Cas no 13916-91-1 (6-Fluoronaphthalen-2-amine)

6-Fluoronaphthalen-2-amine is a fluorinated aromatic amine derivative with the molecular formula C??H?FN. This compound features a naphthalene core substituted with an amino group at the 2-position and a fluorine atom at the 6-position, offering unique electronic and steric properties. Its structural features make it a valuable intermediate in organic synthesis, particularly for pharmaceuticals, agrochemicals, and advanced materials. The fluorine substitution enhances metabolic stability and binding affinity in bioactive molecules, while the amino group provides a reactive site for further functionalization. Its high purity and consistent quality ensure reliable performance in research and industrial applications.
6-Fluoronaphthalen-2-amine structure
6-Fluoronaphthalen-2-amine structure
Product Name:6-Fluoronaphthalen-2-amine
CAS No:13916-91-1
MF:C10H8FN
MW:161.175625801086
MDL:MFCD18409951
CID:120028
PubChem ID:21677949
Update Time:2025-05-22

6-Fluoronaphthalen-2-amine Chemical and Physical Properties

Names and Identifiers

    • 6-Fluoronaphthalen-2-amine
    • 2-Naphthalenamine,6-fluoro-
    • N-(6-Fluoro-2-naphthyl)amine
    • 6-Fluoro-2-naphthalenamine
    • 2-Naphthalenamine,6-fluoro-(9CI)
    • AK128776
    • 6-fluoro-2-naphthylamine
    • 2-Amino-6-fluoronaphthalene
    • 6736AA
    • FCH1191245
    • CM10501
    • ST2412388
    • AX8250838
    • A886126
    • MFCD18409951
    • DTXSID20616824
    • C72558
    • DS-5939
    • SCHEMBL1353569
    • AKOS016000837
    • 13916-91-1
    • DB-140690
    • MDL: MFCD18409951
    • Inchi: 1S/C10H8FN/c11-9-3-1-8-6-10(12)4-2-7(8)5-9/h1-6H,12H2
    • InChI Key: HDNDTCOAZCSWGM-UHFFFAOYSA-N
    • SMILES: FC1C=CC2=CC(=CC=C2C=1)N

Computed Properties

  • Exact Mass: 161.06400
  • Monoisotopic Mass: 161.064077422g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • 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: 2.4
  • Topological Polar Surface Area: 26

Experimental Properties

  • Density: 1.239±0.06 g/cm3 (20 oC 760 Torr),
  • Solubility: Almost insoluble (0.089 g/l) (25 o C),
  • PSA: 26.02000
  • LogP: 3.14230

6-Fluoronaphthalen-2-amine Customs Data

  • HS CODE:2921450090
  • Customs Data:

    China Customs Code:

    2921450090

    Overview:

    2921450090. 1-Naphthylamine and2-Derivatives and salts of naphthylamine(include1-Naphthylamine). 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:

    2921450090 1-naphthylamine (Ah-naphthylamine), 2-naphthylamine (b-naphthylamine) and their derivatives; salts thereof.Supervision conditions:None.VAT:17.0%.Tax rebate rate:9.0%.MFN tariff:6.5%.General tariff:30.0%

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Additional information on 6-Fluoronaphthalen-2-amine

6-Fluoronaphthalen-2-Amine: A Comprehensive Overview

The compound with CAS No. 13916-91-1, commonly referred to as 6-Fluoronaphthalen-2-Amine, is a fascinating organic compound that has garnered significant attention in the fields of chemistry, materials science, and pharmacology. This compound belongs to the family of naphthylamines, which are derivatives of naphthalene with an amino group attached. The presence of a fluorine atom at the 6th position of the naphthalene ring introduces unique electronic and structural properties, making 6-Fluoronaphthalen-2-Amine a valuable molecule for various applications.

Recent advancements in synthetic chemistry have enabled the efficient synthesis of 6-Fluoronaphthalen-2-Amine through a variety of methods. One prominent approach involves the fluorination of naphthalen-2-amine using electrophilic fluorination techniques. This method ensures high yields and excellent regioselectivity, which are critical for large-scale production. Researchers have also explored alternative routes, such as nucleophilic aromatic substitution and coupling reactions, to synthesize this compound. These methods not only enhance the scalability but also provide insights into the reactivity of naphthylamines under different reaction conditions.

The electronic properties of 6-Fluoronaphthalen-2-Amine make it an attractive candidate for applications in organic electronics. The fluorine atom at the 6th position introduces electron-withdrawing effects, which modulate the electronic structure of the molecule. This modulation is particularly useful in designing materials for light-emitting diodes (LEDs), organic photovoltaics (OPVs), and field-effect transistors (FETs). Recent studies have demonstrated that incorporating 6-Fluoronaphthalen-2-Amine into conjugated polymers significantly improves their charge transport properties, leading to enhanced device performance.

In the realm of pharmacology, 6-Fluoronaphthalen-2-Amine has shown potential as a lead compound for drug discovery. Its structural similarity to known bioactive compounds suggests that it could serve as a scaffold for developing new therapeutic agents. For instance, researchers have investigated its ability to interact with various biological targets, such as enzymes and receptors, which are implicated in diseases like cancer and neurodegenerative disorders. Preliminary results indicate that 6-Fluoronaphthalen-2-Amine exhibits promising bioactivity, warranting further exploration in preclinical studies.

The environmental impact of 6-Fluoronaphthalen-2-Amine is another area of growing interest. As industries increasingly prioritize sustainability, understanding the fate and toxicity of this compound in natural ecosystems becomes crucial. Recent environmental studies have focused on its degradation pathways under aerobic and anaerobic conditions. These studies reveal that 6-Fluoronaphthalen-2-Amine undergoes biodegradation via microbial activity, with the fluorine atom playing a role in stabilizing intermediates during the process. Such insights are vital for developing eco-friendly manufacturing processes and waste management strategies.

From a synthetic perspective, 6-fluoronaphthalen-2-amines have been employed as intermediates in the synthesis of more complex molecules. For example, they can be used to construct heterocyclic compounds with potential applications in catalysis and materials science. The versatility of this compound lies in its ability to undergo various transformations, such as Friedel-Crafts alkylation, Suzuki coupling, and Stille coupling reactions. These transformations enable chemists to tailor its structure for specific applications while maintaining its core functional groups.

In conclusion, 6-fluoronaphtalenamine stands out as a multifaceted compound with diverse applications across multiple disciplines. Its unique electronic properties, coupled with its versatility in synthetic chemistry, make it an invaluable tool for researchers and industry professionals alike. As ongoing research continues to uncover new insights into its behavior and potential uses, 6-fluoronaftalenamine is poised to play an increasingly important role in shaping future innovations in organic chemistry and beyond.

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