Roberts, John D. and Regan, Clare M. (1953) Rearrangements in the Reactions of 2-(4-Substituted)-phenylethylamines-1-C^(14) with Nitrous Acid. Journal of the American Chemical Society, 75 (9). pp. 2069-2072. ISSN 0002-7863. doi:10.1021/ja01105a014. https://resolver.caltech.edu/CaltechAUTHORS:20151022-111328142
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Abstract
Treatment of a series of C^(14)-labeled 2-(4-substituted)-phenylethylamines (X-CH_2C^(14)H_2NH_2) with nitrous acid in water and acetic acid has been found to yield more or less of the isotope-position rearrangement products (X-C^(14)H_2CH_2Y; Y = -OH or -0Ac) depending on the solvent and the nature of X. With X = -OCH_8, -H and -NO_2, the most rearrangement (45%) was observed in acetic acid with X = -OCH_8, and the least (~5%) rearrangement when X = -NO_2 in water or acetic acid.
| Item Type: | Article | |||||||||
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| Additional Information: | © 1953 American Chemical Society. Received September 29, 1952. Presented in part at the Symposium on Reaction Mechanisms at the 75th Anniversary Meeting of the American Chemical Society, September 7, 1951. Supported in part by the program of research of the U. S. Atomic Energy Commission. | |||||||||
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| Issue or Number: | 9 | |||||||||
| DOI: | 10.1021/ja01105a014 | |||||||||
| Record Number: | CaltechAUTHORS:20151022-111328142 | |||||||||
| Persistent URL: | https://resolver.caltech.edu/CaltechAUTHORS:20151022-111328142 | |||||||||
| Official Citation: | Rearrangements in the Reactions of 2-(4-Substituted)-phenylethylamines-1-C14 with Nitrous Acid John D. Roberts and Clare M. Regan Journal of the American Chemical Society 1953 75 (9), 2069-2072 DOI: 10.1021/ja01105a014 | |||||||||
| Usage Policy: | No commercial reproduction, distribution, display or performance rights in this work are provided. | |||||||||
| ID Code: | 61414 | |||||||||
| Collection: | CaltechAUTHORS | |||||||||
| Deposited By: | Ruth Sustaita | |||||||||
| Deposited On: | 22 Oct 2015 22:11 | |||||||||
| Last Modified: | 10 Nov 2021 22:48 |
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