Published May 1, 1953 | public
Journal Article

Rearrangements in the Reactions of 2-(4-Substituted)-phenylethylamines-1-C^(14) with Nitrous Acid

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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.

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.

Additional details

Created:
August 19, 2023
Modified:
October 25, 2023