| Identification | More | [Name]
2,2,6,6-Tetramethylpiperidinooxy | [CAS]
2564-83-2 | [Synonyms]
2,2,6,6-TETRAMETHYL-1-PIPERIDINOOXY
2,2,6,6-TETRAMETHYL-1-PIPERIDINYLOXY
2,2,6,6-TETRAMETHYL-1-PIPERIDINYLOXY,FREE RADICAL
2,2,6,6-TETRAMETHYL-1-PIPERIDINYLOXY, RADICAL
2,2,6,6-TETRAMETHYL-4-PIPERIDINYLOXY
2,2,6,6-TETRAMETHYLPIPERIDIN-1-OXYL FREE RADICAL
2,2,6,6-TETRAMETHYLPIPERIDINE-1-N-OXYL
2,2,6,6-TETRAMETHYLPIPERIDINE 1-OXYL
2,2,6,6-TETRAMETHYLPIPERIDINE 1-OXYL, RADICAL
2,2,6,6-TETRAMETHYLPIPERIDINE-N-OXYL
2,2,6,6-TETRAMETHYLPIPERIDINEOXIDE
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
2,2,6,6-TETRAMETHYLPIPERIDINYLOXY
TEMPO
TEMPO, FREE RADICAL
1,1,5,5-Tetramethylpentamethylene nitroxide
1-Oxyl-2,2,6,6-tetramethylpiperidine | [EINECS(EC#)]
219-888-8 | [Molecular Formula]
C9H18NO * | [MDL Number]
MFCD00009599 | [Molecular Weight]
156.25 | [MOL File]
2564-83-2.mol |
| Chemical Properties | Back Directory | [Appearance]
orange crystals or powder | [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. ]
2-8°C
| [solubility ]
9.7g/l | [form ]
Powder | [color ]
Yellow to green | [PH]
8.3 (9g/l, H2O, 20℃) | [Stability:]
Stable. Incompatible with strong acids, strong oxidizing agents. Refrigerate. | [Water Solubility ]
Soluble in all organic solvents. Insoluble in water. | [Detection Methods]
GC | [Merck ]
14,9140 | [BRN ]
1422418 | [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]
2564-83-2(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
C,Xi | [Risk Statements ]
R34:Causes burns.
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S24/25:Avoid contact with skin and eyes . | [RIDADR ]
UN 3263 8/PG 2
| [WGK Germany ]
3
| [RTECS ]
TN8991900
| [Autoignition Temperature]
275 °C | [TSCA ]
Yes | [HazardClass ]
8 | [PackingGroup ]
III | [HS Code ]
29333999 |
| Hazard Information | Back Directory | [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]
In organic chemistry as a radical trap, 2,2,6,6-Tetramethylpiperidinooxy can be used as a catalyst and in polymerization mediation.
| [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.
| [General Description]
For a synthetic protocol using NMP initiators, contributed by Prof. Karen Wooley, please visit our technology spotlight. | [reaction suitability]
reagent type: oxidant | [Purification Methods]
Purify TEMPO by sublimation (33o, water aspirator) [Hay & Fincke J Am Chem Soc 109 8012 1987, Keana Chem Rev 78 37 1978]. |
| Spectrum Detail | Back Directory | [Spectrum Detail]
2,2,6,6-Tetramethylpiperidinooxy(2564-83-2)MS
2,2,6,6-Tetramethylpiperidinooxy(2564-83-2)1HNMR
2,2,6,6-Tetramethylpiperidinooxy(2564-83-2)IR1
2,2,6,6-Tetramethylpiperidinooxy(2564-83-2)IR2
2,2,6,6-Tetramethylpiperidinooxy(2564-83-2)Raman
2,2,6,6-Tetramethylpiperidinooxy(2564-83-2)ESR
|
| Well-known Reagent Company Product Information | Back Directory | [Acros Organics]
2,2,6,6-Tetramethylpiperidinooxy, 98%(2564-83-2) | [Alfa Aesar]
TEMPO, free radical, 98+%(2564-83-2) | [Sigma Aldrich]
2564-83-2(sigmaaldrich) | [TCI AMERICA]
2,2,6,6-Tetramethylpiperidine 1-Oxyl Free Radical,>98.0%(GC)(T)(2564-83-2) |
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