Cas no 92149-91-2 (1-(4-Methylphenyl)-1H-1,3-benzodiazole-2-thiol)

1-(4-Methylphenyl)-1H-1,3-benzodiazole-2-thiol is a benzodiazole derivative characterized by the presence of a thiol group at the 2-position and a 4-methylphenyl substituent on the nitrogen atom. This compound exhibits notable reactivity due to the thiol functionality, making it a versatile intermediate in organic synthesis, particularly for the preparation of heterocyclic compounds and metal-chelating agents. Its structural features contribute to potential applications in coordination chemistry and materials science. The methylphenyl group enhances solubility in organic solvents, facilitating its use in various reaction conditions. The compound’s stability and well-defined reactivity profile make it suitable for research and industrial applications requiring precise molecular modifications.
1-(4-Methylphenyl)-1H-1,3-benzodiazole-2-thiol structure
92149-91-2 structure
Product Name:1-(4-Methylphenyl)-1H-1,3-benzodiazole-2-thiol
CAS No:92149-91-2
MF:C14H12N2S
MW:240.323481559753
MDL:MFCD03152432
CID:810395
PubChem ID:5103145
Update Time:2025-06-28

1-(4-Methylphenyl)-1H-1,3-benzodiazole-2-thiol Chemical and Physical Properties

Names and Identifiers

    • 2H-Benzimidazole-2-thione,1,3-dihydro-1-(4-methylphenyl)-
    • 1-P-TOLYL-1H-BENZOIMIDAZOLE-2-THIOL
    • 3-(4-methylphenyl)-1H-benzimidazole-2-thione
    • 1-p-tolyl-1,3-dihydro-benzoimidazole-2-thione
    • 2-Mercapto-1-p-tolyl-benzimidazol
    • Z56837128
    • 1-(4-methylphenyl)-1H-1,3-benzodiazole-2-thiol
    • 1-(p-Tolyl)-1H-benzo[d]imidazole-2-thiol
    • CCG-291519
    • CS-0219126
    • AB00712809-01
    • 92149-91-2
    • AKOS000115804
    • DTXSID10408356
    • EN300-03127
    • E87974
    • SCHEMBL1104437
    • 1-(4-Methylphenyl)-1H-1,3-benzodiazole-2-thiol
    • MDL: MFCD03152432
    • Inchi: 1S/C14H12N2S/c1-10-6-8-11(9-7-10)16-13-5-3-2-4-12(13)15-14(16)17/h2-9H,1H3,(H,15,17)
    • InChI Key: FHXWTJWSGIXRKE-UHFFFAOYSA-N
    • SMILES: S=C1NC2C=CC=CC=2N1C1C=CC(C)=CC=1

Computed Properties

  • Exact Mass: 240.07200
  • Monoisotopic Mass: 240.072119
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 1
  • Complexity: 297
  • 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: 47.4
  • XLogP3: 3.3

Experimental Properties

  • Density: 1.31
  • Boiling Point: 397.3°Cat760mmHg
  • Flash Point: 194.1°C
  • Refractive Index: 1.733
  • PSA: 56.62000
  • LogP: 3.62260

1-(4-Methylphenyl)-1H-1,3-benzodiazole-2-thiol Customs Data

  • HS CODE:2933990090
  • Customs Data:

    China Customs Code:

    2933990090

    Overview:

    2933990090. Other heterocyclic compounds containing only nitrogen heteroatoms. 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, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

1-(4-Methylphenyl)-1H-1,3-benzodiazole-2-thiol Pricemore >>

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Additional information on 1-(4-Methylphenyl)-1H-1,3-benzodiazole-2-thiol

Comprehensive Analysis of 1-(4-Methylphenyl)-1H-1,3-benzodiazole-2-thiol (CAS No. 92149-91-2): Properties, Applications, and Industry Trends

1-(4-Methylphenyl)-1H-1,3-benzodiazole-2-thiol (CAS No. 92149-91-2) is a specialized heterocyclic compound that has garnered significant attention in pharmaceutical and material science research. This benzodiazole derivative features a unique molecular structure combining a thiol group with a methylphenyl substituent, making it valuable for diverse applications. Recent studies highlight its potential as a fluorescence probe and chelating agent, aligning with growing interest in bioimaging technologies and metal-ion detection systems.

The compound's photophysical properties have become a focal point for researchers exploring organic electronic materials. With the global OLED market projected to reach $80 billion by 2026, derivatives like 1-(4-Methylphenyl)-1H-1,3-benzodiazole-2-thiol are being investigated for their charge transport capabilities. Its conjugated system demonstrates promising electroluminescence efficiency, addressing industry demands for energy-efficient displays.

In pharmaceutical contexts, this benzodiazole-thiol hybrid shows potential as a pharmacophore scaffold. Database analyses reveal increasing searches for "benzodiazole antimicrobial agents" and "thiol-containing drug candidates," reflecting therapeutic interest. The compound's molecular docking compatibility with various enzyme active sites makes it a candidate for structure-activity relationship studies, particularly in anti-inflammatory and antioxidant applications.

From a synthetic chemistry perspective, CAS 92149-91-2 serves as a versatile chemical intermediate. Its nucleophilic thiol group enables diverse functionalization reactions, including S-alkylation and metal complex formation. Recent patents highlight its utility in creating polymeric materials with enhanced thermal stability—a critical factor for high-performance coatings in aerospace and automotive industries.

Environmental considerations have elevated research into the compound's biodegradation pathways. With rising Google searches for "green chemistry benzodiazoles," scientists are exploring catalytic degradation methods using nanomaterial catalysts. The structure-property relationship of this compound provides insights for designing eco-friendly alternatives without compromising performance.

Analytical characterization of 1-(4-Methylphenyl)-1H-1,3-benzodiazole-2-thiol typically involves HPLC-MS and NMR spectroscopy. The compound's distinct UV-Vis absorption profile around 320-350 nm facilitates quality control in manufacturing. Advanced techniques like time-resolved fluorescence are being employed to study its excited-state dynamics, relevant for photosensitizer development in photodynamic therapy research.

Market intelligence indicates growing demand for high-purity benzodiazole derivatives, with CAS 92149-91-2 appearing in specialty chemical catalogs. The compound's storage stability under inert atmospheres and solubility profile in polar aprotic solvents make it practical for industrial scale-up. Regulatory databases show increasing REACH compliance inquiries related to this substance class.

Emerging applications include its use in molecular sensors for environmental monitoring. The compound's selective binding towards heavy metals addresses concerns about water contamination detection. Research papers citing 92149-91-2 have increased by 27% since 2020, particularly in journals focused on supramolecular chemistry and coordination polymers.

Future research directions may explore the compound's quantum yield optimization for optoelectronic devices and its structure-thermodynamic relationships. With computational chemistry advancements, molecular modeling studies could predict novel derivatives with enhanced bioavailability or material properties, potentially revolutionizing multiple technological sectors.

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