18796-04-8

Usage

Chemical Properties

orange to brown crystalline powder or chunks

Upstream product

• 64934-83-4 2,2,4,5,5-pentamethyl-3-imidazoline 3-oxide 
• 18796-02-6 1-hydroxy-2,2,5,5-tetramethyl-3-imidazoline-3-oxide 

Downstream Products

• 39753-73-6 1-hydroxy-2,2,4,5,5-pentamethyl-3-imidazoline 
• 39753-74-7 2,2,4,5,5-pentamethyl-2,5-dihydro-1H-imidazol-1-yloxy 
• 18796-02-6 1-hydroxy-2,2,5,5-tetramethyl-3-imidazoline-3-oxide 
• 113715-28-9 2,2,5,5-tetramethyl-4-hydroxyiminomethyl-3-imidazoline-3-oxide-1-oxyl 
• 51973-27-4 4-bromomethyl-2,2,5,5-tetramethyl-3-imidazolin-3-oxide-1-oxyl 
• 88571-33-9 1-methoxy-2,2,4,5,5-pentamethyl-3-imidazoline 3-oxide 

Relevant academic research and scientific papers

KINETICS OF OXIDATION OF 2,2,4,5,5-PENTAMETHYL-1-HYDROXY-3-IMIDAZOLINE-3-OXIDE BY DECANEPERSULFONIC ACID

The kinetics was studied of the oxidation of 2,2,4,5,5-pentamethyl-1-hydroxy-3-imidazoline-3-oxide by decanepersulfonic acid in a chloroform solution.The corresponding nitroxyl radical is quantitatively formed by the reaction 2 =N-OH + RSO4H -> 2 =NO(1.) + RSO3H + H2O A mechanism of the reaction was proposed and the rate constant of the limiting stage of the process was determined.

The formation of nitroxyl radicals in reactions of dimethyldioxirane with 2,2,6,6-tetramethylpiperidine and 2,2,5,5-tetramethyl-3-imidazoline-3-oxide derivatives

The oxidation of secondary and tertiary amines, derivatives of 2,2,6,6-tetramethylpiperidine and 2,2,5,5-tetramethyl-3-imidazoline-3-oxide, by dimethyldioxirane results in the formation of nitroxyl radicals, which induce the decomposition of dimethyldioxirane. Chemiluminescence in the IR and visible regions during the reaction of dimethyldioxirane with 2,2,6,6-tetramethyl-4-hydroxypiperidine-1-oxyl was observed.

THE OXIDATION OF SECONDARY AMINES BY ALKANESULFONIC PERACIDS

Alkanesulfonic peracids are efficient oxidation agents for the conversion of secondary amines to the corresponding nitroxyl radicals.

Spin Trapping. III. Studies of Radical Reactions of a Bicyclic 1-Hydroxy-3-imidazoline-3-oxide

Radical addition reactions to the nitrono group and the oxidation of the 8-hydroxy-1,4,5,7-tetramethyl-6,8-diazabicyclooct-6-en-6-oxide 2b were investigated by e.s.r.-spectroscopy.Oxidation of 2b by Ag2O, PbO2, hydrogenperoxide, tert.-butoxy and benzoyloxy radicals, respectively, yields a bicyclic nitroxide with typical a(N)-value (1,9 mT).Testing a wide range of carbon-centered radicals we did not find, however, any spin adducts in contrast to the literature.Only H-atoms are found to add to the nitrone function of 2b giving a bicyclic nitroxide 4b (R'=H) with a(N)-value of 1,4 mT, a(Hax) = 2,4 mT.The relationship between a ring-chain tautomerism of 2 as previously described and the formation of radicals has been demonstrated by radical reactions of derivatives of ring opened isomers 5b.