ChemicalBook > CAS DataBase List > 2,2,6,6-Tetramethylpiperidinooxy

2,2,6,6-Tetramethylpiperidinooxy

Product Name
2,2,6,6-Tetramethylpiperidinooxy
CAS No.
2564-83-2
Chemical Name
2,2,6,6-Tetramethylpiperidinooxy
Synonyms
TEMPO;TEPO;2,2,6,6-TETRAMETHYL-1-PIPERIDINYLOXY;2,2,6,6-TETRAMETHYLPIPERIDINE 1-OXYL;2,2,6,6-Tetramethylpiperidin-1-oxyl;(2,2,6,6-Tetramethylpiperidin-1-yl)oxyl;2,2,6,6-TETRAMETHYLPIPERIDINE-N-OXYL;Tanane;Tanan;TEMPO,98%
CBNumber
CB6309451
Molecular Formula
C9H18NO*
Formula Weight
156.25
MOL File
2564-83-2.mol
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2,2,6,6-Tetramethylpiperidinooxy Property

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)
Flash point:
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)
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Safety

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
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H314Causes severe skin burns and eye damage

H412Harmful to aquatic life with long lasting effects

Precautionary statements

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
214000
Product name
TEMPO
Purity
98%
Packaging
1g
Price
$28.2
Updated
2024/03/01
Sigma-Aldrich
Product number
214000
Product name
TEMPO
Purity
98%
Packaging
5g
Price
$64.1
Updated
2024/03/01
Sigma-Aldrich
Product number
8.14681
Product name
2,2,6,6-Tetramethylpiperidine-1-oxyl (free radical)
Purity
for synthesis
Packaging
5G
Price
$108
Updated
2022/05/15
Sigma-Aldrich
Product number
8.14681
Product name
2,2,6,6-Tetramethylpiperidine-1-oxyl (free radical)
Purity
for synthesis
Packaging
25g
Price
$201
Updated
2022/05/15
TCI Chemical
Product number
T1560
Product name
2,2,6,6-Tetramethylpiperidine 1-Oxyl Free Radical
Purity
>98.0%(GC)(T)
Packaging
5g
Price
$45
Updated
2024/03/01
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2,2,6,6-Tetramethylpiperidinooxy Chemical Properties,Usage,Production

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

Raw materials

2,2,6,6-Tetramethylpiperidine Hydrogen peroxide Phosphotungstic acid hydrate Diethyl ether CALCIUM SULFATE Sulfuric acid

Preparation Products

MORPHOLINE-3,4-DICARBOXYLIC ACID 4-TERT-BUTYL ESTER Cyclopropanecarboxaldehyde 4-tert-Butylcyclohexanone (S)-4-BOC-MORPHOLINE-3-CARBOXYLIC ACID
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View Lastest Price from 2,2,6,6-Tetramethylpiperidinooxy manufacturers

Jinan Finer Chemical Co., Ltd
Product
2,2,6,6-Tetramethylpiperidinooxy 2564-83-2
Price
US $12.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
200mt/year
Release date
2022-12-14
Henan Fengda Chemical Co., Ltd
Product
2,2,6,6-Tetramethylpiperidinooxy 2564-83-2
Price
US $6.00-0.60/KG
Min. Order
1KG
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2024-01-18
Shaanxi Dideu Medichem Co. Ltd
Product
2,2,6,6-Tetramethylpiperidinooxy 2564-83-2
Price
US $0.00-0.00/KG
Min. Order
1g
Purity
99%
Supply Ability
2000tons
Release date
2019-12-31

2564-83-2, 2,2,6,6-TetramethylpiperidinooxyRelated Search:

Haloperidol Benzoyl peroxide Triacetonediamine 2,2,6,6-Tetramethyl-4-piperidinol 1,2,2,6,6-Pentamethyl-4-piperidinol 2,2,6,6-Tetramethylpiperidine Triacetonamine 4-Hydroxy-2,2,6,6-tetramethylpiperidinooxy radical,4-hydroxy-2,2,6,6-tetramethylpiperidin-1-oxy Diphenoxylate 3,5-Dibromo-4-oxo-2,2,6,6-tetramethylpiperidin-1-yl 4-Acetylamino-2,2,6,6-tetramethylpiperidin-N-oxyl,4-Acetamido-2,2,6,6-tetramethylpiperidinooxy,4-ACETYLAMINO-2,2,6,6-TETRAMETHYLPIPERIDIN-1-OXYL 4-OXO-2,2,6,6-TETRAMETHYLPIPERIDINOOXY, FREE RADICAL,4-OXO-2,2,6,6-TETRAMETHYLPIPERIDINOOXY,4-Oxo-2,2,6,6-tetramethylpiperidinooxy, 95%, free radical 4-Amino-TEMPO, free radical 4-BENZOYLOXY-TEMPO [4-Methoxy-2,2,6,6-tetramethylpiperidinooxy]radical Tetrabutylammonium hydroxide 4-CYANO-TEMPO 4-(2-CHLOROACETAMIDO)-2,2,6,6-TETRAMETHYLPIPERIDINE 1-OXYL

  • 2,2,6,6-Tetramethyl-1-piperinedinyloxy
  • TEMPO, FREE RADICAL
  • TEMPO
  • 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-Tetramethylpiperidin-1-oxyl
  • 2,2,6,6-Tetramethylpiperidine 1-oxide
  • 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
  • 2,2,6,6-TETRAMETHYL-4-PIPERIDINYLOXY
  • 2,2,6,6-TETRAMETHYLPIPERIDIN-1-OXYL FREE RADICAL
  • 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
  • TETRABUTYLAMMONIUM HYDROXIDE 1.0M SOLN&
  • 2,2,6,6-Tetramethyl-1-Piperidinyloxy(Tempo)
  • 2,2,6,6-Tetramethyl-1-piperidinyloxiTEMPO
  • 2,2,6,6-Tetramethylpiperidine-1-oxyl(TEMPO,freeradical)
  • 1-Piperidinyloxy, 2,2,6,6-tetramethyl-
  • 2,2,6,6-TETRAMETHYLPIPERIDINOOXY (TEMPO)
  • 2,2,6,6-TETRAMETHYLPIPERIDINYLOXY / TEMPO, FREE RADICAL
  • 2,2,6,6-Tetramethylpiperidine-1-oxyl, free radical
  • TEMPO FREE RADICAL (2,2,6,6-TETRAMETHYLPIPERIDINOOXY)
  • 2,2,6,6-tetramethylpiperidinyloxy,free radical
  • 1-Oxy-2,2,6,6-tetramethylpiperidine, free radical
  • TEMPO, free radical, 98+%
  • TEMPO/2,2,6,6-TETRAMETHYLPIPERIDINOOXY
  • TEMPO,98%
  • 2,2,6,6-TETRAMETHYLPIPERIDIN-1-YLOXY
  • free radical, 2,2,6,6-Tetramethylpiperidine 1-oxyl
  • 2,2,6,6-Tetramethylpiperidine-1-oxyl (free radical) for synthesis
  • 1,1,5,5-Tetramethylpentamethylene nitroxide
  • 1-Oxyl-2,2,6,6-tetramethylpiperidine
  • 1-Piperidinyloxy radical, 2,2,6,6-tetramethyl-
  • 2,2,6,6-Tetramethyl-1-oxylpiperidine
  • 2,2,6,6-Tetramethyl-1-piperadoxyl
  • 2,2,6,6-Tetramethyl-1-piperidinoxyl
  • 2,2,6,6-tetramethyl-1-piperidinylox
  • TEMPO, free radica
  • 2,2,6,6-Tetramethyl-1-piperidinyloxyTEMPO. 2,2,6,6-Tetramethyl-1-piperidinyloxy, free radical 2,2,6,6-Tetramethylpiperidine 1-oxyl
  • 2,2,6,6-Tetramethylpiperidine 1-Oxyl Free Radical(purified by sublimation)
  • 2,2,6,6 - tetramethylpiperidine - nitrogen - oxide
  • TEMPO,2,2,6,6-Tetramethyl-1-piperidinyloxy, free radical, 2,2,6,6-Tetramethylpiperidine 1-oxyl, TEMPO
  • 2,2,6,6-Tetramethylpiperidine 1-oxyl, free radical - solid melt
  • TEMPO Oxidation Agent
  • 2,2,6,6-Tetramethylpiperidine 1-oxyl, free radical - free flowing milled solid
  • 2,2,6,6-TetraMethylpiperidinooxy, 98% 5GR
  • 2,2,6,6-Tetramethylpiperidine N-oxide
  • 2,2,6,6-Tetramethylpiperidinooxy ,98%
  • (2,2,6,6-Tetramethylpiperidin-1-yloxy)radical
  • 2,2,6,6-Tetramethyl-4-piperidone,free radical
  • 2,2,6,6-tetramethylperidinooxy
  • Piperidinooxy, 2,2,6,6-tetramethyl-