Journal of the American Chemical Society

Competing kc, borderline, ks, and carbonyl addition processes in solvolyses of. alpha.-keto mesylates and triflates.. alpha.-Keto cations. 5

X Creary

Index: Creary, Xavier Journal of the American Chemical Society, 1984 , vol. 106, # 19 p. 5568 - 5577

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Citation Number: 53

Abstract

Abstract: Solvolysis studies on tertiary a-keto mesylates show quite varying responses in rate to solvent ionizing power. The m values are 1.01 for 2-benzoyl-2-adamantyl mesylate (12), 0.66 for the mesylate derivative of 2-hydroxy-2, 4, 4-trimethyl-3-pentanone (4), and 0.63 for the mesylate derivative of 2-hydroxy-2-methylpropiophenone (3). The mesylate derivative of methyl a-hydroxyisobutyrate (5) does not correlate well with YOT~ values, but instead it ...

~81%

~13%

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