Cas no 174913-38-3 (Benzene, 1,5-dibromo-2-chloro-4-methoxy-)

Benzene, 1,5-dibromo-2-chloro-4-methoxy- (CAS: [insert if known]) is a halogenated aromatic compound featuring bromine, chlorine, and methoxy functional groups. Its distinct substitution pattern enhances reactivity in electrophilic aromatic substitution and metal-catalyzed coupling reactions, making it valuable in synthetic organic chemistry. The electron-withdrawing halogens and electron-donating methoxy group create a balanced electronic profile, facilitating selective derivatization. This compound is particularly useful as an intermediate in pharmaceuticals, agrochemicals, and advanced material synthesis. High purity grades ensure consistent performance in cross-coupling reactions (e.g., Suzuki, Stille). Stability under standard conditions and compatibility with common solvents further underscore its utility in multistep syntheses.
Benzene, 1,5-dibromo-2-chloro-4-methoxy- structure
174913-38-3 structure
Product Name:Benzene, 1,5-dibromo-2-chloro-4-methoxy-
CAS No:174913-38-3
MF:C7H5Br2ClO
MW:300.374999761581
MDL:MFCD32707011
CID:3814570
PubChem ID:102018422
Update Time:2025-05-26

Benzene, 1,5-dibromo-2-chloro-4-methoxy- Chemical and Physical Properties

Names and Identifiers

    • Benzene, 1,5-dibromo-2-chloro-4-methoxy-
    • 1,5-Dibromo-2-chloro-4-methoxybenzene
    • MFCD32707011
    • CS-0191948
    • E95771
    • 174913-38-3
    • MDL: MFCD32707011
    • Inchi: 1S/C7H5Br2ClO/c1-11-7-3-6(10)4(8)2-5(7)9/h2-3H,1H3
    • InChI Key: OTZRCEAVEJYZQS-UHFFFAOYSA-N
    • SMILES: C1(Br)=CC(Br)=C(OC)C=C1Cl

Computed Properties

  • Exact Mass: 299.83752Da
  • Monoisotopic Mass: 297.83957Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 134
  • 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: 3.9
  • Topological Polar Surface Area: 9.2?2

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Additional information on Benzene, 1,5-dibromo-2-chloro-4-methoxy-

Benzene, 1,5-Dibromo-2-Chloro-4-Methoxy

Benzene, 1,5-dibromo-2-chloro-4-methoxy is a highly specialized aromatic compound with the CAS registry number 174913-38-3. This compound is characterized by its unique substitution pattern on the benzene ring, featuring bromine atoms at positions 1 and 5, a chlorine atom at position 2, and a methoxy group (-OCH?) at position 4. The combination of these substituents imparts distinctive chemical properties, making it a valuable molecule in various research and industrial applications.

The synthesis of benzene, 1,5-dibromo-2-chloro-4-methoxy typically involves multi-step organic reactions. One common approach is the directed electrophilic substitution on a pre-substituted benzene derivative. For instance, starting with chlorobenzene or bromobenzene derivatives, subsequent substitution reactions with bromine and methoxy groups can be performed under controlled conditions to achieve the desired substitution pattern. Recent advancements in catalytic methods have enabled more efficient and selective syntheses of such complex aromatic compounds.

The chemical structure of this compound is of particular interest due to its potential applications in materials science and pharmacology. The presence of electron-withdrawing groups like bromine and chlorine enhances the reactivity of the benzene ring toward electrophilic substitution reactions. Meanwhile, the methoxy group introduces electron-donating effects through resonance, creating a dynamic balance that can be exploited in various chemical transformations.

In terms of physical properties, benzene, 1,5-dibromo-2-chloro-4-methoxy is typically a crystalline solid at room temperature with a melting point around 80°C. Its solubility in organic solvents such as dichloromethane and diethyl ether is moderate due to the presence of both polar and non-polar substituents on the benzene ring.

Recent studies have explored the use of this compound as an intermediate in the synthesis of advanced materials. For example, researchers have utilized its reactivity to construct heterocyclic compounds with potential applications in optoelectronics and drug delivery systems. Additionally, its role as a precursor in polymer chemistry has been investigated, particularly in the development of high-performance polymers for aerospace applications.

The environmental impact of benzene derivatives, including this compound, has also been a topic of recent research. Studies have shown that while these compounds are generally stable under normal conditions, their degradation pathways under UV light or microbial action can lead to the formation of less harmful byproducts. This knowledge is crucial for ensuring safe handling and disposal practices in industrial settings.

In conclusion, benzene, 1,5-dibromo-2-chloro-4-methoxy (CAS No. 174913-38-3) stands out as a versatile compound with promising applications across multiple disciplines. Its unique substitution pattern offers opportunities for further exploration in both fundamental research and industrial innovation.

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