Roberts, John D. and Stefaniak, Lech and Webb, Graham A. and Witanowski, Michal (1986) A ^(15)N NMR Study of the Ring-Opening of Methylsydnonimine Hydrochloride. Bulletin of the Polish Academy of Sciences Chemistry, 34 (3-4). pp. 81-88. ISSN 0001-4095. https://resolver.caltech.edu/CaltechAUTHORS:20151103-070435473
Full text is not posted in this repository.
Use this Persistent URL to link to this item: https://resolver.caltech.edu/CaltechAUTHORS:20151103-070435473
Abstract
Nitrogen-15 NMR spectroscopy has been used to study the irreversible ring-cleavage or 3-methylsydnonimine hydrochloride samples separately labeled with ^(15)N at each or the three possible nitrogens. This reaction, which occurs in hydroxylic solvents on addition of base, initially yields principally the E and Z isomers or N-methyl-N-cyanomethylnitrosamine. While 3-methylsydnonimine itselr is surely a transient intermediate in the ring-opening, no measurable concentration of the free base could be detected by ^(15)N NMR. Hydrolysis or the cyano group of N-methyl-N-cyanomethylnitrosamine to give E and Z isomers of N-methyl-N-nitrosoglycine amide and N-methyl-N-nitrosoglycine could also be followed by ^(15)N NMR and is reasonably facile in that it occurs significantly at below room temperature.
Item Type: | Article | ||||||
---|---|---|---|---|---|---|---|
Additional Information: | © 1986 Polish Academy of Sciences. This research was supported in part by the National Science Foundation and by the Polish Academy of Sciences, Grant MR-I.9.2. | ||||||
Funders: |
| ||||||
Issue or Number: | 3-4 | ||||||
Record Number: | CaltechAUTHORS:20151103-070435473 | ||||||
Persistent URL: | https://resolver.caltech.edu/CaltechAUTHORS:20151103-070435473 | ||||||
Usage Policy: | No commercial reproduction, distribution, display or performance rights in this work are provided. | ||||||
ID Code: | 61778 | ||||||
Collection: | CaltechAUTHORS | ||||||
Deposited By: | Ruth Sustaita | ||||||
Deposited On: | 04 Nov 2015 21:28 | ||||||
Last Modified: | 03 Oct 2019 09:11 |
Repository Staff Only: item control page