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CS-W001157 4
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(3-Hydroxynaphthalen-2-yl)boronic acid

  • CAS No. 849404-37-1

  • Cat. No. CS-0174511
  • Purity≥96%
  • MDL No.None

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

(3-Hydroxynaphthalen-2-yl)boronic acid|CS-0174511

Structure of 849404-37-1

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General Information

  • CAS No. 849404-37-1
  • Cat. No. CS-0174511
  • Purity ≥96%
  • MDL No. None
  • Storage RT, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₉BO₃
  • Molecular Weight 187.99
  • Synonym(s) B-3-hydroxy-2-naphthalenylboronicacid
  • SMILES OC1=C(B(O)O)C=C2C=CC=CC2=C1

Description

This boronate moiety integrates readily into Suzuki-Miyaura cross-coupling reactions under standard conditions, delivering naphthalene-based scaffolds with high functional group tolerance. The hydroxyl group enhances solubility and facilitates downstream derivatization.

Application

(3-Hydroxynaphthalen-2-yl)boronic acid serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient construction of biaryl architectures. Its hydroxynaphthalene core provides enhanced solubility and stability compared to simple arylboronic acids, while the boronic acid functionality facilitates reliable coupling under mild conditions. The molecule exhibits good bench stability and is readily purified by recrystallization, making it well-suited for iterative synthesis in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • Routier, Sylvain; Peixoto, Paul; Merour, Jean-Yves; Coudert, Gerard; Dias, Nathalie; Bailly, Christian; Pierre, Alain; Leonce, Stephane; Caignard, Daniel-Henry Journal of Medicinal Chemistry, 2005 , vol. 48, # 5 p. 1401 - 1413
  • Route2
    • 2-Methoxynaphthalene Naproxen Impurity|CS-0229804
      93-04-9
    • ~%
    • In-stock
      (3-Hydroxynaphthalen-2-yl)boronic acid|CS-0174511
      849404-37-1

    References

    • Routier, Sylvain; Peixoto, Paul; Merour, Jean-Yves; Coudert, Gerard; Dias, Nathalie; Bailly, Christian; Pierre, Alain; Leonce, Stephane; Caignard, Daniel-Henry Journal of Medicinal Chemistry, 2005 , vol. 48, # 5 p. 1401 - 1413

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-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P363-P501

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Computational Chemistry Data

  • TPSA   60.69
  • LogP   0.2252
  • H_Acceptors   3
  • H_Donors   3
  • Rotatable_Bonds   1

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