Published June 1, 1955
| public
Journal Article
Rearrangements in Carbonium Ion-Type Reactions of C^(14)-Labeled Dehydronorbornyl Derivatives
Chicago
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Abstract
Solvolysis of exo- and endo-dehydronorborn-C_2^(14) p-bromobenzenesulfonates in acetic acid and formic acid solutions and nitrous acid deaminations of endo-dehydronorbornyl-3-C^(14)-amine in acetic acid and aqueous fluoboric acid were found to yield 4-17% of dehydronorbornyl derivatives with 30-48% of the C^(14) located at other than the 2,3-positions. The C^(14) rearrangements are discussed in terms of unsymmetrical "dehydronorbornium" intermediates.
Additional Information
© 1955 American Chemical Society. Received October 11, 1954. Supported in part by the joint program of the Office of Naval Research and the U. S. Atomic Energy Commission. Presented in part at the Symposium on Reaction Mechanisms at the 75th Anniversary Meeting of the American Chemical Society, September 7, 1951.Additional details
- Eprint ID
- 61394
- DOI
- 10.1021/ja01616a034
- Resolver ID
- CaltechAUTHORS:20151021-142338708
- Office of Naval Research (ONR)
- Atomic Energy Commission
- Created
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2015-10-22Created from EPrint's datestamp field
- Updated
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2021-11-10Created from EPrint's last_modified field