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Magnetic Nonequivalence in the Low-Temperature Nuclear Magnetic Resonance Spectra of N-benzyl-N-Methylhydroxylamine and N-Benzyl-N-methylchloramine

Griffith, Dean L. and Olson, Bryon L. and Roberts, John D. (1971) Magnetic Nonequivalence in the Low-Temperature Nuclear Magnetic Resonance Spectra of N-benzyl-N-Methylhydroxylamine and N-Benzyl-N-methylchloramine. Journal of the American Chemical Society, 93 (7). pp. 1648-1649. ISSN 0002-7863. doi:10.1021/ja00736a013. https://resolver.caltech.edu/CaltechAUTHORS:20151012-133439627

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Abstract

Reinvestigation of the low-temperature nmr spectra of N-benzyl-N-methylhydroxylamine and N-benzyl-N-methylchloramine in acetone-d_6 at 100 MHz has revealed magnetic nonequivalence. The slow process with the N-chloro compound must be nitrogen inversion. The fact that, in acetone-d_6 N-benzyl-N-methylhydroxylamine undergoes degenerate racemization more slowly than N-benzyl-O,N-dimethylhydroxylamine supports the hypothesis that inversion of nitrogen is slower than the rate of rotation about the N-O bond in these compounds.


Item Type:Article
Related URLs:
URLURL TypeDescription
http://dx.doi.org/10.1021/ja00736a013DOIArticle
http://pubs.acs.org/doi/abs/10.1021/ja00736a013PublisherArticle
Additional Information:© 1971 American Chemical Society. Received July 6, 1970. Supported by the National Science Foundation.
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NSFUNSPECIFIED
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Other Numbering System NameOther Numbering System ID
Caltech Gates and Crellin Laboratories4095
Issue or Number:7
DOI:10.1021/ja00736a013
Record Number:CaltechAUTHORS:20151012-133439627
Persistent URL:https://resolver.caltech.edu/CaltechAUTHORS:20151012-133439627
Official Citation:Magnetic nonequivalence in the low-temperature nuclear magnetic resonance spectra of N-benzyl-N-methylhydroxylamine and N-benzyl-N-methylchloramine Dean L. Griffith, Bryon L. Olson, and John D. Roberts Journal of the American Chemical Society 1971 93 (7), 1648-1649 DOI: 10.1021/ja00736a013
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:60996
Collection:CaltechAUTHORS
Deposited By: Ruth Sustaita
Deposited On:15 Oct 2015 04:06
Last Modified:10 Nov 2021 22:42

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