Cas no 881913-20-8 ([3-(naphthalen-1-yl)phenyl]boronic acid)

[3-(Naphthalen-1-yl)phenyl]boronic acid is a versatile boronic acid derivative widely used in Suzuki-Miyaura cross-coupling reactions, a key method for forming carbon-carbon bonds in organic synthesis. Its naphthalene-substituted phenyl structure enhances reactivity and stability, making it valuable in pharmaceutical and materials science applications. The compound exhibits good solubility in common organic solvents, facilitating its use in homogeneous catalytic systems. Its high purity and well-defined structure ensure consistent performance in palladium-catalyzed transformations. Additionally, it serves as a useful intermediate in the synthesis of complex aromatic systems, including conjugated polymers and liquid crystals. Proper handling under inert conditions is recommended to preserve its reactivity.
[3-(naphthalen-1-yl)phenyl]boronic acid structure
881913-20-8 structure
Product Name:[3-(naphthalen-1-yl)phenyl]boronic acid
CAS No:881913-20-8
MF:C16H13BO2
MW:248.084224462509
MDL:MFCD11045054
CID:992977
Update Time:2025-10-05

[3-(naphthalen-1-yl)phenyl]boronic acid Chemical and Physical Properties

Names and Identifiers

    • (3-(Naphthalen-1-yl)phenyl)boronic acid
    • (3-naphthalen-1-ylphenyl)boronic acid
    • 3-(Naphthalen-1-yl)phenylboronic acid
    • Boronic acid, [3-(1-naphthalenyl)phenyl]-
    • 3-(1-Naphthyl)benzeneboronic Acid (contains varying amounts of Anhydride)
    • 3-(1-naphthyl)phenylboronic acid
    • 3-(1-Naphthyl)benzeneboronic acid
    • [3-(Naphthalen-1-yl)phenyl]boronic acid
    • HFXYUCJLQZCNPD-UHFFFAOYSA-N
    • 3-(1-naphthyl) phenylboronic acid
    • 4060AC
    • [3-(1-Naphthyl)phenyl]boronic acid
    • PB22452
    • (3-Naphthalen-1-ylphenyl)bo
    • B-[3-(1-Naphthalenyl)phenyl]boronic acid (ACI)
    • Boronic acid, [3-(1-naphthalenyl)phenyl]- (9CI)
    • [3-(naphthalen-1-yl)phenyl]boronic acid
    • MDL： MFCD11045054
    • Inchi： 1S/C16H13BO2/c18-17(19)14-8-3-7-13(11-14)16-10-4-6-12-5-1-2-9-15(12)16/h1-11,18-19H
    • InChI Key： HFXYUCJLQZCNPD-UHFFFAOYSA-N
    • SMILES： OB(C1C=C(C2C3C(=CC=CC=3)C=CC=2)C=CC=1)O

Computed Properties

  • Exact Mass: 248.10100
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 19
  • Rotatable Bond Count: 2
  • Complexity: 295
  • Topological Polar Surface Area: 40.5

Experimental Properties

  • Boiling Point: 471.9℃ at 760 mmHg
  • PSA: 40.46000
  • LogP: 2.18660

[3-(naphthalen-1-yl)phenyl]boronic acid Security Information

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[3-(naphthalen-1-yl)phenyl]boronic acid Production Method

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Additional information on [3-(naphthalen-1-yl)phenyl]boronic acid

Comprehensive Overview of [3-(naphthalen-1-yl)phenyl]boronic acid (CAS No. 881913-20-8)

[3-(naphthalen-1-yl)phenyl]boronic acid (CAS No. 881913-20-8) is a specialized boronic acid derivative widely utilized in organic synthesis, pharmaceutical research, and material science. This compound features a unique naphthalene-phenyl hybrid structure, making it a valuable intermediate for Suzuki-Miyaura cross-coupling reactions, a cornerstone in modern drug discovery and polymeric material development. Its boronic acid functional group enables efficient carbon-carbon bond formation, aligning with the growing demand for sustainable and efficient synthetic methodologies.

Recent trends in green chemistry have amplified interest in [3-(naphthalen-1-yl)phenyl]boronic acid, as researchers seek eco-friendly alternatives to traditional catalysts. The compound’s compatibility with palladium-catalyzed reactions and its role in constructing biaryl motifs—key scaffolds in OLED materials and anticancer agents—have spurred its adoption in high-impact studies. Notably, its low toxicity profile and stability under ambient conditions address safety concerns prevalent in industrial applications.

From an SEO perspective, queries like "boronic acid applications 2024", "naphthalene derivatives in drug design", and "Suzuki coupling reagents" reflect user interest. This article integrates these long-tail keywords to enhance visibility while maintaining technical rigor. The compound’s versatility is further highlighted by its use in proteolysis-targeting chimeras (PROTACs), a breakthrough in targeted protein degradation therapies, a hot topic in biomedical research.

Analytical characterization of [3-(naphthalen-1-yl)phenyl]boronic acid typically involves NMR spectroscopy, HPLC purity testing, and mass spectrometry, ensuring compliance with Good Manufacturing Practice (GMP) standards. Its crystalline form and solubility in common organic solvents like THF and DMSO facilitate handling in laboratory settings. Suppliers often emphasize batch-to-batch consistency, a critical factor for reproducibility in preclinical studies.

Emerging applications include its incorporation into metal-organic frameworks (MOFs) for gas storage and sensor technologies, leveraging its π-conjugated system for enhanced electronic properties. Discussions on platforms like ResearchGate and PubMed frequently cite its potential in photocatalysis and optoelectronics, aligning with the global push for renewable energy solutions. This positions CAS No. 881913-20-8 as a compound of interdisciplinary relevance.

In summary, [3-(naphthalen-1-yl)phenyl]boronic acid exemplifies the convergence of synthetic utility and innovative research. Its adaptability to high-throughput screening and combinatorial chemistry underscores its enduring value in both academic and industrial contexts, while its alignment with trending scientific priorities ensures sustained demand.

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