Cas no 20191-76-8 (2,4-Dibromonaphthalen-1-amine)

2,4-Dibromonaphthalen-1-amine is a brominated naphthalene derivative featuring amine and bromine functional groups, which enhance its reactivity in organic synthesis. This compound serves as a versatile intermediate in the preparation of pharmaceuticals, agrochemicals, and specialty materials. The presence of bromine atoms at the 2- and 4-positions allows for selective substitution reactions, while the amine group at the 1-position facilitates further derivatization. Its well-defined structure and high purity make it suitable for cross-coupling reactions and other transformations requiring precise regiocontrol. The compound is particularly valuable in the development of heterocyclic compounds and functionalized aromatic systems. Proper handling and storage are recommended due to its reactivity.
2,4-Dibromonaphthalen-1-amine structure
2,4-Dibromonaphthalen-1-amine structure
Product Name:2,4-Dibromonaphthalen-1-amine
CAS No:20191-76-8
MF:C10H7Br2N
MW:300.977280855179
MDL:MFCD00155345
CID:909204
PubChem ID:286091
Update Time:2025-06-27

2,4-Dibromonaphthalen-1-amine Chemical and Physical Properties

Names and Identifiers

    • 2,4-dibromonaphthalen-1-amine
    • 1-Amino-2,4-dibromonaphthalene
    • 2,4-dibromo-1-naphthalenamine
    • 2,4-dibromo-1-naphthylamine
    • 2,4-dibromo-naphthalen-1-ylamine
    • 2.4-Dibrom-1-amino-naphthalin
    • NSC143811
    • UYTVDHNTKCSQOF-UHFFFAOYSA-N
    • 5334AJ
    • AK185440
    • SY029499
    • N11768
    • 2,4-Dibromo-1-Aminonaphthalene
    • MFCD00155345
    • SCHEMBL4880191
    • AMY31801
    • AE-562/43458231
    • AKOS022170557
    • DB-127418
    • CS-0112241
    • SS-4764
    • 20191-76-8
    • A905522
    • NSC-143811
    • DTXSID00301504
    • 2,4-Dibromonaphthalen-1-amine
    • MDL: MFCD00155345
    • Inchi: 1S/C10H7Br2N/c11-8-5-9(12)10(13)7-4-2-1-3-6(7)8/h1-5H,13H2
    • InChI Key: UYTVDHNTKCSQOF-UHFFFAOYSA-N
    • SMILES: BrC1C=C(C(=C2C=CC=CC2=1)N)Br

Computed Properties

  • Exact Mass: 298.89500
  • Monoisotopic Mass: 298.895
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 0
  • Complexity: 186
  • 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
  • Topological Polar Surface Area: 26
  • XLogP3: 3.9

Experimental Properties

  • Density: 1.902
  • Boiling Point: 369.7℃ at 760 mmHg
  • Flash Point: 177.4°C
  • Refractive Index: 1.738
  • PSA: 26.02000
  • LogP: 4.52820

2,4-Dibromonaphthalen-1-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%

2,4-Dibromonaphthalen-1-amine Pricemore >>

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Additional information on 2,4-Dibromonaphthalen-1-amine

2,4-Dibromonaphthalen-1-amine: A Comprehensive Overview

2,4-Dibromonaphthalen-1-amine (CAS No. 20191-76-8) is a compound of significant interest in the fields of organic chemistry and materials science. This compound is characterized by its unique structure, which combines the aromaticity of naphthalene with the functional groups of bromine and an amine. The presence of these substituents imparts distinctive chemical properties, making it a valuable material for various applications.

The synthesis of 2,4-dibromonaphthalen-1-amine involves a series of well-established organic reactions. Typically, the process begins with the bromination of naphthalene derivatives, followed by selective substitution to introduce the amine group. Recent advancements in catalytic methods have enabled more efficient and environmentally friendly syntheses, reducing production costs and minimizing waste. These improvements have made 2,4-dibromonaphthalen-1-amine more accessible for industrial and research purposes.

One of the most promising applications of 2,4-dibromonaphthalen-1-amine lies in its use as an intermediate in pharmaceutical chemistry. The compound's ability to undergo various nucleophilic substitutions and additions makes it ideal for constructing complex molecular frameworks. For instance, researchers have utilized it in the development of novel anti-cancer agents, where its unique electronic properties contribute to enhanced bioavailability and efficacy.

In addition to its role in drug discovery, 2,4-dibromonaphthalen-1-amine has found applications in materials science. Its aromaticity and functional groups make it a suitable candidate for designing advanced materials such as conductive polymers and organic semiconductors. Recent studies have demonstrated its potential in improving the performance of organic light-emitting diodes (OLEDs) by enhancing charge transport properties.

The chemical stability of 2,4-dibromonaphthalen-1-amine is another key attribute that makes it attractive for industrial applications. Under normal conditions, the compound exhibits excellent resistance to oxidation and hydrolysis, ensuring its longevity in various environments. This stability is particularly advantageous in processes requiring prolonged exposure to harsh conditions.

From a safety standpoint, 2,4-dibromonaphthalen-1-amine is not classified as a hazardous material under standard conditions. However, like many organic compounds containing halogens, it should be handled with care to avoid prolonged exposure or inhalation. Proper storage and disposal practices are recommended to ensure environmental safety.

In conclusion, 2,4-dibromonaphthalen-1-amine (CAS No. 20191-76-8) is a versatile compound with a wide range of applications across multiple disciplines. Its unique chemical properties and recent advancements in synthesis techniques continue to drive innovation in both academic research and industrial production. As ongoing studies uncover new potential uses for this compound, its significance in the chemical industry is expected to grow further.

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