65401-84-5Relevant academic research and scientific papers
Electron-transfer Processes: Oxidation of α- and β-Alkenylbenzenes by Peroxydisulphate in Acetic Acid
Citterio, Attilio,Arnoldi, Claudio,Giordano, Claudio,Castaldi, Grasiano
, p. 891 - 896 (2007/10/02)
Oxidation of α- and β-unsaturated alkylbenzenes by peroxydisulphate in acetic acid gives side-chain acetoxylation with formation of the corresponding glycol diacetates and compounds (10), respectively.The reaction is catalysed by transition-metal salts, among which cupric acetate gives the best results.Generally, electron-releasing substituents on the benzene ring increase the yield and improve the selectivity.The same substrates are oxidized in water under Ag+ catalysis to the corresponding aldehydes.The different behaviour in the two solvents is ascribed to the difference in reactivity between the primary oxidation products and the starting olefin, whereas the initial oxidation step is suggested to occur in both cases via an electron-transfer process from the olefin to the sulphate radical anion.
The Reactions of Lignin with Alkaline Hydrogen Peroxide. Part III. The Oxidation of Conjugated Carbonyl Structures
Gellerstedt, Goeran,Agnemo, Roland
, p. 275 - 280 (2007/10/02)
The alkaline hydrogen peroxide oxidation of aryl-α-carbonyl structures and cinnamaldehyde structures related to lignin has been studied using a kinetic method.Aryl-α-carbonyl structures in phenolic units are quantitatively cleaved to form the corresponding hydroquinone derivatives with rates of reaction strongly dependent on the substitution pattern in the aromatic ring.The presence of heavy metal ions like Fe(III) or Mn(IV) accelerates the oxidation but decreases the yield of hydroquinone.In nonphenolic units the oxidation of aryl-α-carbonyl structures is dependent upon the structure of the side chain.Cinnamaldehyde structures of the coniferaldehyde type are readily cleaved by alkaline hydrogen peroxide giving rise to the corresponding aromatic aldehyde.The reaction shows a first-order dependency on 2-> whereas -> has a negligible influence within the pH range studied.The significance of these results for the bleaching of mechanical pulps with alkaline hydrogen peroxide is briefly discussed.
