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| | 4-Oxo-TEMPO Basic information |
| Product Name: | 4-Oxo-TEMPO | | Synonyms: | 4-Oxo-2,2,6,6-tetramethyl-1-piperidinyloxy, free radical;4-OXO-TEMPO, FREE RADICAL 80+%;4-OXO-TEMPO, FREE RADICAL 99+%;4-OXO-2,2,6,6-TETRAMETHYLPIPERIDINOXY;4-Oxo-2,2,6,6-tetramethylpiperidine-1-oxyl(4-Oxo-TEMPO,freeradical);4-Oxo-2,2,6,6;4-Oxo-2,2,6,6-trtramethyl-1-piperidi nyloxy,free radical;2,2,6,6-Tetramethyl-4-piperidone 1-oxyl, free radical | | CAS: | 2896-70-0 | | MF: | C9H16NO2* | | MW: | 170.23 | | EINECS: | 220-778-7 | | Product Categories: | Industrial/Fine Chemicals;Spin Labeling Compounds;Analytical Chemistry;ESR Spectrometry;Spin Labels;K00001 | | Mol File: | 2896-70-0.mol |  |
| | 4-Oxo-TEMPO Chemical Properties |
| Melting point | 33-38 °C | | Boiling point | 299.88°C (rough estimate) | | density | 1.0710 (rough estimate) | | vapor pressure | 2.254Pa at 25℃ | | refractive index | 1.4640 (estimate) | | storage temp. | 2-8°C | | solubility | DMF: 30 mg/ml; DMSO: 30 mg/ml; Ethanol: 30 mg/ml; PBS (pH 7.2): 10 mg/ml | | form | Needles, Crystals or Crystalline Powder | | color | Orange | | Water Solubility | Soluble in water (partly), acetone, DMSO, 100% ethanol, and diethylether. Insoluble in water. | | BRN | 1818579 | | InChI | 1S/C9H16NO2/c1-8(2)5-7(11)6-9(3,4)10(8)12/h5-6H2,1-4H3 | | InChIKey | WSGDRFHJFJRSFY-UHFFFAOYSA-N | | SMILES | CC1(C)CC(=O)CC(C)(C)N1[O] | | LogP | 0.28 at 22℃ | | CAS DataBase Reference | 2896-70-0(CAS DataBase Reference) | | NIST Chemistry Reference | 1-Piperidinyloxy, 2,2,6,6-tetramethyl-4-oxo-(2896-70-0) | | EPA Substance Registry System | 1-Piperidinyloxy, 2,2,6,6-tetramethyl-4-oxo- (2896-70-0) |
| Risk Statements | 36/37/38 | | Safety Statements | 24/25 | | RIDADR | UN 3077 9 / PGIII | | WGK Germany | 3 | | RTECS | TN9200000 | | TSCA | TSCA listed | | HazardClass | 9 | | HS Code | 29333990 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Aquatic Acute 1 |
| | 4-Oxo-TEMPO Usage And Synthesis |
| Description | 2,2,6,6-Tetramethylpiperidin-1-oxyl (TEMPO) is a stable radical that will react with reactive oxygen species (ROS). This conversion, followed by ESR, provides an indirect way to monitor ROS production in biological systems. TEMPONE is the 4-oxo derivative of TEMPO. In addition to possible uses as a spin trap, this nitroxyl radical can be used in hydrogen transfer experiments and as a polarizing agent in dynamic nuclear polarization NMR spectroscopy. TEMPONE and other nitroxyl radicals have also been shown to reduce mean arterial pressure in spontaneously hypertensive rats when administered intravenously. | | Chemical Properties | Pink Needles | | Uses | A spin label for ESR studies | | Uses | Free-radical nitroxide spin probe typically used for:
- Redox sources for anodes in lithium secondary batteries
- Free-radical biological studies
- Radical spin-trapping
- Electron paramagnetic resonance studies
- Polymer chemisty and synthesis applications
| | General Description | 4-Oxo-TEMPO is formed by the reaction of 2,2,6,6-tetramethyl-4-piperidone (4-oxo-TMP) and 1O2. It is a stable paramagnetic product formed during the irradiation of TiO2 in aqueous suspensions. | | Flammability and Explosibility | Non flammable | | References | [1] ADAM WU. Nitroxyl Radical Plus Hydroxylamine Pseudo Self-Exchange Reactions: Tunneling in Hydrogen Atom Transfer[J]. Journal of the American Chemical Society, 2009, 131 33: 11985-11997. DOI: 10.1021/ja904400d
[2] LUMATA L, MERRITT M, KHEMTONG C, et al. The efficiency of DPPH as a polarising agent for DNP-NMR spectroscopy[J]. RSC Advances, 2012, 33: 12812-12817. DOI: 10.1039/c2ra21853d
[3] KINJAL PATEL. Acute antihypertensive action of nitroxides in the spontaneously hypertensive rat.[J]. American journal of physiology. Regulatory, integrative and comparative physiology, 2006, 290 1: R37-43. DOI: 10.1152/ajpregu.00469.2005 |
| | 4-Oxo-TEMPO Preparation Products And Raw materials |
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