89902-49-8Relevant academic research and scientific papers
Ozonolysis of Vinyl Ethers in Solution and on Polyethylene
Griesbaum, Karl,Kim, Woo-Sun,Nakamura, Norinaga,Mori, Mitsuyuki,Nojima, Masatomo,Shigekazu, Kusabayashi
, p. 6153 - 6161 (2007/10/02)
Ozonolyses of the vinyl ethers 1a-f in methanol afforded almost exclusively the corresponding α-methoxy hydroperoxides 4, suggesting the preferred formation of the carbonyl oxides 2.In aprotic solvents including methyl formate, the predominant modes of decay of the carbonyl oxides 2 were cyclodimerization, reduction, and rearrangement, yet no ozonide formation.By contrast, ozonolyses of 1a-f on polyethylene gave the α-methoxy-substituted ozonides 14 in fair yields.Ozonolyzes of 1a-f in the presence of added carbonyl compounds 6 in methylene chloride or ether yielded the corresponding cross ozonides.Judged from the ozonide yields, the reactivities of the carbonyl compounds follow the sequence: (ClCH2)2C=O > ClCH2COCH3 > (CH3)2C=O and 2-CF3C6H4CHO > PhCHO.
