Amine oxides 2,4-dioxides

Thietes can be prepared by elimination from appropriately substituted thietanes. 2,4-Diarylthiete 1,1-dioxides (146 and 147) were produced in good yields by peracid oxidation and intramolecular amine oxide elimination of 3-dimethylaminothietane 1,1-dioxides (Eq. 23). 

It is well known that other non-metal oxides can react with hydrogen peroxide to form similar compounds which can be viewed as inorganic peracids. Such species include boron(III), arsenic(III) and selenium(IV). For example, selenium dioxide can be used as a catalyst for epoxidations or amine oxidations through perselenous acid (Figure 2.29).86... 

Mechanistic studies of the chemical oxidation of aliphatic amines have been reviewed extensively by Chow et al. [22]. Many studies of the mechanism of oxidation of amines have been performed with chlorine dioxide or ferricyanide as oxidants, because they have absorption bands with maxima at 357 and 420 nm, respectively. Changes in the absorbance at these wavelengths for the respective oxidants can be conveniently used to follow the kinetics of the reactions. On the basis of these studies, the electron-transfer mechanism shown in Scheme 1 has been proposed for amine oxidation. 

Edward, J. T., Whiting, J. Reactions of amine oxides and hydroxylamines with sulfur dioxide. Can. J. Chem. 1971, 49, 3502-3514. 

Acrolein is highly reactive and is likely to polymerize violently/explosively into dimethylaniline in the presence of strong acids or bases. Care should be taken to prevent mixing with amines, sulfur dioxide, metal salts, and oxidants. In addition, acrolein is sensitive to heat, light, and air unless an inhibitor such as... 

CHLORODIETHYLALUMINUM (96-10-6) Pyrophoric liquid ignites spontaneously in air. reacts with air, forming hydrogen chloride and aluminum oxide fumes. Reacts violently with water. A strong reducing agent. Reacts, possibly violently, with oxidizers, alcohols, acids, amines, carbon dioxide, chlorine azide (explosive compound formed), phenols, cresols, nitrogen oxides, sulfur oxides. 

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