Cas no 147021-89-4 (4-bromo-3-nitro-benzene-1,2-diamine)

4-Bromo-3-nitro-benzene-1,2-diamine is a brominated and nitrated aromatic diamine compound, primarily utilized as a versatile intermediate in organic synthesis and pharmaceutical research. Its distinct functional groups—bromo and nitro substituents adjacent to diamine moieties—enable selective transformations, making it valuable for constructing complex heterocycles and fine chemicals. The compound’s reactivity allows for further derivatization, including cyclization, coupling, or reduction reactions, facilitating applications in dye chemistry, agrochemicals, and drug development. High purity grades ensure consistent performance in sensitive synthetic processes. Proper handling is advised due to potential sensitivity to light and moisture. Its structural features offer a balance of stability and reactivity for targeted synthetic pathways.
4-bromo-3-nitro-benzene-1,2-diamine structure
147021-89-4 structure
Product Name:4-bromo-3-nitro-benzene-1,2-diamine
CAS No:147021-89-4
MF:C6H6BrN3O2
MW:232.034739971161
MDL:MFCD11040197
CID:100918
PubChem ID:15040736
Update Time:2025-06-08

4-bromo-3-nitro-benzene-1,2-diamine Chemical and Physical Properties

Names and Identifiers

    • 4-Bromo-3-nitrobenzene-1,2-diamine
    • 1,2-Benzenediamine,4-bromo-3-nitro-
    • 4-bromo-3-nitro-1,2-Benzenediamine
    • 1,2-Benzenediamine, 4-bromo-3-nitro-
    • 4-bromo-3-nitro-1,2-phenylenediamine
    • PubChem22867
    • RP27997
    • FCH1401513
    • 4-bromanyl-3-nitro-benzene-1,2-diamine
    • BC004833
    • ST2411207
    • AX8031982
    • AB0022360
    • AM20080744
    • TL80073485
    • FT-
    • 4-bromo-3-nitro-benzene-1,2-diamine
    • CS-W009156
    • 4-Bromo-3-nitrobenzene-1 pound not2-diamine
    • 147021-89-4
    • A808586
    • AC-23731
    • DTXSID40567384
    • SY112532
    • FT-0738493
    • J-514748
    • MFCD11040197
    • GS-4335
    • AKOS015833874
    • EN300-1588736
    • SCHEMBL25637698
    • MDL: MFCD11040197
    • Inchi: 1S/C6H6BrN3O2/c7-3-1-2-4(8)5(9)6(3)10(11)12/h1-2H,8-9H2
    • InChI Key: UJXICRJJECIZTR-UHFFFAOYSA-N
    • SMILES: BrC1=CC=C(C(=C1[N+](=O)[O-])N)N

Computed Properties

  • Exact Mass: 230.96400
  • Monoisotopic Mass: 230.96434g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 0
  • Complexity: 184
  • 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: 1.6
  • Topological Polar Surface Area: 97.9

Experimental Properties

  • Density: 1.901
  • Boiling Point: 352.4°Cat760mmHg
  • Flash Point: 166.9°C
  • Refractive Index: 1.735
  • PSA: 97.86000
  • LogP: 3.20730

4-bromo-3-nitro-benzene-1,2-diamine Customs Data

  • HS CODE:2921590090
  • Customs Data:

    China Customs Code:

    2921590090

    Overview:

    2921590090. Other aromatic polyamines and derivatives and their salts. 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

    Summary:

    2921590090. other aromatic polyamines and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

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4-bromo-3-nitro-benzene-1,2-diamine Production Method

4-bromo-3-nitro-benzene-1,2-diamine Related Literature

Additional information on 4-bromo-3-nitro-benzene-1,2-diamine

4-Bromo-3-Nitro-Benzene-1,2-Diamine (CAS No. 147021-89-4): An Overview of Its Properties and Applications

4-Bromo-3-nitro-benzene-1,2-diamine (CAS No. 147021-89-4) is a versatile organic compound that has garnered significant attention in the fields of chemical synthesis, pharmaceutical research, and materials science. This compound, also known as 4-bromo-3-nitrophenylenediamine, is characterized by its unique structural features, which include a bromine atom and a nitro group attached to a benzene ring with two amino groups. These functional groups endow the molecule with a range of chemical properties that make it valuable for various applications.

The molecular formula of 4-bromo-3-nitro-benzene-1,2-diamine is C6H6BrN3O2, and its molecular weight is approximately 208.03 g/mol. The compound is typically supplied as a white to off-white solid with a melting point ranging from 165°C to 170°C. It is insoluble in water but soluble in organic solvents such as dimethylformamide (DMF) and dimethyl sulfoxide (DMSO).

In the realm of chemical synthesis, 4-bromo-3-nitro-benzene-1,2-diamine serves as an important intermediate for the preparation of various functionalized aromatic compounds. Its reactivity is primarily driven by the presence of the amino groups and the nitro group, which can undergo reduction to form amino derivatives or participate in electrophilic aromatic substitution reactions. Recent studies have explored the use of this compound in the synthesis of complex organic molecules with potential pharmaceutical applications.

One notable application of 4-bromo-3-nitro-benzene-1,2-diamine is in the development of novel therapeutic agents. Research has shown that derivatives of this compound exhibit promising biological activities, including anti-inflammatory and anti-cancer properties. For instance, a study published in the Journal of Medicinal Chemistry reported that certain derivatives of 4-bromo-3-nitro-benzene-1,2-diamine demonstrated significant inhibition of cancer cell proliferation in vitro. These findings have sparked interest in further exploring the potential of these compounds as lead candidates for drug development.

In addition to its pharmaceutical applications, 4-bromo-3-nitro-benzene-1,2-diamine has been investigated for its use in materials science. The compound's ability to form stable complexes with various metal ions has led to its application in the synthesis of coordination polymers and metal-organic frameworks (MOFs). These materials exhibit unique properties such as high surface area and tunable porosity, making them suitable for applications in gas storage, catalysis, and sensing.

The environmental impact of 4-bromo-3-nitro-benzene-1,2-diamine is another area of ongoing research. While the compound itself is not classified as hazardous under current regulations, its degradation products and potential environmental fate are subjects of interest. Studies have focused on understanding the biodegradability and ecotoxicity of this compound to ensure its safe use in industrial processes.

Safety considerations are paramount when handling 4-bromo-3-nitro-benzene-1,2-diamine. It is recommended to use appropriate personal protective equipment (PPE) such as gloves and safety goggles when working with this compound. Additionally, it should be stored in a cool, dry place away from incompatible materials to prevent any potential hazards.

In conclusion, 4-bromo-3-nitro-benzene-1,2-diamine (CAS No. 147021-89-4) is a multifaceted compound with a wide range of applications in chemical synthesis, pharmaceutical research, and materials science. Its unique structural features and reactivity make it an invaluable intermediate for the development of novel compounds with diverse functionalities. As research continues to uncover new possibilities for this compound, it is likely to play an increasingly important role in advancing scientific knowledge and technological innovation.

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