Chun, Yu and Yavari, Issa and Roberts, John D. (1982) Nitrogen-15 Nuclear Magnetic Resonance Spectroscopy. N—H Proton Exchange Reactions of Urea, Thiourea, Acetamide and Thioacetamide. Organic Magnetic Resonance, 18 (2). pp. 74-76. ISSN 0030-4921. doi:10.1002/mrc.1270180205. https://resolver.caltech.edu/CaltechAUTHORS:20151005-120248654
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Abstract
Measurements are reported of NH exchange rates of urea, thiourea, acetamide and thioacetamide, using line-shape analysis with natural-abundance ^(15)N NMR spectra. Base-catalyzed NH-proton exchange of thiourea is 30–40 times faster than for urea, while the corresponding acid-catalyzed exchange is 150 times slower. The base-catalyzed proton exchange for thioacetamide is about 1000 times faster than that of acetamide at 25°C, while the corresponding acid-catalyzed exchange is some 260 times slower.
| Item Type: | Article | |||||||||
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| Additional Information: | © 1982 Heyden & Son Ltd. Received 22 January 1981 ; accepted 31 August 1981. Supported by the Public Health Service, Research Grant No. GM-11072 from the Division of General Medical Sciences, and by the National Science Foundation. | |||||||||
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| Issue or Number: | 2 | |||||||||
| DOI: | 10.1002/mrc.1270180205 | |||||||||
| Record Number: | CaltechAUTHORS:20151005-120248654 | |||||||||
| Persistent URL: | https://resolver.caltech.edu/CaltechAUTHORS:20151005-120248654 | |||||||||
| Official Citation: | Chun, Y., Yavari, I. and Roberts, J. D. (1982), Nitrogen-15 nuclear magnetic resonance spectroscopy. N[BOND]H proton exchange reactions of urea, thiourea, acetamide and thioacetamide. Org. Magn. Reson., 18: 74–76. doi: 10.1002/mrc.1270180205 | |||||||||
| Usage Policy: | No commercial reproduction, distribution, display or performance rights in this work are provided. | |||||||||
| ID Code: | 60765 | |||||||||
| Collection: | CaltechAUTHORS | |||||||||
| Deposited By: | Ruth Sustaita | |||||||||
| Deposited On: | 05 Oct 2015 22:28 | |||||||||
| Last Modified: | 10 Nov 2021 22:39 |
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