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- W2000804706 abstract "Low-temperature ozonation (-78 degrees C) of 2-methyl-1,3-dioxolane (1a) in acetone-d6, methyl acetate, and tert-butyl methyl ether produced both the corresponding acetal hydrotrioxide (3a, ROOOH) and the hemiortho ester (2a, ROH) in molar ratio 1:5. Both intermediates were fully characterized by 1H, 13C, and 17O NMR spectroscopy, and they both decomposed to the corresponding hydroxy ester at higher temperatures. The mechanism involving the HOOO- anion formed by the abstraction of the hydride ion by ozone to form an ion pair, R+ -OOOH, with its subsequent collapse to either the corresponding hemiortho ester (ROH) or the acetal hydrotrioxide (ROOOH) was proposed. This mechanism is supported by the PISA/B3LYP/6-311++G(3df,3pd) calculations." @default.
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- W2000804706 date "2002-08-28" @default.
- W2000804706 modified "2023-09-25" @default.
- W2000804706 title "Evidence for the HOOO<sup>-</sup> Anion in the Ozonation of 1,3-Dioxolanes: Hemiortho Esters as the Primary Products" @default.
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- W2000804706 doi "https://doi.org/10.1021/ja0276319" @default.
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