Cas no 2942-22-5 (2-Chloro-7-nitrobenzo[d]thiazole)

2-Chloro-7-nitrobenzo[d]thiazole is a heterocyclic compound featuring a benzo[d]thiazole core substituted with a chloro group at the 2-position and a nitro group at the 7-position. This structure imparts reactivity suitable for use as an intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and functional materials. The chloro group enables nucleophilic substitution reactions, while the nitro group can be reduced or further functionalized. Its well-defined molecular framework and stability under standard conditions make it a valuable building block for constructing complex heterocyclic systems. The compound is typically handled under controlled conditions due to its potential sensitivity to light and moisture.
2-Chloro-7-nitrobenzo[d]thiazole structure
2942-22-5 structure
Product Name:2-Chloro-7-nitrobenzo[d]thiazole
CAS No:2942-22-5
MF:C7H3ClN2O2S
MW:214.628918886185
MDL:MFCD09749259
CID:915537
PubChem ID:45077775
Update Time:2025-05-23

2-Chloro-7-nitrobenzo[d]thiazole Chemical and Physical Properties

Names and Identifiers

    • 2-Chloro-7-nitrobenzo[d]thiazole
    • 2-chloro-7-nitro-1,3-benzothiazole
    • 2-chloro-7-nitroBenzothiazole
    • benzothiazole, 2-chloro-7-nitro- (7ci,8ci,9ci)
    • 2-Chlor-7-nitro-benzthiazol
    • 2-chloro-6-nitrobenzothiazole
    • 2-CHLORO-7-NITRO-BENZOTHIAZOLE
    • BENZOTHIAZOLE, 2-CHLORO-7-NITRO-
    • QJZBFYGAHQZGHF-UHFFFAOYSA-N
    • FCH1392925
    • AB51278
    • AX8216113
    • ST24040429
    • EN300-7420537
    • Benzothiazole,2-chloro-7-nitro-
    • SY103532
    • 2942-22-5
    • O10752
    • SCHEMBL3293261
    • DB-020963
    • MFCD09749259
    • CS-0060622
    • AKOS016006038
    • DTXSID90663385
    • DS-15661
    • MDL: MFCD09749259
    • Inchi: 1S/C7H3ClN2O2S/c8-7-9-4-2-1-3-5(10(11)12)6(4)13-7/h1-3H
    • InChI Key: QJZBFYGAHQZGHF-UHFFFAOYSA-N
    • SMILES: ClC1=NC2C=CC=C(C=2S1)[N+](=O)[O-]

Computed Properties

  • Exact Mass: 213.96000
  • Monoisotopic Mass: 213.9603762g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 13
  • 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: 87
  • XLogP3: 3.2

Experimental Properties

  • PSA: 86.95000
  • LogP: 3.38110

2-Chloro-7-nitrobenzo[d]thiazole Security Information

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Additional information on 2-Chloro-7-nitrobenzo[d]thiazole

Comprehensive Overview of 2-Chloro-7-nitrobenzo[d]thiazole (CAS No. 2942-22-5): Properties, Applications, and Research Insights

2-Chloro-7-nitrobenzo[d]thiazole (CAS No. 2942-22-5) is a heterocyclic organic compound that has garnered significant attention in pharmaceutical and materials science research. This nitro-substituted benzothiazole derivative is characterized by its unique molecular structure, combining a chloro group at the 2-position and a nitro group at the 7-position. Such structural features make it a versatile intermediate in synthetic chemistry, particularly in the development of bioactive molecules and functional materials.

In recent years, the demand for 2-Chloro-7-nitrobenzo[d]thiazole has surged due to its potential applications in drug discovery and agrochemical formulations. Researchers are particularly interested in its role as a precursor for antimicrobial agents and fluorescence probes, aligning with the growing focus on antibiotic resistance and diagnostic imaging technologies. The compound's electron-withdrawing nitro group enhances its reactivity in nucleophilic substitution reactions, making it valuable for constructing complex molecular architectures.

From a physicochemical perspective, 2-Chloro-7-nitrobenzo[d]thiazole typically appears as a yellow crystalline solid with moderate solubility in organic solvents like dichloromethane and dimethyl sulfoxide (DMSO). Its stability under ambient conditions facilitates handling in laboratory settings, though precautions are recommended to avoid prolonged exposure to light or moisture. Analytical techniques such as HPLC, NMR spectroscopy, and mass spectrometry are commonly employed to verify its purity and structural integrity.

The compound's relevance extends to material science, where its conjugated π-system contributes to applications in organic electronics and photocatalysts. With the rise of green chemistry initiatives, researchers are exploring eco-friendly synthetic routes to produce 2-Chloro-7-nitrobenzo[d]thiazole with minimal waste generation. This aligns with broader industry trends toward sustainable chemical manufacturing.

Frequently asked questions about CAS No. 2942-22-5 include inquiries about its synthetic protocols, safety data sheets (SDS), and commercial availability. Suppliers often highlight its use in high-throughput screening libraries for kinase inhibitors, reflecting its importance in precision medicine research. Additionally, its structure-activity relationships (SAR) are a hot topic in medicinal chemistry forums, particularly for designing anti-inflammatory compounds.

In conclusion, 2-Chloro-7-nitrobenzo[d]thiazole represents a critical building block in modern chemical research. Its dual functionality as a pharmaceutical intermediate and material precursor underscores its multidisciplinary appeal. As scientific communities prioritize molecular diversity and functional innovation, this compound is poised to remain at the forefront of cutting-edge applications.

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