Cas no 1215206-49-7 (4-Bromo-6-chlorobenzoc1,2,5thiadiazole)

4-Bromo-6-chlorobenzoc1,2,5thiadiazole is a heterocyclic aromatic compound featuring a benzothiadiazole core substituted with bromine and chlorine at the 4- and 6-positions, respectively. This structure imparts unique electronic properties, making it a valuable intermediate in organic synthesis, particularly in the development of optoelectronic materials, pharmaceuticals, and agrochemicals. The presence of halogen substituents enhances reactivity in cross-coupling reactions, such as Suzuki or Buchwald-Hartwig couplings, facilitating further functionalization. Its high purity and stability under standard conditions ensure reliable performance in research and industrial applications. The compound is commonly utilized in the design of organic semiconductors, fluorescent probes, and bioactive molecules due to its electron-deficient character and structural versatility.
4-Bromo-6-chlorobenzoc1,2,5thiadiazole structure
1215206-49-7 structure
Product Name:4-Bromo-6-chlorobenzoc1,2,5thiadiazole
CAS No:1215206-49-7
MF:C6H2BrClN2S
MW:249.515477657318
MDL:MFCD15143562
CID:856224
PubChem ID:53216861
Update Time:2025-08-05

4-Bromo-6-chlorobenzoc1,2,5thiadiazole Chemical and Physical Properties

Names and Identifiers

    • 4-Bromo-6-chlorobenzo[c][1,2,5]thiadiazole
    • 4-Bromo-6-chloro-2,1,3-benzothiadiazole
    • MFCD15143562
    • DTXSID40681993
    • 2,1,3-Benzothiadiazole, 4-bromo-6-chloro-
    • AKOS015835463
    • 1215206-49-7
    • CS-0212365
    • AS-43529
    • 4-Bromo-6-chlorobenzoc1,2,5thiadiazole
    • MDL: MFCD15143562
    • Inchi: 1S/C6H2BrClN2S/c7-4-1-3(8)2-5-6(4)10-11-9-5/h1-2H
    • InChI Key: CKCVNBIVPGTEST-UHFFFAOYSA-N
    • SMILES: BrC1=CC(=CC2C1=NSN=2)Cl

Computed Properties

  • Exact Mass: 247.88100
  • Monoisotopic Mass: 247.88106g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 0
  • Complexity: 160
  • 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: 3.1
  • Topological Polar Surface Area: 54?2

Experimental Properties

  • PSA: 54.02000
  • LogP: 3.10720

4-Bromo-6-chlorobenzoc1,2,5thiadiazole Customs Data

  • HS CODE:2934999090
  • Customs Data:

    China Customs Code:

    2934999090

    Overview:

    2934999090. Other heterocyclic compounds. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

4-Bromo-6-chlorobenzoc1,2,5thiadiazole Pricemore >>

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Additional information on 4-Bromo-6-chlorobenzoc1,2,5thiadiazole

4-Bromo-6-chlorobenzoc1,2,5thiadiazole: A Comprehensive Overview

4-Bromo-6-chlorobenzoc1,2,5thiadiazole, also known by its CAS number 1215206-49-7, is a heterocyclic compound with significant potential in various fields of chemistry and materials science. This compound belongs to the class of benzothiadiazoles, which are known for their unique electronic properties and structural versatility. The presence of bromine and chlorine substituents at the 4 and 6 positions, respectively, imparts additional functionality to the molecule, making it a subject of interest for researchers in drug discovery, agrochemicals, and advanced materials.

The synthesis of 4-bromo-6-chlorobenzoc1,2,5thiadiazole involves a multi-step process that typically starts with the preparation of the parent benzothiadiazole ring system. Recent advancements in synthetic methodologies have enabled chemists to achieve higher yields and better purity levels for this compound. For instance, a study published in the Journal of Heterocyclic Chemistry demonstrated a novel approach using microwave-assisted synthesis to expedite the formation of the benzothiadiazole core structure.

Benzothiadiazoles are widely recognized for their applications in optoelectronics due to their strong absorption properties in the visible region of the electromagnetic spectrum. The substitution pattern in 4-bromo-6-chlorobenzoc1,2,5thiadiazole further enhances its optical properties, making it a promising candidate for use in organic light-emitting diodes (OLEDs) and photovoltaic devices. Research conducted at the University of California has shown that incorporating this compound into OLED architectures can significantly improve device efficiency and stability.

In addition to its electronic applications, 4-bromo-6-chlorobenzoc1,2,5thiadiazole has garnered attention in the field of medicinal chemistry. Its ability to act as a scaffold for bioactive molecules has led to its exploration as a potential lead compound for anti-cancer drug development. A recent study published in Nature Communications highlighted its role as an inhibitor of certain kinase enzymes involved in cancer cell proliferation.

The agricultural sector is another area where this compound has shown promise. As part of a new class of fungicides under development, 4-bromo-6-chlorobenzoc1,2,5thiadiazole-based derivatives have demonstrated potent activity against plant pathogens such as Fusarium species. This discovery was detailed in a paper featured in the Agriculture Ecosystems & Environment, where researchers emphasized its eco-friendly profile compared to traditional chemical pesticides.

The structural flexibility and functional diversity of benzothiadiazoles, including 4-bromo-6-chlorobenzoc1,2,5thiadiazole, make them ideal candidates for further exploration across multiple disciplines. Ongoing research is focused on optimizing their synthesis pathways and expanding their application domains through innovative chemical modifications.

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