52008-58-9Relevant academic research and scientific papers
The photo-Wallach rearrangement. Heavy-atom kinetic isotope effects and mechanism
Shine, Henry J.,Subotkowski, Witold,Gruszecka, Ewa
, p. 1108 - 1115 (2007/10/02)
The photo-rearrangement of mixtures of azoxybenzene 4 and, successively, 4, 4, and 4 were carried out.Kinetic isotope effects (KIE) were calculated from measurements of isotopic ratios in both recovered 4 and the product, 2-hydroxya
Oxidations of Aromatic Amines by Superoxide Ion
Crank, George,Makin, Mohammad I. H.
, p. 845 - 855 (2007/10/02)
Superoxide ion acts as a mild and highly selective oxidizing agent for aromatic amines.Aniline and α-naphthylamine were not oxidized, but β-naphthylamine formed dibenzophenazine, dibenzophenazine and 2,2'-azonaphthalen-1-ol. o- and p-Diamines are oxidized to diaminoazobenzenes but m-diamines are unreactive.Similarly o- and p-aminophenols are oxidized to dihydroxyazobenzenes but m-aminophenols are unaffected, and o-mercaptoaniline forms the disulfide.The oxidations are considered to be free-radical processes, initiated by hydrogen abstraction by superoxide from the substrates.The biological significance of the results is discussed.
ORGANIC CHEMISTRY OF SUPEROXIDE. II OXIDATION OF β-NAPHTHYLAMINE - POSSIBLE INVOLVEMENT OF THE HYDROXYL RADICAL
Crank, G.,Makin, M. I. H.
, p. 3159 - 3160 (2007/10/02)
Of a selection of aromatic monoamines examined only β-naphthylamine was oxidized by potassium superoxide and formed dibenzophenazine, dibenzophenazine and 1-hydroxy-2,2'-azonaphthalene, the latter product indicating that the hydroxyl radical may be involved in superoxide oxidations.
ACID-BASE CHARACTERISTICS OF NAPHTHALENEDIAZONIUM SALTS
Bagal, I. L.,Snegireva, L. V.,El'tsov, A. V.
, p. 1507 - 1516 (2007/10/02)
On the basis of spectral and synthetic methods it was demonstrated that the acid-base equilibrium in naphthalenediazonium salts and their disulfo derivatives in an aqueous medium is complicated by the formation of hydroxyazo dyes.The thermodynamic acidity
