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A 15N nuclear magnetic resonance study of the base-catalyzed NH2 exchange reactions of acetamide and thioacetamide

✍ Scribed by Michael Nee; Yu Chun; Michael E. Squillacote; John D. Roberts

Publisher
John Wiley and Sons
Year
1982
Tongue
English
Weight
239 KB
Volume
18
Category
Article
ISSN
0749-1581

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✦ Synopsis

Abstract

The base‐catalyzed NH~2~ exchange reactions of acetamide and thioacetamide were studied by ^15^N nuclear magnetic resonance spectroscopy by the use of line‐shape analysis. The ^15^N NMR spectra of these primary amides at intermediate exchange rates were broad doublets, which indicated that the two amide protons were exchanging at different rates. The line‐shape analysis indicated that the ratio of exchange rates was 6±1 for acetamide and 3±1 for thioacetamide.

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