Click Chemistry

4-Azidobenzonitrile (CAS 18523-41-6)

Cat. No. SC10276

⚠ This product is for research use only, not for human or veterinary use.

Chemical structure of 4-Azidobenzonitrile

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Specifications

CAS Number 18523-41-6
IUPAC Name 4-azidobenzonitrile
Synonyms 844-889-0; Benzonitrile, 4-azido-; 4-cyanophenylazide
Molecular Weight 144.13 g/mol
Molecular Formula C7H4N4
PubChem CID 575691
SMILES C1=CC(=CC=C1C#N)N=[N+]=[N-]
Purity >98%
Shipping Condition Shipped under ambient temperature as non-hazardous chemical.

Description

4-Azidobenzonitrile (CAS 18523-41-6) is an aromatic azide reagent for copper-catalyzed azide–alkyne cycloaddition (CuAAC) and related click chemistry applications. Its molecular formula is C₇H₄N₄ with a molecular weight of 144.13 g/mol. It is also known as 4-cyanophenyl azide.

The compound bears a para-azido group on a benzonitrile scaffold, enabling [3+2] cycloaddition with terminal or internal alkynes under CuAAC conditions to yield 1,2,3-triazole conjugates. The electron-withdrawing nitrile substituent modulates the electronic character of the aromatic ring, influencing azide reactivity and the properties of the resulting triazole product. The compact, lipophilic aryl framework offers a low-molecular-weight handle for bioconjugation and probe assembly without introducing significant steric bulk.

  • CuAAC-based bioconjugation and biomolecule labeling
  • Construction of triazole-linked chemical probes for target profiling
  • Building block for medicinal chemistry and structure–activity relationship studies
  • Photoaffinity and azide-functionalized scaffold synthesis

Each batch is analyzed by HPLC and ¹H NMR, with a Certificate of Analysis provided on shipment. Available from milligram to kilogram scale, with flexible packaging to meet R&D and scale-up requirements.

Documentation

✓ Certificate of Analysis (CoA) ✓ ¹H NMR Spectrum ✓ HPLC Chromatogram ✓ LC-MS (on request) ✓ MSDS / SDS

All analytical documentation is provided free of charge with every order. Raw spectral data files (NMR, HPLC, LC-MS) are also available on request — just mention it in your enquiry.

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