21572-75-8

Upstream product

• 3376-24-7 N-tert-butyl-α-phenylnitrone 
• 155126-86-6 tert-butyl diphenylmethyl nitroxide 
• 3376-24-7 (Z)-N-benzylidene-2-methylpropan-2-amine oxide 
• 591-51-5 phenyllithium 
• 981-18-0 triphenyl(phenylazo)methane 
• 101-02-0 triphenyl phosphite 
• 94-36-0 dibenzoyl peroxide 
• 595-89-1 Tetraphenyllead 
• 100-58-3 phenylmagnesium bromide 
• 100-52-7 benzaldehyde 
• 603-33-8 triphenylbismuthane 
• 66003-76-7 Diphenyliodonium triflate 
• 622-88-8 4-bromophenylhydrazine hydrochloride 
• 122-52-1 triethyl phosphite 

Downstream Products

• 78935-78-1 C₂₀H₂₉NOSi 

Relevant academic research and scientific papers

Spin Trapping of Phosphorus-Centered Radicals Produced by the Reactions of Dibenzoyl Peroxide with Organophosphorus Compounds

The reactions of dibenzoyl peroxide (BPO) with organophosphorus compounds have been studied by means of an ESR technique combined with spin trapping. The intermediate phosphorus-centered radicals were trapped by N-benzylidene-t-butylamine N-oxide (PBN) an

Light-induced formation of nitroxyl radicals by organic Bi(V) compounds in the presence of 2-methyl-2-nitrosopropane and C-phenyl-N-tert-butylnitrone

The organic bismuth compounds Ph3Bi(O2CCH=CHCH3)2 and Ph3Bi(O2CEt)2 decompose under scattered light in the presence of spin traps (2-methyl-2-nitrosopropane and C-phenyl-N-tert-butylnitrone) in organic solvents (acetonitrile, benzene, toluene) to form adducts of phenyl radicals with the traps.

Copper-catalyzed three-component reaction of arylhydrazine hydrochloride, DABSO, and NFSI for the synthesis of arenesulfonyl fluorides

This paper reports a convenient copper-catalyzed three-component conversion of arylhydrazine hydrochlorides to arenesulfonyl fluorides in good yields under mild conditions, using 1,4-diazabicyclo [2.2.2]octane bis(sulfur dioxide) (DABSO) as a sulfonyl source andN-fluorobenzenesulfonimide (NFSI) as a fluorine source based on a radical sulfur dioxide insertion and fluorination strategy. Notably, arylhydrazine hydrochloride is used as a safe precursor of aryl radicals.

Visible-Light-Mediated Metal-Free Synthesis of Aryl Phosphonates: Synthetic and Mechanistic Investigations

This work describes a straightforward access to a large variety of aryl phosphonates by the simple combination of diaryliodonium salts with phosphites in the presence of a base and under visible-light illumination. The reaction proceeds smoothly, tolerates various functionalities, and was applied for the synthesis of pharmaceutically relevant compounds. Mechanistic investigations, including EPR, NMR, and DFT calculations, support the postulated reaction mechanism.

Role of Radical Species in Salicylaldiminato Ni(II) Mediated Polymer Chain Growth: A Case Study for the Migratory Insertion Polymerization of Ethylene in the Presence of Methyl Methacrylate

To date, an inconclusive and partially contradictive picture exists on the behavior of neutral Ni(II) insertion polymerization catalysts toward methyl methacrylate (MMA). We shed light on this issue by a combination of comprehensive mechanistic NMR and EPR studies, isolation of a key Ni(I) intermediate, and pressure reactor studies with ethylene and MMA, followed by detailed polymer analysis. An interlocking mechanistic picture of an insertion and a free radical polymerization is revealed. Both polymerizations run simultaneously (25 bar ethylene, neat MMA, 70 °C); however, the chain growth cycles are independent of each other, and therefore exclusively a physical mixture of homo-PE and homo-PMMA is obtained. A Ni-C bond cleavage was excluded as a free radical source. Rather a homolytic P-C bond cleavage in the labile aryl phosphine ligand and the reaction of low-valent Ni(0/I) species with specific iodo substituted N^O (Ar-I) ligands were shown to initiate radical MMA polymerizations. Several reductive elimination decomposition pathways of catalyst precursor or active intermediates were shown to form low-valent Ni species. One of those pathways is a bimolecular reductive coupling via intermediate (N^O)Ni(I) formation. These intermediate Ni(I) species can be prevented from ultimate decomposition by capturing with organic radical sources, forming insertion polymerization active [(N^O)Ni(II)-R] species and prolonging the ethylene polymerization activity.

Substituent effect on the rate of the hydroxyl and phenyl radical spin trapping with nitrones

Hydroxyl and phenyl radical spin trapping rates by α-phenyl-N-t-butylnitrone (PBN, N-benzylidene-t-butylamine N-oxide) and its analogs were determined using a competitive trapping method. Hydroxyl radical was generated from hydrogen peroxide in water usin

Stable nitroxyl radicals with a hydrogen atom at α-carbon atom of nitroxyl group

Nitroxyl radicals containing the diphenylmethyl group as one of the substituents at the nitroxyl group are stable compounds that can be isolated in an individual state. N-(2-Hydroxy-3-methyl-2-phenylcyclohexyl)-N-diphenylmethylnitroxyl was characterized b

Synthesis of a novel nitrone, 2-phenyl-5,5-dimethyl-1-pyrroline N-oxide (nitronyl-13C), for enhanced radical addend recognition and spin adduct persistence

Synthesis and spin trapping chemistry of the new 13C-labeled cyclic nitrone, 2-phenyl-5,5-dimethyl-1-pyrroline N-oxide (nitronyl-13C), is described. A total of 15 carbon- and oxygen-centered radical adducts were prepared and their el

Stable Nitroxides With Hydrogen At α-Carbon of the Nitroxyl Group

The reactions of 1-hydroxy-3-imidazoline-3-oxides containing hydrogen in the 2-position with PhLi or PhMgBr lead to acyclic α-hydroxylaminooximes.The oxidation of the latter gives stable acyclic nitroxides with hydrogen at the α-carbon atom.

Interaction of Heterocyclic Nitrones With Organometallic Reagents As a Method For the Synthesis of New Types of Nitroxides

The reactions of heterocyclic nitroxides: 3-imidazoline-3-oxides, 2H- (4H)-imidazole mono- and dioxides, dihydropyrazine-1,4-dioxides, with organometallic reagents and subsequent oxidation led to heterocyclic nitroxides of 3-(2)-imidazoline and 3-(2)-imidazoline-3-oxide, dihydropyrazine oxide, monocyclic imidazolidine biradicals and stable acyclic nitroxides with hydrogen at the α-carbon atom.