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Journal of the American Chemical Society

Lifetimes of oxocarbenium ions in aqueous solution from common ion inhibition of the solvolysis of. alpha.-azido ethers by added azide ion

TL Amyes, WP Jencks

文献索引:Amyes, Tina L.; Jencks, William P. Journal of the American Chemical Society, 1989 , vol. 111, # 20 p. 7888 - 7900

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被引用次数: 191

摘要

Abstract: Rate constants for hydration of the oxocarbenium ions derived from a series of carbonyl compounds have been determined from common ion inhibition of the solvolysis of the corresponding a-azido ethers by trapping of the oxocarbenium ion intermediate with added azide ion, assuming k,,= 5 X lo9 M-'s-': acetophenone, kHoH= 5 X lo'; acetone, 1 X lo9; 4methoxybutanone, 2 X lo9; methoxyacetone, 4 X lo9; benzaldehyde, 2 X lo9; ...