Published July 1, 1978
| public
Journal Article
Nitrogen-15 Nuclear Magnetic Resonance Spectroscopy. Differential Rates of N-H Proton-Transfer Reactions in Phenylhydrazine
- Creators
- Yavari, Issa
- Roberts, John D.
Chicago
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.
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.Additional details
- Alternative title
- Nitrogen-15 nuclear magnetic resonance spectroscopy. Differential rates of nitrogen-hydrogen proton-transfer reactions in phenylhydrazine
- Eprint ID
- 60883
- DOI
- 10.1021/ja00483a004
- Resolver ID
- CaltechAUTHORS:20151008-070942295
- NSF
- U.S. Public Health Service (USPHS)
- GM-11073
- Created
-
2015-10-08Created from EPrint's datestamp field
- Updated
-
2021-11-10Created from EPrint's last_modified field
- Other Numbering System Name
- Caltech Gates and Crellin Laboratories of Chemistry
- Other Numbering System Identifier
- 5710