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| | 2,2,6,6-Tetramethylpiperidinooxy Basic information |
| Product Name: | 2,2,6,6-Tetramethylpiperidinooxy | | Synonyms: | TEMPO, FREE RADICAL;2,2,6,6-Tetramethyl-1-piperidyloxy;2,2,6,6-Tetramethylpiperidin-1-oxy;2,2',6,6'-Tetramethylpiperidin-1-oxyl;2,2,6,6-TETRAMETHYLPIPERIDINOOXY;2,2,6,6-TETRAMETHYLPIPERIDINOOXY, FREE RADICAL;2,2,6,6-TETRAMETHYL PIPERIDINOXY;2,2,6,6-TETRAMETHYLPIPERIDINOXY FREE RADICAL | | CAS: | 2564-83-2 | | MF: | C9H18NO* | | MW: | 156.25 | | EINECS: | 219-888-8 | | Product Categories: | Spin Labels;Synthetic Organic Chemistry;Fine Chemical;Analytical Chemistry;Environmentally-friendly Oxidation;ESR Spectrometry;Oxidation;Redox Catalysts (Environmentally-friendly Oxidation);2564-83-2 | | Mol File: | 2564-83-2.mol |  |
| | 2,2,6,6-Tetramethylpiperidinooxy Chemical Properties |
| Melting point | 36-38 °C(lit.) | | Boiling point | 193°C | | density | 1 g/cm3 | | vapor pressure | 0.4 hPa (20 °C) | | refractive index | 1.4350 (estimate) | | Fp | 154 °F | | storage temp. | Store below +30°C. | | solubility | 9.7g/l | | form | Powder | | color | Yellow to green | | PH | 8.3 (9g/l, H2O, 20℃) | | Water Solubility | Soluble in all organic solvents. Insoluble in water. | | Merck | 14,9140 | | BRN | 1422418 | | Stability: | Stable. Incompatible with strong acids, strong oxidizing agents. Refrigerate. | | InChIKey | RVWUHFFPEOKYLB-UHFFFAOYSA-N | | CAS DataBase Reference | 2564-83-2(CAS DataBase Reference) | | NIST Chemistry Reference | 1-Piperidinyloxy, 2,2,6,6-tetramethyl-(2564-83-2) | | EPA Substance Registry System | 1-Piperidinyloxy, 2,2,6,6-tetramethyl- (2564-83-2) |
| Hazard Codes | C,Xi | | Risk Statements | 34-36/37/38 | | Safety Statements | 26-36/37/39-45-24/25 | | RIDADR | UN 3263 8/PG 2 | | WGK Germany | 3 | | RTECS | TN8991900 | | Autoignition Temperature | 275 °C | | TSCA | Yes | | HazardClass | 8 | | PackingGroup | III | | HS Code | 29333999 |
| | 2,2,6,6-Tetramethylpiperidinooxy Usage And Synthesis |
| Description | 2,2,6,6-Tetramethylpiperidine is a product that is used for the most diverse purposes because of its strong basicity, for example, as a light stabilizer for polyolefins, as a cocatalyst in olefin polymerizations (Ziegler catalysts), as a building block for the synthesis of pharmaceuticals and crop protection products, as a cocatalyst in the synthesis of dichloroacetyl chloride. The 4-unsubstituted 2.2.6,6-tetramethylpiperidine is generally prepared from the corresponding 4-oxo compound. It is known that triacetonamine can be converted by hydrazine to the hydrazone, which is then cleaved in the presence of alkali into 2,26,6-tetramethylpiperidine and nitrogen.
| | Chemical Properties | orange crystals or powder | | Characteristics | 2,2,6,6-Tetramethylpiperidinooxy(TEMPO) has the characteristics of high yield, good selectivity, good stability, and recyclable use. | | Uses | TEMPO(2,2,6,6-Tetramethylpiperidinooxy) is a stable radical prepared through the oxidation of 2,2,6,6-tetramethylpiperidine. TEMPO has a wide range of applications including use as a free radical scavenger, a reagent in organic synthe sis and as a structural probe in electron spin resonance spectroscopy. TEMPO can also be used as a mediator in free radical polymerization. | | Uses | In organic chemistry as a radical trap, 2,2,6,6-Tetramethylpiperidinooxy can be used as a catalyst and in polymerization mediation. | | Uses | TEMPO can be used:
- As a catalytic oxidant for copper-catalyzed, greener oxidation of alcohols under aerobic conditions.
- As a catalytic oxidant in the iodobenzene diacetae oxidation of nerol to neral.
- For trapping the styrenyl radical generated from benzoyl peroxide during nitroxide-mediated radical polymerization of styrene.
- In the carboxylation of water-resistant nanofibrillated cellulose (NFC) films.
Copper(I)/TEMPO-catalyzed aerobic oxidation of primary alcohols to aldehydes with ambient air | | General Description | For a synthetic protocol using NMP initiators, contributed by Prof. Karen Wooley, please visit our technology spotlight. | | Purification Methods | Purify TEMPO by sublimation (33o, water aspirator) [Hay & Fincke J Am Chem Soc 109 8012 1987, Keana Chem Rev 78 37 1978]. |
| | 2,2,6,6-Tetramethylpiperidinooxy Preparation Products And Raw materials |
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