Molecular structure of TEMPO, CAS Number: 2564-83-2
TEMPO (CAS 2564-83-2)
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Alternate Names:
1-Oxy-2,2,6,6-tetramethylpiperidine, free radical; 2,2,6,6-Tetramethylpiperidine 1-oxyl
Application:
TEMPO is a catalyst employed in the oxidation of primary alcohols to aldehydes with NaOCl
CAS Number:
2564-83-2
Purity:
≥98%
Molecular Weight:
156.25
Molecular Formula:
C9H18NO
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
TEMPO is a stable nitroxide radical useful in controlling living polymerizations. It also serves as a structural probe for biological systems and a catalyst in the oxidation of primary alcohols to aldehydes with NaOCl. Moreover, it has been used as a stable free radical employed for radical trapping in mechanistic studies and appears to react preferentially with carbon-centered radicals. TEMPO-mediated oxidation has been used for the carboxylation of water-resistant nanofibrillated cellulose (NFC) films.
TEMPO (CAS 2564-83-2) References
- TEMPO-oxidized cellulose nanofibers. | Isogai, A., et al. 2011. Nanoscale. 3: 71-85. PMID: 20957280
- Transition-metal-free oxidative coupling reactions for the formation of C-C and C-N bonds mediated by TEMPO and its derivatives. | Murarka, S., et al. 2012. Chimia (Aarau). 66: 413-7. PMID: 22871285
- Practical aerobic oxidations of alcohols and amines with homogeneous copper/TEMPO and related catalyst systems. | Ryland, BL. and Stahl, SS. 2014. Angew Chem Int Ed Engl. 53: 8824-38. PMID: 25044821
- Tetramethylpiperidine N-Oxyl (TEMPO), Phthalimide N-Oxyl (PINO), and Related N-Oxyl Species: Electrochemical Properties and Their Use in Electrocatalytic Reactions. | Nutting, JE., et al. 2018. Chem Rev. 118: 4834-4885. PMID: 29707945
- Location of TEMPO-PC in Lipid Bilayers: Implications for Fluorescence Quenching. | Kyrychenko, A. and Ladokhin, AS. 2020. J Membr Biol. 253: 73-77. PMID: 31541260
- Stability of TEMPO-oxidized cotton fibers during natural aging. | Milanovic, J., et al. 2020. Carbohydr Polym. 230: 115587. PMID: 31887889
- TEMPO-Substituted Poly(ethylene sulfide) for Solid-State Electro-Chemical Charge Storage. | Hatakeyama-Sato, K., et al. 2021. Macromol Rapid Commun. 42: e2000607. PMID: 33458885
- Enhanced polysaccharide nanofibers via oxidation over SiliaCat TEMPO. | Ciriminna, R., et al. 2021. Chem Commun (Camb). 57: 7863-7868. PMID: 34287441
- TEMPO-Assisted Free-Radical-Initiated Peptide Sequencing Mass Spectrometry for Ubiquitin Ions: An Insight on the Gas-Phase Conformations. | Lee, JU., et al. 2022. J Am Soc Mass Spectrom. 33: 471-481. PMID: 35099967
- Aqueous Biphasic Dye-Sensitized Photosynthesis Cells for TEMPO-Based Oxidation of Glycerol. | Bruggeman, DF., et al. 2022. Angew Chem Int Ed Engl. 61: e202200175. PMID: 35266261
- Non-metal-mediated N-oxyl radical (TEMPO)-induced acceptorless dehydrogenation of N-heterocycles via electrocatalysis. | Hou, H., et al. 2022. RSC Adv. 12: 5483-5488. PMID: 35425580
- Laccase-TEMPO as an Efficient System for Doxorubicin Removal from Wastewaters. | Jinga, LI., et al. 2022. Int J Environ Res Public Health. 19: PMID: 35682229
- TEMPO-oxidized cellulose for in situ synthesis of Pt nanoparticles. Study of catalytic and antimicrobial properties. | Pawcenis, D., et al. 2022. Int J Biol Macromol. 213: 738-750. PMID: 35690157
- TEMPO mediated oxidative annulation of aryl methyl ketones with amines/ammonium acetate for imidazole synthesis. | Geng, F., et al. 2022. Org Biomol Chem. 20: 5416-5422. PMID: 35748805
- TEMPO as a Hydrogen Atom Transfer Catalyst for Aerobic Dehydrogenation of Activated Alkanes to Alkenes. | Ito, T., et al. 2022. J Org Chem. 87: 12733-12740. PMID: 36073788
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Snf1.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
TEMPO, 1 g | sc-255630 | 1 g | $21.00 | |||
TEMPO, 5 g | sc-255630A | 5 g | $42.00 |