Cas no 1175277-66-3 (2-Chloro-7-(trifluoromethyl)benzothiazole)

2-Chloro-7-(trifluoromethyl)benzothiazole is a halogenated benzothiazole derivative with a trifluoromethyl substituent, offering unique reactivity and stability in synthetic applications. Its molecular structure, featuring both chloro and trifluoromethyl groups, enhances its utility as a versatile intermediate in pharmaceutical and agrochemical synthesis. The electron-withdrawing properties of the trifluoromethyl group improve electrophilic reactivity, making it valuable for cross-coupling reactions and heterocyclic functionalization. The chloro substituent further facilitates nucleophilic substitution, enabling selective modifications. This compound is particularly useful in the development of biologically active molecules due to its ability to modulate lipophilicity and metabolic stability. Its high purity and well-defined chemical properties ensure consistent performance in research and industrial applications.
2-Chloro-7-(trifluoromethyl)benzothiazole structure
1175277-66-3 structure
Product Name:2-Chloro-7-(trifluoromethyl)benzothiazole
CAS No:1175277-66-3
MF:C8H3ClF3NS
MW:237.629329919815
CID:2101621
PubChem ID:67521181
Update Time:2025-11-02

2-Chloro-7-(trifluoromethyl)benzothiazole Chemical and Physical Properties

Names and Identifiers

    • 2-CHLORO-7-(TRIFLUOROMETHYL)BENZOTHIAZOLE
    • 2-chloro-7-(trifluoromethyl)benzo[d]thiazole
    • QBUHIHDWDWLQQQ-UHFFFAOYSA-N
    • 2-chloro-7-trifluoromethyl-1,3-benzothiazole
    • 1175277-66-3
    • 2-chloro-7-(trifluoromethyl)-1,3-benzothiazole
    • SCHEMBL2749598
    • D80290
    • BS-52360
    • CS-0161361
    • 2-Chloro-7-(trifluoromethyl)benzothiazole
    • MDL: MFCD09749246
    • Inchi: 1S/C8H3ClF3NS/c9-7-13-5-3-1-2-4(6(5)14-7)8(10,11)12/h1-3H
    • InChI Key: QBUHIHDWDWLQQQ-UHFFFAOYSA-N
    • SMILES: ClC1=NC2=CC=CC(C(F)(F)F)=C2S1

Computed Properties

  • Exact Mass: 236.9626825g/mol
  • Monoisotopic Mass: 236.9626825g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 0
  • Complexity: 223
  • 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
  • Topological Polar Surface Area: 41.1
  • XLogP3: 4.2

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Additional information on 2-Chloro-7-(trifluoromethyl)benzothiazole

2-Chloro-7-(trifluoromethyl)benzothiazole (CAS 1175277-66-3): A Versatile Chemical Intermediate for Modern Applications

2-Chloro-7-(trifluoromethyl)benzothiazole (CAS 1175277-66-3) is a specialized benzothiazole derivative that has garnered significant attention in pharmaceutical and material science research. This compound belongs to the heterocyclic compounds family, characterized by its unique molecular structure combining a benzothiazole core with chloro and trifluoromethyl functional groups. The presence of these substituents makes it a valuable chemical building block for various synthetic applications.

The 2-Chloro-7-(trifluoromethyl)benzothiazole structure offers remarkable chemical stability and reactivity, making it particularly useful in medicinal chemistry applications. Researchers have explored its potential as a precursor for developing bioactive molecules, especially in the design of small molecule inhibitors and pharmaceutical intermediates. The trifluoromethyl group in particular enhances the compound's lipophilicity, which can improve membrane permeability in potential drug candidates.

Recent studies highlight the growing importance of fluorinated benzothiazole derivatives in addressing current challenges in drug discovery. The pharmaceutical industry's increasing focus on targeted therapies and precision medicine has created demand for specialized intermediates like 2-Chloro-7-(trifluoromethyl)benzothiazole. Its structural features make it suitable for developing compounds with potential applications in neurological disorders and metabolic diseases, aligning with current healthcare research trends.

In material science, 2-Chloro-7-(trifluoromethyl)benzothiazole CAS 1175277-66-3 has shown promise as a precursor for advanced functional materials. The compound's ability to participate in various coupling reactions makes it valuable for creating organic electronic materials, particularly in the development of OLED components and organic semiconductors. This aligns with the growing market demand for flexible electronics and energy-efficient displays.

The synthesis of 2-Chloro-7-(trifluoromethyl)benzothiazole typically involves multi-step organic reactions starting from commercially available benzothiazole precursors. Modern synthetic approaches emphasize green chemistry principles, with researchers developing more efficient and environmentally friendly routes to produce this valuable intermediate. These advancements respond to the chemical industry's increasing focus on sustainable synthesis methods.

Quality control of 2-Chloro-7-(trifluoromethyl)benzothiazole 1175277-66-3 requires rigorous analytical techniques. Standard characterization includes HPLC analysis, mass spectrometry, and NMR spectroscopy to ensure high purity levels suitable for research applications. The compound typically appears as a white to off-white crystalline powder with defined melting characteristics, and proper storage conditions are essential to maintain its stability over time.

Market analysis indicates steady growth in demand for fluorinated heterocyclic compounds like 2-Chloro-7-(trifluoromethyl)benzothiazole. Pharmaceutical companies and research institutions are the primary consumers, utilizing this intermediate in their drug development programs. The compound's versatility also makes it valuable for academic research exploring new chemical entities with potential therapeutic applications.

Safety considerations for handling 2-Chloro-7-(trifluoromethyl)benzothiazole follow standard laboratory protocols for organic compounds. While not classified as hazardous under normal handling conditions, proper personal protective equipment including gloves and safety glasses is recommended. Material safety data sheets provide detailed guidance on storage, handling, and disposal procedures to ensure safe laboratory practices.

Future research directions for 2-Chloro-7-(trifluoromethyl)benzothiazole derivatives may explore their potential in emerging areas like cancer therapeutics and neuroprotective agents. The compound's structural flexibility allows for various modifications that could yield novel pharmacologically active molecules. Additionally, applications in agrochemical research may present new opportunities for this chemical intermediate.

The global supply chain for 2-Chloro-7-(trifluoromethyl)benzothiazole CAS 1175277-66-3 involves specialized chemical manufacturers and research chemical suppliers. Availability typically ranges from milligram quantities for initial research to kilogram scales for development programs. Current market trends show increasing interest from contract research organizations and biotechnology companies seeking high-quality intermediates for their discovery pipelines.

In conclusion, 2-Chloro-7-(trifluoromethyl)benzothiazole represents an important chemical tool for modern research and development. Its unique structural features and versatile reactivity profile make it valuable across multiple scientific disciplines. As research continues to uncover new applications for fluorinated heterocycles, compounds like 2-Chloro-7-(trifluoromethyl)benzothiazole 1175277-66-3 will likely remain important building blocks in the creation of innovative solutions for healthcare and technology challenges.

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