Cas no 71311-83-6 (4-(2-Naphthalenyloxy)benzenamine)

4-(2-Naphthalenyloxy)benzenamine is an aromatic amine derivative featuring a naphthalene moiety linked via an ether bridge to an aniline group. This compound is of interest in organic synthesis and materials science due to its conjugated structure, which may impart unique electronic and photophysical properties. Its bifunctional nature allows for further derivatization, making it a versatile intermediate in the development of dyes, polymers, or pharmaceutical agents. The rigid naphthalene backbone enhances thermal and chemical stability, while the aniline group provides reactivity for cross-coupling or condensation reactions. Careful handling is advised due to potential amine-related hazards.
4-(2-Naphthalenyloxy)benzenamine structure
71311-83-6 structure
Product Name:4-(2-Naphthalenyloxy)benzenamine
CAS No:71311-83-6
MF:C16H13NO
MW:235.280524015427
MDL:MFCD00443717
CID:548203
PubChem ID:3580829
Update Time:2025-05-25

4-(2-Naphthalenyloxy)benzenamine Chemical and Physical Properties

Names and Identifiers

    • Benzenamine,4-(2-naphthalenyloxy)-
    • 2-(4-AMINOPHENOXY)NAPHTHALENE
    • 4-(2-Naphthyloxy)aniline hydrochloride
    • 4-naphthalen-2-yloxyaniline
    • T71259
    • SCHEMBL1177704
    • Oprea1_218318
    • 71311-83-6
    • FLSZEMCAUKGBBK-UHFFFAOYSA-N
    • 4-(2-Naphthalenyloxy)-benzenamine
    • AM20041066
    • 4-(2-naphthyloxy)aniline
    • MFCD00443717
    • (4-naphthalen-2-yloxy-phenyl)-amine
    • AKOS000215502
    • SB80652
    • CS-0315640
    • Benzenamine, 4-(2-naphthalenyloxy)-
    • 4-(naphthalen-2-yloxy)aniline
    • DTXSID50393853
    • A2041
    • DB-112759
    • ALBB-005533
    • STK389242
    • 4-(2-Naphthalenyloxy)benzenamine
    • MDL: MFCD00443717
    • Inchi: 1S/C16H13NO/c17-14-6-9-15(10-7-14)18-16-8-5-12-3-1-2-4-13(12)11-16/h1-11H,17H2
    • InChI Key: FLSZEMCAUKGBBK-UHFFFAOYSA-N
    • SMILES: O(C1C=CC(=CC=1)N)C1=CC=C2C=CC=CC2=C1

Computed Properties

  • Exact Mass: 235.10000
  • Monoisotopic Mass: 235.1
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 2
  • Complexity: 260
  • 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: nothing
  • Topological Polar Surface Area: 35.2A^2

Experimental Properties

  • Color/Form: Light yellow crystalline powder or brownish yellow solid
  • Density: 1.197
  • Melting Point: 116 °C
  • Boiling Point: 419.8°C at 760 mmHg
  • Flash Point: 221.8°C
  • Refractive Index: 1.686
  • PSA: 35.25000
  • LogP: 4.79550
  • Solubility: Not determined

4-(2-Naphthalenyloxy)benzenamine Customs Data

  • HS CODE:2922299090
  • Customs Data:

    China Customs Code:

    2922299090

    Overview:

    2922299090. Other amino groups(naphthol\phenol)And ether\Esters [including their salts, Except those containing more than one oxygen-containing group]. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to, The color of ethanolamine and its salt should be reported, The package of ethanolamine and its salt shall be declared

    Summary:

    2922299090. other amino-naphthols and other amino-phenols, other than those containing more than one kind of oxygen function, their ethers and esters; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

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4-(2-Naphthalenyloxy)benzenamine Production Method

Additional information on 4-(2-Naphthalenyloxy)benzenamine

4-(2-Naphthalenyloxy)benzenamine: A Comprehensive Overview

4-(2-Naphthalenyloxy)benzenamine, also known by its CAS number 71311-83-6, is a compound of significant interest in various fields of chemistry and materials science. This compound is characterized by its unique structure, which combines a naphthalene ring with a phenol group and an amine functionality. The presence of these functional groups imparts versatile chemical properties, making it a valuable molecule for both academic research and industrial applications.

The synthesis of 4-(2-Naphthalenyloxy)benzenamine typically involves multi-step organic reactions, often starting from naphthalene derivatives. Recent advancements in synthetic methodologies have focused on improving the yield and purity of this compound, leveraging catalytic systems and green chemistry principles. For instance, researchers have explored the use of transition metal catalysts to facilitate coupling reactions, thereby streamlining the synthesis process.

In terms of applications, 4-(2-Naphthalenyloxy)benzenamine has found utility in the development of advanced materials, particularly in the realm of conductive polymers. Its aromatic structure and electron-rich amine group make it an ideal candidate for doping agents in polymer electronics. Recent studies have demonstrated its potential in enhancing the electrical conductivity of polyaniline-based materials, which are widely used in flexible electronics and energy storage devices.

Beyond materials science, this compound has also shown promise in pharmaceutical research. The naphthalene moiety is known for its bioactivity, and the amine group can serve as a site for further functionalization to create drug-like molecules. For example, researchers have investigated its role as a precursor for designing anti-inflammatory agents and antioxidants. These findings underscore its versatility as a building block in medicinal chemistry.

The toxicological profile of 4-(2-Naphthalenyloxy)benzenamine has been a subject of recent scrutiny. Studies indicate that while it exhibits moderate cytotoxicity in vitro, its systemic toxicity is relatively low when administered at therapeutic doses. This information is crucial for its safe handling and application in industrial settings.

In conclusion, 4-(2-Naphthalenyloxy)benzenamine (CAS No: 71311-83-6) stands out as a multifaceted compound with diverse applications across chemistry and materials science. Its unique structure and functional groups continue to inspire innovative research directions, particularly in the development of advanced materials and pharmaceutical agents. As our understanding of this compound deepens, it is poised to play an even more significant role in shaping future technologies.

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