71121-91-0Relevant academic research and scientific papers
Ozonolyses of 1-Methylcyclopentene, 1-Methylcyclobutene, 5-Hexen-2-one, and Natural Rubber in the Presence of Methanol
Griesbaum, Karl,Kiesel, Gilbert
, p. 145 - 150 (2007/10/02)
Ozonolyses of 1-methylcyclopentene (8a) and of 1-methylcyclobutene (8b) in methanol proceeded in each case in the two possible directions.The resulting methoxyperoxides 13 and 14 afforded the corresponding peroxyhemiacetals 15 and 19 by intramolecular reactions of the OOH with the corresponding carbonyl groups.Ozonolysis of 1-methylcyclobutene (8b) additionally gave the corresponding ozonide 17b and 2-hydroperoxy-5-methoxy-2-methyl- as well as 5-hydroperoxy-2-methoxy-2-methyltetrahydrofuran (16b and 18b).The mode of formation of these hydroperoxy compounds has been elucidated by ozonolyses of 5-hexen-2-one (25) and of natural rubber (28) in the presence of methanol. - Keywords: Cycloalkenes, 1-methyl- / Ozonolysis / Peroxyhemiacetals, cyclic / Rubber, natural / Tetrahydrofurans, 2-hydroperoxy-
