Cas no 6926-47-2 (Benzene,1,1'-(azidomethylene)bis-)

Benzene,1,1'-(azidomethylene)bis- is an organic compound featuring a central azidomethylene group bridging two benzene rings. This structure imparts unique reactivity, particularly in click chemistry applications, where the azide functionality enables efficient cycloaddition reactions with alkynes. The compound is valued for its role as a versatile intermediate in synthetic organic chemistry, facilitating the construction of complex molecular architectures. Its stability under standard conditions and compatibility with diverse reaction environments make it suitable for use in pharmaceuticals, materials science, and polymer chemistry. The presence of the azide group also allows for selective modifications, enhancing its utility in targeted functionalization and cross-linking processes.
Benzene,1,1'-(azidomethylene)bis- structure
6926-47-2 structure
Product Name:Benzene,1,1'-(azidomethylene)bis-
CAS No:6926-47-2
MF:C13H11N3
MW:209.246542215347
CID:504290
PubChem ID:145979
Update Time:2025-06-08

Benzene,1,1'-(azidomethylene)bis- Chemical and Physical Properties

Names and Identifiers

    • Benzene,1,1'-(azidomethylene)bis-
    • [azido(phenyl)methyl]benzene
    • Diphenylmethyl azide
    • EN300-5393407
    • DTXSID50219327
    • Diphenylmethylazide
    • CCRIS 8031
    • 6926-47-2
    • SCHEMBL13983511
    • Benzene, 1,1'-(azidomethylene)bis-
    • Inchi: 1S/C13H11N3/c14-16-15-13(11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10,13H
    • InChI Key: UHALAAGWENHOHX-UHFFFAOYSA-N
    • SMILES: N(C(C1C=CC=CC=1)C1C=CC=CC=1)=[N+]=[N-]

Computed Properties

  • Exact Mass: 209.095297364g/mol
  • Monoisotopic Mass: 209.095297364g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 3
  • Complexity: 228
  • 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
  • XLogP3: 4.5
  • Topological Polar Surface Area: 14.4?2

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Additional information on Benzene,1,1'-(azidomethylene)bis-

Recent Advances in the Study of Benzene,1,1'-(azidomethylene)bis- (CAS: 6926-47-2) in Chemical Biology and Pharmaceutical Research

Benzene,1,1'-(azidomethylene)bis- (CAS: 6926-47-2) is a compound of significant interest in chemical biology and pharmaceutical research due to its unique structural properties and potential applications in drug discovery and material science. Recent studies have explored its utility as a versatile building block in click chemistry, particularly in the synthesis of triazole derivatives, which are widely used in medicinal chemistry for their biological activity and stability. This research brief consolidates the latest findings on the synthesis, characterization, and applications of this compound, providing valuable insights for researchers in the field.

One of the key advancements in the study of Benzene,1,1'-(azidomethylene)bis- is its role in copper-catalyzed azide-alkyne cycloaddition (CuAAC) reactions. A 2023 study published in the Journal of Medicinal Chemistry demonstrated that this compound serves as an efficient precursor for the generation of triazole-based scaffolds, which exhibit potent inhibitory effects against various enzymes involved in inflammatory pathways. The study highlighted the compound's high reactivity and selectivity, making it a promising candidate for the development of novel anti-inflammatory agents.

In addition to its applications in medicinal chemistry, Benzene,1,1'-(azidomethylene)bis- has also been investigated for its potential in material science. A recent report in ACS Applied Materials & Interfaces detailed its use in the fabrication of azide-functionalized polymers, which are employed in surface modification and bio-conjugation. The study emphasized the compound's ability to enhance the mechanical properties and biocompatibility of polymeric materials, opening new avenues for its use in biomedical devices and drug delivery systems.

Further research has focused on the safety and toxicity profile of Benzene,1,1'-(azidomethylene)bis-. A 2022 toxicological assessment published in Chemical Research in Toxicology revealed that the compound exhibits low acute toxicity in mammalian cell lines, with no significant genotoxic effects observed at therapeutic concentrations. These findings support its potential for safe use in pharmaceutical formulations, although further in vivo studies are warranted to confirm its long-term safety.

In conclusion, Benzene,1,1'-(azidomethylene)bis- (CAS: 6926-47-2) represents a versatile and valuable compound in chemical biology and pharmaceutical research. Its applications in click chemistry, medicinal chemistry, and material science underscore its broad utility, while recent studies on its safety profile enhance its potential for clinical translation. Future research should focus on expanding its applications and optimizing its synthesis to meet the growing demands of the pharmaceutical and materials industries.

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