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CS-W001157 4
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2-Bromonaphthalen-1-ol

  • CAS No. 771-15-3

  • Cat. No. CS-W005491
  • Purity≥98%
  • MDL No.None

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

2-Bromonaphthalen-1-ol|CS-W005491

Structure of 771-15-3

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General Information

  • CAS No. 771-15-3
  • Cat. No. CS-W005491
  • Purity ≥98%
  • MDL No. None
  • Storage -20°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₇BrO
  • Molecular Weight 223.07
  • Synonym(s) 2-Bromo-1-naphthol
  • SMILES OC1=C(Br)C=CC2=C1C=CC=C2

Description

2-Bromonaphthalen-1-ol features a bromine atom at the 2-position and a hydroxyl group at the 1-position of the naphthalene core. This arrangement imparts enhanced reactivity for cross-coupling applications while maintaining stability under standard conditions. The ortho-halogenated scaffold enables efficient functionalization in synthetic pathways.

Application

2-Bromonaphthalen-1-ol serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions due to its stable bromoaryl functionality. The phenolic hydroxyl group provides orthogonal reactivity for protection or derivatization, enhancing utility in complex molecule assembly. Its bench-stable solid form and compatibility with standard purification techniques facilitate reliable use in medicinal chemistry and materials synthesis workflows.

Synthesis

  • Route1
    • 1-Naphthol Duloxetine Impurity|CS-0213938
      90-15-3
    • ~95%
    • In-stock
      2-Bromonaphthalen-1-ol|CS-W005491
      771-15-3

    References

    • Velder, Janna; Robert, Tobias; Weidner, Ingo; Neudoerfl, Joerg-Martin; Lex, Johann; Schmalza, Hans-Guenther Advanced Synthesis and Catalysis, 2008 , vol. 350, # 9 p. 1309 - 1315
  • Route2

    References

    • Hassan, Zahid; Hussain, Munawar; Villinger, Alexander; Langer, Peter Tetrahedron, 2012 , vol. 68, # 31 p. 6305 - 6313
  • Route3
    • 2,2-Dibromo-3,4-dihydronaphthalen-1(2h)-one|CS-0666414
      51114-70-6
    • ~91%
    • In-stock
      2-Bromonaphthalen-1-ol|CS-W005491
      771-15-3

    References

    • Bekaert, Alain; Provot, Olivier; Rasolojaona, Olimihamina; Alami, Mouad; Brion, Jean-Daniel Tetrahedron Letters, 2005 , vol. 46, # 24 p. 4187 - 4191

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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