Cas no 14554-00-8 (1-Fluoronaphthalen-2-amine)

1-Fluoronaphthalen-2-amine is a fluorinated aromatic amine derivative characterized by the presence of a fluorine substituent at the 1-position and an amino group at the 2-position of the naphthalene ring. This structural configuration imparts unique electronic and steric properties, making it a valuable intermediate in organic synthesis and pharmaceutical research. The fluorine atom enhances metabolic stability and influences binding interactions, while the amino group provides a reactive site for further functionalization. Its high purity and well-defined reactivity profile make it suitable for applications in medicinal chemistry, agrochemical development, and materials science. The compound is typically handled under controlled conditions due to its sensitivity to air and moisture.
1-Fluoronaphthalen-2-amine structure
1-Fluoronaphthalen-2-amine structure
Product Name:1-Fluoronaphthalen-2-amine
CAS No:14554-00-8
MF:C10H8FN
MW:161.175625801086
MDL:MFCD18409948
CID:830085
PubChem ID:22286778
Update Time:2025-10-11

1-Fluoronaphthalen-2-amine Chemical and Physical Properties

Names and Identifiers

    • 1-Fluoronaphthalen-2-amine
    • 1-fluoro-2-aminonaphthalene
    • FORHUMZQWSIXBI-UHFFFAOYSA-N
    • AKOS022173230
    • SCHEMBL3826832
    • 14554-00-8
    • SB75707
    • CS-0433573
    • 2-Naphthalenamine, 1-fluoro-
    • EN300-3002808
    • F84040
    • DTXSID90624390
    • MDL: MFCD18409948
    • Inchi: 1S/C10H8FN/c11-10-8-4-2-1-3-7(8)5-6-9(10)12/h1-6H,12H2
    • InChI Key: FORHUMZQWSIXBI-UHFFFAOYSA-N
    • SMILES: FC1C(=CC=C2C=CC=CC2=1)N

Computed Properties

  • Exact Mass: 161.06414
  • Monoisotopic Mass: 161.064077422g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 0
  • Complexity: 160
  • 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
  • XLogP3: 2.6
  • Topological Polar Surface Area: 26?2

Experimental Properties

  • PSA: 26.02

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Additional information on 1-Fluoronaphthalen-2-amine

Comprehensive Overview of 1-Fluoronaphthalen-2-amine (CAS No. 14554-00-8): Properties, Applications, and Industry Insights

1-Fluoronaphthalen-2-amine (CAS 14554-00-8) is a fluorinated aromatic amine derivative with significant relevance in pharmaceutical and material science research. This compound, also referred to as 2-amino-1-fluoronaphthalene, features a naphthalene backbone substituted with fluorine and an amine group at the 1- and 2-positions, respectively. Its unique structural attributes contribute to its utility in synthetic chemistry, particularly in the development of fluorescent probes, agrochemical intermediates, and pharmaceutical scaffolds.

The growing demand for fluorinated organic compounds in drug discovery has amplified interest in 1-Fluoronaphthalen-2-amine. Researchers frequently explore its role in cross-coupling reactions and catalysis, leveraging the electron-withdrawing effect of fluorine to modulate reactivity. Recent studies highlight its potential in designing PET imaging agents (Positron Emission Tomography), where fluorine-18 isotopes are incorporated for diagnostic applications. This aligns with the trending focus on precision medicine and theranostics—a hot topic in biomedical forums.

From a synthetic perspective, CAS 14554-00-8 serves as a versatile building block for heterocyclic chemistry. Its amine group enables amide bond formation, while the fluorine atom facilitates nucleophilic aromatic substitution (SNAr) reactions. These properties make it valuable for constructing polycyclic aromatic hydrocarbons (PAHs) and organic electronic materials, addressing the surge in demand for OLEDs and flexible electronics.

Environmental and regulatory considerations are also pivotal. The compound’s stability and low volatility align with green chemistry principles, a frequently searched topic among industrial chemists. Analytical techniques like HPLC and GC-MS are commonly employed to characterize 1-Fluoronaphthalen-2-amine, ensuring compliance with REACH and other global standards. Users often query its solubility data (e.g., in DMSO or ethanol) and storage conditions, reflecting practical concerns in laboratory settings.

In the context of intellectual property, patents involving 14554-00-8 often cite its use in antiviral and anticancer drug candidates. This correlates with the rising interest in small-molecule therapeutics and targeted drug delivery. Additionally, its role in metal-organic frameworks (MOFs) garners attention in materials science communities, particularly for gas storage and sensor development.

To optimize workflows, researchers frequently search for synthetic protocols and safety data sheets (SDS) for 1-Fluoronaphthalen-2-amine. Collaborative platforms like PubChem and SciFinder provide peer-reviewed data on its molecular weight (161.16 g/mol) and spectroscopic profiles (e.g., NMR, IR). Such resources are critical for academic and industrial R&D teams navigating the compound’s applications.

In summary, 1-Fluoronaphthalen-2-amine (CAS 14554-00-8) bridges multiple disciplines, from medicinal chemistry to advanced materials. Its adaptability to modern synthetic challenges and alignment with sustainable chemistry trends ensure its continued relevance. As innovation accelerates, this compound will likely remain a focal point in discussions on molecular design and functional materials.

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