Cas no 120384-18-1 (4-Azidotetrafluorobenzaldehyde)

4-Azidotetrafluorobenzaldehyde is a fluorinated aromatic compound featuring both an azido group and an aldehyde functional group. Its key advantages include high reactivity due to the azide moiety, enabling click chemistry applications such as CuAAC (copper-catalyzed azide-alkyne cycloaddition), as well as the electrophilic aldehyde group for further derivatization. The tetrafluorinated aromatic ring enhances stability and influences electronic properties, making it useful in materials science and pharmaceutical synthesis. This compound is particularly valuable for labeling, bioconjugation, and polymer modification, where selective reactivity and fluorinated backbone properties are required. Proper handling is essential due to the potential instability of the azide group under certain conditions.
4-Azidotetrafluorobenzaldehyde structure
120384-18-1 structure
Product Name:4-Azidotetrafluorobenzaldehyde
CAS No:120384-18-1
MF:C7HF4N3O
MW:219.095954656601
CID:1058627
PubChem ID:11020377
Update Time:2025-08-04

4-Azidotetrafluorobenzaldehyde Chemical and Physical Properties

Names and Identifiers

    • 4-Azidotetrafluorobenzaldehyde
    • 4-azido-2,3,5,6-tetrafluorobenzaldehyde
    • 120384-18-1
    • SCHEMBL13475904
    • FYZZJXVVOINZGG-UHFFFAOYSA-N
    • p-azidotetrafluorobenzaldehyde
    • DB-262916
    • Inchi: 1S/C7HF4N3O/c8-3-2(1-15)4(9)6(11)7(5(3)10)13-14-12/h1H
    • InChI Key: FYZZJXVVOINZGG-UHFFFAOYSA-N
    • SMILES: FC1C(=C(C(=C(C=1C=O)F)F)N=[N+]=[N-])F

Computed Properties

  • Exact Mass: 219.00557431g/mol
  • Monoisotopic Mass: 219.00557431g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 7
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 2
  • Complexity: 280
  • 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: 2.7
  • Topological Polar Surface Area: 31.4?2

4-Azidotetrafluorobenzaldehyde Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
TRC
A822035-250mg
4-Azidotetrafluorobenzaldehyde
120384-18-1
250mg
$ 207.00 2023-04-19
TRC
A822035-2.5g
4-Azidotetrafluorobenzaldehyde
120384-18-1
2.5g
$ 1642.00 2023-04-19
SHENG KE LU SI SHENG WU JI SHU
sc-503200-250 mg
4-Azidotetrafluorobenzaldehyde,
120384-18-1
250mg
¥2858.00 2023-06-01
SHENG KE LU SI SHENG WU JI SHU
sc-503200-250mg
4-Azidotetrafluorobenzaldehyde,
120384-18-1
250mg
¥2858.00 2023-09-05

Additional information on 4-Azidotetrafluorobenzaldehyde

Recent Advances in the Application of 4-Azidotetrafluorobenzaldehyde (CAS: 120384-18-1) in Chemical Biology and Pharmaceutical Research

4-Azidotetrafluorobenzaldehyde (CAS: 120384-18-1) is a highly versatile chemical compound that has garnered significant attention in recent years due to its unique reactivity and potential applications in chemical biology and pharmaceutical research. This compound, characterized by its azido and tetrafluorobenzaldehyde functional groups, serves as a critical building block in the synthesis of various bioactive molecules and probes. Recent studies have explored its utility in click chemistry, bioconjugation, and drug discovery, highlighting its importance in advancing modern chemical biology.

One of the most notable applications of 4-Azidotetrafluorobenzaldehyde is its role in bioorthogonal chemistry. The azido group enables efficient and selective reactions with alkynes via copper-catalyzed azide-alkyne cycloaddition (CuAAC), a cornerstone of click chemistry. This property has been leveraged to develop novel probes for labeling and imaging biomolecules in live cells. For instance, a 2023 study published in Journal of the American Chemical Society demonstrated the use of 4-Azidotetrafluorobenzaldehyde-derived probes for real-time tracking of protein dynamics, offering unprecedented spatial and temporal resolution.

In addition to its applications in imaging, 4-Azidotetrafluorobenzaldehyde has been employed in the design of covalent inhibitors for drug discovery. The tetrafluorobenzaldehyde moiety can react with nucleophilic residues in target proteins, forming stable adducts that modulate protein function. A recent preprint on bioRxiv detailed the development of a covalent inhibitor library based on this scaffold, which showed promising activity against several disease-relevant kinases. The study underscored the compound's potential as a privileged scaffold for targeting challenging therapeutic targets.

Furthermore, the compound's stability and reactivity have made it a valuable tool for bioconjugation strategies. Researchers have utilized 4-Azidotetrafluorobenzaldehyde to functionalize nanoparticles, antibodies, and other biomolecules for diagnostic and therapeutic purposes. A 2024 publication in Angewandte Chemie highlighted its use in the site-specific modification of antibodies, enabling the development of next-generation antibody-drug conjugates (ADCs) with improved homogeneity and efficacy.

Despite its promising applications, challenges remain in the scalable synthesis and handling of 4-Azidotetrafluorobenzaldehyde due to its sensitivity to light and moisture. Recent advancements in synthetic methodologies, such as flow chemistry and photochemical approaches, have addressed some of these limitations, as reported in a 2023 Organic Process Research & Development article. These innovations are expected to facilitate broader adoption of the compound in industrial and academic settings.

In conclusion, 4-Azidotetrafluorobenzaldehyde (CAS: 120384-18-1) continues to be a pivotal compound in chemical biology and pharmaceutical research. Its unique reactivity and versatility enable diverse applications, from imaging and diagnostics to drug discovery and bioconjugation. Ongoing research and technological advancements are likely to expand its utility further, solidifying its role as a cornerstone of modern chemical biology.

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