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Rearrangement in the Reaction of C^(14)-Labeled n-Propylamine (1-Aminopropane-1-C^(14)) with Nitrous Acid

Roberts, John D. and Halmann, Martin (1953) Rearrangement in the Reaction of C^(14)-Labeled n-Propylamine (1-Aminopropane-1-C^(14)) with Nitrous Acid. Journal of the American Chemical Society, 75 (22). pp. 5759-5760. ISSN 0002-7863. http://resolver.caltech.edu/CaltechAUTHORS:20151022-083818760

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Abstract

Ethylamine-1-C^(14) on treatment with aqueous nitrous acid has been shown to yield, besides ethylene, a mixture of 98.5% of ethanol-l-C^(14) and 1.5% of ethanol-2-C^(14). It was concluded that if the ethyl cation is an important intermediate in the reaction of ethylamine with nitrous acid it reacts with water considerably more rapidly than it is converted to the ethyleneprotonium ion (I).


Item Type:Article
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http://dx.doi.org/10.1021/ja01118a526DOIArticle
http://pubs.acs.org/doi/abs/10.1021/ja01118a526PublisherArticle
Additional Information:© 1953 American Chemical Society. Received June 24, 1953. Supported in part by the program of research of the U. S. Atomic Energy Commission.
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Atomic Energy CommissionUNSPECIFIED
Record Number:CaltechAUTHORS:20151022-083818760
Persistent URL:http://resolver.caltech.edu/CaltechAUTHORS:20151022-083818760
Official Citation:Rearrangement in the Reaction of C14-Labeled n-Propylamine (1-Aminopropane-1-C14) with Nitrous Acid John D. Roberts and Martin Halmann Journal of the American Chemical Society 1953 75 (22), 5759-5760 DOI: 10.1021/ja01118a526
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:61408
Collection:CaltechAUTHORS
Deposited By: Ruth Sustaita
Deposited On:22 Oct 2015 17:56
Last Modified:22 Oct 2015 17:56

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