108787-96-8Relevant academic research and scientific papers
BENZENEPEROXYSELENINIC ACIDS - SYNTHESIS AND PROPERTIES
Syper, Ludwik,Mlochowski, Jacek
, p. 207 - 214 (2007/10/02)
Benzeneperoxyseleninic acid (3) and its analogs, 2-nitro and 2,4-dinitrobenzeneperoxyseleninic acids (10, 11), were obtained by oxidation of corresponding arylseleninic acids or diaryldiselenides with hydrogen peroxide.Their chemical properties were studied and rearrangement of 3 to benzeneselenic acid 7 was found as an useful method for preparation of this compound.It was also shown that peroxyseleninic acid 10 can be used as an efficient oxidant in the Baeyer-Villiger transformation of the formyl group into formyloxy one.
REACTION OF α,β-UNSATURATED ALDEHYDES WITH HYDROGEN PEROXIDE CATALYSED BY BENZENESELENINIC ACIDS AND THEIR PRECURSORS
Syper, Ludwik
, p. 2853 - 2872 (2007/10/02)
Oxidation of α,β-unsaturated aldehydes with hydrogen perixide catalysed by benzeneselenic acids and their precursors has been investigated.Bis 2-nitrophenyl diselenide has proved to be the most effective catalyst.The major products resulting from the oxidation are vinyl formates (a) which on hydrolysis give saturated aldehydes or ketones (g) having the carbon chain shortened by one carbon atom, compared with the starting aldehydes.The minor products are formyloxyoxiranes (b), α-hydroxycarbonyl (e) and α-formyloxycarbonyl (f) compounds with the carbon chain shortened by one carbon atom.Carbonyl compounds d, formally derived from an oxidative fission of the carbon-carbon double bond, have been also isolated.Diformyloxy (4c) and formyloxyacetoxy phenylmethane (5c) have been isolated when cinnamaldehyde (4) or 1-phenyl-2-formyloxypropane (5a) were oxidized, respectively.Possible mechanisms of formation of these products are discussed.Similar products resulted when α,β-unsaturated aldehydes were oxidized with organic peroxy acids.
