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CS-W001157 4
Total: USD 88.00

4-(1-Naphthyl)benzeneboronic acid

  • CAS No. 870774-25-7

  • Cat. No. CS-W000991
  • Purity≥97%
  • MDL No.MFCD08669639

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

4-(1-Naphthyl)benzeneboronic acid|CS-W000991

Structure of 870774-25-7

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General Information

  • CAS No. 870774-25-7
  • Cat. No. CS-W000991
  • Purity ≥97%
  • MDL No. MFCD08669639
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₆H₁₃BO₂
  • Molecular Weight 248.08
  • Synonym(s) boronic acid, B-[4-(1-naphthalenyl)phenyl]-
  • SMILES OB(c1ccc(cc1)c1cccc2c1cccc2)O

Description

4-(1-Naphthyl)benzeneboronic acid features a dual aryl architecture that enhances π-stacking interactions in cross-coupling reactions. The boronic acid moiety enables efficient Suzuki-Miyaura coupling under mild conditions, while the extended naphthyl-substituted phenyl system provides enhanced solubility and stability compared to simpler analogs. This structure facilitates incorporation into complex molecular scaffolds with improved reaction efficiency.

Application

4-(1-Naphthyl)benzeneboronic acid serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient construction of biaryl scaffolds. Its stability under ambient conditions and tolerance to diverse functional groups facilitate reliable synthesis of complex molecules. The naphthyl-phenyl architecture provides structural rigidity and electronic properties valuable in pharmaceutical and materials chemistry applications.

Synthesis

  • Route1

    References

    • US2010/331585 A1, ; Page/Page column 96-97 ;
  • Route2
    • null|null
      5419-55-6
    • In-stock
      1-(4-Bromophenyl)naphthalene|CS-W014282
      204530-94-9
    • ~69%
    • In-stock
      4-(1-Naphthyl)benzeneboronic acid|CS-W000991
      870774-25-7

    References

    • US2009/8605 A1, ;

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   40.46
  • LogP   2.1866
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   2

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