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Kinetics and mechanism of oxime formation from pyruvic acid

✍ Scribed by A. Malpica; M. Calzadilla; T. Cordova

Publisher
John Wiley and Sons
Year
2000
Tongue
English
Weight
61 KB
Volume
13
Category
Article
ISSN
0894-3230

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✦ Synopsis

The following lines of evidence establish that oxime formation from pyruvic acid occurs with ratedetermining carbinolamine dehydration under acidic and neutral conditions. First, saturation effects observed at pH 7 are strongly suggestive of carbinolamine accumulation, requiring that dehydration of the intermediate be the ratedetermining step. Second, the reaction occurs exclusively with general acid catalysis in the entire range investigated. The pH-rate plot shows a break at pH near 2, which can be interpreted in terms of protolytic equilibrium of the substrate.

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