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CS-W001157 4
Total: USD 88.00

(2-Methoxynaphthalen-1-yl)boronic acid

  • CAS No. 104116-17-8

  • Cat. No. CS-0061937
  • Purity≥97%
  • MDL No.MFCD11044173

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

(2-Methoxynaphthalen-1-yl)boronic acid|CS-0061937

Structure of 104116-17-8

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General Information

  • CAS No. 104116-17-8
  • Cat. No. CS-0061937
  • Purity ≥97%
  • MDL No. MFCD11044173
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₁BO₃
  • Molecular Weight 202.02
  • Synonym(s) Acide (2-méthoxy-1-naphtyl)boronique
  • SMILES COC1=C(C2=CC=CC=C2C=C1)B(O)O

Description

This boronate moiety integrates readily into Suzuki-Miyaura couplings, delivering functionalized naphthalene scaffolds with high efficiency. The methoxy group enhances solubility and stabilizes the boronic acid under standard conditions, enabling straightforward handling and compatibility with diverse reaction partners in synthetic workflows.

Application

(2-Methoxynaphthalen-1-yl)boronic acid serves as a stable, bench-ready building block for Suzuki-Miyaura cross-coupling reactions. Its naphthalene core provides enhanced planarity and electronic modulation, while the methoxy group offers predictable regioselectivity and improved solubility. The boronic acid functionality enables efficient coupling with aryl halides and triflates under standard catalytic conditions, facilitating the construction of biaryl architectures common in pharmaceutical and materials chemistry.

Synthesis

  • Route1
    • null|null
      121-43-7
    • In-stock
      1-Bromo-2-methoxynaphthalene|CS-W004988
      3401-47-6
    • ~78%
    • In-stock
      (2-Methoxynaphthalen-1-yl)boronic acid|CS-0061937
      104116-17-8

    References

    • Castillo, Angelica Balanta; Perandones, Bernabe F.; Zangrando, Ennio; Gladiali, Serafino; Godard, Cyril; Claver, Carmen Journal of Organometallic Chemistry, 2013 , vol. 743, p. 31 - 36
  • Route2

    References

    • Castanet, Anne-Sophie; Colobert, Francoise; Broutin, Pierre-Emmanuel; Obringer, Michel Tetrahedron Asymmetry, 2002 , vol. 13, # 6 p. 659 - 665
  • Route3

    References

    • Li, Hong; Wu, Yangjie; Yan, Weibo Journal of Organometallic Chemistry, 2006 , vol. 691, p. 5688 - 5696

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

Quality Control

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Computational Chemistry Data

  • TPSA   49.69
  • LogP   0.5282
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   2

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