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[(2,2,5,5-Tetramethyl-3-oxo-pyrrolizino)oxy]radical, commonly known as TEMPO, is a stable nitroxyl radical compound with the molecular formula C9H18NO. It is characterized by its unique structure and reactivity, making it a versatile and valuable reagent in various synthetic applications.

2154-34-9

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2154-34-9 Usage

Uses

Used in Organic and Polymer Chemistry:
TEMPO is used as a catalyst in the oxidation of alcohols to aldehydes and ketones, playing a crucial role in organic and polymer chemistry reactions. Its stability and reactivity contribute to its widespread use in these applications.
Used in Biological Studies:
In the field of biology, TEMPO is employed as a stable free radical probe, allowing researchers to study various biological processes and interactions involving free radicals.
Used in Electron Paramagnetic Resonance (EPR) Spectroscopy:
TEMPO also serves as a spin-label in EPR spectroscopy, a technique used to study the magnetic properties of molecules and the dynamics of molecular interactions.
Overall, [(2,2,5,5-Tetramethyl-3-oxo-pyrrolizino)oxy]radical, or TEMPO, is a multifaceted compound with applications in various industries, including chemical synthesis, biological research, and spectroscopic analysis. Its unique properties and reactivity make it an essential tool for advancing scientific understanding and developing new technologies.

Check Digit Verification of cas no

The CAS Registry Mumber 2154-34-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,1,5 and 4 respectively; the second part has 2 digits, 3 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 2154-34:
(6*2)+(5*1)+(4*5)+(3*4)+(2*3)+(1*4)=59
59 % 10 = 9
So 2154-34-9 is a valid CAS Registry Number.

2154-34-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name 2,2,5,5-tetramethylpyrrolidin-1-oxyl-3-one

1.2 Other means of identification

Product number -
Other names 2,2,5,5-Tetramethylpyrrolid-3-on-1-oxyl

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:2154-34-9 SDS

2154-34-9Relevant academic research and scientific papers

REACTION OF 2-SUBSTITUTED 5,5-DIMETHYL-4-OXO-1-PYRROLINE-1-OXIDES WITH NUCLEOPHILIC REAGENTS AND SYNTHESIS OF NITROXYL RADICALS - DERIVATIVES OF PYRROLIDINE

Reznikov, V. A.,Volodarskii, L. B.

, p. 329 - 334 (2007/10/02)

The reaction of β-oxonitrones, derivatives of pyrroline, with nitrogeneous nucleophiles and NaBH4 proceeds at the carbonyl group with the retention of the nitrone group.The reaction with organomagnesium and organolithium compounds takes place at the nitro

INFLUENCE OF CHEMICAL STRUCTURE OF NITROXYL SPIN LABELS ON THEIR REDUCTION BY ASCORBIC ACID

Couet, W. R.,Brasch, R. C.,Sosnovsky, G.,Lukszo, J.,Prakash, I.,et. al.

, p. 1165 - 1172 (2007/10/02)

The influence of structure on the reduction of nitroxyl spin labels by ascorbic acid was examined using both piperidine and pyrrolidine nitroxyls.A five-fold molar excess of ascorbic acid and pH of 7.4 were used.The nitroxyl concentration was measured by electron spin resonance spectrometry.The five-membered (pyrrolidine) nitroxyls were more stable than the six-membered derivatives.Ring substituents also influenced the reaction.The anionic derivatives were more stable than the unionized compounds which, in turn, were more stable than the amines (cations at pH 7.4).

Nitroxydes 99: β-Cetoaldehydes nitroxydes et chelates metalliques correspondants a structure rigide. Synthese et etude spectroscopique

Espi, Jean-Claude,Ramasseul, Rene,Rassat, Andre,Rey, Paul

, p. 33 - 39 (2007/10/02)

Syntheses and spectroscopic study of β-ketoaldehyde nitroxides and corresponding metal chelates (Copper II, Palladium II, and vanadyl) are described.The diamagnetic or paramagnetic nature of the complexed metal explains the various ESR spectra observed.A new route to 2,2,5,5-tetramethylpyrrolidin-3-one-1-yloxy, a nitroxide scarcely used so far in spite of its potentialities, is also described.

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