Cas no 1006061-57-9 (1-(Azidomethyl)pyrene)

1-(Azidomethyl)pyrene is a functionalized polycyclic aromatic hydrocarbon (PAH) derivative, characterized by the presence of an azidomethyl group attached to the pyrene core. This compound is particularly valuable in click chemistry applications, where the azide group enables efficient, selective reactions with alkynes via Cu(I)-catalyzed azide-alkyne cycloaddition (CuAAC). Its pyrene moiety provides strong fluorescence and π-stacking capabilities, making it useful in materials science, bioconjugation, and surface modification. The compound’s stability and reactivity balance allows for versatile use in synthesizing labeled probes, polymers, or supramolecular assemblies. Careful handling is advised due to the potential sensitivity of the azide group.
1-(Azidomethyl)pyrene structure
1-(Azidomethyl)pyrene structure
Product Name:1-(Azidomethyl)pyrene
CAS No:1006061-57-9
MF:C17H11N3
MW:257.289343118668
CID:3162901
PubChem ID:253661423
Update Time:2025-05-19

1-(Azidomethyl)pyrene Chemical and Physical Properties

Names and Identifiers

    • Pyrene, 1-(azidomethyl)-
    • 1-(Azidomethyl)pyrene
    • 1-azidomethyl pyrene
    • EOS586
    • Inchi: 1S/C17H11N3/c18-20-19-10-14-7-6-13-5-4-11-2-1-3-12-8-9-15(14)17(13)16(11)12/h1-9H,10H2
    • InChI Key: WLKXPQFZTSRGHP-UHFFFAOYSA-N
    • SMILES: N(CC1C=CC2=CC=C3C=CC=C4C=CC=1C2=C43)=[N+]=[N-]

Computed Properties

  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 20
  • Rotatable Bond Count: 2
  • Complexity: 415
  • Topological Polar Surface Area: 14.4

Experimental Properties

  • Melting Point: 66.0 to 70.0 deg-C

1-(Azidomethyl)pyrene Security Information

1-(Azidomethyl)pyrene Pricemore >>

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Additional information on 1-(Azidomethyl)pyrene

1-(Azidomethyl)pyrene: A Comprehensive Overview

1-(Azidomethyl)pyrene, with the CAS number 1006061-57-9, is a fascinating compound that has garnered significant attention in the fields of organic chemistry, materials science, and pharmacology. This compound is a derivative of pyrene, a polycyclic aromatic hydrocarbon (PAH), with an azidomethyl group attached at the 1-position. The structure of 1-(Azidomethyl)pyrene makes it highly versatile, enabling its use in a wide range of applications.

The azidomethyl group introduces unique chemical properties to the pyrene framework. Azides are known for their reactivity, particularly in click chemistry reactions such as the Huisgen cycloaddition. This reactivity has made 1-(Azidomethyl)pyrene a valuable building block in the synthesis of complex molecules and materials. Recent studies have explored its potential in the development of novel materials for optoelectronic devices, where its conjugated π-system contributes to desirable electronic properties.

In terms of synthesis, 1-(Azidomethyl)pyrene can be prepared through various methods, including Friedel-Crafts alkylation and nucleophilic substitution reactions. Researchers have optimized these methods to achieve higher yields and better purity, ensuring that the compound is readily available for further studies and applications. The stability of 1-(Azidomethyl)pyrene under different conditions has also been investigated, revealing its suitability for use in both laboratory and industrial settings.

The applications of 1-(Azidomethyl)pyrene are diverse and continually expanding. In materials science, it has been used as a precursor for the synthesis of carbon-based materials, such as graphene analogs and carbon nanotubes. Its ability to undergo post-synthetic modifications further enhances its utility in creating functional materials with tailored properties. In pharmacology, the compound has shown promise as a drug delivery agent due to its ability to form stable complexes with biomolecules.

Recent advancements in green chemistry have also highlighted the environmental benefits of using 1-(Azidomethyl)pyrene. Its synthesis can be carried out under mild conditions, reducing energy consumption and minimizing waste generation. Additionally, its biodegradability has been assessed, making it a more sustainable option compared to traditional organic compounds.

In conclusion, 1-(Azidomethyl)pyrene, with its unique structure and versatile properties, continues to be a subject of intense research. Its applications span across multiple disciplines, and ongoing studies are expected to uncover even more potential uses. As technology advances and new methodologies emerge, this compound will undoubtedly play a pivotal role in shaping future innovations in chemistry and related fields.

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