Cas no 92643-17-9 (2-(6-bromo-2-methoxynaphthalen-1-yl)acetonitrile)

2-(6-Bromo-2-methoxynaphthalen-1-yl)acetonitrile is a brominated naphthalene derivative featuring a methoxy substituent and an acetonitrile functional group. This compound is primarily utilized as a versatile intermediate in organic synthesis, particularly in the preparation of pharmaceuticals and fine chemicals. Its bromine moiety offers a reactive site for further functionalization via cross-coupling reactions, while the electron-donating methoxy group enhances its stability and reactivity in electrophilic substitutions. The acetonitrile group provides a handle for subsequent transformations, such as hydrolysis or reduction. Its well-defined structure and high purity make it suitable for research and industrial applications requiring precise molecular modifications. The compound is typically handled under controlled conditions due to its potential sensitivity.
2-(6-bromo-2-methoxynaphthalen-1-yl)acetonitrile structure
92643-17-9 structure
Product Name:2-(6-bromo-2-methoxynaphthalen-1-yl)acetonitrile
CAS No:92643-17-9
MF:C13H10BrNO
MW:276.12860250473
MDL:MFCD02180673
CID:91055
PubChem ID:712452
Update Time:2025-06-09

2-(6-bromo-2-methoxynaphthalen-1-yl)acetonitrile Chemical and Physical Properties

Names and Identifiers

    • (6-Bromo-2-methoxy-1-naphthyl)acetonitrile
    • 2-(6-Bromo-2-methoxy-1-naphthyl)acetonitrile
    • 2-(6-bromo-2-methoxynaphthalen-1-yl)acetonitrile
    • F0848-0239
    • BRD-K02198279-001-01-7
    • SR-01000637853-1
    • A844299
    • MFCD02180673
    • 5-OCT-1-YNYLNICOTINICACID
    • AKOS000267932
    • DTXSID00351887
    • CCG-48300
    • 92643-17-9
    • 2-(6-bromanyl-2-methoxy-naphthalen-1-yl)ethanenitrile
    • (6-bromo-2-methoxynaphthalen-1-yl)acetonitrile
    • FT-0608706
    • IFLab1_004149
    • 2-(6-bromo-2-methoxy-1-naphthalenyl)acetonitrile
    • TS-00943
    • CS-0313795
    • HMS1423M13
    • DB-018029
    • STL336657
    • MDL: MFCD02180673
    • Inchi: 1S/C13H10BrNO/c1-16-13-5-2-9-8-10(14)3-4-11(9)12(13)6-7-15/h2-5,8H,6H2,1H3
    • InChI Key: GZBQPAVETVFEEX-UHFFFAOYSA-N
    • SMILES: BrC1C=CC2C(C=1)=CC=C(C=2CC#N)OC

Computed Properties

  • Exact Mass: 274.99500
  • Monoisotopic Mass: 274.99458g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 2
  • Complexity: 285
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 3.5
  • Topological Polar Surface Area: 33?2

Experimental Properties

  • Color/Form: powder
  • Density: 1.453
  • Melting Point: 147 °C
  • Boiling Point: 413.4°Cat760mmHg
  • Flash Point: 203.8°C
  • Refractive Index: 1.634
  • PSA: 33.02000
  • LogP: 3.67698
  • Solubility: Not determined

2-(6-bromo-2-methoxynaphthalen-1-yl)acetonitrile Security Information

  • Hazard Statement: Irritant
  • Hazardous Material transportation number:UN3439
  • Hazardous Material Identification: Xi
  • HazardClass:6.1
  • PackingGroup:III
  • Packing Group:III
  • Safety Term:6.1

2-(6-bromo-2-methoxynaphthalen-1-yl)acetonitrile Customs Data

  • HS CODE:2926909090
  • Customs Data:

    China Customs Code:

    2926909090

    Overview:

    2926909090 Other nitrile based compounds. VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:6.5% general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    HS:2926909090 other nitrile-function compounds VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:30.0%

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2-(6-bromo-2-methoxynaphthalen-1-yl)acetonitrile Related Literature

Additional information on 2-(6-bromo-2-methoxynaphthalen-1-yl)acetonitrile

Comprehensive Overview of 2-(6-bromo-2-methoxynaphthalen-1-yl)acetonitrile (CAS No. 92643-17-9)

2-(6-bromo-2-methoxynaphthalen-1-yl)acetonitrile (CAS No. 92643-17-9) is a specialized organic compound that has garnered significant attention in pharmaceutical and material science research. This compound, characterized by its naphthalene backbone substituted with a bromo and methoxy group, serves as a critical intermediate in the synthesis of various bioactive molecules. Its unique structure makes it a valuable building block for developing drug candidates, fluorescent probes, and advanced materials.

The growing interest in 2-(6-bromo-2-methoxynaphthalen-1-yl)acetonitrile is driven by its versatility in organic synthesis. Researchers are particularly intrigued by its potential applications in cancer therapeutics and neurodegenerative disease research, areas that dominate current scientific discourse. With the rise of AI-driven drug discovery, this compound has been flagged in computational studies for its favorable pharmacokinetic properties, further boosting its relevance in modern chemistry.

One of the most searched questions about CAS No. 92643-17-9 revolves around its synthetic routes. The compound is typically prepared via Pd-catalyzed cross-coupling reactions, a method widely discussed in academic forums and patent literature. Its bromo-substituted naphthalene core allows for further functionalization, making it a hotspot for structure-activity relationship (SAR) studies. This adaptability aligns with the industry’s shift toward green chemistry, as researchers explore solvent-free or catalytic methods to optimize its production.

In material science, 2-(6-bromo-2-methoxynaphthalen-1-yl)acetonitrile is investigated for its role in designing organic semiconductors and OLED materials. The compound’s electron-withdrawing nitrile group and extended conjugation system contribute to charge transport properties, a topic trending in renewable energy circles. As the demand for flexible electronics grows, this compound’s derivatives are being tested for their thermal stability and luminescent efficiency.

From an analytical perspective, 92643-17-9 is often analyzed using HPLC, NMR, and mass spectrometry to ensure purity—a key concern for laboratories focused on high-throughput screening. Recent publications highlight its compatibility with microwave-assisted synthesis, a technique gaining traction for reducing reaction times. These advancements cater to the pharmaceutical industry’s push for cost-effective scalability, another frequently searched topic in chemical databases.

Environmental and regulatory considerations for 2-(6-bromo-2-methoxynaphthalen-1-yl)acetonitrile are also under scrutiny. While not classified as hazardous, its handling requires standard precautions, aligning with global laboratory safety protocols. The compound’s biodegradability and ecotoxicology profile are subjects of ongoing studies, reflecting the broader emphasis on sustainable chemistry in peer-reviewed journals.

In summary, CAS No. 92643-17-9 exemplifies the intersection of synthetic utility and multidisciplinary innovation. Its applications span medicinal chemistry, materials engineering, and analytical technology, addressing pressing challenges in healthcare and energy. As research evolves, this compound is poised to remain a focal point for scientists exploring next-generation functional materials and targeted therapies.

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