Product no. chemwill22TTMPO91509
2,2,6,6-Tetramethylpiperidine 1-oxyl 2564-83-2 2,2,6,6-Tetramethylpiperidinooxy TEMPO 2564-83-2
2,2,6,6-Tetramethylpiperidinooxy TEMPO Manufacturer High quality Best price In stock factory 2564-83-2 2,2,6,6-Tetramethylpiperidine 1-oxyl
2,2,6,6-Tetramethylpiperidinooxy CAS 2564-83-2
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Product Name: 2,2,6,6-Tetramethylpiperidinooxy
Synonyms: TEMPO; 2,2,6,6-Tetramethyl-1-piperidinyloxy, free radical; 2,2,6,6-Tetramethyl-1-piperinedinyloxy; 2,2,6,6-Tetramethylpiperidinooxy; 2,2,6,6-tetramethylpiperidin-1-ol; (2,2,6,6-tetramethylpiperidin-1-yl)oxidanyl; 2,2,6,6-Tetramethylpiperidine 1-oxyl; 2,2,6,6-Tetramethyl-1-piperidinyloxy 2,2,6,6-Tetramethylpiperidinyl-1-Oxide(Tempo);2,2,6,6-Tetramethyl-1-piperadinyloxy, free radical;2,2,6,6-tetramethylpiperidinyloxy(TEMPO);2,2,6,6-Tetramethylpiperidine nitroxide;2,2,6,6-Tetramethylpiperidine nitroxide radical;2,2,6,6-Tetramethylpiperidine N-oxide radical;2,2,6,6-Tetramethylpiperidine N-oxyl radical;2,2,6,6-tetramethyl-piperidinoox
CAS: 2564-83-2
MF: C9H18NO *
MW: 156.25
EINECS: 219-888-8
Molecular Weight: 156.2453
Molecular Formula: C9H18NO
Melting Point(℃): 36-40℃
(2,2,6,6-Tetramethylpiperidin-1-yl)oxyl or (2,2,6,6-tetramethylpiperidin-1-yl)oxidanyl, commonly known as TEMPO, is a chemical compound with the formula (CH2)3(CMe2)2NO. This heterocyclic compound is a red-orange, sublimable solid. As a stable radical, it has applications in chemistry and biochemistry. TEMPO was discovered by Lebedev and Kazarnowskii in 1960. It is prepared by oxidation of 2,2,6,6-tetramethylpiperidine. TEMPO is widely used as a radical marker, as a structural probe for biological systems in conjunction with electron spin resonance spectroscopy, as a reagent in organic synthesis, and as a mediator in controlled radical polymerization. The stability of this radical is attributed to the resonance provided by non-bonding electrons on the nitrogen atom, which form a 2c3e (half-) bond between nitrogen and oxygen, and hyperconjugative ability. Additional stability arises from the steric protection provided by the four methyl groups adjacent to the nitroxyl group; however, the methyl groups prevent a double bond occurring between either carbon adjacent to nitrogen. The stability of the radical is also indicated by the weakness of the O–H bond in the hydrogenated derivative TEMPO–H. With an O–H bond dissociation energy of about 70kcal/mol, this bond is about 30% weaker than a typical O–H bond.
2,2,6,6-Tetramethylpiperidinooxy Usage And Synthesis
Chemical Properties orange crystals or powder
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.
2,2,6,6-Tetramethylpiperidinooxy Preparation Products And Raw materials
Preparation Products (S)-4-BOC-MORPHOLINE-3-CARBOXYLIC ACID-->MORPHOLINE-3,4-DICARBOXYLIC ACID 4-TERT-BUTYL ESTER-->4-tert-Butylcyclohexanone-->Cyclopropanecarboxaldehyde
Raw materials Diethyl ether-->Sulfuric acid -->Hydrogen peroxide-->2,2,6,6-Tetramethylpiperidine-->CALCIUM SULFATE-->Phosphotungstic acid hydrate
HS Code 29333999
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. 2-8°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.
Autoignition Temperature 275 °C
TSCA Yes
HazardClass 8
PackingGroup III
HS Code 29333999
China
