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CS-W001157 4
Total: USD 88.00

4-Bromonaphthalen-1-ol

  • CAS No. 571-57-3

  • Cat. No. CS-W009201
  • Purity≥95%
  • MDL No.MFCD03129265

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

4-Bromonaphthalen-1-ol|CS-W009201

Structure of 571-57-3

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General Information

  • CAS No. 571-57-3
  • Cat. No. CS-W009201
  • Purity ≥95%
  • MDL No. MFCD03129265
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₇BrO
  • Molecular Weight 223.07
  • Synonym(s) 4-Bromo-1-naphthalenol; 4-Bromo-1-naphthol; 4-Bromo-α-naphthol; 4-Bromonaphthalen-1-ol; 4-Bromo-a-naphthol
  • SMILES OC1=C2C=CC=CC2=C(Br)C=C1

Description

4-Bromonaphthalen-1-ol features a bromine substituent at the 4-position of naphthalene and a hydroxyl group at the 1-position, combining electrophilic reactivity with hydrogen-bonding capacity. This dual functionality enables direct incorporation into cross-coupling reactions and functionalization cascades under standard conditions. The molecule exhibits bench-stable handling characteristics and tolerates common reaction environments.

Application

4-Bromonaphthalen-1-ol serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions due to its stable bromo functionality. The phenolic hydroxyl group provides a handle for derivatization and enhances solubility, while the aromatic system supports electrophilic substitution and metalation protocols. Its bench-stable nature and compatibility with common protecting group strategies facilitate efficient synthesis of complex heterocycles and functionalized naphthalene scaffolds relevant to pharmaceutical and materials research.

Synthesis

  • Route1
    • 1-Naphthol Duloxetine Impurity|CS-0213938
      90-15-3
    • ~96%
    • In-stock
      4-Bromonaphthalen-1-ol|CS-W009201
      571-57-3

    References

    • Yamaji, Minoru; Maeda, Hajime; Minamida, Keita; Maeda, Tomohiro; Asai, Kengo; Konishi, Gen-Ichi; Mizuno, Kazuhiko Research on Chemical Intermediates, 2013 , vol. 39, # 1 p. 321 - 345
  • Route2
    • null|null
      5796-98-5
    • In-stock
      1,4-Dibromonaphthalene|CS-M3249
      83-53-4
    • ~55%
    • In-stock
      4-Bromonaphthalen-1-ol|CS-W009201
      571-57-3

    References

    • Halbert, Stacie Marie; Michaud, Evelyne; Thompson, Scott Kevin; Veber, Daniel Frank Patent: US2002/49316 A1, 2002 ;
  • Route3

    References

    • Synlett, , vol. 1997, # 11 p. 1241 - 1242

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07,GHS09
Signal Word : Danger
UN#: 3077
Class : 9
Packing Group : Ⅲ
Hazard Statements : H302-H315-H318-H335-H410
Precautionary Statements : P261-P264-P270-P271-P273-P280-P302+P352-P304+P340-P330-P362+P364-P391-P405-P501

Quality Control

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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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