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ChemicalBook--->CAS DataBase List--->2564-83-2

2564-83-2

2564-83-2 Structure

2564-83-2 Structure
IdentificationMore
[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 PropertiesBack 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 DataBack 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
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Diethyl ether-->Sulfuric acid-->Hydrogen peroxide-->2,2,6,6-Tetramethylpiperidine-->CALCIUM SULFATE-->Phosphotungstic acid hydrate
[Preparation Products]

(S)-4-BOC-MORPHOLINE-3-CARBOXYLIC ACID-->MORPHOLINE-3,4-DICARBOXYLIC ACID 4-TERT-BUTYL ESTER-->4-tert-Butylcyclohexanone-->Cyclopropanecarboxaldehyde-->6-Hydroxy-2-naphthaldehyde
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

2,2,6,6-Tetramethylpiperidine 1-oxyl(2564-83-2).msds
Hazard InformationBack 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 DetailBack 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 InformationBack 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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