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

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*
Molecular Weight:
156.25
MDL Number:
MFCD00009599
MOL File:
2564-83-2.mol
MSDS File:
SDS
Last updated:2024-01-18 17:03:10

2,2,6,6-Tetramethylpiperidinooxy 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)
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)
EWG's Food Scores 1
FDA UNII VQN7359ICQ
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)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS05
Signal word  Danger
Hazard statements  H314-H412
Precautionary statements  P260-P273-P280-P303+P361+P353-P304+P340+P310-P305+P351+P338
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
NFPA 704
1
3 0

2,2,6,6-Tetramethylpiperidinooxy price More Price(48)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 214000 TEMPO 98% 2564-83-2 1g $28.2 2024-03-01 Buy
Sigma-Aldrich 214000 TEMPO 98% 2564-83-2 5g $64.1 2024-03-01 Buy
Sigma-Aldrich 8.14681 2,2,6,6-Tetramethylpiperidine-1-oxyl (free radical) for synthesis 2564-83-2 5G $108 2022-05-15 Buy
Sigma-Aldrich 8.14681 2,2,6,6-Tetramethylpiperidine-1-oxyl (free radical) for synthesis 2564-83-2 25g $201 2022-05-15 Buy
TCI Chemical T1560 2,2,6,6-Tetramethylpiperidine 1-Oxyl Free Radical >98.0%(GC)(T) 2564-83-2 5g $45 2024-03-01 Buy
Product number Packaging Price Buy
214000 1g $28.2 Buy
214000 5g $64.1 Buy
8.14681 5G $108 Buy
8.14681 25g $201 Buy
T1560 5g $45 Buy

2,2,6,6-Tetramethylpiperidinooxy Chemical Properties,Uses,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].

768-66-1
2564-83-2
Synthesis of 2,2,6,6-Tetramethylpiperidinooxy from 2,2,6,6-Tetramethylpiperidine
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View Lastest Price from 2,2,6,6-Tetramethylpiperidinooxy manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
2,2,6,6-Tetramethylpiperidinooxy pictures 2024-04-23 2,2,6,6-Tetramethylpiperidinooxy
2564-83-2
US $12.00 / KG 1KG 99% 200mt/year Jinan Finer Chemical Co., Ltd
2,2,6,6-Tetramethylpiperidinooxy pictures 2024-01-18 2,2,6,6-Tetramethylpiperidinooxy
2564-83-2
US $6.00-0.60 / KG 1KG 99% g-kg-tons, free sample is available Henan Fengda Chemical Co., Ltd
2,2,6,6-Tetramethylpiperidinooxy pictures 2023-08-04 2,2,6,6-Tetramethylpiperidinooxy
2564-83-2
US $10.00 / KG 1KG 99% 5000000kg Hebei Mojin Biotechnology Co., Ltd
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 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,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 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-piperidinylox TEMPO, free radica 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- tetramethylpiperidinenitroxide 2,2,6,6-TETRAMETHYLPIPERIDINE-1-N-OXYL 2,2,6,6-TETRAMETHYLPIPERIDINE 1-OXYL, RADICAL 2,2,6,6-TETRAMETHYLPIPERIDINEOXIDE 2,2,6,6-tetramethyl-4-piperidine 1-oxy, radical 2,2,6,6-Tetramethyl-1-piperidinyloxy, free radical, 2,2,6,6-Tetramethylpiperidine 1-oxyl, TEMPO 2,2,6,6-Tetramethyl-1-piperidinyloxy, free radical, 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