19627-68-0

Upstream product

• 1122-60-7 1-nitrocyclohexane 
• 101-83-7 N-cyclohexyl-cyclohexanamine 
• 102269-10-3 C₂₄H₃₂NO₂P 

Relevant academic research and scientific papers

Synthesis of hydroxylamines using dioxiranes

The subject invention relates to a method of synthesizing hydroxylamines from secondary amines. This method uses a dioxirane compound such as dimethyldioxirane (DMD, which is relatively stable and simple to synthesize), as the oxidizing agent. The reaction proceeds as follows: STR1 This method provides a simple, one-step reaction with high yields. It can be performed in acetone solution, and the transferral of an oxygen atom from dimethyldioxirane to the secondary amine converts the dioxirane into acetone, the solvent, permitting simple workup and purification. This method can be used with a wide variety of secondary amines, including aliphatic, aromatic, cyclic, and heterocyclic secondary amines, to create a corresponding variety of hydroxylamines.

A HIGH YIELD ONE STEP SYNTHESIS OF HYDROXYLAMINES

Oxidation of secondary amines with dimethyldioxirane gives hydroxylamines in a simple, one step and high yield process.

On the Mechanism of Denitration of Aliphatic Nitro Compounds by Trialkylstannyl Radicals. An ESR and Kinetic Study

Alkyl(trialkylstannyloxy) nitroxyl radicals 3 have been detected by ESR spectroscopy as intermediates in the denitration reaction of aliphatic nitro compounds with trialkylstannyl radicals (R' = Me, n-Bu), generated photolytically from hexa-n-alkylditins or tri-n-butyltin hydride in benzene solution.In most cases, the additional formation of dialkyl nitroxyl radicals 4 could be observed at prolonged reaction times.The decay kinetics of radicals 3 have been investigated by time-resolved ESR spectroscopy in the temperature range of 248 to 326 K.Alkyl(trialkylstannyloxy) nitroxyl radicals generated from tertiary nitro compounds decay by a first-order process, whereas those from secondary and primary nitro compounds follow broken reaction orders 1 A mechanistic scheme for the reaction of aliphatic nitro compounds with trialkylstannyl radicals is proposed, substantiated by a product study.