Yavari, Issa and Roberts, John D. (1978) Nitrogen-15 Nuclear Magnetic Resonance Spectroscopy. Differential Rates of N-H Proton-Transfer Reactions in Phenylhydrazine. Journal of the American Chemical Society, 100 (15). pp. 4662-4664. ISSN 0002-7863. doi:10.1021/ja00483a004. https://resolver.caltech.edu/CaltechAUTHORS:20151008-070942295
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Abstract
High-resolution proton-coupled ^(15)N NMR spectra of neat phenylhydrazine (1) have been studied at the natural abundance level over the temperature range of 20-70 ºC. Proton transfer from the -NH_2 group was found to be about two orders of magnitude faster than that from the -NH- group. The ^(15)N chemical shifts of 1 in a variety of basic, neutral, and acidic solvents show that influences of the medium are different for the two types of nitrogens in 1. Proton-coupled ^(15)N spectra of 1 in various solvents confirm the results of the variable-temperature studies. The differential rates of the proton-transfer reactions of 1 can be ascribed to two different bimolecular exchange mechanisms.
| Item Type: | Article | |||||||||
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| Alternate Title: | Nitrogen-15 nuclear magnetic resonance spectroscopy. Differential rates of nitrogen-hydrogen proton-transfer reactions in phenylhydrazine | |||||||||
| Additional Information: | © 1978 American Chemical Society. Received December 12, 1977. July 19, 1978. Supported by the National Science Foundation, and by the Public Health Service, Research Grant GM-11073 from the Division of General Medical Sciences. | |||||||||
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| Issue or Number: | 15 | |||||||||
| DOI: | 10.1021/ja00483a004 | |||||||||
| Record Number: | CaltechAUTHORS:20151008-070942295 | |||||||||
| Persistent URL: | https://resolver.caltech.edu/CaltechAUTHORS:20151008-070942295 | |||||||||
| Official Citation: | Nitrogen-15 nuclear magnetic resonance spectroscopy. Differential rates of nitrogen-hydrogen proton-transfer reactions in phenylhydrazine Issa Yavari and John D. Roberts Journal of the American Chemical Society 1978 100 (15), 4662-4664 DOI: 10.1021/ja00483a004 | |||||||||
| Usage Policy: | No commercial reproduction, distribution, display or performance rights in this work are provided. | |||||||||
| ID Code: | 60883 | |||||||||
| Collection: | CaltechAUTHORS | |||||||||
| Deposited By: | Ruth Sustaita | |||||||||
| Deposited On: | 08 Oct 2015 17:59 | |||||||||
| Last Modified: | 10 Nov 2021 22:41 |
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