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81-56-1

1,5-diamino-2,4,6,8-tetrabromoanthraquinone is a chemical compound characterized by its anthraquinone structure, which is a fused ring system consisting of three benzene rings. This particular compound is distinguished by the presence of four bromine atoms attached to the 2, 4, 6, and 8 positions of the anthraquinone backbone, and two amino groups at the 1 and 5 positions. The bromine atoms confer significant halogenation, which can affect the compound's reactivity, solubility, and other physical properties. The amino groups provide sites for further chemical reactions, such as acylation or sulfonylation, and can also influence the compound's solubility in different solvents. 1,5-diamino-2,4,6,8-tetrabromoanthraquinone is often used in the synthesis of dyes and pigments due to its ability to form colored compounds, and it may also have applications in the pharmaceutical industry.

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  • 81-56-1 Structure

  • Basic information

    1. Product Name: 1,5-diamino-2,4,6,8-tetrabromoanthraquinone
    2. Synonyms: 1,5-diamino-2,4,6,8-tetrabromoanthraquinone;1,5-Diamino-2,4,6,8-tetrabromo-9,10-anthracenedione
    3. CAS NO:81-56-1
    4. Molecular Formula: C14H6Br4N2O2
    5. Molecular Weight: 553.82564
    6. EINECS: 201-361-9
    7. Product Categories: N/A
    8. Mol File: 81-56-1.mol

  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 704°Cat760mmHg
    3. Flash Point: 379.6°C
    4. Appearance: /
    5. Density: 2.425g/cm3
    6. Vapor Pressure: 1.15E-19mmHg at 25°C
    7. Refractive Index: 1.803
    8. Storage Temp.: N/A
    9. Solubility: N/A
    10. CAS DataBase Reference: 1,5-diamino-2,4,6,8-tetrabromoanthraquinone(CAS DataBase Reference)
    11. NIST Chemistry Reference: 1,5-diamino-2,4,6,8-tetrabromoanthraquinone(81-56-1)
    12. EPA Substance Registry System: 1,5-diamino-2,4,6,8-tetrabromoanthraquinone(81-56-1)

  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 81-56-1(Hazardous Substances Data)

81-56-1 Usage

Type

Synthetic chemical compound

Derivative of

Anthraquinone

Natural Occurrence

Found in certain plants and insects

Color

Intense and vibrant red

Industrial Applications

a. Textile industry
b. Paper industry
c. Plastic industry

Use in Research

Fluorescent tracer in biological research

Use in Synthesis

Creation of other complex molecules

Environmental and Health Hazards

Potential risks

Regulations

Subject to strict guidelines regarding production, use, and disposal

Check Digit Verification of cas no

The CAS Registry Mumber 81-56-1 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 8 and 1 respectively; the second part has 2 digits, 5 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 81-56:
(4*8)+(3*1)+(2*5)+(1*6)=51
51 % 10 = 1
So 81-56-1 is a valid CAS Registry Number.
InChI:InChI=1/C14H6Br4N2O2/c15-3-1-5(17)11(19)9-7(3)13(21)10-8(14(9)22)4(16)2-6(18)12(10)20/h1-2H,19-20H2

81-56-1Relevant articles and documents

Efficient, facile metal free protocols for the bromination of commercially important deactivated aminoanthracene-9,10-diones

Patil, Vilas V.,Gayakwad, Eknath M.,Patel, Khushbu P.,Shankarling, Ganapati S.

supporting information, p. 2608 - 2613 (2017/06/13)

Highly efficient, mild synthetic protocols were developed for the oxidative bromination of deactivated aminoanthracene-9,10-diones by using H2O2-HBr and m-CPBA-HBr in methanolic medium. Both the protocols offer excellent bromine atom economy, good conversion (100%) along with high yield (82–93%) and high purity of desired product. The N-alkylated amines undergo regio-selective bromination to give selective p-bromo product. The commercial availability of all the starting materials, simple reaction procedure and ease of work up, and easily amenable for scale up demonstrated commercial feasibility of both the protocols.

Nonanebis(peroxoic acid): A stable peracid for oxidative bromination of aminoanthracene-9,10-dione

Patil, Vilas Venunath,Shankarling, Ganapati Subray

, p. 921 - 928 (2014/05/20)

A new protocol for the oxidative bromination of aminoanthracene-9,10-dione, which is highly deactivated towards the electrophilic substitution is investigated. The peracid, nonanebis(peroxoic acid), possesses advantages such as better stability at room temperature, it is easy to prepare and non-shock sensitiv as compared to the conventional peracids. The present protocol has a broad scope for the bromination of various substituted and unsubstituted aminoanthracene-9,10-diones.

Halogenation reactions in biodegradable solvent: Efficient bromination of substituted 1-aminoanthra-9,10-quinone in deep eutectic solvent (choline chloride:urea)

Phadtare, Sunanda Balaso,Shankarling, Ganapati Subray

experimental part, p. 458 - 462 (2010/08/07)

A simple ammonium deep eutectic solvent was used as a dual catalyst and environmentally benign reaction medium for the bromination of 1-aminoanthra-9,10-quinone, eliminating the need for volatile organic solvents and concentrated acids like H2SO4 as solvents or catalysts. This simple ammonium deep eutectic solvent, easily synthesized from choline chloride and urea, is relatively inexpensive and biodegradable, making it applicable for industrial applications. The deep eutectic solvent was easily separated and reused without loss of activity, and thus provides a good alternative for industrial bromination of 1-aminoanthra-9,10-quinone.

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