131251-02-0Relevant articles and documents
New Studies Concerning the Reactivity of Formaldehyde Oxide, Acetaldehyde Oxide, and Propionaldehyde Oxide
Reiser, Ralf,Sueling, Carsten,Schroeder, Gerhard
, p. 2493 - 2502 (2007/10/02)
Reactivity and selectivity of formaldehyde oxide (1a), acetaldehyde oxide (1b), and propionaldehyde oxide (1c) is tested by adding a cooled solution of one or two dipolarophiles to a solution of the primary ozonides of the olefins 2a, 2b or the ketene acetals 7a-c, respectively.Different selectivities are observed for the different carbonyl oxides.Only 1a is able to react with non-activated olefins like methylenecyclopentane (4a), norbornene (4b), 3-methylstyrene (4c), and cyclopentadiene (4d) under these conditions.Activated olefins turn out to be good quenchers for 1a.Both 1a and 1b react with fulvene 4e in completely different ways.Contrary to 1a, the carbonyl oxides 1b and 1c clearly prefer carbonyl compounds to activated olefins. Key Words: Ozonolysis / Carbonyl oxides / Ketene acetals / 1,2-Dioxolanes / Ozonides, primary
Ozonolyses of α-Oxo-alkenes: On the Existence of α-Oxo-ozonides
Griesbaum, Karl,Greunig, Hans-Joachim,Volpp, Willi,Jung, In-Chan
, p. 947 - 956 (2007/10/02)
Ozonolyses of nine acyclic (1a-i) and two cyclic (14, 29) α-oxo-alkenes on polyethylene or in pentane afforded in eight cases (1d-i, 14, 29) isolable α-oxo-ozonides. α-Diozonides (9) are obtained from five of the acyclic α-oxo-alkenes (1a, b, d, g, h).All isolated ozonides are labile; the 2,4-dinitrophenylhydrazones of the α-oxo-ozonides, however, are very stable.Decomposition of the α-oxo-ozonides affords not only the hitherto known fragments, but non-peroxidic isomers (8) of the ozonides, too.