≥97%
  • MDL No.MFCD00003869

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

1-Bromonaphthalen-2-ol|CS-W007565

Structure of 573-97-7

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General Information

  • CAS No. 573-97-7
  • Cat. No. CS-W007565
  • Purity ≥97%
  • MDL No. MFCD00003869
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₇BrO
  • Molecular Weight 223.07
  • Synonym(s) 1-Bromo-2-naphthol
  • SMILES OC1=CC=C2C=CC=CC2=C1Br

Description

1-Bromonaphthalen-2-ol features a bromine atom at the 1-position and a hydroxyl group at the 2-position of the naphthalene core, creating a polarized aryl halide with enhanced reactivity. This arrangement enables direct coupling in palladium-catalyzed cross-coupling reactions, particularly Suzuki-Miyaura and Stille transformations, due to the electron-withdrawing influence of the adjacent hydroxyl group. The molecule exhibits moderate stability under standard conditions and is compatible with diverse functional groups, making it valuable for synthesizing complex biaryl architectures in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • null|null
      18081-08-8
    • ~73%
    • In-stock
      1-Bromonaphthalen-2-ol|CS-W007565
      573-97-7

    References

    • Zhao, Yating; Li, Zhe; Yang, Chao; Lin, Run; Xia, Wujiong Beilstein Journal of Organic Chemistry, 2014 , vol. 10, p. 622 - 627
  • Route2

    References

    • Mangas-Sanchez, Juan; Busto, Eduardo; Gotor-Fernandez, Vicente; Gotor, Vicente Organic Letters, 2010 , vol. 12, # 15 p. 3498 - 3501
  • Route3

    References

    • Venkateswarlu, Katta; Suneel, Kanaparthy; Das, Biswanath; Reddy, Kuravallapalli Nagabhushana; Reddy, Thummala Sreenivasulu Synthetic Communications, 2009 , vol. 39, # 2 p. 215 - 219

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-P330-P362-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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