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CS-W001157 4
Total: USD 88.00

6-Bromonaphthalen-1-ol

  • CAS No. 91270-68-7

  • Cat. No. CS-0060671
  • Purity≥95%
  • MDL No.None

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

6-Bromonaphthalen-1-ol|CS-0060671

Structure of 91270-68-7

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General Information

  • CAS No. 91270-68-7
  • Cat. No. CS-0060671
  • Purity ≥95%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₇BrO
  • Molecular Weight 223.07
  • Synonym(s) 6-Bromo-1-hydroxynaphthalene
  • SMILES C1=CC2=CC(=CC=C2C(=C1)O)Br

Description

6-Bromonaphthalen-1-ol features a bromine atom at the 6-position and a hydroxyl group at the 1-position of the naphthalene core. This arrangement enables selective functionalization in cross-coupling reactions, where the hydroxyl group offers a handle for derivatization. The molecule exhibits good stability under standard conditions and serves as a key intermediate in the synthesis of advanced organic materials.

Application

6-Bromonaphthalen-1-ol serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions due to its stable bromo and phenolic functionalities. The molecule exhibits good bench stability and facilitates efficient functionalization at the 1-position via electrophilic substitution or transition-metal-mediated transformations. Its ortho-directed reactivity supports the construction of complex polycyclic architectures and advanced heterocyclic scaffolds relevant to medicinal chemistry and materials science.

Synthesis

  • Route1
    • null|null
      1378382-83-2
    • ~74%
    • In-stock
      6-Bromonaphthalen-1-ol|CS-0060671
      91270-68-7

    References

    • Niculescu-Duvaz, Dan; Niculescu-Duvaz, Ion; Suijkerbuijk, Bart M.J.M.; Menard, Delphine; Zambon, Alfonso; Davies, Lawrence; Pons, Jean-Francois; Whittaker, Steven; Marais, Richard; Springer, Caroline J. Bioorganic and Medicinal Chemistry, 2013 , vol. 21, # 5 p. 1284 - 1304
  • Route2

    References

    • Gavina, F.; Luis, S. V.; Costero, A. M. Tetrahedron, 1986 , vol. 42, # 1 p. 155 - 166
  • Route3
    • 6-Bromo-1,4-dihydro-1,4-epoxynaphthalene|CS-1688218
      477907-60-1
    • ~%
    • In-stock
      7-Bromonaphthalen-1-ol|CS-0030221
      91270-69-8
    • In-stock
      6-Bromonaphthalen-1-ol|CS-0060671
      91270-68-7

    References

    • Gavina, F.; Luis, S. V.; Costero, A. M. Tetrahedron, 1986 , vol. 42, # 1 p. 155 - 166

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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