Cas no 14309-25-2 (Triphenylmethyl Azide)

Triphenylmethyl Azide (Trityl Azide) is an organic compound characterized by the trityl (triphenylmethyl) group bonded to an azide functionality. This reagent is primarily utilized in organic synthesis, particularly in click chemistry and photochemical applications, due to its stability and reactivity under controlled conditions. The bulky trityl group enhances steric protection, reducing unwanted side reactions while maintaining the azide's reactivity for cycloaddition processes. It serves as a valuable intermediate in the preparation of heterocycles, polymers, and bioconjugates. Its crystalline solid form and moderate solubility in organic solvents facilitate handling and storage. Triphenylmethyl Azide is favored for its balance of stability and functional utility in specialized synthetic pathways.
Triphenylmethyl Azide structure
Triphenylmethyl Azide structure
Product Name:Triphenylmethyl Azide
CAS No:14309-25-2
MF:C19H15N3
MW:285.342503786087
MDL:MFCD00013835
CID:49727
PubChem ID:84340
Update Time:2025-05-25

Triphenylmethyl Azide Chemical and Physical Properties

Names and Identifiers

    • Triphenylmethyl Azide
    • Trityl Azide
    • [azido(diphenyl)methyl]benzene
    • Azidotriphenylmethane
    • TIMTEC-BB SBB008024
    • Triphenylazido-methane
    • Methane, azidotriphenyl-
    • 1,1’,1’’-(azidomethylidyne)tris-benzen
    • 1,1',1''-(Azidomethylidyne)trisbenzene
    • Tritylazide
    • TRITYL AZIDE 95%
    • AZIDOTRIPHENYLMETHANE 95%
    • CHEMBL1964618
    • AKOS015839035
    • 1,1',1''-(Azidomethylidyne)tris[benzene]
    • 4-(3-AMINO-PYRROLIDIN-1-YL)-PIPERIDINE-1-CARBOXYLICACIDTERT-BUTYLESTER
    • Q34F7F3CYB
    • UNII-Q34F7F3CYB
    • NCI60_041945
    • 14309-25-2
    • NSC-206136
    • NSC-87890
    • NSC 206136
    • NSC206136
    • DTXSID7065750
    • AS-56420
    • NSC--87890
    • Benzene, 1,1',1''-(azidomethylidyne)tris-
    • LCZC2982
    • (azidomethanetriyl)tribenzene
    • FT-0637053
    • (azidodiphenylmethyl)benzene
    • NSC87890
    • Benzene,1',1''-(azidomethylidyne)tris-
    • DB-042663
    • G77385
    • MDL: MFCD00013835
    • Inchi: 1S/C19H15N3/c20-22-21-19(16-10-4-1-5-11-16,17-12-6-2-7-13-17)18-14-8-3-9-15-18/h1-15H
    • InChI Key: OZHQKHFCDZKWFC-UHFFFAOYSA-N
    • SMILES: N(C(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)=[N+]=[N-]

Computed Properties

  • Exact Mass: 285.12700
  • Monoisotopic Mass: 285.127
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 22
  • Rotatable Bond Count: 4
  • Complexity: 336
  • 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: 14.4A^2
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 6

Experimental Properties

  • Color/Form: No data avaiable
  • Density: g/cm3
  • Melting Point: 61-62°C
  • Boiling Point: °Cat760mmHg
  • Flash Point: °C
  • PSA: 49.75000
  • LogP: 4.74156
  • Vapor Pressure: No data available

Triphenylmethyl Azide Security Information

Triphenylmethyl Azide Customs Data

  • HS CODE:2929909090
  • Customs Data:

    China Customs Code:

    2929909090

    Overview:

    2929909090 Other nitrogenous compounds. VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:6.5% general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2929909090 other compounds with other nitrogen function VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:30.0%

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Triphenylmethyl Azide Related Literature

Additional information on Triphenylmethyl Azide

Comprehensive Overview of Triphenylmethyl Azide (CAS No. 14309-25-2): Properties, Applications, and Innovations

Triphenylmethyl azide (CAS No. 14309-25-2), also known as trityl azide, is a specialized organic compound widely utilized in synthetic chemistry and material science. Its unique molecular structure, featuring a triphenylmethyl (trityl) group linked to an azide functional group, makes it a valuable reagent for click chemistry, polymer modification, and bioconjugation. Researchers and industries increasingly focus on this compound due to its versatility in creating complex molecular architectures, aligning with trends like green chemistry and sustainable synthesis.

The compound's stability under ambient conditions and reactivity in controlled environments have made it a subject of interest in drug discovery and nanotechnology. For instance, its role in Cu(I)-catalyzed azide-alkyne cycloaddition (CuAAC) reactions—a cornerstone of click chemistry—has been extensively documented. This reaction is pivotal for developing biocompatible materials, targeted drug delivery systems, and advanced coatings. Recent studies also highlight its potential in photolithography for microelectronics, addressing the growing demand for miniaturized devices.

From a safety perspective, Triphenylmethyl azide requires careful handling due to its azide moiety, though it is not classified as a high-risk substance under standard regulations. Its synthesis typically involves the reaction of triphenylmethyl chloride with sodium azide, a process optimized for high yield and purity. Analytical techniques like NMR spectroscopy and HPLC are employed to confirm its structural integrity, ensuring compliance with pharmaceutical-grade standards.

Innovations in catalytic systems and solvent-free reactions have further enhanced the utility of 14309-25-2. For example, its incorporation into metal-organic frameworks (MOFs) has opened new avenues for gas storage and molecular sensing. Additionally, the compound's compatibility with bioorthogonal chemistry enables precise labeling of biomolecules, a technique critical for live-cell imaging and diagnostic assays.

Market trends indicate rising demand for Triphenylmethyl azide in academic research and industrial R&D, driven by its adaptability to high-throughput screening and combinatorial chemistry. Environmental considerations have also spurred interest in degradable azides, positioning this compound as a candidate for eco-friendly chemical processes. As synthetic methodologies evolve, 14309-25-2 continues to inspire innovations across material science, biotechnology, and nanomedicine.

In summary, Triphenylmethyl azide (CAS No. 14309-25-2) exemplifies the intersection of traditional organic synthesis and cutting-edge applications. Its role in advancing click chemistry, smart materials, and biomedical engineering underscores its significance in modern chemistry. Future research will likely explore its potential in artificial intelligence-driven molecular design and renewable energy storage, further solidifying its relevance in a rapidly evolving scientific landscape.

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