Cas no 97273-25-1 (2-(Difluoromethyl)-5-nitro-1H-benzo[d]imidazole)

2-(Difluoromethyl)-5-nitro-1H-benzo[d]imidazole is a heterocyclic compound featuring a benzimidazole core substituted with a difluoromethyl group at the 2-position and a nitro group at the 5-position. This structure imparts unique electronic and steric properties, making it a valuable intermediate in medicinal chemistry and agrochemical research. The difluoromethyl group enhances metabolic stability and lipophilicity, while the nitro group offers reactivity for further functionalization. Its robust synthetic versatility allows for applications in the development of pharmaceuticals, particularly as a building block for kinase inhibitors and antimicrobial agents. The compound's high purity and well-characterized properties ensure reproducibility in research and industrial processes.
2-(Difluoromethyl)-5-nitro-1H-benzo[d]imidazole structure
97273-25-1 structure
Product Name:2-(Difluoromethyl)-5-nitro-1H-benzo[d]imidazole
CAS No:97273-25-1
MF:C8H5F2N3O2
MW:213.141008138657
CID:800963
PubChem ID:22036851
Update Time:2025-07-02

2-(Difluoromethyl)-5-nitro-1H-benzo[d]imidazole Chemical and Physical Properties

Names and Identifiers

    • 2-(Difluoromethyl)-5-nitro-1H-benzo[d]imidazole
    • 1H-Benzimidazole,2-(difluoromethyl)-6-nitro-
    • 5-NITRO-2-DIFLUOROMETHYL-1H-BENZIMIDAZOLE
    • 97273-25-1
    • 2-(DIFLUOROMETHYL)-5-NITRO-1H-1,3-BENZODIAZOLE
    • 2-(Difluoromethyl)-5-nitro-1H-benzimidazole
    • UYYBCQBMLAMMSG-UHFFFAOYSA-N
    • SCHEMBL5213709
    • 2-(Difluoromethyl)-6-nitro-1H-benzimidazole
    • DTXSID90621889
    • MDL: MFCD18909881
    • Inchi: 1S/C8H5F2N3O2/c9-7(10)8-11-5-2-1-4(13(14)15)3-6(5)12-8/h1-3,7H,(H,11,12)
    • InChI Key: UYYBCQBMLAMMSG-UHFFFAOYSA-N
    • SMILES: FC(C1=NC2C=CC(=CC=2N1)[N+](=O)[O-])F

Computed Properties

  • Exact Mass: 213.03498273g/mol
  • Monoisotopic Mass: 213.03498273g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 2
  • Complexity: 259
  • 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
  • Surface Charge: 0
  • Tautomer Count: 2
  • XLogP3: nothing
  • Topological Polar Surface Area: 74.5?2

2-(Difluoromethyl)-5-nitro-1H-benzo[d]imidazole Pricemore >>

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abcr
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Additional information on 2-(Difluoromethyl)-5-nitro-1H-benzo[d]imidazole

Comprehensive Overview of 2-(Difluoromethyl)-5-nitro-1H-benzo[d]imidazole (CAS No. 97273-25-1)

2-(Difluoromethyl)-5-nitro-1H-benzo[d]imidazole (CAS No. 97273-25-1) is a specialized heterocyclic compound that has garnered significant attention in pharmaceutical and agrochemical research. This nitro-substituted benzimidazole derivative is characterized by its unique difluoromethyl group, which enhances its reactivity and potential applications. The compound's molecular structure combines a benzimidazole core with a nitro group at the 5-position and a difluoromethyl moiety at the 2-position, making it a versatile intermediate in synthetic chemistry.

In recent years, the demand for fluorinated organic compounds like 2-(Difluoromethyl)-5-nitro-1H-benzo[d]imidazole has surged due to their role in drug discovery and material science. Researchers are particularly interested in its potential as a building block for bioactive molecules, given the increasing focus on targeted therapies and precision medicine. The compound's nitro group also makes it a candidate for catalytic reduction studies, aligning with the growing trend of green chemistry and sustainable synthesis methods.

The synthesis of 2-(Difluoromethyl)-5-nitro-1H-benzo[d]imidazole typically involves multi-step reactions, including cyclization and nitration processes. Its structural analogs have shown promise in antimicrobial and antifungal applications, addressing global concerns about antibiotic resistance. This aligns with frequent search queries such as "new antimicrobial agents" and "fluorinated drug candidates," reflecting public interest in innovative solutions for healthcare challenges.

From an industrial perspective, 97273-25-1 is often discussed in forums related to high-value intermediates and custom synthesis. Its thermal stability and solubility properties make it suitable for scale-up production, a topic frequently searched by chemical engineers. Additionally, the compound's electronic properties have sparked interest in organic electronics, particularly for semiconductor materials used in flexible displays—a trending topic in materials science.

Analytical characterization of 2-(Difluoromethyl)-5-nitro-1H-benzo[d]imidazole relies on advanced techniques like NMR spectroscopy, HPLC, and mass spectrometry. These methods are critical for quality control, especially when the compound is used in pharmaceutical formulations. Searches for "analytical methods for nitro compounds" and "benzimidazole purity testing" highlight the need for reliable data in this niche.

Environmental considerations are another key aspect. The biodegradability and ecotoxicity of fluorinated compounds like 97273-25-1 are under scrutiny, mirroring searches for "sustainable fluorochemicals." Regulatory compliance with REACH and other frameworks is essential for manufacturers, making this compound a case study in responsible chemical innovation.

In conclusion, 2-(Difluoromethyl)-5-nitro-1H-benzo[d]imidazole represents a convergence of multiple scientific disciplines. Its applications span from medicinal chemistry to advanced materials, addressing both current challenges and future opportunities. As research continues, this compound is poised to remain relevant in discussions about molecular design, process optimization, and emerging technologies.

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