Molecular structure of 2-Azaadamantane-N-oxyl, CAS Number: 57625-08-8
2-Azaadamantane-N-oxyl (CAS 57625-08-8)
Alternate Names:
AZADO
CAS Number:
57625-08-8
Purity:
96%
Molecular Weight:
152.21
Molecular Formula:
C9H14NO
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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2-Azaadamantane-N-oxyl, referred to as AAZ, is a stable free radical that has found extensive use in scientific research. As a spin label, 2-Azaadamantane-N-oxyl functions by binding to a biomolecule and generating a magnetic field. This magnetic field can be detected through electron paramagnetic resonance (EPR) spectroscopy. Additionally, 2-Azaadamantane-N-oxyl facilitates the study of membrane and polymer properties.
2-Azaadamantane-N-oxyl (CAS 57625-08-8) References
- 2-azaadamantane N-oxyl (AZADO) and 1-Me-AZADO: highly efficient organocatalysts for oxidation of alcohols. | Shibuya, M., et al. 2006. J Am Chem Soc. 128: 8412-3. PMID: 16802802
- A chemoenzymatic approach to enantiomerically pure amines using dynamic kinetic resolution: application to the synthesis of norsertraline. | Thalén, LK., et al. 2009. Chemistry. 15: 3403-10. PMID: 19222068
- TEMPO electromediated oxidation of some polysaccharides including regenerated cellulose fiber. | Isogai, T., et al. 2010. Biomacromolecules. 11: 1593-9. PMID: 20469944
- Speedy and clean hypervalent iodine/nitroxyl radical mediated oxidation of alcohols using recyclable adamantane reagent with highly active 2-azaadamantane-N-oxyl organocatalyst. | Dohi, T., et al. 2012. Chem Pharm Bull (Tokyo). 60: 1442-7. PMID: 23124568
- Discovery and exploitation of AZADO: the highly active catalyst for alcohol oxidation. | Iwabuchi, Y. 2013. Chem Pharm Bull (Tokyo). 61: 1197-213. PMID: 24292782
- Highly chemoselective aerobic oxidation of amino alcohols into amino carbonyl compounds. | Sasano, Y., et al. 2014. Angew Chem Int Ed Engl. 53: 3236-40. PMID: 24554411
- Highly efficient aerobic oxidation of alcohols by using less-hindered nitroxyl-radical/copper catalysis: optimum catalyst combinations and their substrate scope. | Sasano, Y., et al. 2015. Chem Asian J. 10: 1004-9. PMID: 25620279
- Electrocatalytic Alcohol Oxidation with TEMPO and Bicyclic Nitroxyl Derivatives: Driving Force Trumps Steric Effects. | Rafiee, M., et al. 2015. J Am Chem Soc. 137: 14751-7. PMID: 26505317
- Total Synthesis and Biological Evaluation of Irciniastatin A (a.k.a. Psymberin) and Irciniastatin B. | Uesugi, S., et al. 2015. J Org Chem. 80: 12333-50. PMID: 26544018
- Understanding the fundamentals of redox mediators in Li-O2 batteries: a case study on nitroxides. | Bergner, BJ., et al. 2015. Phys Chem Chem Phys. 17: 31769-79. PMID: 26563563
- Chemoselective Conversion from α-Hydroxy Acids to α-Keto Acids Enabled by Nitroxyl-Radical-Catalyzed Aerobic Oxidation. | Furukawa, K., et al. 2016. Org Lett. 18: 4230-3. PMID: 27533283
- C-H Activation from Iron(II)-Nitroxido Complexes. | Kleinlein, C., et al. 2017. Angew Chem Int Ed Engl. 56: 12197-12201. PMID: 28766325
- 2-Azaadamantane N-oxyl (AZADO)/Cu Catalysis Enables Chemoselective Aerobic Oxidation of Alcohols Containing Electron-Rich Divalent Sulfur Functionalities. | Sasano, Y., et al. 2018. Org Lett. 20: 6104-6107. PMID: 30226058
- Radical Dimerization in a Plastic Organic Crystal Leads to Structural and Magnetic Bistability with Wide Thermal Hysteresis. | Dragulescu-Andrasi, A., et al. 2019. J Am Chem Soc. 141: 17989-17994. PMID: 31661269
- Electrochemical reactions of highly active nitroxyl radicals with thiol compounds. | Kumano, M., et al. 2023. Anal Sci. 39: 369-374. PMID: 36576651
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
2-Azaadamantane-N-oxyl, 50 mg | sc-229946 | 50 mg | $223.00 |