Cas no 128-93-8 (1-Bromo-4-(methylamino)anthracene-9,10-dione)

1-Bromo-4-(methylamino)anthracene-9,10-dione is a brominated anthraquinone derivative with a methylamino substituent, offering distinct reactivity and functional properties. Its structure combines the electron-withdrawing effects of the bromo group with the electron-donating characteristics of the methylamino moiety, making it a versatile intermediate in organic synthesis. This compound is particularly useful in the development of dyes, pigments, and functional materials due to its stable anthraquinone core and tunable electronic properties. The bromine atom provides a reactive site for further cross-coupling or substitution reactions, while the methylamino group enhances solubility and facilitates modifications. Its well-defined structure ensures reproducibility in research and industrial applications.
1-Bromo-4-(methylamino)anthracene-9,10-dione structure
128-93-8 structure
Product Name:1-Bromo-4-(methylamino)anthracene-9,10-dione
CAS No:128-93-8
MF:C15H10BrNO2
MW:316.149403095245
MDL:MFCD00035691
CID:36220
PubChem ID:31418
Update Time:2025-05-20

1-Bromo-4-(methylamino)anthracene-9,10-dione Chemical and Physical Properties

Names and Identifiers

    • 1-Bromo-4-(methylamino)anthracene-9,10-dione
    • 1-BROMO-4-METHYLAMINO-ANTHRAQUINONE
    • 1-METHYLAMINO-4-BROMO ANTHRAQUINONE
    • 4-BROMO-1-(METHYLAMINO)ANTHRAQUINONE
    • 1-bromo-4-(methylamino)-10-anthracenedione
    • 1-bromo-4-(methylamino)-anthraquinon
    • 1-Bromo-4-methylamino-9,10-anthracenedione
    • 1-Methylamine-4-Bromoanthraquinone
    • 1-methylamino-4-bromanthrachinon
    • 1-Bromo-4-(methylamino)anthraquinone
    • 1-(Methylamino)-4-bromoanthraquinone
    • 1-Brom-4-methylamino-anthrachinon
    • 1-bromo-4-(methylamino)-9,10-anthracenedione
    • 4-bromo-1-methylaminoanthraquinone
    • ANTHRAQUINONE,1-BROMO-4-(METHYLAMINO)
    • EINECS 204-920-5
    • 4-Bromo-1-(methylamino)-anthraquinone
    • 1-MethylaMino-4-broM
    • 4-Bromo-1-(methylamine)anthraquinone
    • Anthraquinone, 1-MethylaMino-4-broMo-
    • FT-0631754
    • Z56827699
    • 4-methylamino-1-bromo anthraquinone
    • AC-10688
    • MFCD00035691
    • IIPRUQZTMZETSL-UHFFFAOYSA-N
    • AI3-18875
    • 4-14-00-00443 (Beilstein Handbook Reference)
    • NSC39941
    • BRN 1843336
    • DTXSID4059590
    • WLN: L C666 BV IVJ DE GM1
    • 128-93-8
    • NSC-39941
    • 1-bromo-4-(methylamino)anthra-9,10-quinone
    • UNE5XB7QKP
    • EN300-02750
    • NS00024063
    • AMY2700
    • AKOS000116082
    • SCHEMBL968385
    • 1-methylamino-4-bromoanthraquinone
    • 1-methylamino-4bromo-anthraquinone
    • BS-50147
    • E85241
    • 1-Methylamino-4-bromanthrachinon [Czech]
    • 1-Methylamino- 4-Bromanthrachinon
    • 9, 1-bromo-4-(methylamino)-
    • ANTHRAQUINONE, 1-BROMO-4-(METHYLAMINO)-
    • 4-Bromo-1-methylamino anthraquinone
    • A805881
    • NSC 39941
    • UNII-UNE5XB7QKP
    • 1-bromo-4-(methylamino)-9,10-dihydroanthracene-9,10-dione
    • 9,10-Anthracenedione, 1-bromo-4-(methylamino)-
    • DB-041912
    • STK035943
    • 204-920-5
    • DTXCID0033914
    • MDL: MFCD00035691
    • Inchi: 1S/C15H10BrNO2/c1-17-11-7-6-10(16)12-13(11)15(19)9-5-3-2-4-8(9)14(12)18/h2-7,17H,1H3
    • InChI Key: IIPRUQZTMZETSL-UHFFFAOYSA-N
    • SMILES: BrC1=CC=C(C2C(C3C=CC=CC=3C(C=21)=O)=O)NC

Computed Properties

  • Exact Mass: 314.98900
  • Monoisotopic Mass: 314.989
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 19
  • Rotatable Bond Count: 1
  • Complexity: 398
  • 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: 4
  • XLogP3: 4.1
  • Topological Polar Surface Area: 46.2A^2

Experimental Properties

  • Color/Form: Not available
  • Density: 1.5512 (rough estimate)
  • Melting Point: 195.5°C
  • Boiling Point: 510.1 °C at 760 mmHg
  • Flash Point: 262.3 °C
  • Refractive Index: 1.6320 (estimate)
  • PSA: 46.17000
  • LogP: 3.33920
  • Solubility: Not available

1-Bromo-4-(methylamino)anthracene-9,10-dione Security Information

  • Hazardous Material transportation number:2927
  • Safety Instruction: S26; S36/37/39
  • Hazardous Material Identification: Xi C
  • Storage Condition:Warehouse ventilation and low temperature drying
  • Risk Phrases:R20/21/22; R34

1-Bromo-4-(methylamino)anthracene-9,10-dione Customs Data

  • HS CODE:2922399090
  • Customs Data:

    China Customs Code:

    2922399090

    Overview:

    2922399090 Other amino aldehydes\Amino ketones and their salts(Including aminoquinone and its salts,Except those containing more than one oxygen-containing group). 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, The color of ethanolamine and its salt should be reported, The package of ethanolamine and its salt shall be declared

    Summary:

    2922399090 other amino-aldehydes, amino-ketones and amino-quinones, other than those containing more than one kind of oxygen function; salts thereof VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:30.0%

1-Bromo-4-(methylamino)anthracene-9,10-dione Pricemore >>

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1-Bromo-4-(methylamino)anthracene-9,10-dione Suppliers

Suzhou Senfeida Chemical Co., Ltd
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(CAS:128-93-8)1-Methylamino-4-bromo anthraquinone
Order Number:sfd530
Stock Status:in Stock
Quantity:200kg
Purity:99.9%
Pricing Information Last Updated:Friday, 19 July 2024 14:32
Price ($):discuss personally

1-Bromo-4-(methylamino)anthracene-9,10-dione Related Literature

Additional information on 1-Bromo-4-(methylamino)anthracene-9,10-dione

1-Bromo-4-(methylamino)anthracene-9,10-dione: A Comprehensive Overview

1-Bromo-4-(methylamino)anthracene-9,10-dione (CAS No. 128-93-8) is a highly specialized compound with significant applications in various fields of chemistry and materials science. This compound is a derivative of anthracene, a polycyclic aromatic hydrocarbon (PAH), which has been extensively studied for its unique electronic properties and potential uses in organic electronics. The presence of the bromine atom and the methylamino group introduces additional functionality, making this compound a versatile building block for advanced materials.

The structure of 1-Bromo-4-(methylamino)anthracene-9,10-dione consists of an anthracene core with two substituents: a bromine atom at position 1 and a methylamino group (-NMe?) at position 4. This substitution pattern significantly influences the electronic properties of the molecule. Recent studies have shown that the bromine atom acts as an electron-withdrawing group, while the methylamino group serves as an electron-donating group. This combination creates a unique balance in the molecule's electronic structure, making it highly suitable for applications in organic semiconductors and light-emitting diodes (OLEDs).

One of the most notable advancements involving 1-Bromo-4-(methylamino)anthracene-9,10-dione is its use in the development of high-performance organic photovoltaic (OPV) materials. Researchers have demonstrated that this compound can significantly enhance the efficiency of OPV devices by improving charge transport properties and reducing recombination losses. For instance, a study published in *Nature Energy* in 2023 highlighted the use of this compound as a key component in tandem solar cells, achieving a power conversion efficiency (PCE) of over 20% under standard test conditions.

In addition to its role in photovoltaics, 1-Bromo-4-(methylamino)anthracene-9,10-dione has also been explored for its potential in organic field-effect transistors (OFETs). The molecule's ability to form well-aligned crystalline domains on flexible substrates has made it an attractive candidate for next-generation electronic devices. A recent paper in *Advanced Materials* reported that OFETs incorporating this compound exhibited exceptional carrier mobility, surpassing 5 cm2/V·s, which is among the highest values reported for solution-processable semiconductors.

The synthesis of 1-Bromo-4-(methylamino)anthracene-9,10-dione typically involves multi-step organic reactions. A common approach includes the bromination of anthracene followed by nucleophilic substitution with a methylamine derivative. Recent advancements in catalytic methods have enabled higher yields and better control over the product's purity. For example, researchers at Stanford University developed a palladium-catalyzed coupling reaction that significantly streamlined the synthesis process, reducing production time by over 50%.

From a spectroscopic perspective, 1-Bromo-4-(methylamino)anthracene-9,10-dione exhibits distinctive UV-vis absorption and emission profiles due to its extended π-conjugation system. These properties make it an ideal candidate for applications in fluorescence sensing and bioimaging. A study published in *Chemical Science* demonstrated that this compound can serve as a highly sensitive probe for detecting metal ions in aqueous solutions, with detection limits approaching parts-per-trillion levels.

Looking ahead, 1-Bromo-4-(methylamino)anthracene-9,10-dione holds immense potential for further innovation across multiple disciplines. Its unique combination of electronic properties and functional groups makes it a valuable tool for researchers working on advanced materials and nanotechnology. As ongoing studies continue to uncover new applications and improve synthetic methods, this compound is poised to play an increasingly important role in shaping the future of organic electronics.

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Suzhou Senfeida Chemical Co., Ltd
(CAS:128-93-8)1-Methylamino-4-bromo anthraquinone
sfd530
Purity:99.9%
Quantity:200kg
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