Azadibenzocyclooctyne-amine
Azadibenzocyclooctyne-amine
Azadibenzocyclooctyne-amine
Azadibenzocyclooctyne-amine
Thermo Scientific Chemicals

Azadibenzocyclooctyne-amine

CAS: 1255942-06-3 | C18H16N2O | 276.339 g/mol
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25 mg
100 mg
Catalog number J65637.MC
also known as J65637-MC
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Quantity:
100 mg
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Chemical Identifiers
CAS1255942-06-3
IUPAC Name3-amino-1-{2-azatricyclo[10.4.0.0⁴,⁹]hexadeca-1(16),4,6,8,12,14-hexaen-10-yn-2-yl}propan-1-one
Molecular FormulaC18H16N2O
InChI KeyOCCYFTDHSHTFER-UHFFFAOYSA-N
SMILESNCCC(=O)N1CC2=CC=CC=C2C#CC2=CC=CC=C12
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SpecificationsSpecification SheetSpecification Sheet
Appearance (Color)Yellow
FormPowder
Thin Layer ChromatographySingle spot
Assay (HPLC)ò 95.0%
Proton NMRConform structure
Azadibenzocyclooctyne amine is a carbonyl reactive reagent used to incorporate ADIBO into organic compounds, surfaces or particlesAzadibenzocyclooctyne amine is widely useful in strain-promoted copper-free azide-alkyne cycloaddition reactions. It reacts with azide functionalized compounds or bimolecules to give stable triazole linkage without a need for a Cu(I) catalyst.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
Azadibenzocyclooctyne amine is a carbonyl reactive reagent used to incorporate ADIBO into organic compounds, surfaces or particlesAzadibenzocyclooctyne amine is widely useful in strain-promoted copper-free azide-alkyne cycloaddition reactions. It reacts with azide functionalized compounds or bimolecules to give stable triazole linkage without a need for a Cu(I) catalyst.

Notes
Heat sensitive. Incompatible with amines and azides.
RUO – Research Use Only

General References:

  1. Kuzmin, A.; Poloukhtine, A.; Wolfert, M. A.; Popik, V. V. Surface Functionalization Using Catalyst-Free Azide-Alkyne Cycloaddition. Bioconjugate Chem. 2010, 21 (11), 2076-2085.
  2. Orski, S. V.; Sheppard, G. R.; Arumugam, S.; Arnold, R. M.; Popik, V. V.; Locklin, J. Rate Determination of Azide Click Reactions onto Alkyne Polymer Brush Scaffolds: A Comparison of Conventional and Catalyst-Free Cycloadditions for Tunable Surface Modification. Langmuir 2012, 28 (41), 14693-14702.