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Published December 1, 1965 | public
Journal Article

Intermediates in the Nitrous Acid Deamination of 2-[p-(2'-Hydroxyethoxy)phenyl]ethylamine

Abstract

Nitrous acid deamination in water and in acetic acid of the para-substituted 2-phenylethylamine, p-HOCH_2-CH_2OC_6H_4CH_2CH_2NH_2 and the corresponding deuterated amine p-HOCD_2CH_2OC_6H_4CH_2CD_2NH_2, resulted in 39-40 % isotope-position migration in the ethyl group as determined from the nuclear magnetic resonance spectra of the products obtained from the deuterated amine. Aryl migration between the oxygens of the hydroxyethoxy group was considered possible but was not observed.

Additional Information

© 1965 American Chemical Society. Received July 6, 1965. Supported in part by the National Science Foundation. Participant in the Undergraduate Research Program of the National Science Foundation.

Additional details

Created:
August 23, 2023
Modified:
October 24, 2023