Cas no 53906-84-6 (2-Bromo-1,3-dimethyl-5-nitrobenzene)

2-Bromo-1,3-dimethyl-5-nitrobenzene is a halogenated aromatic compound featuring bromine and nitro functional groups on a dimethyl-substituted benzene ring. Its molecular structure (C8H8BrNO2) makes it a valuable intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and specialty chemicals. The presence of both electron-withdrawing (nitro) and electron-donating (methyl) groups enhances its reactivity in substitution and coupling reactions. The bromine substituent allows for further functionalization via cross-coupling methodologies, such as Suzuki or Heck reactions. This compound is characterized by high purity and stability under standard storage conditions, ensuring reliable performance in synthetic applications. Its well-defined structure facilitates precise control in multi-step synthetic pathways.
2-Bromo-1,3-dimethyl-5-nitrobenzene structure
53906-84-6 structure
Product Name:2-Bromo-1,3-dimethyl-5-nitrobenzene
CAS No:53906-84-6
MF:C8H8BrNO2
MW:230.058621406555
MDL:MFCD02178896
CID:366115
PubChem ID:7022096
Update Time:2025-05-23

2-Bromo-1,3-dimethyl-5-nitrobenzene Chemical and Physical Properties

Names and Identifiers

    • 2-Bromo-1,3-dimethyl-5-nitrobenzene
    • Benzene,2-bromo-1,3-dimethyl-5-nitro-
    • 2,6-Dimethyl-4-nitrobromobenzene
    • 2-Brom-1,3-dimethyl-5-nitro-benzol
    • 2-bromo-1,3-dimethyl-5-nitro-benzene
    • 4-Nitro-2,6-dimethyl-brombenzol
    • AE-562/43286972
    • MFCD02178896
    • DTXSID80427418
    • MDIUQZPRHOZKMG-UHFFFAOYSA-N
    • BS-49960
    • CS-0160016
    • A829820
    • SCHEMBL2659395
    • D96306
    • AKOS005148818
    • FT-0768479
    • 53906-84-6
    • SY316990
    • DA-42147
    • MDL: MFCD02178896
    • Inchi: 1S/C8H8BrNO2/c1-5-3-7(10(11)12)4-6(2)8(5)9/h3-4H,1-2H3
    • InChI Key: MDIUQZPRHOZKMG-UHFFFAOYSA-N
    • SMILES: BrC1C(C)=CC(=CC=1C)[N+](=O)[O-]

Computed Properties

  • Exact Mass: 228.97400
  • Monoisotopic Mass: 228.97384g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 0
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 168
  • 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
  • XLogP3: 3.2
  • Topological Polar Surface Area: 45.8?2

Experimental Properties

  • Density: 1.533
  • Boiling Point: 301.5 °C at 760 mmHg
  • Flash Point: 136.2 °C
  • PSA: 45.82000
  • LogP: 3.49730

2-Bromo-1,3-dimethyl-5-nitrobenzene Customs Data

  • HS CODE:2904909090
  • Customs Data:

    China Customs Code:

    2904909090

    Overview:

    2904909090 Sulfonation of other hydrocarbons\nitrification\Nitrosative derivative(Whether halogenated or not). VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:5.5% general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    HS:2904909090 sulphonated, nitrated or nitrosated derivatives of hydrocarbons, whether or not halogenated VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:5.5% General tariff:30.0%

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Additional information on 2-Bromo-1,3-dimethyl-5-nitrobenzene

2-Bromo-1,3-dimethyl-5-nitrobenzene (CAS No. 53906-84-6): An Overview of Its Synthesis, Applications, and Recent Research

2-Bromo-1,3-dimethyl-5-nitrobenzene (CAS No. 53906-84-6) is a versatile organic compound with a wide range of applications in the fields of chemistry, pharmaceuticals, and materials science. This compound is characterized by its unique structure, which includes a bromine atom, two methyl groups, and a nitro group attached to a benzene ring. The combination of these functional groups endows 2-Bromo-1,3-dimethyl-5-nitrobenzene with valuable properties that make it an important intermediate in various synthetic pathways.

The synthesis of 2-Bromo-1,3-dimethyl-5-nitrobenzene typically involves multi-step processes that require precise control over reaction conditions. One common method involves the nitration of 1,3-dimethylbenzene followed by bromination. The nitration step is crucial as it introduces the nitro group to the benzene ring, which can then be brominated selectively to form the desired product. Recent advancements in catalytic methods have improved the efficiency and selectivity of these reactions, reducing the formation of by-products and minimizing environmental impact.

In the pharmaceutical industry, 2-Bromo-1,3-dimethyl-5-nitrobenzene serves as a key intermediate in the synthesis of several important drugs. Its reactivity and functional group diversity make it an ideal starting material for the preparation of compounds with diverse biological activities. For instance, it has been used in the synthesis of anti-inflammatory agents and antiviral drugs. Recent studies have also explored its potential in the development of novel therapeutic agents for neurodegenerative diseases and cancer.

The physical properties of 2-Bromo-1,3-dimethyl-5-nitrobenzene, such as its melting point and solubility, are well-documented and play a crucial role in its handling and storage. It is generally stable under normal conditions but requires careful handling due to its reactivity with certain chemicals. The compound is insoluble in water but soluble in organic solvents like dichloromethane and ethanol. These properties make it suitable for use in various chemical reactions and processes.

Recent research has focused on optimizing the synthesis of 2-Bromo-1,3-dimethyl-5-nitrobenzene to improve yield and reduce costs. One notable study published in the Journal of Organic Chemistry reported a novel one-pot synthesis method that significantly reduced reaction time and increased overall yield. This method involves the sequential addition of reagents under controlled conditions, ensuring high selectivity and minimal waste generation.

In addition to its applications in pharmaceuticals, 2-Bromo-1,3-dimethyl-5-nitrobenzene has found use in materials science. Its unique electronic properties make it a valuable component in the development of organic semiconductors and photovoltaic materials. Researchers at the University of California have demonstrated its potential as a dopant in organic solar cells, enhancing their efficiency and stability.

The environmental impact of 2-Bromo-1,3-dimethyl-5-nitrobenzene is another area of active research. While the compound itself is not classified as hazardous under current regulations, its production and disposal must be managed carefully to minimize environmental contamination. Green chemistry principles are increasingly being applied to develop more sustainable synthetic routes for this compound. For example, using biocatalysts and renewable feedstocks can reduce the ecological footprint associated with its production.

In conclusion, 2-Bromo-1,3-dimethyl-5-nitrobenzene (CAS No. 53906-84-6) is a multifaceted compound with significant applications in various fields. Its unique chemical structure and reactivity make it an essential intermediate in pharmaceutical synthesis and materials science. Ongoing research continues to explore new methods for its efficient production and novel applications, further solidifying its importance in modern chemistry.

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