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CS-W001157 4
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7-Bromonaphthalen-2-ol

  • CAS No. 116230-30-9

  • Cat. No. CS-W002606
  • Purity≥97%
  • MDL No.MFCD00277644

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

7-Bromonaphthalen-2-ol|CS-W002606

Structure of 116230-30-9

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General Information

  • CAS No. 116230-30-9
  • Cat. No. CS-W002606
  • Purity ≥97%
  • MDL No. MFCD00277644
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₇BrO
  • Molecular Weight 223.07
  • Synonym(s) 7-Bromonaphthalene-2-ol
  • SMILES Oc1ccc2c(c1)cc(cc2)Br

Description

7-Bromonaphthalen-2-ol features a bromine substituent at the 7-position of naphthalene, flanked by a phenolic hydroxyl group at the 2-position. This arrangement imparts enhanced reactivity in palladium-catalyzed cross-coupling reactions while maintaining stability under standard conditions. The electron-deficient aromatic core facilitates efficient functionalization in synthetic pathways targeting advanced intermediates for pharmaceuticals and materials science.

Application

7-Bromonaphthalen-2-ol serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions due to its well-defined bromine functionality and ortho-hydroxyl group. The molecule exhibits bench stability and facilitates efficient functionalization in Suzuki, Stille, and Negishi couplings, making it valuable for constructing complex naphthyl-containing scaffolds. Its dual reactivity profile supports the synthesis of advanced heterocycles and functionalized aromatic systems relevant to pharmaceutical and materials research.

Synthesis

  • Route1

    References

    • Zou, Qi; Li, Xin; Zhou, Ji; Bai, Kangkang; Agren, Hans Dyes and Pigments, 2014 , vol. 107, p. 174 - 181
  • Route2

    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
  • Route3
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      709667-62-9
    • ~%
    • In-stock
      7-Bromonaphthalen-2-ol|CS-W002606
      116230-30-9

    References

    • Collection of Czechoslovak Chemical Communications, vol. 1, p. 253 Chem. Zentralbl., , vol. 100, # II p. 573

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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