Hall, George E. and Piccolini, Richard and Roberts, John D. (1955) Exchange Reactions of Deuterated Benzene Derivatives with Potassium Amide in Liquid Ammonia. Journal of the American Chemical Society, 77 (17). pp. 4540-4543. ISSN 0002-7863. doi:10.1021/ja01622a033. https://resolver.caltech.edu/CaltechAUTHORS:20151021-125953236
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Abstract
The rates of deuterium-protium exchange have been determined for o-, m- and p-deuterated fluorobenzene, benzotri-fluoride and anisole in liquid ammonia solution in the presence of potassium amide. The exchange rates were found to be greatest for the ortho compounds and smallest for the para compounds. Deuterobenzene and o-deuterotoluene reacted too slowly for convenient measurement. The results are interpreted on the basis of the operation of combined inductive and field effects of the substituents, mesomeric effects appearing to be of minor importance.
| Item Type: | Article | |||||||||
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| Additional Information: | © 1955 American Chemical Society. Received March 7, 1955. Supported in part by The Upjohn Company. Faculty Fellow of The Fund for the Advancement of Education, 1953-1954. | |||||||||
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| Issue or Number: | 17 | |||||||||
| DOI: | 10.1021/ja01622a033 | |||||||||
| Record Number: | CaltechAUTHORS:20151021-125953236 | |||||||||
| Persistent URL: | https://resolver.caltech.edu/CaltechAUTHORS:20151021-125953236 | |||||||||
| Official Citation: | Exchange Reactions of Deuterated Benzene Derivatives with Potassium Amide in Liquid Ammonia George E. Hall, Richard Piccolini, and John D. Roberts Journal of the American Chemical Society 1955 77 (17), 4540-4543 DOI: 10.1021/ja01622a033 | |||||||||
| Usage Policy: | No commercial reproduction, distribution, display or performance rights in this work are provided. | |||||||||
| ID Code: | 61383 | |||||||||
| Collection: | CaltechAUTHORS | |||||||||
| Deposited By: | Ruth Sustaita | |||||||||
| Deposited On: | 21 Oct 2015 22:47 | |||||||||
| Last Modified: | 10 Nov 2021 22:48 |
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